Inspiration
Multi-Destination Honeymoons
Tailor-made, always
Every trip built from scratch around your dates, pace and preferences.
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Why A Multi-Destination Honeymoon?
A multi-destination honeymoon takes away the need to choose. Rome can lead into the clifftop towns of the Amalfi Coast, or a safari in South Africa can end on a beach in Mauritius, all in the same trip.
As LGBTQ+ luxury travel specialists, our role is to make a complex itinerary feel seamless for you, from the order of the stops to how each country welcomes two grooms or two brides.
Every gay honeymoon we plan starts with the pace you want. We choose pairings with realistic transport links, arrange every flight, ferry, and private transfer between them, and usually place the beach stay last so the trip ends at its slowest.
We Suggest
Amalfi Coast Private boat from Positano to Capri
Mykonos An Evening in Greece's Gay Capital
Mauritius A Catamaran Day to Île aux Cerfs
The Seychelles Cycling to Anse Source d’Argent
The Maldives Honeymooning on a Private Sandbank
Bora Bora The Lagoon by Private Outrigger Canoe
Sri Lanka Explore the Great Sigiriya Rock
South Africa The Franschhoek Wine Tram
Featured Multi-Destination Honeymoons
Twin-Center Honeymoons In Europe
Europe rewards the couple who cannot choose between a city and a coastline. Distances are short, and the character changes quickly from one country to the next, so a single honeymoon can hold dinner on a Roman terrace and, a few days later, a morning swim off a Greek island.
The pairings we return to are the ones that complement each other. History and long lunches give way to beach clubs and whitewashed lanes, or a capital hands over to a quieter island where the days are spent on the water. Much of the appeal lies in that contrast and in places that have welcomed LGBTQ+ travelers for decades.
We shape each trip around how every place feels at that time of year. Hotels are chosen for how they receive two grooms or two brides, and the crossings between them are arranged so the journey becomes part of the honeymoon rather than an interruption to it.
Greece Mykonos Town At Dusk
Related reading
Italy vs. Greece: Which is Better for a Luxury Honeymoon?
Choosing between Italy and Greece for your luxury honeymoon is not easy. Both countries provide unimprovable romantic settings and flawless weather. Yet each destination creates distinctly different honeymoon experiences that appeal to different romantic sensibilities and travel preferences. From exploring the ruins of the Roman Empire to partying in Mykonos, there's so much to see in Italy and Greece. Let's find out which one is the best for your honeymoon.
Read
Cyclades vs Ionian Islands: What’s the Difference?
Greece has an islands problem, and it's a good one. There are more than 200 inhabited ones to choose from, spread across two very different archipelagos, each with its own character, landscape, and pace. If you're trying to decide between the Cyclades and the Ionian Islands, the honest answer is that they're not really competing.
ReadLong-Haul Pairings
Further afield, a second destination turns a long journey into something more complete. A safari pairs naturally with an island in the Indian Ocean, so the honeymoon moves from early game drives to days with nothing planned but the tide.
Asia and South America offer the same contrast in other forms. A city with a serious restaurant scene can lead into a stretch of coast that feels a world away, and some of a continent’s great sights sit within a short flight of each other.
Some of the most beautiful long-haul pairings cross countries where the legal picture for same-sex couples is more complicated than life inside a luxury resort suggests. Planning matters more here, and our team selects properties and local partners we know and trust.
South Africa Cederberg Mountains from the Pool
Your personal travel specialist, from the first conversation to the flight home.
Start planning→Related reading
Sri Lanka or the Maldives First? How to Split a Two-Week Trip
Sri Lanka and the Maldives sit close enough together that combining them has become one of the most popular ways to build a longer Indian Ocean trip. The question that comes up almost every time is less about whether to combine them and more about which one to do first. The honest answer depends on what kind of trip you are building, but there is a clear logic to each order.
