Siesta Key Watersports is the only full-service watersports company servicing Siesta Key, Sarasota, and Venice, with three locations. Voted #1 watersports company year after year, they offer parasailing with a 100% safety record, jet ski rentals for 1-3 riders up to 450 lbs max weight, dolphin tours (morning mimosas & dolphins, dolphin drinks & sandbar, sunset & dolphins) with complimentary drinks and bathroom on board, boat rentals with unlimited riding area including Gulf of Mexico, private charters, fishing charters, sunset charters, and custom charters. Over 28 years in business with USCG licensed captains, best maintained equipment, and free parking.

SURFit USA is a leading provider of kayak and stand up paddleboard eco-tours and rental equipment in Sarasota, Florida, with locations on Lido Key and Siesta Key. They offer guided tours through mangrove tunnels, wildlife encounters, paddleboard and kayak rentals for self-exploration, and multi-day adventures including hiking, surfing, and paddling in various locations. Owners Karla and Aaron, transplants from Hawaii, emphasize safety, fun, and sharing Sarasota's beautiful waterways since 2012.

Four Keys Charters is a locally owned and family operated business specializing in private boat tours in Sarasota Bay Florida, aboard a 22 ft Bennington Pontoon boat for tours and a 26 ft Andros boat for fishing trips. They provide safe, luxurious, and relaxing experiences, showcasing the barrier islands including Bird Key, with Captain Jim Simmons, a US Coast Guard Certified Master Captain.

LeBarge Tropical Cruises offers unique boat tours and cruises in Sarasota, FL, aboard the LeBarge, a floating tropical island with palm trees and mermaids. Services include narrated Dolphin & Manatee Watch Cruises with marine biologists, Sightseeing & Nature Cruises, Tropical Sunset Cruises with live entertainment, Rhythm on The Bay, Full Moon Cruises, private charters for events like weddings and parties, and special holiday cruises. Features full bar, specialty cocktails, beer on tap, light food menu, and views of Sarasota Bay wildlife and shoreline.

Siesta Key Aqua Adventures Marina offers family fun water activities including banana boat water taxi rides, jet ski rentals with Siesta Skis, floating tiki bar boat experiences with Low Tide Tours, two-hour sightseeing adventures through Siesta Key's backwaters on unique Tiki Boats, dolphin watching cruises, and more.

Kokomo Charters is Sarasota's foremost provider of exclusive luxury boat charters, offering upscale boating experiences in the Tampa/St. Pete and Sarasota areas, including Siesta Key, Anna Maria Island, Lido Key, Casey Key, and Longboat Key. They feature a premier fleet including the 42’ Boundless (up to 6 people), 40’ Golden Ticket, 35’ Ocean Rode (up to 10 guests), 37-38’ Sea Ray 'Top Shelf', and 50’ three-story yacht 'Memory Maker', with customizable cruises such as full day, half day, sunset, sightseeing, island-hopping, sandbar stops, dolphin watching, snorkeling, paddleboarding, and water tubing, accompanied by expert crew for stress-free adventures.

Paradise Adventures Catamarans & Watersports is a locally owned charter business in Panama City Beach, Florida, offering catamaran tours, sunset cruises, snorkeling trips, dolphin tours, private charters, pontoon rentals, kayak and paddleboard rentals. Owned by Donnie and Tracey Coker since 2013, they operate a fleet of U.S.C.G.-certified vessels including the 52-foot Privateer (up to 78 passengers), 40-foot Footloose (up to 38 passengers), 47-foot sailboat Daydreams (up to 12 guests for private charters), 26-passenger Tiki Boat, 5 pontoon boats, kayaks, and paddleboards, departing from behind Bayside Resort. They focus on safe, professional, entertaining experiences creating lasting memories with highly trained staff.

Key Sailing Charters offers affordable private and group sailing charters on the 41’ yacht 'Key Breeze' in Sarasota Bay and the Gulf of Mexico. Personalized dolphin and sunset cruises, sightseeing, sailing lessons, family parties, weddings, and relaxation are provided by USCG Master Captain Tim and First Mate Jan Solomon, with over 45 years of combined sailing experience including local and global voyages. Includes fine chocolates, non-alcoholic beverages, and awards such as TripAdvisor Hall of Fame and Sarasota Chamber International Business of the Year.

Siesta Dolphin Tours offers Dolphin Watch/Sightseeing Cruises and Private Charters with 29 years in business and a perfect safety record. They provide daily dolphin tours, sandbar trips, sunset cruises, and customizable private charters on an open-concept boat with seating for up to 30 guests maximum, partial shade cover, and an onboard bathroom.

Coastal Boat Tours offers boat charters in Sarasota, Florida, exploring the Intracoastal Waterway, Anna Maria Island, Siesta Key, and beyond. Services include 2-hour charters, 4-hour beach and sandbar tours with dolphin watching, shelling, swimming, snorkeling, full-day customizable tours, sunset cruises, and lunch stops at waterfront restaurants. The boat accommodates up to 6 guests, features a canopy for shade, freshwater shower, and Bluetooth speaker system. Family-friendly, including calm dogs, with a local captain knowledgeable about hidden gems.

Sarasota Saltwater Adventures is a 5-star rated charter business owned by Captain Casey, a Sarasota native and USCG certified captain. It offers fishing charters and boat tours in the calm waters around Siesta Key, Sarasota, Longboat Key, Lido Key, Anna Maria Island, and Casey Key, aboard a 22’ Hurricane boat 'No Bad Days' equipped for comfort and fishing, welcoming all ages and experience levels.

Best Coast Fishing Charters offers guided fishing charters and near shore experiences in Sarasota, FL, led by Josh, a Florida native professional fishing guide with 15 years of experience fishing local waterways. He is a husband and father of three girls.