Things To Do
Things To To Do in the Caribbean
The Caribbean is one of our most popular holiday spots.
It's the perfect place to unwind on a white sand beach, but if you'd like to stay active there are many things to do. Diving enthusiasts can explore world-renowned sites like the Blue Holes in the Bahamas, the stunning coral reefs of Bonaire, and the dramatic wrecks of Grenada, including the iconic Bianca C.
If you're seeking marine life encounters, Stingray City in Grand Cayman and whale shark sightings near Utila are unmissable highlights. Beyond diving, the Caribbean’s turquoise waters also set the stage for snorkelling, sailing, and paddleboarding adventures.
On land, history buffs can explore St. Nicholas Abbey in Barbados or the colonial streets of Old San Juan in Puerto Rico.
Nature lovers will enjoy hiking the rainforests of Dominica or taking in the breathtaking views hiking St. Lucia’s Pitons.
For a more relaxed vibe, soak up the sun on world-class beaches, from Antigua’s pink sands to the untouched shores of Bequia.
Rum Tasting in Barbados
Barbados is often referred to as the birthplace of rum, and there’s no better place to experience the art of rum tasting than on this ever-popular Caribbean island. With a rich history of rum production dating back to the 17th century, Barbados is home to some of the world’s finest distilleries.
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Diving in the Caribbean
The Caribbean is one of the world’s premier diving destinations, with its crystal-clear waters, coral reefs, and an abundance of marine life. Whether you’re a beginner or an experienced diver, the region’s variety of dive sites makes it a must-visit destination for underwater exploration.
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How to Visit Flamingo Island in Aruba
Scuba Diving Pain de Sucre and the Kayali Wreck, St Barths
Dive the tunnels and walls of St Barths' favorite site just off Gustavia, and, if you're certified, the colonized Kayali wreck at 30 meters.
Sunrise from Morne du Vitet, St Barths’ Highest Point
Climb through mahogany forest before dawn with a guide and watch the sun sweep across the whole island from its 286-meter summit.
A Private Yacht Day Around St Barths, from Colombier to Île Fourchue
Sail from Gustavia to the bays no road reaches, swim with turtles in Colombier and lunch at anchor, on a charter shaped around you.
Snorkelling with Wild Sea Turtles in St Barths
Slip into the reserve's quietest bays at the calmest hour with a turtle-savvy guide, and drift beside green and hawksbill turtles as they feed.
El Yunque National Forest
Explore one of the continent's most unique natural parks.
Mosquito Bioluminescent Bay
Take a dip in these otherworldly glowing incandescent waters
Old San Juan
Take a colourful stroll through some of Puerto Rico's oldest streets.
Tours through the Caribbean
Classic Caribbean: Aruba and Curacao
Tailor-made HolidayRenowned for offering the quintessential Caribbean experience – white sands, swaying palm trees, and crystal-clear waters – Classic Caribbean: Aruba and Curacao forms one of our favourite twin-centre holidays. These islands invite you to immerse yourself in natural beauty while indulging in world-class hospitality, all set against the stunning backdrop of the Caribbean Sea. Aruba and Curacao are incredibly LGBTQ+ friendly, making them standout destinations for inclusive travel.
7 days tailor-made from £3,350 per person View trip
Barbados & Antigua: Caribbean Jewels
Tailor-made HolidayTwelve 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 £4,445 per person View trip
Passion in Paradise: St Lucia and Grenada Honeymoon
Tailor-made HolidayNine 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 £8,200 per person View tripTell us how you like to travel. We will shape the trip around it.
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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.