Siesta Key Watersports

Siesta Key Watersports

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Family-owned for 20+ years 🌴 Parasailing, jet skis, dolphin tours, sunset & sandbar cruises, boat rentals and private charters in Sarasota.

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

Photos from Siesta Key Watersports's post 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!

🩵☀️🐬

Photos from Siesta Key Watersports's post 08/27/2026

Postcards from Sarasota. 🌴🌊☀️

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Location

Telephone

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