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.

Sip N' Slip Tours offers an unparalleled luxury boat tour experience, blending the thrill of a scenic cruise with the indulgence of a top-tier booze cruise. They provide unforgettable boat adventures in Sarasota, Florida, blending relaxation and excitement with stunning coastal views, and host all types of private events such as birthdays, corporate events, bachelor/bachelorette parties on their party tour boat.

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.

Island Time Charter is a private charter business owned and operated by Captain Chet Zoltak, offering cruises of Sarasota Bay and the Gulf of Mexico including sightseeing cruises to see marine life, Sarasota landmarks and coastal homes; sunset cruises; tiki bar cruises; destination cruises beyond Sarasota; and custom cruises for family-friendly outings, romantic getaways, or bachelorette/bachelor parties.