Read
The Law vs. Reality: Gay Travel to the Maldives
A vacation to the Maldives is certainly something at the top of many people's bucket lists. Not only does it offer some of the most beautiful resorts on the planet but the people are friendly, the atmosphere laid back and the drinks aplenty. It also boasts some of the bluest, clearest waters on all of the planet. For many luxury travelers, the Maldives has to be seen at least once in a lifetime.
ReadIsland-Hopping Honeymoons
Island hopping suits couples who want the sea to set the rhythm of the trip. Each move brings a new shoreline and a new villa to settle into, and the crossing itself is often a highlight, whether by seaplane over the atolls or by private boat between granite islands.
In the South Pacific and the Indian Ocean, the distance between islands is part of the romance. We often save the overwater villa for the final stop, so the honeymoon ends at its slowest and most private.
Closer to home, the Caribbean offers the same idea on a smaller scale, with islands a short hop apart and each with a character of its own.
French Polynesia Bora Bora From The Lagoon
Planning Your Multi-Destination Honeymoon
A multi-destination honeymoon is only as good as the connections between its stops. That is where our expertise does its quietest work, from the timing of each transfer to the hotel waiting at the end of every journey.
Because we specialize in LGBTQ+ travel, we also know how each country receives same-sex couples, and we review every stop before you book. You choose the places that appeal, and we take care of everything that sits behind them.
Mauritius The Last Stop
The hard part is not finding a beautiful place. It is finding the right one for you.
Start planning→Related reading
The Best Gay Honeymoon Destinations in Europe
Europe is an unbeatable destination for a honeymoon. It’s packed with romantic cities and towns, not to mention history. Italy alone is like an open-air museum you could spend a lifetime exploring. We have helped thousands of clients choose the perfect European gay honeymoon destination that is best suited to their needs. One of Europe’s biggest charms is its sheer variety.
Read
The Best Maldives Multi-Destination Trips
The Maldives is the most popular luxury tropical paradise destination, but many travelers want more than pristine beaches and blue lagoons. Twin-center vacations combining the Maldives with culturally rich destinations provide the perfect solution. While the Maldives' remote location limits pairing options compared to other beach destinations, strategic planning opens up extraordinary journey possibilities that transform a simple beach holiday into a life-changing adventure. Why Choose a Maldives Twin-Centre Vacation?
ReadPairings Worth Planning Around
Italy And Greece
Rome sets the tone with its ancient sites, and the Amalfi Coast follows with clifftop towns. The honeymoon ends on Mykonos, where beach clubs and a long-established gay scene change the pace. We build it over twelve nights from Rome to Mykonos, and couples still choosing between the two countries can read how Italy and Greece compare for a luxury honeymoon.
The Greek Islands
Athens opens the trip with the Acropolis, and the Cyclades take over from there. Mykonos brings the energy, and Santorini slows everything down, so the order of the islands matters as much as the islands themselves. Sailing the Cyclades is one way to link them, and where you stay on each island shapes the trip, which is why we are selective about the best hotels for a Greek islands honeymoon.
South Africa And Mauritius
Cape Town and the Winelands open the trip, with a game reserve to follow. A direct flight then carries it on to a beach resort in Mauritius. The safari comes first, so the honeymoon winds down rather than up.
Sri Lanka And The Maldives
Tea country and the old fort at Galle come first, followed by an overwater villa in the Maldives. Planning matters more in both countries, and we have written about how we approach combining the Maldives and Sri Lanka for couples considering the pairing.
The Seychelles And Mauritius
The two are often compared and rarely combined, which is part of the appeal. Eleven days is enough to link the Seychelles and Mauritius, and couples who want to start with one island group can read more about honeymooning in the Seychelles.
French Polynesia
Honeymooning in French Polynesia starts with short flights between Tahiti, Taha’a, and Bora Bora, with the overwater villa saved for the end. Couples with more time can go further on the Grand Tour.
