The hard part of traveling to Hawaii is deciding how to divide your time among its spellbinding islands. Each has their own reason to visit, and with so much to see and do at every turn, the possibilities can be overwhelming.
Don't worry, I'm Out. LGBT Travel is here to help; we work with the best in the business to curate customizable, luxury itineraries that consolidate the most unique, captivating experiences from each island into one perfectly formed 10-day trip. Each of our trips are fully bespoke, whether you're are looking for a family expedition or a romantic escape, we'll work with you to craft an unforgettable trip that makes the most of Hawaii's culture and endless natural beauty. Have a look at one of our favorite sample itineraries below.
View from The MODERN Honolulu
Day 1-2: Oahu Arrival, Pearl Harbor, Surf & Paddle Board
Begin your journey on the Island of Oahu’s laid-back Western Coast, where the elevated Hawaiian style and hospitality of the Four Seasons Oahu offers a blissful night’s rest. Wake up refreshed and head to the isolated beaches of the North Shore for private stand up paddle board and surf lessons with a local professional. Later that day, join an expert guide to learn about one of the defining moments of the 20th Century, the surprise attack that brought the USA into World War II at the Pearl Harbor War Museum.
Day 3: Big Island and Night Snorkel
A short morning flight takes you from Oahu to the Big Island. Say aloha to Four Seasons Hualalai and settle into one of their intimate suites. In the evening, leap from a 55' state-of-the-art catamaran for a truly once-in-a-lifetime experience, night snorkelling with the gentle, gigantic manta rays.
Day 4: Zipline Kohala Coast
Today, you will soar past towering trees, through rugged valleys and beside waterfalls as you enjoy a zipline tour in North Kohala. Afterwards, enjoy a catered lunch at a secluded picnic spot overlooking the untouched Pololu Valley before heading into the mountains for a nature hike to a secluded spot where you can swim in a waterfall.
Day 5: Volcanoes National Park
This morning get ready to feel the heat on a sensational doors-off helicopter ride around the volcanoes! Next, your volcanic tour continues as you journey deep into the remote and rugged Kaʻū landscape. Discuss traditions and immerse in Hawaiian culture with your local guide.
Days 6-7: Maui, Snorkel, Kayak and Evening Luau
On the sixth day you will fly to Maui, where your home will be the luxurious Montage Kapalua Bay.
That night, experience traditional Polynesian culture during a luau, complete with entertainment and a real taste of the exotic local flavors. The next morning you will have the opportunity to snorkel with sea turtles in their natural habitat, then enjoy the afternoon at the beach.
Day 8: The Road to Hana
Today you will take a guided tour of the Road to Hana, a scenic 52-mile trail that winds along Maui's pristine eastern coastline! Making leisurely stops along the way, you will learn about Hawaiian culture as you enjoy ocean vistas and explore lava formations and flowing waterfalls that most tourists never have the opportunity to enjoy.
Day 9: Lanai - The Pineapple Isle
You can wave Mahalo to Maui from your private speedboat on your way to your last island stop on this trip - the beautiful island of Lanai. Lanai is the smallest publicly accessible of Hawaii's islands and one of the most unspoiled. Relax for the day and enjoy your island home, the beautiful Four Seasons Lanai.
Day 10: Island Tour of Lanai
Once the whole island was a pineapple plantation, and it still has no traffic lights and only around 3000 people live there. On your last day in Hawaii you will explore Lanai - from the Garden of Gods to the incredible hidden beaches and shipwrecks, all by 4x4 with your private local guide.