Why House
Luxury HotelWhy House is a ten-room boutique hotel set in a three-acre walled garden in Mihiripenna, a small village on Sri Lanka's south coast around 10 kilometres from Galle. It is owned and run by Henrietta, who is usually on hand throughout a stay, and the property has the feel of a private house rather than a hotel.
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Kirana – A Santani Villa
Luxury HotelKirana, meaning "ray of light," is a four-bedroom beachfront villa on Sri Lanka's southwestern coast near Bentota, designed by architect Channa Daswatte and run by the team behind Santani Wellness. The villa sits directly on a quiet stretch of beach with a twenty-metre infinity pool looking out to sea, and the interiors are open-plan and light-filled, built around views of the gardens and ocean.
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Luxury Mykonos & Santorini Group Trip
Tailor-made VacationSpend seven days island-hopping between two of Greece's most iconic destinations. This trip strikes the balance between high-energy Mykonos and romantic Santorini — perfect for groups who want both nightlife and natural beauty. Your group stays in a private villa within walking distance of Mykonos Town's winding streets and whitewashed buildings.
7 days tailor-made from $3,545 per person View trip
Private Gay Group Villa Escape in Tuscany
Tailor-made VacationThis seven-day luxury gay group escape is built around Villa Ardore, an eight-bedroom private estate surrounded by vineyards and rolling countryside. Sleeping up to 18 guests, it is ideal for a group of friends, couples, milestone birthdays or a celebration that deserves something more memorable than a hotel. The appeal is simple.
7 days tailor-made from $5,845 per person View trip
Private Countryside Castle Getaway
Tailor-made VacationImagine having an entire castle to yourselves. Picture your group raising glasses as the sun sets over ancient battlements, or gathering around a roaring fire in a great hall that has hosted royalty for centuries. This isn't just accommodation - it's your private kingdom for four unforgettable days. Experience the UK as you've seen it in the movies. Completely Bespoke. Effortlessly Organized. Every detail is tailored precisely to your group's vision.
4 days tailor-made from $3,240 per person View trip
Luxury Family Maldives Getaway
Tailor-made VacationEmbark on an enchanting journey to the Maldives with your family on this meticulously designed 10-day itinerary. We've curated a symphony of exclusive experiences, tailor-made to cater to both the young and the young at heart. Your journey begins at Soneva Fushi, an island where luxury meets adventure.
9 days tailor-made from $10,905 per person View trip
Family-Friendly South Africa Safari: Big Five & Beyond
Tailor-made VacationEmbark on an unforgettable luxury family safari in stunning South Africa. This carefully crafted 10-day itinerary takes you and your loved ones through the heart of South Africa's most renowned game reserves, offering an unparalleled opportunity to connect with nature and each other in the most luxurious settings. Your adventure begins at the prestigious Chitwa Chitwa in the Sabi Sands Game Reserve.
10 days tailor-made from $5,415 per person View trip
Costa Rica Family Escape
Tailor-made VacationEmbark on an unforgettable journey through the heart of Costa Rica with our bespoke luxury family itinerary, designed to deliver both exhilarating adventure and pure relaxation. Over nine days, this tailor-made experience will take you from the awe-inspiring Arenal Volcano to the serene beauty of Manuel Antonio, and is ideal for families seeking an extraordinary Costa Rican adventure.
9 days tailor-made from $4,230 per person View trip
Chitwa Chitwa Game Lodge
Kruger National Park Luxury HotelChitwa Chitwa Game Lodge, nestled in the pristine wilderness of the Sabi Sands Game Reserve, adjacent to the Kruger National Park, offers a unique blend of luxury and natural beauty. The area is renowned for its exceptional wildlife, including the Big Five - lion, leopard, rhinoceros, elephant, and Cape buffalo. The lodge's strategic location by the water attracts a variety of wildlife, making it an ideal spot for game viewing.
