Four Seasons Resort
Luxury HotelFour Seasons Resort Anguilla sits between Meads Bay and Barnes Bay, two of the island's best known stretches of white sand, on the quieter western end of Anguilla. The resort's scale allows for genuine variety without losing intimacy. Guest rooms, suites, and villas are spread across the property, most facing directly onto the water, with interiors that lean into a bright, understated Caribbean style.
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Manchebo Beach Resort & Spa
Luxury HotelLocated on the shores of Eagle Beach in Aruba, Manchebo Beach Resort & Spa is perfect for a relaxing and luxurious trip to the Caribbean. Overlooking one of the world’s most breathtaking beaches, this boutique resort is one of our favorite properties in Aruba. With its secluded setting, you can enjoy the unspoiled charm of white sands and turquoise waters in a distinctly Caribbean setting.
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Explore Ancient Scotland: LGBTQ+ Friendly Heritage Tour
Tailor-made VacationEmbark on a journey through Scotland, a land where rugged landscapes and ancient history converge to create a truly magical experience. From the enchanting Highlands to the windswept Orkney Isles, this itinerary takes you through vibrant cities, dramatic coastlines, and prehistoric wonders. Immerse yourself in Scotland’s rich culture, savor its timeless traditions, and let its breathtaking beauty capture your heart.
8 days tailor-made from $10,510 per person View trip
Luxury Scottish Castles Tour
Tailor-made VacationEmbark on a journey through Scotland via a series of iconic Scottish castles, where centuries of history meet breathtaking landscapes. From the bustling charm of Edinburgh to the tranquil beauty of the Isle of Skye, this itinerary is a carefully curated blend of culture, nature, and indulgence. Wander the storied streets of Edinburgh, where the past whispers from cobbled alleys and the future gleams in architectural marvels.
10 days tailor-made from $12,065 per person View trip
Luxury England Tour: London, Windsor & the Cotswolds
Tailor-made VacationThis isn't just another trip to England - it's your chance to experience the country like royalty, with all the perks and none of the protocol or ribbon-cutting. Start in London, where you'll skip the tourist crowds and dive straight into the good stuff. Take a private tour of Kensington Palace (yes, where Diana lived), then settle in for afternoon tea in the palace gardens.
10 days tailor-made from $22,175 per person View trip
Luxury Cotswolds Tour: Country Villages and Literary Greats
Tailor-made VacationStep into the heart of England’s timeless charm with this meticulously curated journey, weaving together ancient mysteries, historic grandeur, and natural beauty. This handcrafted itinerary immerses you in quintessential English country life and the locations that played home to England's literary greats. The journey continues into the Cotswolds, an area of outstanding natural beauty where rolling hills meet storybook villages. Explore charming hamlets like Lower Slaughter and uncover treasures in hidden market towns.
7 days tailor-made from $8,635 per person View trip
Royal London Tour: Buckingham Palace & Crown Jewels
Tailor-made VacationDiscover the timeless charm of London, England's progressive capital. This luxurious itinerary has been handcrafted to showcase London's finest sites, immerse you in authentic English culture and give you insights into the country's rich heritage. From the moment you arrive, a seamless experience awaits, with a private transfer to the iconic Claridge’s, your home for the journey. Delve into London’s vibrant streets, where every corner tells a story.
6 days tailor-made from $4,265 per person View trip
Luxury Rail Journey: London, York & the Royal Scotsman
Tailor-made VacationThis journey is built around one of the most luxurious rail experiences in the world: the Belmond Royal Scotsman. Before boarding, you’ll spend time in London and York, with private touring that gives you a proper sense of England’s history, architecture and character. From there, continue north to Edinburgh, where the pace changes completely. The Royal Scotsman is the centerpiece.
10 days tailor-made from $13,510 per person View trip
Anantara Bophut Koh Samui Resort
Koh Samui Luxury HotelAnantara Bophut Koh Samui Resort is a five-star beachfront resort on Bophut Beach, a short walk from Fisherman's Village. The resort runs along Bophut Beach on the north coast of Koh Samui, on the site of an old coconut plantation, with Bill Bensley-designed gardens, lily ponds, and a beachfront infinity pool. Around 106 rooms and suites mix contemporary and southern Thai style, most with a garden or sea outlook.
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Amanyara, Turks & Caicos
Luxury HotelAmanyara overlooks the pristine shores of Providenciales in Turks & Caicos. Set within a private nature reserve surrounded by a marine national park, this exclusive resort’s setting is difficult to beat. Amanyara’s open-air pavilions and villas, many with private pools and ocean views, provide the perfect blend of comfort and seclusion. Providenciales, often referred to as “Provo,” is located in the western part of the archipelago.
