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 carefree. 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.

09/30/2026

Wednesday looks better from the water. 🌴☀️

09/25/2026

Less stressing. More of this. 🌊

Go make some good stories.

Anyone recognize where we are?

SMILE is already making waves. 🌊In case you missed our announcement, SMILE is the Sarasota Maritime Initiative for Learn...
09/15/2026

SMILE is already making waves. 🌊

In case you missed our announcement, SMILE is the Sarasota Maritime Initiative for Learning & Education, bringing together our commitment to learning, exploration, mentorship and stewardship on Sarasota’s waterways.

And today, we’re excited to share our first big SMILE announcement. This one is for our Florida locals!

Siesta Key Watersports is now an approved Step Up For Students Direct Provider, giving Florida scholarship families another way to get their kids out on the water to learn, explore and experience Sarasota firsthand.

We’ve been approved across all Step Up scholarship programs, including students with unique abilities, with four on-the-water experiences now available.

So, where is our homeschool village? We’re ready for you! 🙌

Whether it’s one child, a few families learning together, a homeschool co-op or the whole crew, there’s room on the water. And for those bigger groups, our floating classroom can accommodate up to 48 passengers. 🐬🌊

This is only the beginning for SMILE. We’re taking our time because good things take time, and we want what we add to genuinely benefit local kids and families.

There’s more to come, but for now, we’re pretty excited about this first step. 😊

Learning. Exploring. Growing.
That’s SMILE.

Swipe to see the four experiences now available. ➡️

Check the Educational Tours button on our website to learn more. (Link in bio)

09/14/2026

The secret’s out: September on the water is prime time.

Tag your group chat and get out here. 🩵☀️🐬
Siesta Key is calling … 🤙🏽

Our annual recharge is officially underway. ☀️What a year it has been! This weekend, our crew is either home enjoying so...
09/12/2026

Our annual recharge is officially underway. ☀️

What a year it has been! This weekend, our crew is either home enjoying some well-earned family time or with us in the Springs, cooking up the scallops we had a blast finding today.

We’re grateful to be right where we are. 🌊

We’ll be back open Tuesday, September 15!

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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