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Classic France by Train
Tailor-made VacationDiscover French elegance and culture on our Classic France by Train itinerary. This 10-day journey invites you to immerse yourself in the heart of France, traversing from the romantic boulevards of Paris to the culinary capital of Lyon, and finally to the sun-drenched Riviera in Nice.
10 days tailor-made from $3,915 per person View trip
Italy & Dalmatian Coast Cruise
Tailor-made VacationVenice's canals, a string of Adriatic ports, and Rome's oldest streets, seen at the pace only a ship allows. This tailor-made itinerary and Seabourn gay cruise pairs Italy with the Dalmatian Coast, moving from Venice's canals to a string of Adriatic ports before closing in Rome.
15 days tailor-made from $9,985 per person View trip
Northern Europe Voyage
Tailor-made VacationEmbark on a luxurious Northern Europe voyage that seamlessly combines the historical splendor of London with the untouched natural beauty of Scotland and Iceland. Your journey begins in the bustling heart of London, staying at the iconic Claridge's Hotel, where British elegance and a rich history set the tone for your adventure.
13 days tailor-made from $7,365 per person View trip
Luxury Mediterranean Cruise: Athens to Barcelona
Tailor-made VacationThis itinerary pairs Athens's ancient core with a week at sea through some of the Mediterranean's quieter ports, closing in Barcelona. It's built around one of Seabourn's signature Mediterranean sailings, with the two city stays framing the cruise on either end. The trip begins in Athens at the King George Hotel, positioned in the city's historic center.
14 days tailor-made from $7,700 per person View trip
Italy, Greece & Turkey: Luxury Gay-Friendly Cruise
Tailor-made VacationThis itinerary moves through Italy, Greece, and Turkey, combining Rome and Athens with a seven-night LGBTQ+ friendly cruise of the Greek islands aboard Virgin Voyages, closing with a stop in Bodrum along the way. The trip begins in Rome, where ancient ruins and Renaissance-era architecture sit within a short walk of the city's best shopping and nightlife.
11 days tailor-made from $5,075 per person View trip
Miami & Caribbean Cruise
Tailor-made VacationExperience Miami's welcoming energy, Caribbean sailing, and island time in the Bahamas, all in one luxury trip. This nine-day trip opens in Miami, a city whose LGBTQ+ history runs deep along South Beach and Ocean Drive, where Art Deco facades and an easy, sun-soaked pace set the tone for the days ahead.
9 days tailor-made from $7,340 per person View trip
Luxury Mediterranean Cruise – Barcelona, Rome, Ibiza & Mykonos
Tailor-made VacationEmbark on a luxurious journey through London, Barcelona, and Mykonos, including a magnificent seven-night Virgin Voyages cruise from Barcelona, which will take you around some of the sparkling gems of the Mediterranean. This getaway is ideal for those who want to experience some of Europe's most-loved destinations on a varied and unique itinerary.
17 days tailor-made from $12,495 per person View trip
Luxury Wellness Retreat in Thailand: Khao Lak & Phuket
Tailor-made VacationDiscover ultimate serenity on our Thailand Wellness Retreat, a luxurious journey designed to rejuvenate your body, mind, and spirit. From the tranquil beaches of Khao Lak to the vibrant charm of Phuket, culminating at a world-class wellness resort, every detail is crafted for your relaxation and renewal. Start in Khao Lak at the elegant Sarojin, a five-star oasis where yoga and meditation on peaceful beaches set the tone for your retreat.
10 days tailor-made from $4,265 per person View trip
Ultimate Luxury Vacation in Thailand: Bangkok, Yao Noi & Samui
Tailor-made VacationEmbark on an extraordinary 10-day journey with our Thailand: Ultimate Luxury itinerary, where every detail is crafted for those who seek the finest experiences in the Land of Smiles. This luxurious escapade combines the alluring beauty of Thailand with the most luxurious experiences, excursions, and travel options available, ensuring your vacation is nothing short of spectacular. Begin your adventure in Bangkok, the vibrant heart of Thailand.
10 days tailor-made from $10,570 per person View trip
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.