{"id":115511,"date":"2026-09-23T12:59:14","date_gmt":"2026-09-23T10:59:14","guid":{"rendered":"https:\/\/www.charteranddreams.com\/?p=115511"},"modified":"2026-09-23T14:25:30","modified_gmt":"2026-09-23T12:25:30","slug":"caribbean-yacht-charter-itinerary","status":"publish","type":"post","link":"https:\/\/www.charteranddreams.com\/en\/news-and-inspiration\/caribbean-yacht-charter-itinerary\/","title":{"rendered":"Caribbean Yacht Charter Itinerary: Discover the Best Routes in 4, 7, 10 or 14 Days"},"content":{"rendered":"\n<p style=\"font-size:16px\">A <strong>Caribbean yacht charter itinerary<\/strong> combines sheltered sailing, short island passages and a remarkable variety of anchorages within one cruising region. Turquoise bays, tropical breezes and islands shaped by different cultures give the region its character. The <strong>British Virgin Islands<\/strong> form the natural starting point: <strong>Tortola <\/strong>offers established embarkation facilities, while <strong>Norman Island<\/strong>,<strong> Virgin Gorda, Anegada and Jost Van Dyke<\/strong> each bring a distinct rhythm to the route. Longer itineraries can cross into the US Virgin Islands before continuing east towards <strong>Anguilla, St Barth and St Martin<\/strong>.<\/p>\n\n\n\n<p style=\"font-size:16px\"><strong>Traveling by yacht changes the experience.<\/strong> A tender can put guests ashore beside a quiet beach, lunch can follow a morning snorkel without returning to a hotel, and the next island becomes the view from dinner rather than another airport connection. The route remains flexible around weather, sea conditions, yacht size and the preferences of those on board.<\/p>\n\n\n\n<p style=\"font-size:16px\">Whether the charter lasts four days, one week, ten days or two full weeks, each itinerary below has a separate purpose. The shortest route concentrates on the BVI&#8217;s core anchorages; the longer versions add greater range, more time ashore and the formalities that accompany travel between territories.<\/p>\n\n\n\n<div style=\"height:27px\" aria-hidden=\"true\" class=\"wp-block-spacer\"><\/div>\n\n\n\n<h2>Caribbean yacht charter itinerary overview<\/strong><\/h2>\n\n\n\n<table style=\"width:100%;border-collapse:collapse;margin:24px 0;font-size:16px\">\n  <thead>\n    <tr style=\"background-color:#0b1f3a;color:#ffffff\">\n      <th style=\"padding:12px 16px;text-align:left;border:1px solid #0b1f3a\">Duration<\/th>\n      <th style=\"padding:12px 16px;text-align:left;border:1px solid #0b1f3a\">Departure<\/th>\n      <th style=\"padding:12px 16px;text-align:left;border:1px solid #0b1f3a\">Main stops<\/th>\n    <\/tr>\n  <\/thead>\n  <tbody>\n    <tr>\n      <td style=\"padding:12px 16px;border:1px solid #e0e0e0\">4 days<\/td>\n      <td style=\"padding:12px 16px;border:1px solid #e0e0e0\">Tortola<\/td>\n      <td style=\"padding:12px 16px;border:1px solid #e0e0e0\">Norman Island \u00b7 The Baths and North Sound, Virgin Gorda \u00b7 Cane Garden Bay \u00b7 Jost Van Dyke<\/td>\n    <\/tr>\n    <tr style=\"background-color:#f7f4ee\">\n      <td style=\"padding:12px 16px;border:1px solid #e0e0e0\">7 days<\/td>\n      <td style=\"padding:12px 16px;border:1px solid #e0e0e0\">Tortola<\/td>\n      <td style=\"padding:12px 16px;border:1px solid #e0e0e0\">Norman Island \u00b7 Virgin Gorda \u00b7 Anegada \u00b7 Jost Van Dyke \u00b7 St John \u00b7 St Thomas<\/td>\n    <\/tr>\n    <tr>\n      <td style=\"padding:12px 16px;border:1px solid #e0e0e0\">10 days<\/td>\n      <td style=\"padding:12px 16px;border:1px solid #e0e0e0\">Tortola<\/td>\n      <td style=\"padding:12px 16px;border:1px solid #e0e0e0\">Peter Island \u00b7 Cooper Island \u00b7 Norman Island \u00b7 Virgin Gorda \u00b7 Anegada \u00b7 Jost Van Dyke \u00b7 St John \u00b7 St Thomas<\/td>\n    <\/tr>\n    <tr style=\"background-color:#f7f4ee\">\n      <td style=\"padding:12px 16px;border:1px solid #e0e0e0\">14 days<\/td>\n      <td style=\"padding:12px 16px;border:1px solid #e0e0e0\">Tortola<\/td>\n      <td style=\"padding:12px 16px;border:1px solid #e0e0e0\">Norman Island \u00b7 Peter Island \u00b7 Cooper Island \u00b7 Virgin Gorda \u00b7 Anegada \u00b7 Jost Van Dyke \u00b7 St John \u00b7 St Thomas \u00b7 Anguilla \u00b7 St Barth \u00b7 St Martin (one-way finish)<\/td>\n    <\/tr>\n  <\/tbody>\n<\/table>\n\n\n\n<ul class=\"wp-block-list\">\n<li><a href=\"#4-day-itinerary\" data-type=\"internal\" data-id=\"#4-day-itinerary\">4-Day Caribbean Yacht Charter Itinerary<\/a><\/li>\n\n\n\n<li><a href=\"#7-day-itinerary\" data-type=\"internal\" data-id=\"#7-day-itinerary\">7-Day Caribbean Yacht Charter Itinerary<\/a><\/li>\n\n\n\n<li><a href=\"#10-day-itinerary\" data-type=\"internal\" data-id=\"#10-day-itinerary\">10-Day Caribbean Yacht Charter Itinerary<\/a><\/li>\n\n\n\n<li><a href=\"#14-day-itinerary\" data-type=\"internal\" data-id=\"#14-day-itinerary\">14-Day Caribbean Yacht Charter Itinerary<\/a><\/li>\n<\/ul>\n\n\n\n<div style=\"height:25px\" aria-hidden=\"true\" class=\"wp-block-spacer\"><\/div>\n\n\n\n<h2 class=\"wp-block-heading\" id=\"4-day-itinerary\"><strong>4-Day Caribbean Yacht Charter Itinerary<\/strong><\/h2>\n\n\n\n<p style=\"font-size:16px\">A four-day Caribbean yacht charter itinerary suits a long weekend within the BVI. Shorter passages connect landmark scenery with beach lunches and relaxed evenings, giving first-time visitors a varied introduction. The captain can adjust the sequence around conditions, keeping time at anchor at the heart of the trip. This compact circuit balances a first taste of the islands with enough time to swim, explore and enjoy the yacht. It works particularly well for guests who prefer a concentrated escape without international border formalities.<\/p>\n\n\n\n<figure class=\"wp-block-image aligncenter size-full\"><img decoding=\"async\" width=\"1920\" height=\"1080\" src=\"https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/tortola.jpg\" alt=\"best caribbean yacht charter itinerary\" class=\"wp-image-115619\" srcset=\"https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/tortola.jpg 1920w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/tortola-992x558.jpg 992w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/tortola-1550x872.jpg 1550w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/tortola-576x324.jpg 576w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/tortola-768x432.jpg 768w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/tortola-1536x864.jpg 1536w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/tortola-1900x1069.jpg 1900w\" sizes=\"(max-width: 1920px) 100vw, 1920px\" \/><\/figure>\n\n\n\n<div class=\"wp-block-buttons is-content-justification-center is-layout-flex wp-container-core-buttons-is-layout-a89b3969 wp-block-buttons-is-layout-flex\">\n<div class=\"wp-block-button is-style-fill\"><a class=\"wp-block-button__link has-white-color has-text-color has-background has-link-color has-small-font-size has-custom-font-size wp-element-button\" href=\"https:\/\/www.charteranddreams.com\/en\/destination\/the-caribbean-the-bahamas\/#yachts\" style=\"background-color:#130070\" target=\"_blank\" rel=\"noreferrer noopener\">YACHTS FOR CHARTER IN THE CARIBBEAN<\/a><\/div>\n<\/div>\n\n\n\n<div style=\"height:31px\" aria-hidden=\"true\" class=\"wp-block-spacer\"><\/div>\n\n\n\n<h3 class=\"wp-block-heading\">Day 1: Tortola to Norman Island<\/h3>\n\n\n\n<p style=\"font-size:16px\">Board in Tortola and settle into the yacht before the short opening passage to Norman Island. The first afternoon is designed to feel unhurried: swim from the stern, take the tender towards the sea caves at Treasure Point, or snorkel around the rocky shoreline when conditions allow. The Bight offers a protected setting for the first evening and keeps the route comfortably close to Tortola.