Tailor-made Vacation · USA
Hawaii Wedding and Honeymoon
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.
At a glance
Are 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. With its azure waters and golden shores, this idyllic location sets the perfect stage for your love story to unfold. At Out Of Office, we've orchestrated countless magical gay weddings in Hawaii, and Poolenalea Beach remains a cherished favorite among couples seeking unparalleled beauty and intimacy for their special day.
Read more
But the romance doesn't end there – extend your stay and immerse yourselves in the bliss of your honeymoon amidst Maui's enchanting landscapes. Whether you envision a traditional Hawaiian ceremony steeped in cultural richness, a religious service imbued with sacred vows, a spiritual union under the open skies, or a civil celebration of love and commitment, we'll bring your vision to life with exquisite attention to detail.
From exchanging leis on the beach to savoring sunset strolls hand in hand, Maui offers endless opportunities for romance and adventure. Let us be your guide as you embark on this unforgettable journey together, creating memories to last a lifetime in paradise.

Day by day
This is a sample plan, not a fixed departure. Days can be added, removed or reordered, and almost every client changes something. Prices are an entry-level guide; your quote will be exact.
Wedding
Our favorite location for a wedding ceremony in Maui is Poolenalea Beach. It offers great privacy and there’s a beautiful path to a more secluded section of the beach.
In Hawaii, no witnesses are needed and there’s no minimum stay period ahead of your wedding.
We offer the following services as well as the option to customize your wedding:
- Assistance with Hawaii Marriage License paperwork
- A Romantic Setting – Beach, or Seaside
- Licensed Officiate/Minister
- Personal wedding consultant
- Two Wedding Lei
- Keepsake Wedding Certificate
- Professional Hawaii wedding photographer
- Wedding hair and beauty options
Wailea Beach Marriott Resort and Spa
This SPA complex is situated on the sunny leeward side of Maui within the world-renowned Wailea resort. At this resort, guests can enjoy 22 lush oceanfront acres. Guests can relax in one of 544 renovated and luxuriously appointed guest rooms or explore coves filled with exotic marine life.
The hotel offers an array of services designed to give guests plenty of leisure time to enjoy the beauty of the island. The resort has 5 outdoor pools and the newest of these pools is an adult’s only infinity pool located near the SPA center.
Westin Maui Resort and Spa
Amidst swaying palms and shimmering water on four oceanfront hectares, this luxurious complex offers something for everyone. Guests staying at this property may splash their way through the magnificent 25,000 sqm aquatic playground with five swimming pools and a thrilling 39 sqm water slide.
Pamper yourself with a spa treatment and massage in the Health Club and Spa or just relax on beautiful Kaanapali beach. This hotel offers luxurious accommodations with magnificent views. Each of the guest rooms and suites features a host of modern comforts and amenities, including Westin’s luxurious Heavenly Bed. Enjoy tropical drink specials, live entertainment, and authentic Japanese cuisine handmade to order by the sushi masters, champagne and jazz brunches and so much more, all under the Hawaiian stars.
Sheraton Maui Resort and Spa
This luxurious resort boasts a stunning setting in Maui. The resort is located close to Kaanapali Beach, at the historical Pu’u Keke’a, Black Rock. The resort is beautifully nestled amidst 23 acres of tropical, luxurious landscape, boasting a picture-perfect setting. This magnificent resort tempts guests into a world of exotic charm and luxury.
The guest rooms have beautifully incorporated Hawaiian colors, textiles and prints into the decor. Guests can enjoy a wide range of activities at this resort. The resort offers a wide range of unrivaled facilities and services, meeting the needs of discerning travelers to the highest level of excellence. Guests can enjoy delightful dining in-house, indulge in the ultimate pampering and rejuvenation in the spa, or simply lie back and revel in the sheer, natural beauty of the surroundings.
Grand Wailea Four Seasons
Set on 16.2 hectares in a privileged position frontline to the spectacular Wailea Beach on Maui’s south-western coast, the luxury Grand Wailea Resort Hotel & Spa is surrounded by the most beautiful, lush tropical gardens. Kahului Airport can be reached within a 35 minutes’ drive.
Everything about this luxury resort is top class: the breathtaking island of Maui was voted the Best Island in the World, the 4,600 m2 spa area, the largest one of Hawaii, is ranked among the top 10 spas of the United States, and the hotel itself is a regular winner of multiple awards.
The elegant, luxurious rooms are spacious and boast marvelous views of Maui’s scenic beauty. The Wailea Canyon Activity Pool features 9 pools, a 600m long river with waterslides and waterfalls as well as an adults-only pool. Exquisite dining options include multiple award-winning restaurants such as the famous Humuhumunukunukuapua’a. The perfect choice for guests who demand nothing but the best.
Our Experts
The thing about the USA is that it's just so diverse. It doesn't matter what you're looking for, you can find it in the USA. I personally love San Francisco because it's hotels are arty and luxurious at the same time.
There's nowhere quite like New York for an ultra-lux city break. I always recommend visiting in December for the dream Christmas experience, complete with high-end shopping, Broadway shows and walks in Central Park.
Stellar 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
Similar tours
Luxury New Mexico: Santa Fe, Los Alamos & Breaking Bad Locations
Tailor-made VacationNew Mexico doesn't look like anywhere else in America, and it doesn't feel like it either. The light is different, the landscape is different, and the culture, shaped by centuries of Native American, Spanish colonial, and Anglo-American layering, sits apart from anything on the coasts. This itinerary runs three threads simultaneously.
8 days View trip
Luxury Hawaii Adventure
Tailor-made VacationEmbark on an unforgettable Hawaii island-hopping adventure combining the dramatic landscapes of the Big Island with the lush natural beauty of Kauai. Over the course of this journey, you’ll experience two of Hawaii’s most spectacular islands, where volcanic landscapes, tropical rainforests and golden beaches create one of the most diverse destinations in the Pacific. Begin on the Big Island of Hawaii, home to powerful volcanoes, black sand beaches and world-class marine life.
9 days tailor-made from $7,975 per person View trip
Aspen in Winter: A Luxury Gay Ski Escape
Tailor-made VacationAspen is one of those places that rewards arriving with no particular agenda. It's one of the top luxury travel destinations in the USA. The skiing across four mountains is as good as anywhere in North America, but the town itself pulls equally hard: the restaurants are exceptional, the hotels are world-class, and the cultural life punches well above what you would expect from a mountain resort of this size.
8 days tailor-made from $10,500 per person View tripYour personal travel specialist, from the first conversation to the flight home.
Frequently asked questions
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.