What to do and see in Siesta Key, Florida (FL): The Best Boat Tours & Water Sports

Spend a wonderful day on the water in Sarasota Bay or Siesta Key Beach Stand Up Paddle boarding. Here at Gulfside Paddleboards we specialize in great customer service and provide free delivery and a quick lesson with every paddleboard rental. Just call us and we will bring the boards to you. We also offer daily guided mangrove tours where we paddle around bird islands, through shallow waters surrounded by mangroves, stop at a private beach for a break, and also encounter many other types of wildlife and nature. If you are looking to purchase a board we can also help!

Kayak Siesta Key and Sarasota with Liquid Blue Outfitters -formerly "Siesta Paddle Sport"s. We offer kayak tours, kayak rentals, paddleboard lessons and paddleboard rentals. We consistently earn A+ reviews of excellence for our guided eco-tours and high marks of satisfaction for our quality boats and gear. We are a small, local, family-owned watersports outfitter with a passion for the outdoors. All ages are welcome! Reservations are recommended.Paddle On!

Let us deliver a paddleboard right to your hotel/house for no extra charge! We will even give you a lesson for free! We deliver up and down Siesta Key. We drop it off for free and pick it up when your done with it for free! $40 for a Half Day ($30 for a second board) $60 for a Full Day ($50 for a second board) Hourly, Weekly and monthly rentals also available. We also do Tours, Lessons and large groups/parties.

Come fish all that Siesta Key has to offer. We offer a wide variety of fishing charters from inshore to deep see offshore. Come visit or call Siesta Key Fishing Charters for all your fishing cravings. Guaranteed a great time on your visit to Siesta Key.

Private charter Siesta Key sunset or daytime cruise for up to six people. Includes champagne toast, water, and soda. Departs from Siesta Key.

When it comes to water sports, parasailing has it all! Enjoy the thrill of a powerboat ride with the scenic views and tranquility of a hot air balloon flight. Parasailing is safe and fun for all ages. Soar high above Siesta Key's beautiful beaches as you gently glide up to 1,200ft above Florida's scenic coastline. You will enjoy breathtaking bird's eye views of Siesta Key, Lido Key & Sarasota. We also offer Sunset/Dolphins Tours!

Kokomo Charters offers both Boat Tours, aboard beautiful Sea Ray boats, and Land Tours, inside a classy Cadillac Escalade, around Sarasota and her sister islands. 26ft “One Love" and 31ft “Good Vibes" are luxury boats built for pleasure cruising, so you can relax in comfort and style while touring our beautiful waterways. We offer daily, private and captained sightseeing cruises, dolphin cruises, sandbar cruises and sunset cruises. Or choose to roll around like a rockstar, as we take you on a private land charter and show you all the highlights of the area. No worries about traffic, parking or where to go, so you can just unwind and enjoy as we explore all the best spots. Experience the Difference on Kokomo Charters - By Land & By Sea!

Private boat charters for your group of up 6 passengers. We give you the opportunity to experience Sarasota and the surrounding keys from the comfort of our 27 ft. Southwind Deck Boat powered by the legendary Yamaha 250hp outboard . Come join us for dolphin watching, snorkeling, sight seeing, tubing, tiki bar pub crawls by boat, sunset cruises and sandbar/beach hopping. We provide so much than just a boat ride. Come experience the "Key Life" for yourself!!!

Beachin' Charters is a family owned and operated private boating experience aboard our 24 ft. Manitou Tritoon boat. We specialize in sunset/sunrise cruises, inshore fishing charters, dolphin/manatee tours, sight seeing tours, shelling, sand bar and tiki bar hopping. We can't wait to show you boating the Beachin' way!

24' Bentley Pontoon Boat Rentals serving Siesta Key area, with or without a certified Captain. We also offer weekly rentals for Stand Up Paddle boards and Beach Canopy