<\/p>\n\n\n\n<p>Dinner can be taken ashore at <a href=\"https:\/\/www.piratesbight.com\/\"><strong>Pirate&#8217;s Bight<\/strong><\/a>, for a beachfront meal overlooking the Bight. Let the meal run into the evening, with the yacht waiting a short tender ride away.<\/p>\n\n\n\n<p style=\"font-size:16px\">Insider choice: if embarkation runs late, save the Caves for the following morning rather than squeezing a shore excursion in before dinner. If the anchorage feels lively, let the captain choose the quietest suitable position rather than treating proximity to the restaurant as the only priority.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 2: Norman Island to The Baths &amp; North Sound, Virgin Gorda<\/h3>\n\n\n\n<p style=\"font-size:16px\">Leave Norman Island for Virgin Gorda, with the day&#8217;s timing built around the Baths. <a href=\"https:\/\/www.bvitourism.com\/\"><strong>Granite boulders<\/strong><\/a> create pools, passages and small beaches at the island&#8217;s southern end; arriving early or later in the afternoon generally makes the shore experience more comfortable than joining the middle-of-the-day flow. Access remains dependent on sea conditions and the captain&#8217;s assessment of the landing.<\/p>\n\n\n\n<p>Continue afterwards to North Sound, where the protected water creates a contrasting second half of the day. Guests can enjoy watersports, relax on board or dine at <a href=\"https:\/\/www.beyc.com\/\"><strong>Bitter End Yacht Club<\/strong><\/a>, for a meal beside the water.<\/p>\n\n\n\n<p style=\"font-size:16px\">Insider choice: treat the Baths and North Sound as two different experiences rather than trying to compress both into quick photo stops. If the Baths landing is uncomfortable, a later visit or an alternative beach is preferable to forcing the timetable.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 3: Virgin Gorda to Cane Garden Bay, Tortola<\/h3>\n\n\n\n<p style=\"font-size:16px\">The route returns west towards Tortola, allowing time for breakfast in North Sound before cruising to Cane Garden Bay. The bay is one of Tortola&#8217;s livelier shores, with an easy beach afternoon and a sociable atmosphere around sunset. It works well when guests want music and movement after the earlier nights at Norman Island and North Sound.<\/p>\n\n\n\n<p>The final overnight location must be selected for the actual forecast. Cane Garden Bay can be exposed to northerly swell, so a captain may recommend an alternative anchorage when conditions make it uncomfortable.<\/p>\n\n\n\n<p>Insider choice: choose Cane Garden Bay for its energy, not automatically for the night&#8217;s calmest water. When quiet sleep matters more than a lively sundowner, the captain&#8217;s nearby alternative may be the better decision.<\/p>\n\n\n\n<p style=\"font-size:16px\">Make <a href=\"https:\/\/www.quitosbvi.com\/\"><strong>Quito&#8217;s<\/strong><\/a> the lunch stop on Cane Garden Bay, and check its music calendar if an evening ashore appeals.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 4: Tortola to Jost Van Dyke &amp; Tortola<\/h3>\n\n\n\n<p style=\"font-size:16px\">Spend the final day around Jost Van Dyke before returning to Tortola. White Bay is known for clear water and its swim-ashore beach-bar culture. <a href=\"https:\/\/www.soggydollar.com\/\"><strong>Soggy Dollar Bar<\/strong><\/a> is an enjoyable lunch stop when the bay and landing are suitable, with a Painkiller for guests who would like to try its signature cocktail. Great Harbour offers a different atmosphere and is home to <a href=\"https:\/\/foxysbar.com\/\"><strong>Foxy&#8217;s<\/strong><\/a>, which serves lunch and dinner with seasonal entertainment.<\/p>\n\n\n\n<p style=\"font-size:16px\">Build a generous margin into the return to Tortola so disembarkation never feels hurried. The exact final stop will depend on the yacht&#8217;s berth, the sea state and the time agreed for guests to leave the vessel.<\/p>\n\n\n\n<div class=\"wp-block-columns is-layout-flex wp-container-core-columns-is-layout-28f84493 wp-block-columns-is-layout-flex\">\n<div class=\"wp-block-column is-layout-flow wp-block-column-is-layout-flow\">\n<figure class=\"wp-block-image size-full\"><img decoding=\"async\" width=\"1920\" height=\"1080\" src=\"https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/best-caribbean-yacht-charter-itinerary.jpg\" alt=\"Caribbean luxury yacht charter itinerary\" class=\"wp-image-115625\" srcset=\"https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/best-caribbean-yacht-charter-itinerary.jpg 1920w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/best-caribbean-yacht-charter-itinerary-992x558.jpg 992w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/best-caribbean-yacht-charter-itinerary-1550x872.jpg 1550w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/best-caribbean-yacht-charter-itinerary-576x324.jpg 576w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/best-caribbean-yacht-charter-itinerary-768x432.jpg 768w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/best-caribbean-yacht-charter-itinerary-1536x864.jpg 1536w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/best-caribbean-yacht-charter-itinerary-1900x1069.jpg 1900w\" sizes=\"(max-width: 1920px) 100vw, 1920px\" \/><\/figure>\n<\/div>\n\n\n\n<div class=\"wp-block-column is-layout-flow wp-block-column-is-layout-flow\">\n<figure class=\"wp-block-image size-full\"><img decoding=\"async\" width=\"1920\" height=\"1080\" src=\"https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/St-Thomas-Caribbean-yacht-charter-itinerary.jpg\" alt=\"St Thomas Caribbean yacht charter itinerary\" class=\"wp-image-115628\" srcset=\"https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/St-Thomas-Caribbean-yacht-charter-itinerary.jpg 1920w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/St-Thomas-Caribbean-yacht-charter-itinerary-992x558.jpg 992w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/St-Thomas-Caribbean-yacht-charter-itinerary-1550x872.jpg 1550w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/St-Thomas-Caribbean-yacht-charter-itinerary-576x324.jpg 576w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/St-Thomas-Caribbean-yacht-charter-itinerary-768x432.jpg 768w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/St-Thomas-Caribbean-yacht-charter-itinerary-1536x864.jpg 1536w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/St-Thomas-Caribbean-yacht-charter-itinerary-1900x1069.jpg 1900w\" sizes=\"(max-width: 1920px) 100vw, 1920px\" \/><\/figure>\n<\/div>\n<\/div>\n\n\n\n<p><a href=\"https:\/\/www.charteranddreams.com\/en\/destination\/the-caribbean-the-bahamas\/#itineraries\" target=\"_blank\" rel=\"noreferrer noopener\">Alternative 7-Day Caribbean Yacht Charter Itinerary<\/a><\/p>\n\n\n\n<div style=\"height:35px\" aria-hidden=\"true\" class=\"wp-block-spacer\"><\/div>\n\n\n\n<h2 class=\"wp-block-heading\" id=\"7-day-itinerary\"><strong>7-Day Caribbean Yacht Charter Itinerary<\/strong><\/h2>\n\n\n\n<p style=\"font-size:16px\">A seven-day Caribbean yacht charter itinerary adds Anegada and the US Virgin Islands to the BVI&#8217;s core cruising grounds. It suits guests seeking greater variety, from coral beaches to St John&#8217;s coastline and St Thomas dining. International clearance is built into the schedule before the return to Tortola. A week creates a broader contrast between remote shores and lively harbors while keeping the Virgin Islands as the cruising area. Choose this option when discovering several islands matters more than spending consecutive nights in one anchorage.