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!
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!
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!
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 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!
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!
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!