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Luxury Vacations

Not all luxury vacations are created equal. It's a bold statement, but we’d go so far to say that TradeWinds creates dream luxury vacations unlike anything you've ever experienced.

We've handpicked fabulous all-inclusive vacations for you to choose from. Each of these all-inclusive vacations offer something different. From luxury yacht charters sailing stunning waters and unique land-based gastronomic experiences to our exclusive 'Best of Both Worlds' land and sea experiences, we'll help you choose the right luxury vacation.

All you have to do is choose your perfect getaway, leave the office behind and indulge in the ultimate jet-set lifestyle.

Let's get started!

Fun in the sun AQUA·TERRA style

Go Fun

Fun in the sun AQUA·TERRA style

Discover a brand-new vacation AQUA·TERRA experience in the Jewel of the Caribbean and enjoy the best of both worlds at sea and on land.

Go barefoot and feel the warm Caribbean surf and soft, white sand beneath your feet and enjoy a week of fun in the sun – TradeWinds style! Cruise around the stunning Tobago Cays Marine Park where you can swim and snorkel in an inspiring protected marine environment famous for its diving sites and coral gardens. On shore, indulge in friendly, Caribbean hospitality as you explore this captivating little island. Hike up to the quaint old church and take in the stunning views of Mayreau or head over to Saltwhistle Bay and get ‘Liming’ with the friendly locals. The perfect vacation if you want an exciting week of fun adventures at sea and on land at our brand-new AQUA·TERRA resort on the island of Mayreau!

Awesome aquatic adventures in Antigua

Go Diving

Awesome aquatic adventures in Antigua

It’s no secret that the Caribbean is known to have some of the best dive sites in the world, and Antigua is no exception.

Get ready to experience an aquatic adventure like no other. Dive into crystal clear waters and open your eyes to incredible marine habitat, home to endangered Hawksbill turtles, fish of every size and species, including moray eels, burrfish, and rays, to name a few! With a maximum depth of 120ft Sunken Rock is known as one of the best dive sites in the Caribbean. Antigua offers an abundance of exciting wrecks and colorful reefs and provides an ideal playground for those who want to explore what this charming island has to offer beneath the surface.

The perfect vacation to dive in and discover some of the finest reefs and wrecks in the Caribbean. Amazing marine life, coral reefs, and canyons are waiting to be explored in Antigua’s mesmerizing underwater playground!

Bask in the beautiful British Virgin Islands

Go Diving

Bask in the beautiful British Virgin Islands

The definition of perfection and an ideal tropical paradise escape, the British Virgin Islands is one of the Caribbean’s most celebrated cruising destinations.

Breathtakingly beautiful beaches make way for incredible turquoise waters. Dive straight in and explore the historic RMS Rhone or snorkel in the famous Caves amongst colourful corals and schools of fish. Discover the Baths and experience the BVIs secret collection of unique boulders and rock formations - most definitely one for the bucket list!

The perfect vacation if you’re a diving devotee who wants to explore some of the finest reefs, waters and wrecks in the Caribbean!

Sublime sailing and diving in St Vincent and the Grenadines

Go Diving

Sublime sailing and diving in St Vincent and the Grenadines

One of the world’s best-kept secrets, the enchanting islands St Vincent and the Grenadines need to be seen to be believed!

Platinum beaches, inviting azure waters, and of course, the famous Tobago Cays Marine Park give you a taste of 'Old school Caribbean'. Quiet cruising grounds offer a real sanctuary for marine life in Chatham Bay and Mayreau Gardens. Swim with turtles, parrot fish, nurse sharks and eagle rays. Toast a successful dive with delicious coconut cocktails, or uncover your inner pirate on Petit Tabac aka Johnny Depp island!

The perfect vacation if you want to dive straight in and discover an unforgettable Caribbean underwater and 'out of water' experience like no other!

Discover paradise in French Polynesia

Go Relax

Discover paradise in French Polynesia

Remote tropical beaches, shimmering turquoise waters, and in the distance lagoons, atolls and islets - congratulations, you’ve made it to paradise aka French Polynesia!

There are few places like the South Pacific, and those who seek the opportunity to relax and unwind will be rewarded with first-class views, beaches, and sailing. Ease into island life and learn about the production of world-renowned Tahitian vanilla. Set sail for the picturesque lagoons of Bora Bora and Taha’a for amazing diving and indulge in the ultimate sunset cocktail experience. Pamper yourself with an on-board massage and enjoy a visit to the Champon Pearl Farm to try South Pacific pearl harvesting for yourself.

The perfect vacation if you want to chill out, relax and unwind in the ultimate tropical island paradise. Breathtaking beaches, cascading waterfalls and unspoiled natural beauty await you in French Polynesia!

Mediterranean magic in Greece

Go Active

Mediterranean magic in Greece

Uncover the magic of the Mediterranean and discover the amazing mythology of Greece and the stunning Ionian islands.

Picturesque fishing villages, beautiful natural bays and breathtaking scenery are just some of the wonderful that Greece has to offer. Step back in time and meander through old towns, sample a glass or two of the delicious local Ouzo, or enjoy practising the language with your new local friends! Swim or snorkel in crystal clear waters and feel the warm breeze while you cruise from island to island.

The perfect vacation if you want an active week to truly discover the beauty of Greece, enjoy the amazing Mediterranean culture and cruise around the awe-inspiring Ionian islands!

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