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 1: Tortola to Norman Island<\/h3>\n\n\n\n<p style=\"font-size:16px\">The week opens with a gentle passage from Tortola to Norman Island, giving guests time to learn the yacht and settle into Caribbean pace. Rather than treating the first afternoon as a transfer, use it for a swim and a tender visit to the Caves when visibility and sea conditions are favorable. Keen snorkelers can ask the captain about the Indians, whose exposed position demands a more careful weather assessment than the protected Bight.<\/p>\n\n\n\n<p style=\"font-size:16px\">Dinner at <strong><a href=\"https:\/\/www.piratesbight.com\/\">Pirate&#8217;s Bight<\/a> <\/strong>keeps the evening relaxed and close to the anchorage. Leave time after dinner to return to the yacht and enjoy the lights across the Bight from the deck.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 2: Norman Island to The Baths &amp; North Sound, Virgin Gorda<\/h3>\n\n\n\n<p style=\"font-size:16px\">Sail east to Virgin Gorda and plan the day around a properly paced visit to the Baths. The granite passages are most rewarding when guests have time to walk, swim and explore without watching the clock. An early arrival can help avoid the busiest excursion period, although the captain&#8217;s view of swell and tender access remains decisive.<\/p>\n\n\n\n<p style=\"font-size:16px\">Continue to North Sound for a sheltered evening. <a href=\"https:\/\/www.beyc.com\/\"><strong>Bitter End Yacht Club<\/strong><\/a> offers dockside dining and an easy step ashore after an active morning. Guests who prefer a quieter night can dine aboard and enjoy the contrast between the Sound&#8217;s protected water and the open coast crossed earlier in the day.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 3: Virgin Gorda to Anegada<\/h3>\n\n\n\n<p style=\"font-size:16px\">The passage to Anegada changes the visual language of the itinerary. Unlike the volcanic islands behind it, Anegada is low, coral-based and surrounded by reefs. The captain plans the reef-fringed approach carefully, while guests enjoy the island emerging slowly from the horizon. Once secure, take the tender ashore for beach time at Loblolly Bay, reef exploration with an appropriate local guide, or a slow afternoon away from the busier BVI anchorages.<\/p>\n\n\n\n<p style=\"font-size:16px\">Reserve dinner ahead at <a href=\"https:\/\/thewonkydog.com\/\"><strong>The Wonky Dog<\/strong><\/a> if Anegada lobster is part of the plan. Its beachside setting makes the meal part of the island experience; the crew can confirm seasonal opening and the day&#8217;s menu before the crossing.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 4: Anegada to Jost Van Dyke<\/h3>\n\n\n\n<p style=\"font-size:16px\">Leave Anegada for Jost Van Dyke, trading remote reef scenery for one of the BVI&#8217;s most sociable islands. White Bay suits a daytime swim and lunch at <a href=\"https:\/\/www.soggydollar.com\/\"><strong>Soggy Dollar Bar<\/strong><\/a>, while Great Harbour offers the better setting for guests who want to stay ashore into the evening at <a href=\"https:\/\/foxysbar.com\/\"><strong>Foxy&#8217;s<\/strong><\/a>.<\/p>\n\n\n\n<p style=\"font-size:16px\">The two bays should not be treated as interchangeable. White Bay is the beach-day choice; Great Harbour is the evening choice. Landing conditions, crowd levels and the yacht&#8217;s overnight position will determine whether guests visit both or enjoy one properly. That decision is more valuable than racing between famous names for photographs.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 5: Jost Van Dyke to Cruz Bay and the north shore of St John<\/h3>\n\n\n\n<p style=\"font-size:16px\">Cross from Jost Van Dyke to St John, allowing the morning for entry formalities before exploring the US Virgin Islands. Once cleared, the north shore offers a different pace: a swim at Maho Bay or a snorkel in an approved location can fill the afternoon without another long passage. The captain will match the stop to the yacht&#8217;s permitted moorings and conditions.<\/p>\n\n\n\n<p style=\"font-size:16px\">For dinner, arrange a tender landing and shore transfer to <a href=\"https:\/\/www.morgansmango.com\/location-map-restaurant\"><strong>Morgan&#8217;s Mango<\/strong><\/a> in Cruz Bay. Staying near town makes that evening simpler; a more distant north-shore position favors dinner aboard. Decide which experience matters most before choosing the night&#8217;s stop, so a restaurant reservation does not dictate an awkward return journey.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 6: St John to St Thomas<\/h3>\n\n\n\n<p style=\"font-size:16px\">Begin with a quiet morning around St John, choosing the bay around conditions and the yacht&#8217;s permitted mooring options. A tender excursion or snorkel can replace a rigid shore schedule, leaving space to appreciate the protected coastline before moving towards St Thomas.<\/p>\n\n\n\n<p>The afternoon introduces a more polished marina atmosphere. Yacht Haven Grande provides a practical base for shopping, dining and provisioning, while Charlotte Amalie adds historical texture for guests who want time ashore. The change of pace is intentional: after several beach-led days, St Thomas brings energy and services without requiring the itinerary to abandon the sea.<\/p>\n\n\n\n<p style=\"font-size:16px\">Reserve dinner at <a href=\"https:\/\/www.oceanavi.com\/\"><strong>Oceana Restaurant &amp; Bistro<\/strong><\/a> in Frenchtown, with a shore transfer from the marina. Its seasonal calendar should be checked for the charter dates.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 7: St Thomas to Tortola<\/h3>\n\n\n\n<p style=\"font-size:16px\">The final passage returns to Tortola, with enough margin for departure formalities, BVI re-entry and the contracted disembarkation time. The captain may adjust the morning around port procedures and weather; the last day should never rely on a tightly timed restaurant reservation or a distant swim stop.<\/p>\n\n\n\n<p>If time genuinely permits, finish with breakfast at anchor or one final swim in a suitable bay before approaching the berth. The best final day feels calm and controlled, not like a hurried border crossing followed by suitcases on the dock.<\/p>\n\n\n\n<p style=\"font-size:16px\">For guests disembarking at Nanny Cay with a later flight, <a href=\"https:\/\/nannycay.com\/eat-plus-drink\/bars-restaurants\/\"><strong>Peg Legs<\/strong><\/a> offers an optional lunch ashore. Book it after the charter ends, once the transfer schedule is clear.<\/p>\n\n\n\n<figure class=\"wp-block-image aligncenter size-full\"><img decoding=\"async\" width=\"1920\" height=\"1080\" src=\"https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/1-1.jpg\" alt=\"Caribbean yacht charter itinerary\" class=\"wp-image-115643\" srcset=\"https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/1-1.jpg 1920w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/1-1-992x558.jpg 992w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/1-1-1550x872.jpg 1550w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/1-1-576x324.jpg 576w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/1-1-768x432.jpg 768w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/1-1-1536x864.jpg 1536w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/1-1-1900x1069.jpg 1900w\" sizes=\"(max-width: 1920px) 100vw, 1920px\" \/><\/figure>\n\n\n\n<h2 class=\"wp-block-heading\" id=\"10-day-itinerary\"><strong>10-Day Caribbean Yacht Charter Itinerary<\/strong><\/h2>\n\n\n\n<p style=\"font-size:16px\">A ten-day Caribbean yacht charter itinerary brings more time at anchor, adding Peter Island and Cooper Island while retaining Anegada and the USVI. Extra nights allow a full Anegada beach day and a slower stay in North Sound. It suits guests who value quieter stops alongside several evenings ashore. The longer stay also gives guests room to choose between watersports, a local excursion and an afternoon spent entirely on deck. This balance suits groups whose ideal holiday mixes active mornings with afternoons free of scheduled commitments.