Cruise of the Year

Sailing Caribbean style means fun and relaxation for everyone. Visit amazing locations like Antigua!

Our luxury en-suite cabins can be booked individually, making sailing the Caribbean accessible to smaller groups or couples.  Alternatively, you can charter the whole yacht for your group.

Featured Traveler Photo

Experience the thrill and excitement of skippering one of our magnificent catamarans; sailing Caribbean style around the beautiful islands that are dotted throughout the region.

Dive into the clear, blue sea and get up close and personal with the amazing marine life that swim in our warm tropical waters.  Our fully equipped yachts also carry a wide range of fishing equipment and sea toys to enjoy during your vacation with us.

Enjoy a Caribbean Sailing Trip with TradeWinds Experience

Book just one cabin for you and your partner or the entire yacht for that special group event.

Sail the Caribbean in one of our luxury fleet of catamarans and fulfill your dreams with TradeWinds Experience.

We provide the crew, including a personal chef and qualified Captain leaving you free to relax and enjoy the delights of Caribbean sailing. Swim, scuba or snorkel in the clear, deep blue waters of the Caribbean Sea, explore the fabulous white sandy beaches, tipped with palm trees and exotic tropical plants or just relax under the warm Caribbean sun and listen to the waves gently lapping against the yacht.

If you dream of sailing the Caribbean on your own luxury craft, Caribbean sailing with TradeWinds is perfect for you.  Our catamarans are twin hulled with a shallow draft making access to the more remote beaches easy and the sailing experience smooth.  Your qualified Captain is on hand to guide you through the whole experience, whether you want to take the helm or raise the main sail.

If you prefer to sit back and enjoy the delights of a fully chartered Caribbean sailing trip without lifting a finger, our crew will ensure you have everything you could possibly wish for, to hand.  From delicious food, prepared from fresh local produce, to cocktails as you relax and watch the stunning sunsets, we are on hand to ensure your Caribbean sailing vacation is one you will never forget.

Book a cabin today and get closer to paradise with TradeWinds Experience.

Popular Destinations