Featured Hotels
Suggested tours
Honeymoon in Greece: Athens, Mykonos & Santorini
Tailor-made VacationGreece is one of the best honeymoon destinations on the planet. You can spend the first night looking across Athens from the Acropolis, be on a beach in Mykonos two days later, and finish above Santorini’s caldera with your own terrace. This nine-day itinerary takes in Athens, Mykonos and Santorini. Athens gives you the Parthenon and some of the best restaurants in the country before you head into the Cyclades.
9 days tailor-made from $7,715 per person View trip
Classic Greek Island Hopping: The Highlights
Tailor-made VacationExperience the perfect mix of history and relaxation on this indulgent luxury island-hopping adventure through Athens, Mykonos, and Santorini on one of our most popular trips. Over eight days, this deluxe itinerary allows you to uncover ancient Greek ruins, explore cosmopolitan islands noted for their vibrant LGBTQ+ scenes, and unwind in ultimate style amid volcanic islands and azure Greek seas. Your personalized journey begins in the cultural heart of Athens.
11 days tailor-made from $5,220 per person View trip
Seychelles & Mauritius: Two Pearls of the Indian Ocean
Tailor-made VacationAsk most travelers to choose between the Seychelles and Mauritius, and they will hesitate. This itinerary is built to explore the best parts of both. The Seychelles and Mauritius are frequently held up against each other in comparisons of the Indian Ocean's finest destinations, yet surprisingly few itineraries actually combine them.
11 days tailor-made from $13,455 per person View trip
Mauritius & Réunion: A Luxury Twin-Island Honeymoon
Tailor-made VacationFew couples arrive in the Indian Ocean planning to see two islands, yet Mauritius and Réunion pair together so naturally that it feels like an oversight not to. This twin-center itinerary is ideal for honeymooners or any couple who wants relaxation and a little adventure in the same trip rather than having to choose between them.
10 days tailor-made from $6,740 per person View trip
The Seychelles and the Maldives
Tailor-made VacationEmbark on a journey that elegantly combines the natural allure of the Seychelles with the pristine luxury of the Maldives. This dual-destination escape, made seamlessly accessible with direct flights between Victoria and Male, is an unmissable trip for LGBTQ+ travelers looking for an extended luxury break. Designed for those who crave a longer, more indulgent getaway, this luxury Seychelles-Maldives twin vacation offers a unique blend of unspoiled natural beauty and unparalleled island luxury.
12 days tailor-made from $5,195 per person View trip
Dubai and the Maldives
Tailor-made VacationEscape to two of the world's most extraordinary destinations in one seamless journey. This carefully curated 10-day escape delivers the best of both worlds—the drama of a futuristic Dubai, followed by tropical island tranquility. Begin your adventure in Dubai, where ultramodern luxury and high-octane shopping await. Then retreat to the untouched beauty of the Maldives, where crystal-clear waters and overwater villas provide the perfect contrast to the bright lights of Dubai.
10 days tailor-made from $8,845 per person View trip
Sri Lanka & Maldives Wellness Journey
Tailor-made VacationEmbark on a wellness journey that combines Sri Lanka's cultural beauty with the tranquil luxury of the Maldives. This luxury wellness itinerary allows you to rejuvenate mind, body and soul, all whilst discovering two of the world's most tranquil destinations. Start amidst Sri Lanka's lush hills at Santani Wellness Kandy, where tailored programs rejuvenate mind, body, and soul.
17 days tailor-made from $12,775 per person View trip
Sabi Sabi Game Reserve and Mauritius: Luxury Safari Escape
Tailor-made VacationFew journeys move from wilderness to stillness as completely as this one, pairing three days of safari in South Africa with six days of quiet beside the Indian Ocean. This adventure begins with a three-day safari at Sabi Sabi Private Game Reserve, set beside the legendary Kruger National Park in South Africa. Here, the chance to spot the Big Five—leopard, lion, buffalo, African elephant, and rhinoceros—becomes a vivid reality set against breathtaking landscapes.
