The Best Sailboat Rentals Near Osprey

Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete

Jonas and Captain Carlos took top care of my family and I! I was so impressed with the amenities and cleanliness of the boat. They were both extremely knowledgeable about the area and sailing in whole. My nephew had a blast and they showed him patience and earned the respect of an 8 year old in addition to all of the "adults". Thank you so much, Jonas and Captain Carlos!

Hunter 336 Sailboat! Relaxing Sailing Palm Beach

We had the absolute best time with Gerald. From the moment we stepped on the boat, we were treated like family. His kindness, generosity, and genuine spirit made the entire experience feel so special. What stood out most was not only how much fun we had, but how it truly felt like we made a new friend. Gerald’s knowledge of the area is expert level, and he shared so many great insights that made the day even more enjoyable. This was such a memorable experience for our group, and we cannot recommend him enough. We will absolutely be back.

Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete

Jonas and Carlos were super friendly and ran the boat smoothly. The boat was exactly as advertised and we had a great time! Thank you so much for a fun experience!

Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete

This was an amazing cruise! Jonas and the captain were incredibly hospitable and friendly. Jonas was also very communicative as well and made the whole process seamless. Highly recommend!

Cabbage Key, Captiva Day Trip 1-6 people Captained 24' Hurricane Deck Boat

The boat was in great shape. Smooth running motor. Sean was a super Captain. Very accommodating, personable and professional. Highly recommended.

Luxury Bali 4.2 Catamaran | All-Inclusive Private Charters in St. Pete

Words can’t explain how phenomenal our trip was on the boat and with Jonas and his captain Carlos. Professional when setting/booking and organizing the plans, timely with responses and boat from heaven!!! I will book with Jonas everytime and if you don’t you will surely miss out on a lifelong memory and experience in a clean, warm and friendly environment. Can’t wait to book again with you guys. They were also flexible with any requests.