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!

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!

Bask in the beautiful British Virgin Islands

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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!

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!