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Cap Juluca, A Belmond Hotel
Luxury HotelCap Juluca sits directly on Maundays Bay, widely considered one of the finest beaches in the Caribbean, its white Moorish-inspired architecture rising against the sand. Every building on the property seems designed to disappear into the view rather than compete with it. Rooms, suites, and villas are spread along the shoreline, giving most accommodations direct beach access, a rarity even among Caribbean resorts of this caliber.
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The Ritz-Carlton, Aruba
Luxury HotelThe Ritz-Carlton, Aruba, is a luxury beachfront resort located on the shores of Palm Beach, offering a perfect luxury Caribbean escape. As you'd expect from a Ritz-Carlton property, the 320 spacious rooms and suites are chic, each with private balconies that provide views of the ocean or island landscapes. The Ritz-Carlton Spa offers signature treatments inspired by island traditions, while the state-of-the-art fitness center.
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Undiscovered Japan Tour – Shirakawa-go, Tottori & Noto
Tailor-made VacationMost first trips to Japan follow the Tokyo, Kyoto and Osaka route. This one deliberately goes elsewhere. Over ten days, you travel through western and central Japan, beginning and ending in Osaka but spending most of the trip in smaller cities, mountain towns and coastal regions. Kanazawa introduces you to samurai history and local craft before the route continues through the Noto Peninsula and into Shirakawa-go, where steep-roofed gassho-zukuri farmhouses sit among the mountains.
10 days tailor-made from $10,115 per person View trip
Southern Italy and Amalfi Coast Explorer
Tailor-made VacationSouthern Italy is at its best when you combine the bustling streets of Naples with historic Pompeii, the slower pace of Sorrento, and a few days on the Amalfi Coast and Capri. Your journey begins in Naples, where private transfers and guided touring give you an introduction to one of Italy’s most characterful cities. There is exceptional food, layers of history and a sense of life happening all around you.
8 days tailor-made from $7,075 per person View trip
Timeless Puerto Rico: Culture, Coastlines and Canopies
Tailor-made VacationStep into the heart of the Caribbean with this extraordinary nine-day journey through Puerto Rico, where every moment is designed to inspire. From the cobblestone streets of Old San Juan to the tranquil shores of Vieques, this trip blends history, natural beauty, and a vibrant culture into a seamless celebration of life and exploration.
9 days tailor-made from $7,865 per person View trip
Passion in Paradise: St Lucia and Grenada Honeymoon
Tailor-made VacationNine days across St Lucia's volcanic south and Grenada's spice-scented coast, from the Pitons to the nutmeg groves. St Lucia opens the trip with four nights built around the Pitons, the pair of volcanic spires that anchor the island's southwest coast.
8 days tailor-made from $10,840 per person View trip
Ultimate Luxury: St Lucia, North to South
Tailor-made VacationEight days across the volcanic peaks, quiet rainforest, and cacao hills of St Lucia's south and north. The south holds the island's signature view: the twin Pitons rising directly from the sea at Soufriere, with a working volcano and a rainforest pressing in behind them.
8 days tailor-made from $7,590 per person View trip
Barbados & Antigua: Caribbean Jewels
Tailor-made VacationTwelve days across two islands built on completely different relationships with the sea: Antigua's three hundred and sixty-five beaches and Barbados's working coastline of fishing towns and surf breaks.
12 days tailor-made from $5,880 per person View trip
Luxury Crete: Chania, Knossos & Agios Nikolaos
Tailor-made VacationCrete is one of our favorite Greek islands to explore. In the west, Chania wraps Venetian and Ottoman history around a working harbor. Inland, villages, olive groves and traditional food still shape the island’s identity. Further east, Knossos tells the Minoan story before the landscape opens out again around Agios Nikolaos, Elounda and Spinalonga. This seven-day itinerary takes you across that range rather than keeping you in one corner of the island.
7 days tailor-made from $5,050 per person View trip
Best Luxury Hotels in Japan for Gay Travelers
Tailor-made VacationJapan has one of the most distinctive luxury hotel scenes in the world because the best properties rarely feel interchangeable. In Tokyo, hotels such as Aman and The Peninsula use height as part of the experience, with rooms looking across an enormous city below. Aman Tokyo, for example, uses shoji-style screens, washi paper and ryokan-inspired proportions to make the hotel feel unmistakably Japanese rather than like an international five-star that could be anywhere.
7 days tailor-made from $7,270 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.