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Leeward Islands Charters

Caribbean Sailing Tours in St. Kitts & Nevis


First-Class Catamaran Tours

Leeward Islands Charters is the original catamaran tour company based in St. Kitts and Nevis. Our first-class catamaran sailing tours are voted best on the islands. From full day snorkeling excursions to private sunset cruises plus the best crew, food and drink, we provide a remarkable sailing experience.

Full Day Cruise

Set sail aboard the luxury sailing catamaran to explore the twin islands. Our full day cruise includes a snorkeling adventure, large open decks for sunning, a private beach with lunch by world famous Sunshine’s, swimming, sports, dancing, and an open bar.


Sail and Snorkel

Experience a one hour sail across the beautiful Caribbean Sea. As you enter the snorkel cove, the sails are dropped ready for you to suit up and experience an incredible underwater world. Enjoy an open bar on the sail back to port.

Sunset Cruise

Take in the astounding view of the tropical sun melting in the Caribbean Sea’s horizon. Cruise along the gorgeous waterscape and sip on rum punch, ice cold beer or a non-alcoholic beverage with our open bar.

Private Charter

We provide private tours tailored to your special occasion. Whether a couple’s sail, a family fun day, wedding event or a large group event we can use any of our scheduled tours as a base to create your private experience.

Leeward Islands Charters

We were founded in 1980 when St. Kitts and Nevis was still a mostly undiscovered twin island gem in the Northern chain of islands known as the “Leewards”.

Our fleet currently consists of four boats that take 4 Captains, 13 trained crewmen and an office staff of 5 to manage properly. Our first Catamaran was Caona, who was joined later by our 78ft. maxi-catamaran, Spirit of St. Kitts, then the famous race catamaran Eagle, and finally completing our fleet was our power catamaran Infinity.

Our crew and staff are hand-picked and are trained on safety first and of course then in fun, drinks, food and sailing next. (not necessarily in that order!) Our crew is our family, and some have been part of this family for over 20 years- with 2 of our Captains logging in over 27 years.

Our many positive reviews speak often of the friendliness and knowledge of our crew and Captains and their ability to focus on our passengers having a safe, relaxing, fun and memorable time.

5-Star Experiences

Leeward Islands Charters
Unbelievable Experience!

My family and I had the time of our lives! There were age ranges from 13-82, and everyone enjoyed it. Beautiful catamaran, incredible crew, perfect amount of time to stop and snorkel in a nice location, good dinner on Nevis, delicious drinks, and relaxing yet exciting trip all together! I can’t wait to go back. Highly recommend!

– Sydney | TripAdvisor
Leeward Islands Charters
Incredible Snorkeling

The captain, Alex, and crew were fabulous! We were catered to and engaged throughout the tour; great music, lots of fun and laughs! They knew exactly where to take us for snorkeling; it was like an aquarium... Highly Recommend!

– Elisa N. | TripAdvisor
Leeward Islands Charters
An Amazing Excursion!

It was an amazing time! The schedule of the excursion is great. I loved the staff on the catamaran. The snorkeling was a great first event and a nice way to see both islands. Loved the lunch and swim in Nevis. It was a truly relaxing activity. It was the first time I felt like I was on vacation.

– K Queeley | Tripadvisor
Leeward Islands Charters
Awesome Time Again!

We've gone on charter with Leeward before and this trip was just as fun. The crew is accommodating without being pushy. The food and beach spot are very nice and right down from Sunshine's, Turtle Time or Four Seasons, which we took advantage of.

– Keane | TripAdvisor