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.

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.

Low Tide Tours is a locally owned watersports company based in Sarasota, Florida, specializing in unique and memorable experiences along the Gulf Coast. With extensive knowledge of the region’s waterways, the company offers a blend of adventure and relaxation through its floating tiki boat tours, captained pontoon cruises, and parasailing flights—the longest available in Southwest Florida. Operating seven days a week, Low Tide Tours stands out for its combination of expert captains, high-quality equipment, and a laid-back coastal atmosphere that allows guests to enjoy the natural beauty of the area, including frequent sightings of dolphins and manatees. The company’s offerings include private and group charters across popular locations such as Siesta Key, Lido Key, Longboat Key, Anna Maria Island, Bradenton Beach, Venice, and North Sarasota. Guests can choose from two-hour private cruises or extended 4.5-hour excursions that feature stops at scenic sandbars, waterfront bars, and opportunities for swimming and wildlife viewing. The floating tiki bar experience is particularly notable, providing a festive atmosphere with tiki torches and coolers for guests to bring their own beverages. These tours cater to all ages and group sizes, emphasizing personalized service and a relaxed pace that highlights the stunning coastal scenery and vibrant marine life.

Kokomo Charters is a yacht charter brokerage based in Sarasota, Florida, specializing in arranging USCG-compliant bareboat charters across the Gulf Coast, including St. Petersburg, Anna Maria Island, and Tampa Bay. With a curated fleet of privately owned yachts ranging from 35 to 112 feet, the company offers a diverse selection of vessels to suit various group sizes and preferences. What sets this brokerage apart is its exclusive focus on bareboat charters, allowing primary charterers to assume control of the vessel while providing access to a vetted list of independent, licensed captains. This approach ensures a personalized and flexible boating experience tailored to the unique needs of each client. The company’s offerings include full-day, half-day, and sunset cruises, catering to both visitors and locals seeking a luxurious and stress-free day on the water. The fleet features yachts equipped for groups ranging from five to twelve guests, with options available in Sarasota, St. Petersburg, Anna Maria Island, and Tampa Bay. Clients can customize their charters with the assistance of Kokomo Charters, which also facilitates connections with approved captains and crews. The experience emphasizes comfort, luxury, and flexibility, making it ideal for special occasions, corporate events, or leisurely outings along Florida’s scenic Gulf Coast. Additionally, Kokomo Charters partners with Sarasota Motor Club to offer an enhanced luxury experience combining exotic car rentals with yacht charters.

Sarasota Bay Explorers is a marine eco-tourism company based in Sarasota, Florida, located at 1600 Ken Thompson Parkway, the former site of Mote Marine Aquarium. With a strong partnership with Mote Marine Laboratory, the company offers expertly guided boat tours led by knowledgeable marine biologists. These tours provide an educational and interactive experience focused on the natural beauty and wildlife of Sarasota Bay, including opportunities to observe dolphins, manatees, and native bird species. The company’s commitment to hands-on learning and eco-conservation makes it a distinctive choice for visitors seeking an immersive marine adventure on Florida’s Gulf Coast. The business offers a variety of tours and private charters tailored to different interests and group sizes. Popular options include the Sea Life Encounter Cruise, a 1.75-hour educational journey featuring wildlife observation and a visit to an uninhabited island, and the Sarasota Sunset Cruise, which showcases stunning coastal sunsets over the Gulf. Private charters accommodate both small and large groups, making them ideal for special events, school field trips, and corporate outings. Guests can expect a relaxed yet informative experience aboard spacious 40-foot pontoon boats, with opportunities to engage directly with marine life and enjoy the scenic waters of Sarasota Bay.

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 based in Sarasota, Florida, specializing in air-conditioned trolley tours that showcase the rich cultural history and vibrant communities of Sarasota and Venice. With extensive experience in providing engaging and informative excursions, the company offers a unique way to explore the region’s most notable landmarks, neighborhoods, and stories. Their fleet includes Dolly The Trolley, a 31-seat enclosed vehicle designed for comfort and convenience, allowing guests to enjoy the sights year-round. What sets this company apart is its diverse range of interactive and themed tours, combining entertainment with education to create memorable experiences for visitors and locals alike. The company’s offerings include a variety of specialized tours such as the Sarasota City Sightseeing Tour, the interactive Murder Mystery Trolley, and behind-the-scenes access to the Sarasota Opera House. Other popular experiences feature art crawls, wine tastings at local vineyards, historical explorations of circus heritage, and seasonal events like haunted tours and musical cabarets. These tours cater to a wide audience, including families, groups, and cultural enthusiasts, providing opportunities to learn about local history, architecture, and the arts in an engaging setting. Each tour is carefully curated to highlight the unique aspects of the area, often incorporating live performances, guided commentary, and exclusive access to venues, ensuring a rich and enjoyable outing for all participants.