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 1: Tortola to Peter Island<\/h3>\n\n\n\n<p style=\"font-size:16px\">Begin with Peter Island, close enough to Tortola for the first day to remain spacious even after embarkation and the safety briefing. The emphasis is privacy: ask about swimming at Deadman&#8217;s Beach, use the water toys and let lunch unfold on board rather than immediately chasing a famous shore venue. The captain will choose the anchorage around wind and swell, as the island&#8217;s bays do not offer the same protection in every condition.<\/p>\n\n\n\n<p>The first evening leaves time to enjoy Peter Island at a gentle pace. The afternoon can unfold between the swim platform and a shaded seat on deck, with Norman Island and its caves waiting for the following day.<\/p>\n\n\n\n<p style=\"font-size:16px\">A shore dinner at <a href=\"https:\/\/www.peterisland.com\/dining\/the-drake-steakhouse\"><strong>The Drake Steakhouse<\/strong><\/a> adds a resort evening when guest access, tender arrangements and reservations are confirmed.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 2: Peter Island to Cooper Island &amp; Norman Island<\/h3>\n\n\n\n<p style=\"font-size:16px\">Cruise to Cooper Island for a morning swim in Manchioneel Bay, then continue to Norman Island. Cooper&#8217;s appeal is its compact scale: a swim, lunch and time ashore can fit naturally without turning the day into a list of appointments. Conditions and mooring availability should determine the exact sequence.<\/p>\n\n\n\n<p>At Norman Island, explore the Caves by tender before dinner at Pirate&#8217;s Bight. Arriving later in the itinerary allows the captain to time the visit around other traffic and gives guests the option of a more active afternoon after the previous day&#8217;s slower start.<\/p>\n\n\n\n<p style=\"font-size:16px\">Lunch at <a href=\"https:\/\/cooperislandbeachclub.com\/eat-drink\/\"><strong>Cooper Island Beach Club<\/strong><\/a> in Manchioneel Bay gives the first stop a clear focus; confirm its winter operating dates before reserving.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 3: Norman Island to The Baths &amp; Spanish Town, Virgin Gorda<\/h3>\n\n\n\n<p style=\"font-size:16px\">Set out from Norman Island for the Baths, with enough time to explore the granite passages at a comfortable pace. Wear shoes suitable for uneven rock and keep the shore visit light: a small dry bag is more practical than a large beach bag. The sea state determines whether access from the water is appropriate.<\/p>\n\n\n\n<p style=\"font-size:16px\">Lunch at <strong><a href=\"https:\/\/topofthebaths.com\/about\/\">Top of the Baths<\/a> <\/strong>brings the view above the boulders into the day. Continue with time in Spanish Town before returning to the yacht. If the sea landing is unsuitable, the captain can consider a shore transfer from an appropriate berth, subject to the site&#8217;s opening status; changing the approach is better than assuming another nearby beach will be sheltered.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 4: Spanish Town to North Sound, Virgin Gorda<\/h3>\n\n\n\n<p style=\"font-size:16px\">Cruise from Spanish Town to North Sound, letting the changing coastline form part of the morning. The shorter distance leaves time to enjoy the Sound rather than arriving only for dinner. Guests can choose sailing or paddleboarding where conditions permit, while those seeking a quieter day can stay aboard with a book and a long lunch.<\/p>\n\n\n\n<p style=\"font-size:16px\">Reserve dinner at <strong><a href=\"https:\/\/www.beyc.com\/\">Bitter End Yacht Club<\/a> <\/strong>and arrange the tender return before heading ashore. Planning tip: reserve Bitter End&#8217;s watersports equipment or instruction separately from dinner; a restaurant table does not secure a sailing session. A sailing session followed by sunset on deck can be more satisfying than fitting every watersport between fixed appointments, particularly after an active day at the Baths.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 5: Virgin Gorda to Anegada<\/h3>\n\n\n\n<p style=\"font-size:16px\">Make the open-water passage to Anegada, whose flat coral landscape appears gradually rather than rising sharply from the sea. The island&#8217;s reef-fringed approach requires local knowledge and careful navigation, which is precisely why it feels different from the rest of the BVI.<\/p>\n\n\n\n<p>Once ashore, choose between a quiet afternoon at Cow Wreck Beach and a guided nature or snorkeling experience. Dinner at The Wonky Dog can center on Anegada lobster when available. Ask the crew to confirm the menu before booking, then enjoy an evening by the water after a day exploring the island.<\/p>\n\n\n\n<p style=\"font-size:16px\">Planning tip: arrange the shore transport and dinner reservation together, so an afternoon beach visit does not end with a rushed drive back.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 6: Anegada to Anegada<\/h3>\n\n\n\n<p style=\"font-size:16px\">A second day on Anegada turns the island from a dinner stop into an experience. Begin slowly, then visit a different beach or arrange an island excursion rather than repeating the previous afternoon. The extra time also creates a useful weather buffer before the route moves west.<\/p>\n\n\n\n<p>This is one of the strongest distinctions between seven and ten days. Guests can enjoy a remote island without arriving late and leaving early. If conditions suggest departing sooner, the captain can exchange this night for more time at St John or another sheltered BVI anchorage.<\/p>\n\n\n\n<p style=\"font-size:16px\">Explore Loblolly Bay ashore, returning for dinner at The Wonky Dog if open. Planning tip: keep the yacht in its approved position and explore the island by land, rather than assuming every reef-fringed beach is a suitable yacht anchorage.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 7: Anegada to Jost Van Dyke<\/h3>\n\n\n\n<p style=\"font-size:16px\">Cruise west to Jost Van Dyke for a deliberately social day. White Bay and Great Harbour offer different experiences: <a href=\"https:\/\/www.soggydollar.com\/\"><strong>Soggy Dollar<\/strong><\/a> for a swim-ashore lunch and <a href=\"https:\/\/foxysbar.com\/\"><strong>Foxy&#8217;s<\/strong><\/a> for dinner and evening atmosphere. Choose one as the centerpiece, using the tender for the other only if conditions and energy allow.<\/p>\n\n\n\n<p>For a quieter alternative, ask the captain about an appropriate anchorage away from the main daytime flow. The ten-day route has enough room to preserve choice; it need not follow the busiest version of every island.<\/p>\n\n\n\n<p style=\"font-size:16px\">A relaxed lunch at White Bay followed by sunset aboard leaves room for the next morning&#8217;s international crossing.