Siesta Key Watersports

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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.

10/24/2026

There’s a little extra magic in the October sky. 🌅🌕✨

Watching the sun set over the Gulf while the moon rises on the other side of “Island Time”. It’s one of those little things that makes living here so special.

A few seats left for sunset cruises this weekend. 🌅

🎟️ Booking link in our Stories (and bio!)

10/22/2026

Come fill your camera roll with us. 🌅

Book your sunset cruise | Link in bio

📍Siesta Key Watersports
5253 S Tamiami Trl, Sarasota, FL

📲941-921-3030

10/19/2026

The colors of October look a little different in
🌅🌊☀️

📍 Siesta Key Watersports

10/17/2026

Baby dolphin alert! 🐬💕 Our parasail guests got a front-row seat yesterday: a pod of dolphins with a mama and her playful baby, dolphins leaping in our wake, AND manatees! 🌊

This is just a regular day on the water at Siesta Key Watersports 🌴

More videos coming, so follow along for everyday moments and behind-the-scenes at SKW! ☀️

📍 Siesta Key, FL

10/15/2026

A little salty air, familiar faces, and another beautiful evening on Island Time. 🌅

Over 20 years on these waters, and sunsets like this still never get old. 🩵

A little love to Siesta Key Things To Do for capturing this beautiful view!

Last year, YOU helped us earn  #1 Overall, Platinum for Best Watersports Company in SRQ Magazine’s Best of SRQ Local! 🩵T...
10/15/2026

Last year, YOU helped us earn #1 Overall, Platinum for Best Watersports Company in SRQ Magazine’s Best of SRQ Local! 🩵

This year, the category has changed to Best Watersports Store, which doesn’t quite fit what we do. And we’d rather cheer on our local dive and scuba shops than compete against them!

So we’re hoping you’ll show our local family business a little love in three other categories:

🐬 Best Tour Company
⚓ Best Boat Charters
🩵 Best Family-Owned Business

It’s been a year of big changes for our crew, and the love and support from our community have meant the world to us.

If you’ve made a memory on the water with us, we’d be so grateful for your nomination!

You can find the nomination link in our Instagram bio or on our Facebook About Us page!

We have until November 11th to receive enough nominations to make it to the voting round. Every nomination counts, and we’d be so grateful for your support! 🩵

Thank you for continuing to support our local family business!☀️

https://www.srqmagazine.com/2026/bosrq2027 #//

10/14/2026

Real people. Real adventures. Real Florida. 🌴☀️

Behind every boat ride, sunset, and salty memory is a local family business doing what we love. Made even better by the crew we get to share it with.

No two days on the water are ever quite the same. And we wouldn’t have it any other way. 🩵

📍 Sarasota, Florida

10/13/2026

🩵☀️🐬

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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