The Best Sailboat Rentals Near Siesta Key

Cabbage Key, Captiva Day Trip 1-6 people Captained

Extremely knowledgeable and accommodating Captain. Super responsive and invested in a great overall experience. Boat and safety equipment was in perfect condition.

''Escape Exclusivo, Aventura ilimitada en nuestro Yate''

Carlos and his team were AMAZING! They were truly so hospitable and made the experience so much better, and the yacht is absolutely gorgeous! We celebrated my bachelorette and we all had the best time! Thank you so much Carlos and team!

Hunter Passage 456 Yacht - Sailing From West Palm Beach, FL

Captain Mark is an excellent host and terrific sailor. His boat is beautiful and in great shape. He’s a great storyteller and it’s a pleasure to be in his company. I look forward to future voyages with him.

50ft Catamaran Charter with Water Toys -Boca Raton, FL

Everything from the friendliness of the staff to the cleanliness of the boat was pure perfection!! We couldn’t have asked for a better day!

45' Luxury Sailing Catamaran Charter

Great experience. Fantastic captain and admiral. Wonderful time had by all!!

42' Wanderlust - The Best Sailing Cat in the Market - Sarasota

Thank you for such an amazing and memorable time. Our family had a blast. It was exactly what we were looking for! Boat was gorgeous and the staff was attentive, friendly and knowledgeable ! Anyone looking to charter, you guys will be our go to recommendation for sure!