Sip N’ Slip Tours is a premier private boat tour company based in Sarasota, Florida, specializing in unique and customizable experiences on the Gulf Coast. Operating in Sarasota, Siesta Key, Anna Maria Island, Lakewood Ranch, and Bradenton, the company offers a distinctive blend of scenic cruising and high-energy fun aboard their signature 31-foot Funship tritoon party boat. Known for its comfort, stability, and spacious design, the vessel features amenities such as a mounted waterslide, onboard trampoline, and ample shaded seating, setting it apart from typical pontoon boats. With a focus on delivering professional, smooth, and stress-free outings, Sip N’ Slip Tours caters to guests seeking more than a standard sightseeing cruise, emphasizing fun, freedom, and lasting memories on the water. The company provides a variety of private boat experiences tailored to diverse groups, including bachelor and bachelorette parties, family-friendly tours, sunset cruises, wildlife and dolphin watching, sandbar excursions, and island-hopping adventures. Each tour accommodates up to 12 passengers and is fully customizable to suit the occasion and group vibe. Guests can enjoy activities such as swimming, dancing to personalized playlists via Bluetooth sound systems, and relaxing while taking in views of Sarasota Bay, local wildlife, and Gulf Coast sunsets. Whether hosting celebrations, corporate outings, or leisurely cruises, Sip N’ Slip Tours offers a versatile and engaging boating experience designed to highlight the natural beauty and vibrant lifestyle of the Sarasota area.

Florida Underwater Sports, located in Sarasota, Florida, is a premier dive center known for its comprehensive scuba training, equipment sales, and travel services. With a strong reputation as a Scubapro Platinum and PADI 5 Star Dive Center, it caters to divers of all experience levels, from beginners to seasoned professionals. The center distinguishes itself through personalized attention, flexible scheduling, and on-site pool training, providing a controlled environment for skill development. Its commitment to quality and detail makes it a trusted choice for those seeking to advance their diving education or enjoy recreational diving. The dive center offers a wide range of services including PADI certification courses such as Open Water, Advanced Open Water, Rescue Diver, and Enriched Air Nitrox training, as well as refresher and private classes. Customers can also access equipment servicing, tank fills, and guided dives. Additionally, Florida Underwater Sports organizes dive travel adventures to destinations like the Philippines, Iceland, Cayman Brac, the Sea of Cortez, and Fiji, appealing to divers interested in exploring diverse underwater environments. The experience is designed to be both educational and enjoyable, supporting divers in all aspects of their underwater pursuits.

Siesta Dolphin Tours operates in Siesta Key and Sarasota, Florida, offering expertly guided dolphin tours and sunset cruises. The company features a well-sized open-concept boat that accommodates up to 30 guests, providing ample seating and a partially covered area for shade and protection from sudden showers. The vessel is equipped with a small bathroom for passenger comfort, making it suitable for families and groups seeking a relaxed yet engaging experience on the water. Its location on Stickney Point Road places it conveniently near popular coastal attractions, enhancing its appeal for both locals and visitors. The business offers a variety of excursions including morning mimosa cruises, sunset dolphin cruises, and sandbar dolphin tours, catering to adults and children alike. Each tour provides scenic views of the Gulf waters and opportunities to observe dolphins in their natural habitat. Additional services include jet ski rentals, parasailing, boat rentals, and beach equipment such as chairs, umbrellas, paddleboards, and floating mats. These offerings make it an ideal choice for customers looking to combine wildlife sightseeing with recreational water activities in a comfortable and well-equipped setting.

Coastal Boat Tours operates in a scenic coastal location, offering expertly guided boat charters that provide a unique way to explore the surrounding waters. With a focus on delivering memorable and relaxing experiences, the company stands out for its knowledgeable captains and well-maintained vessels. Guests appreciate the opportunity to enjoy beautiful views, wildlife sightings, and peaceful stops such as sandbars, all while cruising in comfort. The business caters to both casual visitors and boating enthusiasts seeking a personalized and scenic maritime adventure. The company offers a variety of charter options, including two-, four-, and six-hour trips, as well as a specialized sunset cruise. These tours are designed to accommodate different schedules and interests, making them suitable for families, couples, and groups of friends. Each excursion emphasizes a laid-back atmosphere with opportunities to spot dolphins, enjoy the sunset, and relax on secluded sandbars. The combination of flexible itineraries and attentive service ensures that every guest experiences a memorable day on the water.