Greek Island Hopping: Mykonos, Ios & Santorini
Tailor-made HolidayMykonos, Ios, and Santorini have become the holy trinity of Greek island-hopping—and for good reason. Each island brings something different to the table: Mykonos serves up glamour and all-night parties, Ios delivers a more relaxed setting, whilst Santorini provides those postcard-perfect sunsets and caldera views. String them together over nine days and you've got yourself a perfect Greek summer.
10 days tailor-made from £2,905 per person View trip
Greek Island Hopping: Milos, Paros and Mykonos
Tailor-made HolidayMilos, Paros, and Mykonos make for a brilliant Greek island trilogy. This route takes you from under-the-radar beaches to charming village life, finishing with Mykonos's signature glamour. Begin in Milos, the Cyclades' best-kept secret (though the word is getting out). With over 70 beaches—many only accessible by boat—this volcanic island delivers dramatic coastlines, lunar landscapes, and crystal-clear waters without the crowds you'll find elsewhere.
8 days tailor-made from £1,120 per person View trip
Athens, Mykonos, Santorini & Naxos: The Four Faces of Luxury Greece
Tailor-made HolidayDiscover four distinct sides of Greece on this tailor-made 13-day island-hopping holiday. From Athens, the birthplace of civilisation, to the glamour of Mykonos, the romance of Santorini, and the authenticity of Naxos, this journey showcases the many faces of the Greek world. Designed for LGBTQ+ travellers who want a balance of culture, decadence, and relaxation.
13 days tailor-made from £3,175 per person View trip
Greek Island Hopping: The Cyclades
Tailor-made HolidayExperience Greece's dazzling azure seas and sun-drenched islands aboard a private luxury yacht on this indulgent island-hopping adventure. Set sail from vibrant Athens into the heart of the Cyclades, an archipelago perfect for an off-the-beaten-path gay or lesbian getaway. Over seven relaxing days, your captain will navigate to hidden coves and secluded beaches on islands few tourists reach like Sifnos, Serifos and Kythnos.
7 days tailor-made from £3,170 per person View trip
Classic Greek Island Hopping: The Highlights
Tailor-made HolidayExperience 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 personalised journey begins in the cultural heart of Athens.
11 days tailor-made from £3,870 per person View trip
Athens, Delphi, Kalambaka and Santorini
Tailor-made HolidayThis unique itinerary takes you from the historic streets of Athens to the mystical wonders of Delphi and Kalambaka, and finally to the breathtaking island of Santorini. Perfect for those seeking a blend of archaeological discovery and island relaxation, this trip offers a comprehensive exploration of Greece's rich heritage and stunning natural beauty. In Athens, delve into the heart of ancient civilisation.
8 days tailor-made from £3,250 per person View trip
History
Athens and Santorini in 7 Days: Luxury Greece Tour
Tailor-made HolidayThis seven-day Greece itinerary combines Athens with Santorini, beginning with the country’s great ancient sites before moving out into the Aegean. You’ll start in Athens, where a guided tour takes in the Panathenaic Stadium, Hadrian’s Arch, the Greek Parliament and the Acropolis, followed by the Acropolis Museum. Before leaving the capital, spend a full day cruising the Saronic Gulf, stopping at Hydra, Poros and Aegina.
7 days tailor-made from £4,800 per person View trip
Most Popular
Gay Group Trip: Greek Island Hopping
Group TripGreece is the cradle of Western Civilisation, so it's no surprise that it's a popular tourist destination. The perfect weather, golden beaches and cuisine also help. Not to mention the magical Islands surrounding the mainland. On this trip you'll get to explore the wonders of Athens, and then do some island hopping - including trips to Santorini, Mykonos and Milos.
11 days group departure from £3,330 per person View trip
Tahiti, Tahaa and Bora Bora Escape
Tailor-made HolidayTahiti, Taha'a, and Bora Bora each hold a different overwater bungalow experience, and this itinerary moves through all three. It suits a honeymoon or a straightforward romantic escape equally well, without needing to be framed as one or the other. The trip opens with a single night on Tahiti, enough time to recover from the flight before continuing on.
8 days tailor-made from £6,850 per person View trip
Tahiti and Mo’orea Island Escape
Tailor-made HolidayThis itinerary covers two of French Polynesia's most visited islands, Tahiti and Mo'orea, connected by a thirty-minute ferry crossing rather than an inter-island flight. That makes it the least logistically demanding of the French Polynesia itineraries: no early departures built around a plane schedule, just a short crossing between two islands that are genuinely different from each other.
8 days tailor-made from £5,750 per person View trip
Polynesian Paradise: An Overwater Villa Escape
Tailor-made HolidayThis itinerary is built around one thing: waking up over the water, on three of French Polynesia's most iconic islands. Every hotel here is chosen specifically for its overwater accommodation, not as an upgrade option but as the room type itself, from the first night in Tahiti through to the last night in Bora Bora. Tahiti opens the trip in an overwater bungalow at the InterContinental, with coral reefs visible directly from the deck.
10 days tailor-made from £6,650 per person View trip
Bora Bora Wedding
Tailor-made HolidayFor the perfect wedding, look no further than Bora Bora. The idyllic location is like no other when it comes to romance. Everyone is welcome to get married in French Polynesia and we'll help ensure you get that perfect beach wedding and the best Bora Bora honeymoon you could hope for. French Polynesia consists of over 100 islands spread across a vast expanse of clear blue sea.
8 days tailor-made from £4,150 per person View trip
Gay Group Trip: Costa Rica Adventure
Group TripEmbark on an unforgettable 11-day journey to explore the captivating wonders of Costa Rica, a tropical paradise renowned for its stunning landscapes and rich biodiversity. Our carefully crafted adventure allows you to fully immerse yourself in three diverse destinations without feeling rushed. Prepare for a thrilling exploration as you and a group of like-minded LGBTQ+ travellers venture into the heart of Costa Rica's natural treasures, from pristine beaches to dense rainforests and towering volcanoes.
11 days group departure from £3,170 per person View trip
Bora Bora by Private Catamaran
Tailor-made HolidayThis luxurious French Polynesia island hopping itinerary is ideal for anyone who wants to make the most of their tropical holiday in paradise. We always recommend sailing between the islands of French Polynesia – there are far too many beautiful South Pacific jewels to visit just one. Staying on a private catamaran charter gives you the ultimate freedom, while living in unmatched luxury.
9 days tailor-made from £6,225 per person View trip
French Riviera Yacht Charter: Sailing the Côte d’Azur
Tailor-made HolidayReady to join the global jet set aboard a private yacht along the world's most glamorous coastline? Picture this: champagne chilling on deck as you glide past billion-dollar superyachts in Monaco's harbour. The scent of lavender drifting from hillside villages while you anchor in secluded turquoise coves that can only be reached by sea.
3 days tailor-made from £3,790 per person View trip
Ultimate Luxury: France
Tailor-made HolidayThis Ultimate Luxury itinerary is the epitome of extravagance and elegance, designed for those who seek the finest experiences in one of the world's most enchanting and welcoming destinations. Your extraordinary journey unveils the best of France and Monaco, blending the allure of iconic cities like Paris and Nice with the charm of the countryside and the splendour of the French Riviera.
6 days tailor-made from £5,950 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 travelling 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 enquiry to homecoming. No call centre, and nothing is charged until you decide to book.