Brooksville, Florida

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.

Totally Tiki Tours offers a distinctive boating experience on the scenic waters of Tampa Bay, Florida, with convenient departure points at Rocky Point Island in Tampa, the Downtown Tampa Riverwalk, and the St. Petersburg Pier. Specializing in private and public tiki boat tours, the company provides a unique way to explore the bay’s natural beauty, including opportunities to spot dolphins and manatees. Their spacious tiki boat accommodates up to 13 passengers and features amenities such as Bluetooth speakers, a restroom, and coolers filled with ice, enhancing the comfort and enjoyment of each trip. With a focus on personalized service, the tours are led by USCG-qualified captains, ensuring a safe and memorable outing for all guests. The company caters to a variety of occasions, including birthdays, anniversaries, graduations, retirements, and bachelor or bachelorette parties, as well as casual outings for locals and visitors alike. Guests can choose from two-hour private or public tours during the day or at sunset, with options to stop at shallow sandbars for swimming and water activities. While Totally Tiki Tours provides complimentary water and plastic cups, customers are encouraged to bring their own beverages, as alcohol is not sold onboard. The experience combines stunning Florida sunsets, playful wildlife sightings, and customizable itineraries, making it an ideal choice for groups seeking a fun and relaxing way to enjoy Tampa Bay’s coastal charm.

Odyssey Cruises operates in Tarpon Springs, Florida, offering a premier sightseeing experience aboard the largest tour boat in the area. With a focus on nature and wildlife, the company provides narrated tours led by a certified Florida Master Naturalist, ensuring guests gain expert insights into the local ecosystem. The cruises feature opportunities to observe dolphins, collect seashells on Anclote Key, and enjoy bird watching along the Anclote River and Gulf of Mexico. The company is highly rated on multiple platforms, reflecting its commitment to quality and guest satisfaction. The cruise offerings include dolphin and shelling adventures, sunset cruises, river tours, and special themed events such as holiday celebrations and haunted cruises. Tours accommodate all ages and are designed to be accessible, with wheelchair-friendly vessels and family-oriented activities. Guests can expect a smooth ride on dual-hull boats equipped with restrooms and covered seating. Additional services include private charters for special occasions and monthly shelling-only trips. The experience combines natural beauty, wildlife encounters, and educational commentary, making it suitable for families, nature enthusiasts, and visitors seeking a memorable maritime outing.

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.

Located in downtown Tampa, Florida, Tampa Bay Fun Boat offers a unique and engaging boating experience led by Captain Darryl, a licensed Tampa Bay boat captain with extensive maritime knowledge and a passion for sharing the local history and wildlife. Established in 2008, this family-operated business features a custom-built, U.S.C.G. inspected 36-foot commercial deck boat designed for comfort and entertainment, accommodating up to 35 passengers. Docked at the Tampa Convention Center, the boat’s spacious open deck and below-deck amenities provide an inviting atmosphere for guests to relax and enjoy scenic views of Tampa Bay’s skyline, landmarks, and natural surroundings. Tampa Bay Fun Boat specializes in a variety of tours and private charters tailored to diverse occasions, including sightseeing cruises, sunset tours, special events, and private parties such as birthdays, corporate outings, and weddings. Guests can expect a lively yet relaxed ambiance with upbeat music, opportunities to spot dolphins and local wildlife, and informative commentary about the area’s history and marine life. The tours are suitable for visitors and locals alike, offering a memorable way to explore Tampa Bay’s waterfront while socializing and celebrating on the water. With flexible options and a friendly crew, the experience combines entertainment, education, and the natural beauty of Florida’s Gulf Coast.

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.