Tailor-made trips for 2027 & 2028
Gay Hawaii Luxury Tours & Vacations
Tailor-made, always
Every trip built from scratch around your dates, pace and preferences.
Your own specialist
One named person and a 24-hour number while you travel.
Hundreds of five-star reviews
Rated Excellent on Trustpilot across ten years of LGBTQ+ luxury travel.
Hawaii, an awe-inspiring island destination nestled in the vast expanse of the Pacific Ocean, is renowned for its enchanting allure. Comprising a stunning archipelago of 137 volcanic islands, the most prominent among them being Maui, Kauai, and the renowned Hawaii, also affectionately known as the Big Island.
Each of these islands possesses its own unique charm, offering a myriad of experiences for travelers to indulge in. From thrilling adventures to serene escapes, Hawaii promises something special for every type of explorer.
More about Hawaii
When it comes to beaches, Hawaii stands out as a paradise on Earth. Waikīkī Beach, with its iconic golden sands and crystal-clear waters, beckons surfers from across the globe to ride the legendary waves. Meanwhile, the tranquil shores of the Kona Coast provide the perfect setting for snorkeling enthusiasts to encounter the graceful manta rays gliding through the ocean depths.
Moreover, Hawaii is celebrated for its extraordinary whale-watching opportunities. Every winter, these majestic creatures migrate to the warm Hawaiian waters, offering a mesmerizing spectacle for onlookers. Whether you’re on the shores of Maui, Kauai, or the Big Island, the sight of these magnificent marine mammals breaching and frolicking in the ocean is an experience that leaves a lasting impression on visitors.
Tours in Hawaii
Our itineraries are here to inspire you. Everything we do is tailor-made, so our team will customize one around your dates, pace and preferences.
Luxury Hawaii Island Hopping
Tailor-made VacationEmbark on an unforgettable journey to the enchanting Hawaiian islands, where you'll delve into the unique charm of Honolulu and Kauai, each offering a distinct tapestry of culture, adventure, and natural beauty. Immerse yourself in the rich cultural heritage of these tropical paradises as you indulge in an array of once-in-a-lifetime experiences.
13 days tailor-made from $4,490 per person View trip
Gay Wedding
Hawaii Wedding and Honeymoon
Tailor-made VacationAre you dreaming of exchanging vows on the sun-kissed shores of Maui, the jewel of Hawaii? Look no further than Out Of Office to turn your wedding dreams into reality. Our expert team specializes in crafting bespoke wedding experiences tailored to suit you and your beau's dreams. Imagine saying "I do" on the pristine sands of Poolenalea Beach, a secluded paradise nestled in the breathtaking landscapes of Wailea.
7 days tailor-made from $6,655 per person View tripStellar service. Stellar products. Stellar people and it gets so much better when you pick up the phone and call.
Anthony S.
Super client centred service. From first contact I have had warm, efficient, friendly and flexible service.
John
I’m confident in giving Out Of Office a 5-star review! They are one of the leaders in this space without a doubt.
Tiberiu
Hawaii in pictures
Luxury Hotels in Hawaii
Is Hawaii LGBTQ+ friendly?
In Hawaii, same-sex relationships are legal, same-sex marriage is legal and workplace protections cover sexual orientation. Equaldex gives Hawaii an Equality Index of 66 out of 100.
Source: Equaldex, checked October 17, 2026.
Hawaii is one of the most welcoming places in the United States for LGBTQ+ travelers, and same-sex couples are a familiar sight at its resorts, beaches and restaurants. Hawaii was at the center of the earliest US court battles over marriage equality in the 1990s, and the state legalized same-sex marriage in 2013, ahead of the national ruling.
Acceptance also has older roots. Native Hawaiian culture has long recognized māhū, people who embody both masculine and feminine spirit, as respected members of the community.
Waikiki in Honolulu has the islands’ main gay scene, with bars and a welcoming beach at Queen’s Surf. Maui, Kauai and the Big Island are quieter and more about landscape and luxury, and the resorts there are used to same-sex honeymooners. We choose hotels across the islands where you will be welcomed as a couple.