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 8: Jost Van Dyke to St John, USVI<\/h3>\n\n\n\n<p style=\"font-size:16px\">Leave Jost Van Dyke for St John, with clearance into the US Virgin Islands built into the morning. After formalities, Maho Bay offers a beach-focused afternoon when conditions and the yacht&#8217;s permitted operating plan allow. Swimming and a slow tender outing are enough; the pleasure here is having time to enjoy the green shoreline.<\/p>\n\n\n\n<p style=\"font-size:16px\">Dinner at <a href=\"https:\/\/www.morgansmango.com\/location-map-restaurant\"><strong>Morgan&#8217;s Mango<\/strong><\/a> in Cruz Bay makes a sociable finish, with shore transport coordinated around the yacht&#8217;s position. Planning tip: choose between an easy town evening and a more secluded overnight setting before booking dinner. The National Park Service&#8217;s mooring and anchoring rules vary by vessel size, so the same bay cannot be promised for every charter yacht.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 9: St John to St Thomas<\/h3>\n\n\n\n<p style=\"font-size:16px\">Allow a quiet morning around St John before cruising to St Thomas. Guests may spend the afternoon around Yacht Haven Grande or explore Charlotte Amalie, while the crew handles any practical arrangements required before the return to the BVI.<\/p>\n\n\n\n<p>This is the route&#8217;s urban interlude, useful for shopping, restaurants and marina services after the remote rhythm of Anegada. Return to the yacht for dinner if privacy matters more than another evening ashore; the lights of Charlotte Amalie can become the backdrop to a quieter meal on deck.<\/p>\n\n\n\n<p style=\"font-size:16px\">For dinner ashore, <a href=\"https:\/\/www.oceanavi.com\/\"><strong>Oceana Restaurant &amp; Bistro<\/strong><\/a> in Frenchtown offers a change from the beach bars of earlier days. Arrange a car from the marina and confirm seasonal opening before making it the evening&#8217;s centerpiece.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 10: St Thomas to Tortola<\/h3>\n\n\n\n<p style=\"font-size:16px\">Return to Tortola with customs, immigration and the contracted disembarkation time governing the schedule. A final swim is worthwhile only when it leaves a generous operational margin. The captain may also recommend returning to BVI waters the previous evening if the forecast or formalities make that the calmer option.<\/p>\n\n\n\n<p>Finish with breakfast on deck and a measured approach to the berth. Ten days should end with the sense that the route had room to breathe\u2014from quiet Peter Island bays to Anegada&#8217;s coral horizon and the protected coast of St John.<\/p>\n\n\n\n<p style=\"font-size:16px\">If disembarking at Nanny Cay, guests with time before their onward transfer can finish with lunch at <a href=\"https:\/\/nannycay.com\/eat-plus-drink\/bars-restaurants\/\"><strong>Peg Legs<\/strong><\/a>. This is an optional arrangement ashore after disembarkation, with no need to rush the yacht&#8217;s arrival.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img decoding=\"async\" width=\"1550\" height=\"872\" src=\"https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Cooper-Island-caribbean-yacht-charter-itinerary-1-1550x872.jpg\" alt=\"Cooper Island caribbean yacht charter itinerary\" class=\"wp-image-115639\" srcset=\"https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Cooper-Island-caribbean-yacht-charter-itinerary-1-1550x872.jpg 1550w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Cooper-Island-caribbean-yacht-charter-itinerary-1-992x558.jpg 992w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Cooper-Island-caribbean-yacht-charter-itinerary-1-576x324.jpg 576w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Cooper-Island-caribbean-yacht-charter-itinerary-1-768x432.jpg 768w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Cooper-Island-caribbean-yacht-charter-itinerary-1-1536x864.jpg 1536w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Cooper-Island-caribbean-yacht-charter-itinerary-1-1900x1069.jpg 1900w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Cooper-Island-caribbean-yacht-charter-itinerary-1.jpg 1920w\" sizes=\"(max-width: 1550px) 100vw, 1550px\" \/><\/figure>\n\n\n\n<h2 class=\"wp-block-heading\" id=\"14-day-itinerary\"><strong>14-Day Caribbean Yacht Charter Itinerary<\/strong><\/h2>\n\n\n\n<p style=\"font-size:16px\">A fourteen-day Caribbean yacht charter itinerary combines the BVI and USVI with Anguilla, St Barth and St Martin. This sample route runs one-way from Tortola to St Martin or Sint Maarten. Its substantial eastward passage requires a suitable yacht and weather window, with ports and timing confirmed before booking. Guests comfortable with longer cruising days can combine quieter anchorages with Gustavia shopping, an Anguilla beach day and St Barth dining. Choose this wider journey for variety, allowing flexibility around the crossing rather than expecting daily short hops.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 1: Tortola to Norman Island<\/h3>\n\n\n\n<p style=\"font-size:16px\">Depart Tortola for Norman Island after embarkation and the crew&#8217;s briefing. The first afternoon leaves room to settle in: swim from the yacht or take a tender excursion towards the Caves when sea conditions allow. The Bight provides a convenient base for the opening night, with the island&#8217;s steep green shoreline framing the anchorage.<\/p>\n\n\n\n<p style=\"font-size:16px\">Choose dinner at Pirate&#8217;s Bight for an easy first evening ashore. Guests who would like something livelier can ask about the floating bar and grill Willy T. The two offer different atmospheres, so choose according to the group rather than trying to fit both into embarkation day. Return aboard with the evening still open.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 2: Norman Island to Peter Island &amp; Cooper Island<\/h3>\n\n\n\n<p style=\"font-size:16px\">Cruise from Norman Island to Peter Island for a morning swim, then continue to Cooper Island. The two stops introduce quieter BVI scenery before the route moves towards Virgin Gorda. Lunch can be taken aboard at Peter Island, leaving Cooper for a late afternoon ashore and a gentle walk along the waterfront at Manchioneel Bay.<\/p>\n\n\n\n<p style=\"font-size:16px\">Reserve dinner at Cooper Island Beach Club when its seasonal calendar allows. Planning tip: check its reservation window directly rather than assuming tables can be secured months ahead; dinner requests are currently accepted only within ten days of the intended visit. A suitable mooring and the tender landing also need to work for the yacht, so confirm those together with dinner.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 3: Cooper Island to The Baths &amp; North Sound<\/h3>\n\n\n\n<p style=\"font-size:16px\">Leave Cooper Island for Virgin Gorda, timing the visit to the Baths around the sea state and shore access. The granite boulders deserve an unhurried visit, with time to walk through the passages and enjoy the small beaches. The crew can help select a practical arrival time and carry only what is needed ashore.<\/p>\n\n\n\n<p style=\"font-size:16px\">Lunch at Top of the Baths adds an elevated view before continuing towards North Sound. After an active morning, the remainder of the day can be simple: a swim, a drink on deck and dinner prepared aboard. Tomorrow stays in the Sound, giving the captain scope to adjust today&#8217;s sequence if conditions call for a later Baths visit.