9 days tailor-made from $5,210 per person View trip
Machu Picchu & Iguazu Falls: Luxury Peru & Brazil Tour
Tailor-made VacationMachu Picchu and Iguazú are the two natural-and-cultural wonders that most travelers come to South America to see, and the case for putting them in the same trip is straightforward: both reward proper time, both have a single best hotel, and the long flights to either are easier to justify when you're seeing the other on the same ticket. This itinerary builds eleven days around them.
11 days tailor-made from $9,155 per person View trip
Bali, Lombok & the Gilis: An Island-Hopping Journey
Tailor-made VacationBali's temples and rice terraces, Lombok's waterfalls, and the Gili Islands' car-free beaches, across ten days. This journey opens in Ubud, Bali's cultural and artistic heart, where local markets, centuries-old palaces, and the ARMA museum offer a window into Balinese daily life. Bali has become one of Southeast Asia's more comfortable destinations for LGBTQ+ travelers, and Ubud's relaxed, wellness-oriented pace tends to suit couples looking for a quieter welcome rather than a nightlife-driven one.
10 days tailor-made from $1,480 per person View trip
Luxury Australia and Fiji Honeymoon
Tailor-made VacationEmbark on a once-in-a-lifetime honeymoon that brings together the energy of Australia and the serenity of Fiji. This beautifully curated itinerary invites you to explore the world-famous sights of Sydney before unwinding on a private island in the heart of the South Pacific. You and your partner will enjoy luxurious stays, cultural depth and stunning natural beauty. Begin in Sydney, a city that dazzles with its harbourfront beauty.
15 days tailor-made from $8,085 per person View tripMore romantic vacation ideas worldwide
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Iceland’s Northern Lights
Tailor-made VacationIceland is a land of extremes—where glaciers meet fire, and the Northern Lights dance across the Arctic sky. This immersive journey takes you through the country’s most breathtaking landscapes, from Reykjavik’s welcoming charm to the frozen beauty of the north, all while enjoying the comfort of handpicked accommodations that blend Nordic elegance with nature’s raw beauty.
7 days tailor-made from $7,280 per person View trip
Classic Iceland Tour
Tailor-made VacationIceland is a land of contrasts—where fire meets ice, and ancient landscapes whisper stories of time itself. This carefully curated journey takes you deep into the heart of its wild beauty, offering an unparalleled fusion of adventure and indulgence. From geothermal lagoons to volcanic descents, glacial wonders to black sand beaches, every moment is designed to captivate, inspire, and immerse you in the extraordinary.
7 days tailor-made from $8,760 per person View trip
South African Adventure: Trek, Surf and Safari
Tailor-made VacationFrom Cape Town’s soaring peaks to the untamed wilderness of Manyoni, this journey blends adventure, culture, and wildlife in a thrilling exploration of South Africa’s most spectacular landscapes. Hike Table Mountain, surf the Atlantic waves, trek through the Drakensberg Mountains, and track the Big Five on safari—each day offers a new experience, weaving together the country’s wild beauty and rich heritage. Cape Town is a city of contrasts, where rugged cliffs meet urban elegance.
11 days tailor-made from $8,085 per person View trip
South Africa Food & Wine Tour in the Winelands
Tailor-made VacationFrom the cosmopolitan energy of Cape Town to the rolling vineyards of Franschhoek and the untamed wilderness of Sabi Sands, this journey blends culture, cuisine, and safari adventure. Walk through history, indulge in world-class dining, sip award-winning wines, and witness Africa’s most iconic wildlife in their natural habitat—an unforgettable experience of luxury and discovery. Cape Town welcomes you with stunning landscapes and deep history.
12 days tailor-made from $12,405 per person View trip
South Africa Big Five Safari & Johannesburg Tour
Tailor-made VacationExperience the best of South Africa, from the vibrant streets of Johannesburg to the breathtaking wilderness of Madikwe Game Reserve. This journey blends history, culture, and wildlife, offering an unforgettable adventure filled with luxury, discovery, and untamed beauty. Begin in Johannesburg, a city that pulses with history and resilience. Walk in the footsteps of Nelson Mandela at his former home in Soweto, where the echoes of South Africa’s past come to life.