Travel Guides in Hawaii
A Gay Guide To Palm Springs
Palm Springs is a chic desert oasis in the Coachella Valley. It’s been a glamorous destination since the heyday of Golden Age Hollywood. The major contract players were obliged to stay close to their studios and Palm Springs, just a two-hour drive from LA, offered them a retreat from the flashbulbs. Marilyn Monroe, Liberace, Great Garbo and Elvis Presley had homes in Palm Springs.
Read
Our top gay wedding destinations
Weddings are always at least a little bit stressful, but do you know what makes it all worth it (aside from marrying the love of your life, of course)? When you and your guests can enjoy a bit of a break from rainy old England (or your own home turf) at the same time. Cue destination weddings!
Read
Best Gay Honeymoon Destinations 2027 & 2028
At Out Of Office, we specialize in creating exceptional gay honeymoons for couples who want more than just a beautiful destination. Our LGBTQ+ honeymoon specialists have planned thousands of same-sex honeymoons worldwide, giving us unrivaled insight into where offers the perfect balance of romance, privacy, luxury, and genuine inclusivity. With 2027 honeymoon bookings well underway, couples are planning further ahead than ever.
ReadPlanning a Trip to Hawaii
Weather in Hawaii
Temperatures converted from Celsius.
The best trips begin with a conversation, not a booking form.
Tell us how you would like the trip to feel, and a specialist will take it from there.
Frequently asked questions
About Hawaii
Is Hawaii LGBTQ+ friendly?
In Hawaii, same-sex relationships are legal, same-sex marriage is legal and workplace protections cover sexual orientation. Equaldex gives Hawaii an Equality Index of 66 out of 100.
Can my trip to Hawaii be tailor-made?
Yes. Everything we plan is tailor-made. Our suggested Hawaii itineraries are starting points: your specialist shapes the route, the hotels, the pace and the length around your dates and preferences.
Is Hawaii good for a honeymoon?
Yes. We plan honeymoons in Hawaii, with 2 suggested honeymoon itineraries as starting points, such as Luxury Hawaii Island Hopping and Hawaii Wedding and Honeymoon.
Traveling with Out Of Office
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specializing in tailor-made vacations and extraordinary journeys around the world. We create bespoke luxury vacations, LGBTQ+ honeymoons, safaris, cruises, beach escapes, private tours and group trips, with every itinerary designed around you. Our travel specialists combine global expertise, first-hand destination knowledge and trusted local partners to create seamless, highly personalized experiences.
Is Out Of Office a gay travel agency?
Out Of Office is an LGBTQ+ owned and run luxury travel specialist, with particular expertise in gay and LGBTQ+ travel. We understand the additional considerations that can come with traveling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveler, including friends, families and allies. Many of our clients are not members of the LGBTQ+ community, but choose Out Of Office for our luxury travel expertise, personalized service and discretion.
Do you create tailor-made LGBTQ+ vacations?
Yes. Every tailor-made trip with Out Of Office is designed from scratch around your interests, travel style, budget and the way you want to experience a destination. We can arrange luxury hotels, private transfers, flights, guides, excursions, cruises and special experiences as part of one personalized itinerary. The journeys shown on our website are there to inspire you rather than restrict you; only clearly identified group departures operate as fixed itineraries.
How do you choose LGBTQ+ friendly hotels and destinations?
We combine first-hand destination knowledge with trusted local expertise to recommend luxury hotels, resorts and experiences where LGBTQ+ travelers can feel informed and welcome. We also consider the laws, customs and attitudes of each destination, because LGBTQ+ rights and experiences differ around the world. Our team regularly visit many of the properties we work with and where a destination requires greater awareness, we give you clear and considered advice so that you can make an informed decision about where and how you travel.
We plant trees for every booking
For every booking made with Out Of Office we commit to planting trees in your name to help reduce the impact of travel on future generations. You'll even get a link to see where your trees are planted in the world via our partner Ecologi.
We donate to Rainbow Railroad with every booking
Rainbow Railroad helps LGBTQ+ people escape state-sponsored violence and persecution. A donation goes with every trip we sell, funded by us and never added to your price.
Start Planning Your Trip
Tell us where you would love to go, when you are thinking of traveling and what kind of trip you have in mind. One of our LGBTQ+ travel specialists will create a tailor-made itinerary designed around your destination, style and preferences.
One named specialist, first inquiry to homecoming. No call center, and nothing is charged until you decide to book.