Chartering a yacht in Hawai‘i offers a once-in-a-lifetime way to experience these lush Pacific islands. From the Big Island to Maui, Oahu to Kauai, each stop reveals a new facet of paradise — towering cliffs, pristine beaches, hidden waterfalls, and vibrant marine life. Imagine waking up each day in a new anchorage, surrounded by endless blue and volcanic beauty.
A week-long itinerary might include swimming with manta rays in Kona, surfing world-class waves off Oahu’s North Shore, or snorkeling in the crystal-clear waters of Molokini Crater. Onboard amenities such as Jacuzzis, dive equipment, and gourmet dining transform every moment into a celebration of comfort and adventure.
However, Hawai‘i is not a major hub for superyachts like the Mediterranean or the Caribbean. Geographic isolation, limited marina infrastructure, and strict U.S. charter regulations mean that only a handful of yachts visit these islands each year, usually as part of a private round-the-world journey.
That rarity makes Hawai‘i all the more special: for those who do charter here, it is the ultimate combination of raw natural beauty, exclusivity, and the thrill of discovering a destination few yachts ever reach.
Perfect Itinerary for Hawaii
Oahu – Honolulu and Waikiki
Begin your journey at Ala Wai Harbor in Honolulu, the largest yacht harbor in Hawaii. After boarding, cruise along the Waikiki coastline, taking in views of the iconic Diamond Head crater. In the evening, enjoy a gourmet dinner on deck as the city lights sparkle against the ocean backdrop.
Oahu – Kaneohe Bay and Waikiki Beach
Sail to the tranquil waters of Kaneohe Bay, renowned for its clear blue waters and coral reefs. Engage in snorkeling or paddleboarding in this serene environment. Later, return toward Waikiki Beach for an exquisite dinner onboard, with the vibrant shoreline as your view.
Molokai – Kaunakakai and Northern Sea Cliffs
Set course for Molokai and dock at Kaunakakai, the island’s main harbor, known for its laid-back atmosphere. Cruise along the northern coast to witness the majestic sea cliffs, some of the tallest in the world, rising dramatically from the ocean.
Lanai – Hulopo’e Bay and Garden of the Gods
Proceed to Lanai and anchor at Hulopo’e Bay, a marine sanctuary ideal for snorkeling among vibrant marine life. In the afternoon, explore the Garden of the Gods, a unique landscape of rock formations and boulders.
Maui – Lahaina and Honolua Bay
Navigate to Maui and visit Lahaina, a historic whaling village now offering boutique shopping, art galleries, and fine dining. Later, sail to Honolua Bay, a renowned spot for snorkeling and diving, surrounded by lush greenery.
Maui – Road to Hana and Black Sand Beach
Disembark for a guided tour along the famous Road to Hana, experiencing waterfalls, tropical rainforests, and the unique black sand beaches at Wai’anapanapa State Park. Return to the yacht for a sunset dinner overlooking Maui’s scenic coastline.
Hawaii (Big Island) – Kailua-Kona and Mauna Kea Stargazing
Sail to the Big Island and dock at Kailua-Kona. Spend the day exploring local attractions or relaxing onboard. In the evening, arrange a private excursion to Mauna Kea’s summit for unparalleled stargazing opportunities.
Discover your personalized itinerary today! This is just an example, let’s design together the perfect adventure for you.
Four Seasons Resort Hualālai, Big Island
An oceanfront luxury resort offering private villas, championship golf courses, and a world-class spa, set against the backdrop of white-sand beaches and black lava landscapes.
The Ritz-Carlton Maui, Kapalua
Nestled on Maui’s northwest shore, this resort features luxurious accommodations, two championship golf courses, and a lavish spa, all with stunning views of the Pacific Ocean.
Sensei Lānaʻi, A Four Seasons Resort
Located on the secluded island of Lanai, this wellness-focused resort offers personalized spa treatments, yoga sessions, and meditation classes in a serene and private setting.
Halekulani Hotel, Oahu
A historic and elegant hotel situated on Waikiki Beach, known for its exceptional service, fine dining options, and panoramic ocean views, providing a tranquil oasis in the heart of Honolulu.