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 4: North Sound to North Sound<\/h3>\n\n\n\n<p style=\"font-size:16px\">Stay in North Sound for a full day of watersports and time ashore. The absence of a major passage makes it easier to plan a sailing session, enjoy a leisurely breakfast or take the tender to <a href=\"https:\/\/www.beyc.com\/\"><strong>Bitter End Yacht Club<\/strong><\/a>. Guests can be active at different times without feeling they are holding up the next departure.<\/p>\n\n\n\n<p style=\"font-size:16px\">A waterfront lunch at Bitter End Yacht Club gives the day a meeting point before everyone returns to their preferred pace. Planning tip: reserve equipment or instruction separately from the restaurant; a dining reservation does not secure a sailing session. Keep the evening aboard if tomorrow&#8217;s Anegada crossing calls for an early departure.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 5: Virgin Gorda to Anegada<\/h3>\n\n\n\n<p style=\"font-size:16px\">Cross from Virgin Gorda to Anegada, watching the steep hills give way to a low coral island. The reef-fringed approach needs careful planning, and the captain will select the arrival and mooring arrangements for the yacht. Once ashore, arrange transport to Loblolly Bay for a beach afternoon, leaving the vessel in a suitable position.<\/p>\n\n\n\n<p style=\"font-size:16px\">Reserve dinner at The Wonky Dog, asking about lobster availability when booking. Planning tip: choose one beach and allow time to enjoy it rather than attempting a complete island tour between arrival and dinner. This overnight is the most remote-feeling part of the BVI sequence, and a spare hour on the sand is well spent.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 6: Anegada to Jost Van Dyke<\/h3>\n\n\n\n<p style=\"font-size:16px\">Cruise west from Anegada to Jost Van Dyke for a more sociable day. White Bay offers clear water and a beach afternoon, with lunch at Soggy Dollar if the arrival time and landing conditions suit. Keep lunch flexible after the passage so the crew has time to settle the yacht comfortably.<\/p>\n\n\n\n<p style=\"font-size:16px\">For an evening ashore, Foxy&#8217;s in Great Harbour is an alternative to staying in White Bay. Planning tip: select the bay around the experience the group wants: a beach lunch and quiet dinner aboard, or time ashore into the evening. A tender transfer between venues should be agreed with the captain, particularly after dark.<\/p>\n\n\n\n<div style=\"height:41px\" aria-hidden=\"true\" class=\"wp-block-spacer\"><\/div>\n\n\n\n<p class=\"has-text-color has-link-color wp-elements-9e24c66231cf8d633af3d01dbddf888e\" style=\"color:#84979d\"><em>Luxury yachts like <a href=\"https:\/\/www.charteranddreams.com\/en\/yacht\/oguz-khan-oguz-marin\/\">Oguz Khan<\/a> are perfectly suited for cruising these idyllic waters, blending a traditional sailing spirit with every modern comfort on board. Whether you&#8217;re island hopping between hidden coves, snorkelling over vibrant reefs or unwinding in the flybridge jacuzzi as the sun sets over the Caribbean, this is where the region&#8217;s laid back luxury comes alive.<\/em><\/p>\n\n\n\n<div style=\"max-width:900px; margin:32px auto; font-family:inherit;\">\n  <a href=\"https:\/\/www.charteranddreams.com\/en\/yacht\/oguz-khan-oguz-marin\/\" target=\"_blank\" rel=\"noopener\" style=\"display:block; position:relative; overflow:hidden;\">\n    <img decoding=\"async\" src=\"https:\/\/www.yachtfolio.com\/api\/media\/res?f=4GdSh1pStB6Q.JPG&#038;api=ed12159b2f0dc63875f8ac8a53c72ed7959c33b8\" alt=\"Caribbean yacht charter itinerary\" style=\"width:100%; height:auto; display:block;\"\/>\n    <div style=\"position:absolute; top:16px; left:16px; width:32px; height:32px; background:rgba(255,255,255,0.9); border-radius:50%; display:flex; align-items:center; justify-content:center;\">\n      <svg width=\"16\" height=\"16\" viewBox=\"0 0 24 24\" fill=\"none\" stroke=\"#1F3864\" stroke-width=\"2\"><circle cx=\"11\" cy=\"11\" r=\"7\"><\/circle><line x1=\"21\" y1=\"21\" x2=\"16.65\" y2=\"16.65\"><\/line><line x1=\"11\" y1=\"8\" x2=\"11\" y2=\"14\"><\/line><line x1=\"8\" y1=\"11\" x2=\"14\" y2=\"11\"><\/line><\/svg>\n    <\/div>\n  <\/a>\n  <div style=\"background:#14233D; color:#ffffff; padding:24px 16px; text-align:center;\">\n    <div style=\"display:flex; flex-wrap:wrap; justify-content:center; gap:32px; margin-bottom:20px; font-size:15px;\">\n      <span style=\"display:inline-flex; align-items:center; gap:8px;\">\n        <svg width=\"18\" height=\"18\" viewBox=\"0 0 24 24\" fill=\"none\" stroke=\"#ffffff\" stroke-width=\"2\"><line x1=\"4\" y1=\"12\" x2=\"20\" y2=\"12\"><\/line><polyline points=\"9 6 4 12 9 18\"><\/polyline><polyline points=\"15 6 20 12 15 18\"><\/polyline><\/svg>\n        50,50 m.\n      <\/span>\n      <span style=\"display:inline-flex; align-items:center; gap:8px;\">\n        <svg width=\"18\" height=\"18\" viewBox=\"0 0 24 24\" fill=\"none\" stroke=\"#ffffff\" stroke-width=\"2\"><circle cx=\"12\" cy=\"7\" r=\"4\"><\/circle><path d=\"M5.5 21a6.5 6.5 0 0 1 13 0\"><\/path><\/svg>\n        12 People\n      <\/span>\n      <span style=\"display:inline-flex; align-items:center; gap:8px;\">\n        <svg width=\"18\" height=\"18\" viewBox=\"0 0 24 24\" fill=\"none\" stroke=\"#ffffff\" stroke-width=\"2\"><path d=\"M2 17V7a2 2 0 0 1 2-2h5v8\"><\/path><path d=\"M2 12h20\"><\/path><path d=\"M22 17V9a2 2 0 0 0-2-2h-5v10\"><\/path><path d=\"M2 17h20\"><\/path><\/svg>\n        6 Cabins\n      <\/span>\n      <span style=\"display:inline-flex; align-items:center; gap:8px;\">\n        <svg width=\"18\" height=\"18\" viewBox=\"0 0 24 24\" fill=\"none\" stroke=\"#ffffff\" stroke-width=\"2\"><path d=\"M3 18h18\"><\/path><path d=\"M5 18l1-9h12l1 9\"><\/path><path d=\"M12 9V3\"><\/path><path d=\"M9 3h6\"><\/path><\/svg>\n        2026 Oguz Marin\n      <\/span>\n    <\/div>\n    <div style=\"border-top:1px solid rgba(255,255,255,0.2); padding-top:16px; font-size:18px;\">\n      Rate from &euro;120,000 \/ Week\n    <\/div>\n    <div style=\"display:flex; justify-content:center; gap:20px; margin-top:16px;\">\n      <svg width=\"18\" height=\"18\" viewBox=\"0 0 24 24\" fill=\"none\" stroke=\"#ffffff\" stroke-width=\"2\"><path d=\"M20.8 4.6a5.5 5.5 0 0 0-7.8 0L12 5.6l-1-1a5.5 5.5 0 0 0-7.8 7.8l1 1L12 21l7.8-7.8 1-1a5.5 5.5 0 0 0 0-7.8z\"><\/path><\/svg>\n      <svg width=\"18\" height=\"18\" viewBox=\"0 0 24 24\" fill=\"none\" stroke=\"#ffffff\" stroke-width=\"2\"><circle cx=\"18\" cy=\"5\" r=\"3\"><\/circle><circle cx=\"6\" cy=\"12\" r=\"3\"><\/circle><circle cx=\"18\" cy=\"19\" r=\"3\"><\/circle><line x1=\"8.6\" y1=\"13.5\" x2=\"15.4\" y2=\"17.5\"><\/line><line x1=\"15.4\" y1=\"6.5\" x2=\"8.6\" y2=\"10.5\"><\/line><\/svg>\n    <\/div>\n  <\/div>\n  <p style=\"text-align:center; margin-top:12px; font-size:14px;\">\n    <a href=\"https:\/\/www.charteranddreams.com\/en\/yacht\/oguz-khan-oguz-marin\/\" target=\"_blank\" rel=\"noopener\" style=\"color:#1F3864;\">View OGUZ KHAN &rarr;<\/a>\n  <\/p>\n<\/div>\n\n\n\n<h3 class=\"wp-block-heading\">Day 7: Jost Van Dyke to St John<\/h3>\n\n\n\n<p style=\"font-size:16px\">Make the crossing from Jost Van Dyke to St John, completing entry formalities before the day&#8217;s leisure stops. The US Virgin Islands introduce a greener, quieter coastal rhythm. Maho Bay can provide a beach and snorkeling afternoon where the yacht&#8217;s permissions, mooring availability and sea conditions allow.<\/p>\n\n\n\n<p style=\"font-size:16px\">For dinner, Morgan&#8217;s Mango in Cruz Bay gives guests an evening in town, with a planned tender landing and car transfer if needed. Those preferring a secluded anchorage may choose to dine aboard instead. The useful choice is where to spend the evening, since a restaurant booking in town and a remote overnight stop do not always fit comfortably together.