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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!

Mediterranean magic in Greece

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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!

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!

Sublime sailing and diving in St Vincent and the Grenadines

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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!

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!

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!