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!

Fall in love with alluring Antigua

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Fall in love with alluring Antigua

Wonderful cruising grounds, steeped in remarkable naval history and home to 365 beaches, Antigua is the perfect destination for a low-key, relaxed vacation.

Relax in the sun and cruise around the island, stopping along the way to enjoy a gentle hike to historic naval Fort Barrington and Fort Berkeley. Recharge your batteries and enjoy secluded anchorages that provide the perfect opportunity to explore Antigua’s stunning deserted white, sandy beaches on foot and by kayak. Picturesque Falmouth Harbour offers a chance to see the world-famous Antigua regatta and mega-yachts of the rich and famous. And get cameras at the ready as Shirley Heights boasts the island’s best views and is the perfect way to watch the sunset. The perfect vacation if you’re looking for a relaxing getaway with plenty of sun, sea and sailing. Famed for its 365 beaches (that’s one for every day of the year), life’s most definitely a beach in Antigua!

Fun in the sun in St Martin

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Fun in the sun in St Martin

Known as the ‘Crossroads to the Caribbean’, this charming dual island nation is so good, they named it twice!

Boasting a tropical climate, enchanting sandy beaches and exciting dive sites St Martin is definitely the island for activity seekers. Slip on your sneakers and hike up to the mountain top for spectacular views of neighboring St Barths. Or slip into stunning azure waters and snorkel with an array of marine life at the famous Creole Rock or Tintamarres’ Tug. Explore the coastline on a sea kayak and enjoy the sights and sounds of true Caribbean living.

The perfect vacation if you’re looking for fun in the sun, exciting adventures and a true taste of the Caribbean!

Awesome aquatic adventures in Antigua

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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!

Fun in the sun AQUA·TERRA style

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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!

Discover paradise in French Polynesia

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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!

Give into glorious Guadeloupe

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Give into glorious Guadeloupe

Set sail around the enchanting butterfly-shaped island of Guadeloupe and discover a wonderful mix of French and Caribbean hospitality.

A photographer’s dream, find yourself surrounded by lush mountains offering stunning panoramic views and great hiking opportunities. Wander through colorful villages to truly indulge in island life and visit local distilleries and toast ‘à votre santé’ with new friends. Experience longer cruises and find secluded anchorages, perfect for exploring an exciting underwater marine world or exploring pretty beaches on stand up paddle boards and ocean kayaks. Witness Guadeloupe’s green flash - the breathtaking moment that occurs just after the sun sets over the horizon.

The perfect vacation if you want to discover the wonderful secrets of the ‘Island of Beautiful Waters’ and experience a variety of fun activities in Guadeloupe!