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 8: St John to St Thomas<\/h3>\n\n\n\n<p style=\"font-size:16px\">Spend the morning around St John before moving to St Thomas. A final swim gives way to the shops and harbor streets of Charlotte Amalie, with Yacht Haven Grande a possible base when a suitable berth is available. This is also the practical point for the crew to prepare for the longer eastward passage.<\/p>\n\n\n\n<p style=\"font-size:16px\">Dinner at Oceana Restaurant &amp; Bistro in Frenchtown works if departure timing allows. Planning tip: keep that reservation flexible until the captain confirms the weather window for Anguilla. The next leg may require an overnight passage or a revised schedule, depending on yacht speed and conditions; a shore evening should not dictate the departure.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 9: St Thomas to Anguilla<\/h3>\n\n\n\n<p style=\"font-size:16px\">The passage from St Thomas towards Anguilla is the itinerary&#8217;s major open-water transfer. It is a substantial eastward journey, not another short BVI island hop. The captain may depart the previous evening, adjust the route or use more time according to the yacht&#8217;s capability and forecast. Arrival and clearance take priority over a fixed afternoon program.<\/p>\n\n\n\n<p style=\"font-size:16px\">Once formalities are complete, settle into the island&#8217;s slower pace. If arrival is early enough, arrange a transfer for dinner at <strong><a href=\"https:\/\/blanchardsrestaurant.com\/\">Blanchards Restaurant<\/a> <\/strong>on Meads Bay; otherwise, dine aboard and reserve the beach experience for tomorrow. Planning tip: leave this day free of prepaid shore activities so the crossing can be planned around conditions.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 10: Anguilla to Anguilla<\/h3>\n\n\n\n<p style=\"font-size:16px\">Dedicate a full day to Anguilla, with Meads Bay as the focus for a long beach visit. The yacht can remain in the most suitable anchorage while the crew arranges access ashore; there is no need to move the vessel to every beach. A swim and a relaxed lunch leave room to appreciate the island beyond an arrival evening.<\/p>\n\n\n\n<p style=\"font-size:16px\">Blanchards Beach Shack offers a casual lunch on Meads Bay, while the main restaurant suits a more formal dinner. Planning tip: choose one dining style and leave the other meal to the yacht&#8217;s chef. The spare time can become a longer beach afternoon rather than another transfer across the island.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 11: Anguilla to Gustavia &amp; Colombier<\/h3>\n\n\n\n<p style=\"font-size:16px\">Cruise from Anguilla to St Barth, allowing for arrival formalities at Gustavia before continuing towards Colombier. The bay is a rewarding place to swim and enjoy the coastline, with <a href=\"https:\/\/www.saintbarth-tourisme.com\/wp-content\/uploads\/2023\/10\/DECOUVRIR-ST-BARTH.pdf\">shore access by boat or walking trail<\/a> rather than a beachfront road. The captain will confirm the permitted position and landing arrangements before settling in.<\/p>\n\n\n\n<p style=\"font-size:16px\">Dinner at <a href=\"https:\/\/www.bonitosbh.com\/\"><strong>Bonito<\/strong><\/a> in Gustavia is an option if the yacht returns towards the harbor and tender arrangements suit. Planning tip: guests who want a quiet Colombier evening should dine aboard and save Gustavia for tomorrow. Keeping those choices separate avoids a long or uncomfortable tender journey solely for a restaurant booking.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 12: Colombier to Gustavia<\/h3>\n\n\n\n<p style=\"font-size:16px\">Move from Colombier towards Gustavia for a day of boutiques, harbor views and time ashore. The yacht&#8217;s berth or anchorage should be arranged in advance, particularly around festive dates. A morning in town can be followed by a transfer to St Jean, giving the day a different setting without filling it with too many stops.<\/p>\n\n\n\n<p style=\"font-size:16px\">Reserve lunch at <a href=\"https:\/\/nikkibeach.com\/saint-barth\/\"><strong>Nikki Beach Saint Barth<\/strong><\/a> for a beach-club afternoon, then return to the yacht for dinner. Planning tip: agree whether the group wants a lively beach lunch or an evening restaurant experience before booking both. Leaving one meal aboard preserves time for shopping, swimming or simply enjoying the harbor from the deck.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 13: St Barth to St Martin or Sint Maarten<\/h3>\n\n\n\n<p style=\"font-size:16px\">Cruise from St Barth to St Martin or Sint Maarten, with the arrival side determined by clearance arrangements and the final berth. The island brings together French and Dutch territories, so the charter team should align the port, shore program and airport transfer before choosing the day&#8217;s stops.<\/p>\n\n\n\n<p style=\"font-size:16px\">On the French side, Grand Case offers a beach and dining afternoon, with lunch or dinner at <a href=\"https:\/\/www.rainbowcafesxm.com\/\">Rainbow Caf\u00e9<\/a>. Arrange a car if the yacht is based elsewhere rather than assuming a tender trip is the simplest connection. Planning tip: keep the last full day in one part of the island; a good meal and an unhurried beach visit make a satisfying finale.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\">Day 14: St Martin or Sint Maarten &amp; Disembarkation<\/h3>\n\n\n\n<p style=\"font-size:16px\">Finish the charter in St Martin or Sint Maarten, with breakfast aboard and time to pack before the agreed disembarkation. A final swim is possible only if the yacht&#8217;s location and departure arrangements leave a comfortable margin. The crew can organize the luggage transfer while guests enjoy the last views from the deck.<\/p>\n\n\n\n<p style=\"font-size:16px\">For a later flight and a convenient transfer route, lunch at Rainbow Caf\u00e9 in Grand Case is an optional extension ashore after the charter. This itinerary ends here, not in Tortola. Guests who require a Tortola return should ask for a redesigned route with additional passage time and fewer shore days before confirming the charter agreement.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img decoding=\"async\" width=\"1550\" height=\"872\" src=\"https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Anguilla-Caribbean-yacht-charter-itinerary-1550x872.jpg\" alt=\"St Thomas Caribbean yacht charter itinerary\" class=\"wp-image-115636\" srcset=\"https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Anguilla-Caribbean-yacht-charter-itinerary-1550x872.jpg 1550w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Anguilla-Caribbean-yacht-charter-itinerary-992x558.jpg 992w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Anguilla-Caribbean-yacht-charter-itinerary-576x324.jpg 576w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Anguilla-Caribbean-yacht-charter-itinerary-768x432.jpg 768w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Anguilla-Caribbean-yacht-charter-itinerary-1536x864.jpg 1536w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Anguilla-Caribbean-yacht-charter-itinerary-1900x1069.jpg 1900w, https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Anguilla-Caribbean-yacht-charter-itinerary.jpg 1920w\" sizes=\"(max-width: 1550px) 100vw, 1550px\" \/><\/figure>\n\n\n\n<div style=\"height:14px\" aria-hidden=\"true\" class=\"wp-block-spacer\"><\/div>\n\n\n\n<h2 class=\"wp-block-heading\"><strong><strong>Planning your best Caribbean Yacht Charter<\/strong><\/strong><\/h2>\n\n\n\n<p>These sample routes depend on weather, yacht capability and permissions. International crossings require vessel clearance and passenger entry checks; consult <a href=\"https:\/\/www.help.cbp.gov\/s\/article\/Article-1029\">US Customs and Border Protection<\/a> for US arrival requirements. <a href=\"https:\/\/www.nps.gov\/viis\/planyourvisit\/boating-information.htm\">Virgin Islands National Park<\/a> regulates moorings and anchoring by location and vessel size. The charter team confirms yacht-specific access, restaurant openings and shore transfers before travel.