Sailing and Cruises

What better way to see the world than by visiting a new destination each day? At Out Of Office we’ve handpicked the cruise lines and sailing groups we recommend.

From gay river cruises to gay sailing trips, we have a host of interesting itineraries with multiple departure dates that will allow you to meet new people and create memories to last a lifetime. We’ve chosen our portfolio based on extended time in each port and overnight stays in some of our most popular destinations to allow you to enjoy the atmosphere in the evening.

All the cruise lines we work with are gay-friendly and have excellent credentials for being welcoming to all. Visit multiple ports on each of our itineraries rather than staying put in one place and enjoy the excellent food and entertainment on board too. From river cruises to luxury round the world cruises, we can help so get in touch with us and one of our sales concierge team will be in touch to plan your perfect cruise itinerary.

Gay Group Trip: Caribbean Cruise

Join a gay group trip and sail around the most beautiful islands of The Carribean. Enjoy some tropical designer shopping at Gustavia and sail around the beautiful bays of St. Martin. You’ll sail the reefs of Prickly Pear Cays, scuba...

From 8 daysFrom £1515View Itinerary

Gay Group Trip: Sailing Mallorca To Ibiza

The Balearic Islands are famed for the hedonistic summer parties on Ibiza, where club fiends, top DJs and celebs congregate. There’s far more to see here than the clubs, however. These islands are full of incredible history – it’s where...

From 8 daysFrom £1325View Itinerary

Gay Group Trip: Sail Split, Hvar And Dubrovnik

Join a gay group sailing trip and explore Croatia’s most beautiful islands. This will be fun a trip with lots of partying and culture. You’ll also spend a night in Dubrovnik.

From 8 daysFrom £1495View Itinerary

Gay Group Trip: Athens, Syros And Mykonos

Join a gay sailing expedition and sail around some of Greece’s most beautiful islands. You’ll get the chance to party in Athens and Mykonos and also discover some sparsely populated islands.

From 8 daysFrom £1320View Itinerary

Gay Group Trip: Croatian Island Adventure

Sail in style around Croatia taking. From Dubrovnik we’ll sail down the Adriatic coast exploring islands such as Mljet, Hvar and Korcula. In Brač we’ll explore the remains of Diocletian’s Palace, one of the great ruins of the Roman Empire. We’ll also sample some...

From 9 daysFrom £4025View Itinerary

Gay Group Trip: Sailing Athens, Spetses And Epidaurus

Experience Greece with a gay sailing cruise through the Saronic Gulf. Take in the beautiful landscapes and explore the historic ancient ruins with fellow like-minded travellers on this gay group trip.

From 8 daysFrom £1159View Itinerary

LGBT Group Trip: Antarctica Expedition

This once in a lifetime gay group trip to Antarctica is one you cannot miss. Antarctica is a bucket list destination and now you can visit this incredible place with a group of like-minded people. You will spend 11 days...

From 11 daysFrom £8895View Itinerary

LGBT Group Trip: Christmas Markets River Cruise

It’s the most wonderful time of the year – and so why not join a gay river cruise exploring Europe’s Christmas markets? You’ll start with two nights in Munich before you enjoy a six-night river cruise on the Danube. Visit...

From 9 daysFrom £3299View Itinerary

Sailing in the Maldives

The Maldives is one of the most stunning holiday destinations. It’s a country comprised of over a thousand coral islands in the Indian ocean – only around 200 of them are inhabited. The crystal clear waters and stunning marine life...

From 8 daysFrom £1695View Itinerary

Sailing the Amalfi Coast

Charter a yacht with friends or family to sail the Amalfi Coast on a beautiful vessel. Explore Sorrento, Ischia, Capri, Procida and Ventotene Island on board with friends. You need no sailing experience to enjoy this trip. Choose from a...

From 8 daysFrom £995View Itinerary

Sailing Sicily and the Aeolian Islands

If you’re looking for a yacht for a group of friends, then this itinerary is ideal for you. Sail around the Aeolian Islands in Italy on your choice of a beautiful yacht. Explore Stromboli, Salina, Filicudi, Vulcano and Milazzo on board...

From 8 daysFrom £995View Itinerary

Gay Group Trip: Sailing In The Seychelles

This gay Seychelles group trip will see you cruising to some of the most beautiful islands in the Seychelles, all of them with their own unique amazing qualities. Some of the highlights include the historical St Anne Island, hiking trails...

From 8 daysFrom £1430View Itinerary

Gay Group Trip: Seychelles Cruise

Join a gay yacht cruise in the Seychelles. With so many beautiful islands to see and experience, cruising around the Seychelles is a must. This gay group cruise is definitely the way to experience all the best highlights as you’ll...

From 8 daysFrom £2209View Itinerary

Gay Group Trip: Tremendous Thailand Cruise

This gay sailing cruise in Thailand is perfect for all those that are looking for some winter sun, on this cruise you’ll be voyaging to many of the idyllic islands in Thailand including Phuket, Phi Phi islands and Patong. With...

From 8 daysFrom £1430View Itinerary

Gay Group Trip: Sailing Thailand (Patong, Koh Hong And Phuket)

This gay group sailing trip in Thailand is the definition of a great escape. With an unforgettable New Year’s Eve celebration at Patong’s gay beach and the chance to sail to some of Thailand’s most beautiful islands including the peaceful bay...

