Little Toot offers private boat charters in Clearwater, FL, featuring wild dolphin tours in the Gulf of Mexico. The original Little Toot holds up to 30 passengers, and Little Toot II up to 55, ideal for birthdays, corporate events, sunset cruises, and ash scatterings. Private charters range from $500–$1500, with crew assistance for decorations and BYOB options (coolers/ice provided on original; bar on II).

StarLite Cruises is a family-owned operation serving locals and visitors in St. Petersburg/Clearwater since 1986, operating Florida's largest daily excursion fleet with a variety of cruises including nature cruises, fine dining yacht cruises, casual tropical party cruises, dolphin tours, luncheon cruises, full day tour group excursions, weddings, corporate events, and private charters on scenic Florida inland waters.

Captain Memo’s Pirate Cruise is a family-oriented pirate-themed day cruise operating from Clearwater Beach Marina in Clearwater Beach, Florida, since 1977. It offers 2-hour public voyages on the U.S. Coast Guard-certified ship Pirate’s Ransom, featuring treasure hunts, face painting, water gun battles, pirate stories, cannon firing, dance parties, complimentary drinks (swinchers, beer, wine), and frequent dolphin sightings, catering to both children and adults in a family-friendly atmosphere.

StarLite Cruises is a family-owned business operating in the Clearwater and St. Petersburg areas of Florida since 1986. With over three million passengers served, it has grown to become the largest daily excursion fleet in the state, offering a wide range of cruise experiences on Florida’s scenic inland waters. The company is distinguished by its diverse fleet, including modern dining yachts and vibrant tropical-themed vessels, each providing panoramic coastal views and expertly prepared meals. Its reputation for quality service and variety makes it a preferred choice for both locals and visitors seeking memorable outings on the water. The company offers an array of cruises tailored to different interests and occasions, including fine dining yacht cruises aboard the StarLite Majesty and StarLite Sapphire, casual tropical buffet cruises on the Calypso Queen and Calypso Breeze, and high-speed dolphin-watching adventures on the Dolphin Racer. Passengers can enjoy live entertainment, narrated sightseeing tours, and special event cruises such as weddings and group charters. The experience ranges from relaxed daytime excursions to lively evening parties, all designed to showcase Florida’s natural beauty while providing exceptional hospitality and comfort.

Yacht StarShip is a premier dining cruise company operating in Tampa Bay and Clearwater, Florida, with over two decades of experience providing luxury yacht experiences. Founded in 2000 and permanently based in Tampa’s Channelside entertainment district, the company offers a unique combination of upscale dining and scenic cruising aboard America’s first 3-Diamond rated dining yacht. Its fleet includes four luxury yachts capable of hosting events ranging from intimate gatherings to large celebrations of up to 600 guests. The company is distinguished by its commitment to exceptional service, award-winning cuisine, and breathtaking waterfront views, making it a standout choice for both locals and visitors seeking a refined maritime experience. The company’s offerings include public dining cruises featuring buffet meals, DJ entertainment, and an open bar on select sailings, with routes showcasing Clearwater sunsets and Tampa’s city lights. In addition to regular dining cruises, Yacht StarShip hosts themed events such as murder mystery dinners, holiday celebrations, and family-friendly cruises including seasonal occasions like Easter and Mother’s Day. Private charters are available for weddings, corporate events, holiday parties, and other special occasions, with all-inclusive packages designed to simplify event planning. The experience aboard these yachts combines gourmet cuisine, panoramic views, and attentive service, catering to guests looking for memorable celebrations or unique corporate gatherings on the water.

Located in Clearwater, Florida, Sea Screamer offers a unique and thrilling dolphin tour experience aboard the largest speedboat in the area. This 73-foot Deep-V diesel-powered vessel is Coast Guard inspected and designed for stability and speed, allowing guests to explore the Gulf of Mexico’s open waters comfortably and safely. With licensed Merchant Marine Officers as captains and a crew trained in first aid and CPR, the operation emphasizes safety alongside excitement. What sets this tour apart is the guaranteed dolphin sightings and the opportunity to view celebrity waterfront homes and historic landmarks throughout Clearwater Harbor, all narrated by an engaging crew. Sea Screamer provides daily one-hour dolphin tours departing at multiple times, accommodating families and individuals seeking both adventure and sightseeing. Each guest enjoys individual bucket seating, and the boat is equipped with two bathrooms and a selection of beverages including water, soda, beer, and hard seltzer. Beyond public tours, the vessel is available for private charters, hosting events such as marriage proposals, corporate parties, and family reunions. The combination of high speed, expert narration, and guaranteed dolphin encounters makes this tour a memorable activity for visitors of all ages.

Cruisin' Tikis Clearwater offers unique floating tiki bar cruises around Clearwater Beach, providing USCG-certified captains, coolers with ice, and Bluetooth radio for music. Guests bring their own beverages and snacks for experiences including dolphin and manatee sightings, sunset cruises, sandbar visits, and private parties for 2-24 people.

