Cruise Sarasota on a 21 ft Chaparral with Bluetooth stereo and swim ladder
Hourly and Multi-Day
Up to 10 people
Bimini top, GPS, life vests
Take the wheel of a 21 ft Chaparral H2O Sport and cruise Sarasota at your own pace. Enjoy a spacious layout, onboard shade, and easy swim access for a relaxed day on the water.
You must be 21+ with 2 years of recent boating experience to rent. A $1,000 refundable security/damage deposit is required, and fuel is not included (charged on return at $5.50/gallon). Pets are not allowed.
This booking is for the whole experience, which fits up to 10 guests.
Cancel at least 48 hours before the scheduled rental period for a full refund. Cancellations within 48 hours are not refunded unless inclement weather is declared by Off the Hook Boating.
You must be 21+ with 2 years of recent boating experience. If you were born before 1/1/1988, bring a valid government-issued driver’s license. If you were born after 1/1/1988, bring a valid government-issued driver’s license and a valid Florida boater safety course certificate.
Yes. Fuel is not included and is charged after you return based on usage. The sources list two fuel rates ($5.50/gallon and $6.50/gallon), so confirm the rate with Greetwell before booking. A refundable security/damage deposit hold is also required.
Yes. Complete the boat rental agreement and the assumption of risk/release of liability waiver online before you arrive. Each passenger must complete the liability waiver, and the rental agreement must be completed at least 24 hours before departure.
Klaus and his wife have built a genuinely impressive reputation on the Sarasota waterways, and it shows in how consistently people rave about them. Reviewers repeatedly highlight their friendliness, flexibility, and the kind of personalized service that's hard to find. Klaus is often singled out as punctual, knowledgeable, and easy to work with, and the boats and jet skis are consistently described as clean and well-maintained. What sets this rental experience apart is how much guidance comes with it. Klaus points out the best fishing spots, ideal shelling beaches, and safe routes for those unfamiliar with the area, making it a great fit even for first-timers. The equipment is solid, and the honest pay-for-what-you-use fuel policy is a small but appreciated touch. Multiple reviewers mention coming back for a second or third time, which says a lot on its own.
Great time and easy way to see the area from a boat. Boat was well equipped and suggested places were wonderful. Saw dolphins and quiet beach for shelling. Fun day and easy to do. Steve W.
Stephen Watters
February 19, 2026
Great time and easy way to see the area from a boat. Boat was well equipped and suggested places were wonderful. Saw dolphins and quiet beach for shelling. Fun day and easy to do. Steve W.
Stephen Watters
February 19, 2026