Calypso | Little Philly Sea Adventures

Get ready for the ultimate day on the water with Calypso, our 2024 29-foot Tidewater Center Console — a true blend of power, comfort, and style. Perfect for anyone searching for a premium boat rental or a performance boat rental, this luxury vessel is designed to handle everything from cruising the coastline to celebrating life’s biggest moments.

Whether it’s a bachelor or bachelorette party, a family outing, a corporate event, or a romantic sunset cruise, Calypso delivers unforgettable adventures across Florida’s beautiful Gulf Coast. Guests love the spacious layout, smooth ride, and premium features that make every trip special.

As a licensed and insured boat rental service, we provide all required safety gear and a full orientation before departure — so you can relax and focus on the fun.

📍 All trips conveniently launch from the Kingfish Boat Ramp in Holmes Beach, just minutes from Anna Maria Island, Bradenton, Sarasota, Siesta Key, and Lido Key.

Book Calypso today and discover why our luxury boat rentals are the top choice for unforgettable memories on the water.

To keep your boat rental safe, fun, and hassle-free, please review the following requirements before your trip:

*CAPTAIN IS REQUIRE for this vessel.
Must be 21+ with at least two years of boating experience.
If born before 1/1/1988 → only a valid driver’s license required.
If born after 1/1/1988 → valid driver’s license and a safety boater’s course certificate (Florida Boating Temporary Certificate).
No smoking allowed onboard any pontoon or performance boat rental.
Children under 7 must wear a Coast Guard–approved life vest at all times.
Boats run on ethanol-free gas only – renter is responsible for fuel.
All passengers must sign the Boat Rental Agreement to be covered under our licensed and insured boat rental policy.
For multi-day rentals, you must have a secure slip or private dock at your home or rental property.