Freedom Boat Club, established in 1989 and headquartered in Sarasota, Florida, is the world’s largest and oldest members-only boat club with over 400 locations worldwide. With more than 35 years of experience, the club offers a revolutionary alternative to traditional boat ownership by providing hassle-free access to a diverse fleet of premium boats. Members benefit from concierge-level service that includes maintenance, cleaning, repairs, insurance, and storage, allowing them to focus solely on enjoying their time on the water. The club’s extensive network spans North America, Europe, and Australia, offering reciprocal access to thousands of boats and waterways globally. At the Clearwater City Marina location in Florida, members can explore the Gulf of Mexico, Caladesi Island State Park, and Honeymoon Island State Park, with opportunities for cruising, fishing, and watersports. The fleet includes a variety of boats such as pontoons, deck boats, center consoles, and wake boats, tailored to meet different recreational needs. Membership includes unlimited free training from licensed captains to ensure safety and confidence at the helm, regardless of boating experience. The club’s reservation system guarantees boat availability, and members enjoy walk-on, walk-off convenience with premium dockside support and amenities like restrooms, picnic tables, and boat supplies.

Located in Clearwater Beach, Florida, this family-owned fishing charter company boasts over four generations of experience, making it the longest-running operation of its kind in the area. Operating from the Clearwater Municipal Marina, the business offers access to some of the best nearshore, offshore, and deep-water fishing grounds in the Gulf of Mexico. Their fleet includes two sport fishing vessels, The Legend and The Lore, which are custom-built and designed to accommodate anglers of all skill levels. What sets this company apart is its combination of seasoned captains, well-maintained boats, and a reputation for consistently locating prime fishing spots, ensuring a memorable and successful outing. The charter service caters to individuals, families, and groups of up to six people, welcoming anglers from beginners to seasoned veterans. Trips target a wide variety of game fish such as grouper, snapper, amberjack, tuna, and marlin, providing an exciting challenge for all participants. The company also offers specialized coastal trips aboard their smaller vessel, Stella, and extends discounts to military veterans and first responders. With a focus on safety, comfort, and personalized service, each excursion promises an engaging experience on the water, whether for a family outing, corporate event, or serious fishing adventure.

Located in Clearwater Beach, Florida, Clearwater Yacht Club has been a cornerstone of the community since 1911, offering a unique blend of waterfront recreation and social engagement. Known for its vibrant atmosphere and commitment to excellence, the club serves as a welcoming second home for boating enthusiasts and their families. Its fully upgraded marina, attentive Dockmaster services, and diverse facilities provide seamless access to the water alongside comfortable spaces for relaxation and entertainment. The club’s rich history and active culture of camaraderie distinguish it as a premier destination in America’s top beach town. Clearwater Yacht Club offers a wide range of activities and amenities tailored to members of all experience levels. From exhilarating regattas and power boating adventures to family-friendly social events and lively gatherings at the Tiki Bar, the club fosters a dynamic lifestyle on and off the water. Members enjoy elegant waterfront dining, casual poolside settings, and exclusive sailing events, along with reciprocal privileges at other Florida clubs. The club also emphasizes community involvement, supporting local charities and youth sailing programs, making it an engaging and rewarding environment for those seeking both adventure and connection.

Hatchet Hangout is a premier indoor axe-throwing venue located in Clearwater and St. Petersburg, Florida. Designed to resemble a modern recreational range similar to a bowling alley, it features 15 lanes where participants aim to hit bullseye targets with axes. The facility welcomes all experience levels, from beginners to seasoned throwers, and emphasizes safety with certified World Axe Throwing League (WATL) instructors guiding every session. Its unique combination of competitive sport and social lounge atmosphere makes it a standout destination for locals and visitors alike seeking a distinctive recreational activity. The venue offers a variety of experiences including casual throwing sessions, private parties, corporate team-building events, and competitive leagues. Suitable for ages eight and up, guests can enjoy multiple game modes, coaching from trained “Axeperts,” and a selection of hyper-local craft beers. Hatchet Hangout also provides mobile axe-throwing services for special events within Florida. Whether hosting a birthday, bachelor party, or simply a night out, participants can expect a safe, engaging, and memorable experience that blends skill development with friendly competition in a lively setting.

The Salty Mermaid operates in the scenic waters of the Gulf and Clearwater Bay, offering a unique boating experience that combines luxury with lively entertainment. With the capacity to host up to 49 guests, the vessel provides a spacious and comfortable setting ideal for both casual outings and special events. What sets this cruise apart is its blend of party atmosphere and natural beauty, featuring opportunities to observe dolphins in their natural habitat while enjoying premium amenities. The boat is equipped with plush seating, multiple televisions, and a walk-in restroom, ensuring a high level of comfort throughout the journey. The Salty Mermaid offers daily cruises, private charters, and group packages tailored to various customer needs, from intimate gatherings to larger celebrations. Guests can enjoy a curated bar with a selection of beer, wine, seltzers, and non-alcoholic beverages available for purchase, complemented by a premium sound system that enhances the festive mood. The experience is designed to be both relaxing and engaging, with complimentary floats for water activities and ample space for dancing and socializing. This combination of luxury, entertainment, and natural encounters makes it an appealing choice for those seeking a memorable on-water adventure in Florida.