7 days tailor-made from $5,930 per person View trip
Luxury Costa Rica Honeymoon
Tailor-made VacationCelebrate your love with an extraordinary honeymoon in Costa Rica, where untamed beauty meets luxurious seclusion. This journey takes you from the misty cloud forests of Bajos del Toro to the volcanic hot springs of Arenal and the golden beaches of Guanacaste. Every moment is designed for romance, with private candlelit dinners, intimate wildlife encounters, and breathtaking landscapes that set the stage for an unforgettable start to your life together.
9 days tailor-made from $8,025 per person View trip
Ultimate Luxury: Costa Rica
Tailor-made VacationFrom lush jungles to the pristine coastline and cloudforests, this exclusive Costa Rican adventure is designed for those who seek the extraordinary. Over the course of this journey, you will immerse yourself in the country’s vibrant landscapes, encounter exotic wildlife, and experience the ultimate in eco-luxury. Your luxurious adventure begins at Finca Rosa Blanca, a boutique coffee estate where you can unwind amid rolling plantations and sip freshly brewed coffee with sweeping valley views.
From $13,345 per person View trip
Classic Costa Rica Tour
Tailor-made VacationDiscover a classic journey through Costa Rica, immersing you in untamed rainforests, volcanic landscapes, and pristine beaches. You will experience the vibrant streets of San José, the remote jungles of Tortuguero, the volcanic hot springs of Arenal, the mystical cloudforests of Monteverde, and the sun-drenched shores of Santa Teresa.
13 days tailor-made from $6,880 per person View trip
Thailand Luxury Honeymoon
Tailor-made VacationYour honeymoon in Thailand is a seamless blend of culture, adventure, and indulgent luxury, each moment crafted to celebrate your love. From the vibrant streets of Bangkok to the untouched wilderness of Khao Sok National Park, and finally, the secluded paradise of Six Senses Yao Noi, this journey is an intimate escape into Thailand’s most breathtaking landscapes. In Bangkok, the city’s contrasts come alive as you explore its iconic landmarks.
8 days tailor-made from $9,165 per person View trip
Historic Ireland Tour: Dublin, Kilkenny & County Clare
Tailor-made VacationThis is not your typical Irish adventure. It is Ireland's history experienced alongside true luxury, where centuries-old castles meet grand estates, and every experience feels personally crafted for you. The trip opens in Dublin, though not the version most visitors see. An electric bike replaces the walking tour, private access replaces the queue at the castle gate, and the city's growing reputation as a food destination gets room to show itself.
10 days tailor-made from $12,070 per person View trip
Luxury Anguilla Escape
Tailor-made VacationAnguilla is one of the most exclusive destinations in the Caribbean. It's a small island packed with luxury hotels and world-class beaches. As it's so exclusive, Anguilla attracts far less tourism than some of the bigger islands so it has more of an untouched feel.
9 days tailor-made from $10,185 per person View trip
Scotland & Ireland Tour: Cliffs, Glens & Celtic Trails
Tailor-made VacationThis extraordinary adventure takes you deep into the heart of Scotland and Ireland, where rugged landscapes, rich traditions, and world-class hospitality intertwine to create an experience like no other. From the misty glens of the Highlands to the craggy shores of the Atlantic, every moment is steeped in history, legend, and breathtaking natural beauty. Each day unfolds like a storybook in Scotland, guiding you through dramatic mountain passes, emerald-green valleys, and charming seaside villages.
10 days tailor-made from $8,390 per person View tripFrequently 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.
Marcus tailored our Sri Lanka and Maldives honeymoon to meet our expectations, and then some.
Charlotte B.
Our South Africa and Mauritius honeymoon blew us away. The safari lodge even left us a gift on our bed each night.
John & Lee
London, Amsterdam, Berlin, then Mykonos: Shaye found the perfect places to stay and so many great things to do.
Keil C.
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.