<\/p>\n\n\n\n<div style=\"height:35px\" aria-hidden=\"true\" class=\"wp-block-spacer\"><\/div>\n\n\n\n<div style=\"margin:0;\">\n\n<h2 style=\"margin:0 0 32px;\"><strong>Caribbean Yacht Charter FAQs<\/strong><\/h2>\n\n<h3 style=\"margin:0 0 14px;\">What is the best time for a Caribbean yacht charter itinerary?<\/h3>\n<p style=\"margin:0 0 40px;\">The best time for a Caribbean yacht charter itinerary falls within the principal winter charter period, from December through April, when demand for yachts, restaurants and festive-season berths is strongest. Book early for the widest choice. Shoulder months may offer greater availability, but weather and seasonal openings vary.<br><br>The <a href=\"https:\/\/www.nhc.noaa.gov\/climo\/\" target=\"_blank\" rel=\"noopener\">National Hurricane Center<\/a> identifies June through November as Atlantic hurricane season. Discuss the proposed dates, routing and yacht availability with the charter team.<\/p>\n\n<h3 style=\"margin:0 0 14px;\">What are the best destinations to include in a Caribbean yacht charter itinerary?<\/h3>\n<p style=\"margin:0 0 40px;\">The best destinations for a Caribbean yacht charter itinerary combine compact island-hopping in the BVI with St John&#8217;s coastline and St Thomas services in the USVI. Anguilla, St Barth and St Martin extend the journey into the northern Leewards, with longer passages and distinctive dining.<br><br>Antigua is also in the Leewards. St Lucia and St Vincent and the Grenadines offer Windward Islands cruising and suit separate routes rather than additions to a short Tortola charter.<\/p>\n\n<h3 style=\"margin:0 0 14px;\">Which marinas work best for a Caribbean yacht charter itinerary?<\/h3>\n<p style=\"margin:0 0 40px;\">Marinas along a Caribbean yacht charter itinerary departing from Tortola include <a href=\"https:\/\/nannycay.com\/\" target=\"_blank\" rel=\"noopener\">Nanny Cay<\/a> and facilities around Road Town. In St Thomas, <a href=\"https:\/\/www.igymarinas.com\/marinas\/marina-yacht-haven-grande\/\" target=\"_blank\" rel=\"noopener\">Yacht Haven Grande<\/a> serves large yachts near Charlotte Amalie, while <a href=\"https:\/\/www.igymarinas.com\/marinas\/american-yacht-harbor\/\" target=\"_blank\" rel=\"noopener\">American Yacht Harbor<\/a> is in Red Hook.<br><br>The best berth depends on yacht length, draft and availability. Reserve well ahead for peak winter dates, coordinating embarkation and airport transfers with the yacht&#8217;s confirmed location.<\/p>\n\n<h3 style=\"margin:0 0 14px;\">Which restaurants and beach clubs belong on a Caribbean yacht charter itinerary?<\/h3>\n<p style=\"margin:0;\">Dining stops on a Caribbean yacht charter itinerary can include Pirate&#8217;s Bight and the floating Willy T on Norman Island, The Wonky Dog on Anegada, Blanchards on Anguilla and Nikki Beach Saint Barth at St Jean.<br><br>Choose venues around the group&#8217;s preferred atmosphere and the yacht&#8217;s position. Seasonal openings and tender access need checking; dinner prepared aboard often suits passage days or guests seeking a quieter evening.<\/p>\n\n<\/div>\n\n\n\n<p><\/p>\n\n\n\n<div style=\"align-items:flex-start;gap:20px;border-top:1px solid #e0e0e0;border-bottom:1px solid #e0e0e0;padding:24px 0;margin:32px 0\">\n  <img decoding=\"async\" src=\"https:\/\/www.charteranddreams.com\/wp-content\/uploads\/2026\/09\/Zaid-Majal-Charter-and-Dreams-Broker-Manager.jpg\" alt=\"Zaid Majal\" style=\"width:80px;height:80px;border-radius:50%;object-fit:cover;flex-shrink:0\">\n  <div>\n    <p style=\"margin:0 0 6px;font-weight:600;font-size:17px\">Reviewed by Zaid Majal, Yacht Charter Broker<\/p>\n    <p style=\"margin:0;font-size:16px;line-height:1.6;color:#444\">\n      With extensive charter experience in the Caribbean, he brings that first-hand operational experience, including routes, anchorages, weather patterns and the practical details that shape a successful charter, knowledge that underpins the day-by-day itinerary planning and every detail behind the best possible experience on board.\n    <\/p>\n  <\/div>\n<\/div>\n\n\n\n<div style=\"height:30px\" aria-hidden=\"true\" class=\"wp-block-spacer\"><\/div>\n\n\n\n<p class=\"has-text-align-center has-medium-font-size\">Get in touch with us and let us help you design your perfect yacht charter experience.<\/p>\n\n\n\n<div class=\"wp-block-buttons is-content-justification-center is-layout-flex wp-container-core-buttons-is-layout-a89b3969 wp-block-buttons-is-layout-flex\">\n<div class=\"wp-block-button\"><a class=\"wp-block-button__link has-white-color has-text-color has-background has-link-color has-small-font-size has-text-align-center has-custom-font-size wp-element-button\" href=\"https:\/\/www.charteranddreams.com\/en\/information-request\/\" style=\"background-color:#130070\" target=\"_blank\" rel=\"noreferrer noopener\">CONTACT US!<\/a><\/div>\n<\/div>\n\n\n\n<p><\/p>\n","protected":false},"excerpt":{"rendered":"<p>A Caribbean yacht charter itinerary combines sheltered sailing, short island passages and a remarkable variety of anchorages within one cruising region. Turquoise bays, tropical breezes and islands shaped by different cultures give the region its character. The British Virgin Islands form the natural starting point: Tortola offers established embarkation facilities, while Norman Island, Virgin Gorda, [&hellip;]<\/p>\n","protected":false},"author":31,"featured_media":115669,"comment_status":"closed","ping_status":"closed","sticky":true,"template":"","format":"standard","meta":{"_acf_changed":false,"_joinchat":[],"footnotes":""},"categories":[1],"tags":[],"class_list":["post-115511","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-news-and-inspiration"],"acf":[],"_links":{"self":[{"href":"https:\/\/www.charteranddreams.com\/en\/wp-json\/wp\/v2\/posts\/115511","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.charteranddreams.com\/en\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.charteranddreams.com\/en\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.charteranddreams.com\/en\/wp-json\/wp\/v2\/users\/31"}],"replies":[{"embeddable":true,"href":"https:\/\/www.charteranddreams.com\/en\/wp-json\/wp\/v2\/comments?post=115511"}],"version-history":[{"count":37,"href":"https:\/\/www.charteranddreams.com\/en\/wp-json\/wp\/v2\/posts\/115511\/revisions"}],"predecessor-version":[{"id":115752,"href":"https:\/\/www.charteranddreams.com\/en\/wp-json\/wp\/v2\/posts\/115511\/revisions\/115752"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/www.charteranddreams.com\/en\/wp-json\/wp\/v2\/media\/115669"}],"wp:attachment":[{"href":"https:\/\/www.charteranddreams.com\/en\/wp-json\/wp\/v2\/media?parent=115511"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.charteranddreams.com\/en\/wp-json\/wp\/v2\/categories?post=115511"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.charteranddreams.com\/en\/wp-json\/wp\/v2\/tags?post=115511"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}