From 7 daysFrom £1430View Itinerary

Gay Group Trip: Splendours Of India and Ganges River Cruise

Take the chance to broaden your horizons with a gay group tour through India. Stay in a luxurious New Delhi hotel as you explore the capital territory. Fly to exotic West Bengal for an unforgettable gay river cruise along the...

From 14 daysFrom £5119View Itinerary

Greek Island Hopping: The Cyclades

Hire a private yacht to sail the Cyclades on this fully customisable itinerary. Setting sail from Athens you’ll visit small islands such as Kithnos and Serifos, Kea and Aegina.  You’ll be on board a beautiful yacht which has the comfort of three...

From 7 daysFrom £1595View Itinerary

Gay Group Trip: Sailing Athens, Hydra And Spetses

Do you fancy meeting new people and visiting some of the most idyllic islands amongst the Mediterranean? This group sailing trip offers some of the best scenery you’ll ever see. You’ll get to explore the great gay bars in Plaka,...

From 8 daysFrom £1050View Itinerary

Gay Group Trip: Sailing Zakynthos, Epidaurus and Athens

This sailing trip to Greece allows you to experience the best of Zakynthos, Epidaurus and Athens. Highlights include the beautiful Messolonghi lagoon, the stunning Galaxadhi and sailing through the famous channel of Corinth before arriving at the world famous amphitheater in...

From 8 daysFrom £995View Itinerary

Gay Group Trip: Sailing The Greek Ionian Islands

The Ionian islands are a beautiful part of Greece, much of which gets overlooked for other famous Greek Islands. Comprised of places such as Kefalonia, Lefkas, Ithaca and many more, these are the islands for people who want to find...

From 8 daysFrom £1185View Itinerary

Gay Group Trip: Sailing Athens, Patras And Zakynthos

This sailing group trip is the ultimate way to discover Athens, Patras, and Zakynthos. With so many beautiful views throughout your journey and many memorable experiences including visiting the world famous amphitheatre in Epidaurus and the captivating history at Patras. 

From 8 daysFrom £805View Itinerary

Gay Group Trip: Sailing in Mykonos And Santorini

Greece is known as the cradle of Western Civilisation. You’ll revel in the stunning beaches, unrivalled history and buzzing nightlife, not to mention great food and drink. This trip will take you sailing around the picturesque islands of Mykonos, Naxos...

From 8 daysFrom £1160View Itinerary

Gay Group Trip: Sailing The Greek Islands From Corfu To Lefkas

The Ionian islands of Greece are a beautiful collection of bays, beaches, ports, villages and small towns that are great to explore and discover. Every island has its own little story to tell and it’s own vibe as well as a distinct picturesque landscape....

From 8 daysFrom £1045View Itinerary

LGBT Group Trip: Explore Egypt Along The Nile

Explore the land of the Egyptians on this wonderful 12-day trip. Start in Cairo, the country’s capital. You will then fly to Luxor where we board our ship. Embark on a magical cruise down the Nile, where you will visit...

From 12 daysFrom £6085View Itinerary

LGBT Group Trip: Galapagos Exploration Cruise

Most people only dream of visiting the Galapagos Islands, but you can make that dream a reality on this wonderful cruise around the Galapagos Islands. Nowhere in the world can you experience such a wide range of unusual wildlife, and...

From 7 daysFrom £4865View Itinerary

Gay Group Trip: Sailing The Croatian Islands

This gay group trip takes you sailing around the famously beautiful islands of Croatia, allowing you to relax, have fun and be astounded by the natural beauty, history and charm that can be found amongst them. Sail with other gay...

From 7 daysFrom £935View Itinerary

Gay Group Trip: Charming Croatia Cruise

All aboard this spectacular gay cruise to Croatia, featuring many some of the most beautiful bays on the Dalmatian coast, including Scedro, Brac and the port island of Sobra just to name a few. This cruise is great to meet...

From 8 daysFrom £1205View Itinerary

Bora Bora and Catamaran Island Hopping

Visiting one island is amazing in itself, but if you are looking for more to do on your holiday, then this itinerary is perfect. Stay in luxury accommodation and spend 3 nights on a private catamaran cruise where you will...

From 13 daysFrom £4239View Itinerary

Private Yacht: Sailing the Cote D’Azur

A once-in-a-lifetime experience to sail the beautiful Cote d’Azur. Sail the beautiful French Riviera on your private yacht seeing the splendid sights of Cannes, stopping at the beautiful Saint Tropez to explore its incredible beaches. Indulge in the laid back lifestyle...

From 3 daysFrom £1135View Itinerary

LGBT Group Trip: Vietnam And Cambodia River Cruise

Join this gay river cruise through Vietnam and Cambodia to discover Asia in the best way possible by going on this twin-centre tour to the delightful duo of countries. The delights of Vietnam include Ho Chi Min and Cambodia’s charming...

From 13 daysFrom £4479View Itinerary

Gay Group Trip: Budapest To Bucharest Danube River Cruise

A fantastic cruise down the Danube River in a large group of other LGBT people, this is a great opportunity to take in some of the most beautiful and cultural places in Eastern Europe in one of the most enjoyable...

From 10 daysFrom £3995View Itinerary

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What next?

To get going, please submit an enquiry below and one of our expert team will get back to you within the next 24 hours to discuss your requirements. All the prices on our website do not include flights, but we can, of course, arrange them for you and include them in your quote.

Remember, there is no booking fee for using our expert team to plan and book your trip.

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