On the water
Boating & Water Activities
Cruise the bay, rent your own boat, or add jet skis and parasailing to your Keys itinerary with trusted local operators.
Local picks
Where to get on the water
These are the names to know for tiki cruises, boat rentals, and high-energy watersports around Sarasota and the Keys.
Barefoot Tiki
A laid-back tiki boat outing for groups planning a sunset cruise, sandbar stop, birthday, anniversary, or bachelorette party—an easy way to turn a few hours on the water into a mini vacation.
Fun Boat Tours
A relaxed option for visitors who want an easy boat day with friends or family and a low-stress way to enjoy the bay.
Great for casual cruising, sightseeing, and building a simple vacation plan around time on the water.
CB’s Boat Rental
A strong pick when you want to captain your own day, explore at your own pace, and shape your route around sandbars or waterfront stops.
Ideal for visitors who prefer flexibility and a more self-guided boating experience.
Siesta Key Watersports
A top jet ski rental pick for visitors who want speed, beach energy, and a simple way to get out on the water fast, with parasailing and other active options also available.
Best for high-energy groups, quick thrill rides, and travelers looking for a clear jet ski rental option near Siesta Key.
LeBarge
A classic Sarasota-on-the-water pick for visitors who want a laid-back sightseeing cruise with skyline views, bay breezes, and a local favorite feel.
Especially good for sunset plans, easy group outings, and travelers looking for a more scenic cruise experience.
Sea Life Kayak Adventures
A top kayak rental and eco-tour operator for paddlers who want mangrove tunnels, wildlife spotting, and a quieter side of Sarasota Bay and the Keys.
Great for couples, families, and visitors who want a more nature-focused outing with beginner-friendly options and guided local insight.
Best ways to plan
- Book sunset hours early
- Choose rentals for flexible family days
- Add watersports for a half-day adrenaline boost
- Mix in a sightseeing cruise like LeBarge for a slower-paced bay view
- Pair your outing with dining nearby