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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!

Discover a diver’s paradise in French Polynesia

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Discover a diver’s paradise in French Polynesia

The idyllic islands of the South Pacific are beautifully unspoiled both above and below the water’s surface. Discover spectacular diving and a true diver’s paradise in stunning French Polynesia.

Famed for its inviting, shimmering turquoise waters, you will fall under the spell of the 118 islands, atolls and lagoons that are waiting to be explored. Prepare for long, exciting dives in Bora Bora that will make you feel alive as you swim, snorkel and dive in the clearest waters on the planet. Grab your dive gear and look out for over 500 species of fish, sea turtles, lemon sharks, black tip reef sharks, and manta rays.

The perfect vacation if you want to explore a marine habitat teeming with turtles, sharks, and over 500 species of fish. Discover your very own ‘Pearl of the Pacific’ in these stunning French Polynesian waters!

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!

All aboard for Antigua

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All aboard for Antigua

With 365 beaches, 54 miles of stunning coastline and perfect Caribbean cruising grounds for fast, exhilarating sailing, Antigua is definitely the place to be!

Discover Antigua’s fascinating naval history and take a scenic hike to Shirley Heights for the best views of the island. Visit Great Bird Island to see indigenous reptile species such as the Antiguan racer in their natural habitat or relax on one of the many beaches with a book under a palm tree. The warm, azure waters that surround this charming island are delightful for sailing and snorkeling. Explore Sunken Rock and the Pillars of Hercules and snorkel with an array of amazing marine life including Hawksbill turtles and rays.

The perfect vacation if you want to enjoy a range of activities on land and at sea. Come and see why Antigua is everyone’s favorite playground!

Dive in and experience the underwater wonders of Guadeloupe

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Dive in and experience the underwater wonders of Guadeloupe

The Caribbean is known to have some of the finest diving sites in the world, and it’s no secret that Guadeloupe offers a wonderful underwater world that’s waiting to be discovered.

Home to the famous Cousteau Marine Reserve, protected bays provide keen divers of all abilities the chance to experience a perfect diving and snorkeling paradise. Snorkel around volcanos and reefs teeming with fish, discover la Baleine – a protruding reef in the shape of a whale and listen out for whale song – a moment that you’ll never forget. With so many diving highlights, including some ‘secret sites’ not on the itinerary, you’ll find it hard to choose a favorite!

The perfect vacation if you want to experience and explore the world-class diving sites that surrounds the beautiful Caribbean island paradise of Guadeloupe!

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!

Barefoot fun in the British Virgin Islands

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Barefoot fun in the British Virgin Islands

Breathtakingly beaches, incredible turquoise waters and picture perfect atolls, ideal for sailing, swimming, and snorkeling are just some of the delights that await you in the British Virgin Islands.

With over 60 islands in its archipelago, the British Virgin Islands provide a wealth of fun for those looking for excitement and adventure. As well as being famous for diving and sailing, discover wonderful hidden treasures, such as ‘Bubbly Pool’ – nature’s very own Jacuzzi, the Baths and North Sound, known as a playground for water sports including hobie cats and windsurfing. Visit local hangout Foxy’s and ‘Willy Ts’ floating bar for some well-known Caribbean hospitality. And don’t forget to try the famous Pusser’s rum!

The perfect vacation if you want to experience a week of fun in the Caribbean sun. Make the British Virgin Islands the perfect base for all your sailing adventures!

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