Siesta Key Watersports

Siesta Key Watersports Family-owned for 20+ years 🌴 Parasailing, jet skis, dolphin tours, sunset & sandbar cruises, boat rentals and private charters in Sarasota.
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Parasailing, Jet Ski Rentals, Boat Rentals, Fishing, Dolphin Watch/ Sightseeing Cruises and Private Charters with Siesta Key Watersports will be the Highlight of your trip to incredible Siesta Key, Florida. With over 24 years in the business, you can be assured you are dealing with Watersports professionals. We have the friendliest staff and the best maintained equipment to ensure your outing is c

arefree. Our highly trained parasail captains work full-time, year-round (not just a couple months a year up north). We have a full-time professional mechanic on staff to maintain all systems to like-new condition. Your Safety is our only concern. Of course, we have an incredibly entertaining and enthusiastic crew for your enjoyment as well. Our Boat Rentals are allowed in the Gulf of Mexico, so you can cruise to Siesta Key Beach, Lido Beach , Longboat Key, Bradenton Beach and even Venice and Englewood. Explore some of the islands and sandbars in the Intracoastal Waterway or just cruise by all the celebrities’ homes on your way to a local watering hole. If you prefer not to drive the boat yourself, but want the freedom of having your own boat, then give us a little notice and we can arrange for one of our USCG licensed captains to take you on the trip of your choice. This allows everyone to cut loose and not worry about running aground or figuring out where the best swimming holes are. We have a fleet of 20 jet skis (waverunners), including some high performance models, so we can accommodate large groups or most walk-ups. Reservations are recommended, but feel free to drop by.

We’ve been quietly working on something very close to our hearts, and we’re finally ready to give it a name. ☀️🌊Introduc...
09/03/2026

We’ve been quietly working on something very close to our hearts, and we’re finally ready to give it a name.
☀️🌊

Introducing SMILE - the Sarasota Maritime Initiative for Learning & Education.

Our family’s roots in Sarasota run deep. We’ve grown up here, built our lives and businesses here, and are now raising the next generation here. From Ben’s early days working Beach Patrol on Siesta Key to family members serving our community as firefighters and paramedics, Sarasota has always been home.

And in many ways, SMILE has already been happening at Siesta Key Watersports for many years.

Our captains have always shared what they know about Sarasota’s waterways with the families who come aboard. Behind the scenes, we’ve helped young crew members earn sea time, learn from experienced captains, attend Sea School, and work toward earning their Master Captains License.

SMILE gives a name to that commitment ... helping more local kids and families experience Sarasota from the water, expanding access to those opportunities, and continuing to invest in young people who may one day be at the helm themselves.

We have a lot more to share.

For now, there’s a lot to SMILE about. ☀️

Blue Skies & Endless Adventures.

— Your Local Crew at Siesta Key Watersports 🩵

09/02/2026

🩵☀️🐬 Thanks for sharing the view from up here, Siesta Key Things To Do!

08/29/2026

It’s a good day… to have a GOOD day!

🩵☀️🐬

Postcards from Sarasota. 🌴🌊☀️
08/27/2026

Postcards from Sarasota. 🌴🌊☀️

Address

5253 S Tamiami Trl
Sarasota, FL
34231

Opening Hours

Monday 8am - 8pm
Tuesday 8am - 8pm
Wednesday 8am - 8pm
Thursday 8am - 8pm
Friday 8am - 8pm
Saturday 8am - 8pm
Sunday 8am - 8pm

Telephone

+19419213030

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