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.

The Fun Zone Boat Company, operating since 1948, is the first company offering live narrated historical sightseeing tours of Newport Bay, featuring celebrity homes, yachts, sea lions in their natural environment, and sea mammal tours. They provide daily narrated tours including Sea Lion Tours and Celebrity Homes Yachts Cruises, seasonal cruises like Newport Beach Boat Parade and Summer Sunset Cruises, and private boat charters for events accommodating 2 to 149 passengers from their location at 700 E. Edgewater, Balboa, Newport Beach, CA.

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.

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.

Sarasota Bay Explorers, located in Sarasota, Florida, offers exciting, hands-on, educational eco-tours and boat trips in conjunction with Mote Marine Laboratory. They provide interactive marine science experiences including Sea Life Encounter Cruises, Guided Kayak Tours, Nature Safari, Sunset Cruises, and private charters on vessels like the 46-foot pontoon boat (up to 40 passengers) and the 24-foot Miss Explorer (up to 6 passengers), suitable for families, school field trips, birthdays, and corporate events.

Marina Jack is a premier marina and waterfront dining destination in downtown Sarasota, Florida, since 1968, offering transient dockage, wet slips for vessels up to 228 feet, boat rentals, on-site charters including fishing and cruises, yacht services, fuel dock, and dining options overlooking Sarasota Bay. It provides boat rentals for 2, 4, or 8 hours equipped for fishing, beach hopping, swimming, and cruising, along with on-site charters like Tightlines Sportfishing for inshore and offshore fishing.

Discover Sarasota Tours is a locally-owned tour company offering fun, entertaining, interactive, and informative air-conditioned trolley tours exploring the history, culture, unique aspects, intriguing people, places, and stories of Sarasota and Venice, Florida. They provide 18 different award-winning daytime, nighttime, and seasonal tours including city sightseeing, circus secrets, Amish experience, murder mystery, haunted tours, public art, and custom group tours, departing from their Trolley Cottage Gift Shop at 1826 4th St with free parking.

Liquid Blue Outfitters offers pedal kayak tours, rentals, fishing excursions, snorkeling, and sunset happy hour tours in the Sarasota, Lido Key, Englewood, Anna Maria, and Bradenton areas, featuring mangrove tunnels, wildlife sightings like dolphins and manatees, and eco-friendly adventures for all skill levels.

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.

Outriggers is an offshore charter fishing operation out of downtown Sarasota, Florida, specializing in half and full day deep sea charter fishing in the Gulf of Mexico. They offer various hourly rates for trips including a 2.5-hour sunset excursion in Sarasota Bay with views of birds, wildlife, dolphins, and manatees.