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!
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!
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!
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!
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!
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!
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!