Osprey, Florida

Totally Tiki Tours operates in Tampa Bay, Florida, offering a distinctive way to explore the area's scenic waterways aboard a spacious tiki boat. With locations at Rocky Point Island in Tampa, Downtown Tampa’s Riverwalk, and the St. Petersburg Pier, the company provides a unique blend of local charm and natural beauty. The tours are led by USCG-qualified captains, ensuring a safe and enjoyable experience for all passengers. What sets this business apart is its focus on private and public cruises that highlight Tampa Bay’s playful dolphins, manatees, and stunning Florida sunsets, all from the comfort of a well-equipped boat featuring Bluetooth speakers and onboard restrooms. The company specializes in two-hour private and public tours tailored for celebrations such as birthdays, anniversaries, graduations, and bachelor or bachelorette parties, accommodating up to 13 passengers on private charters. Guests can bring their own beverages and enjoy complimentary water, coolers filled with ice, and various water activities like floating mats and frisbees. Tours include stops at shallow sandbars for swimming and cruising through residential areas, offering a relaxed and customizable experience. Whether visitors are locals or tourists, these tours provide a memorable way to enjoy Tampa Bay’s natural attractions and festive atmosphere.

Mad Beach Party Charter is a locally owned private party boat rental company based in Madeira Beach, Florida, serving the greater St. Petersburg and Tampa Bay areas. Established in 2023, the company specializes in modern double-decker pontoon boats that accommodate up to 13 guests, offering a unique and comfortable way to explore Florida’s Gulf Coast waterways. What sets this service apart are its commercial-grade vessels equipped with water slides, premium sound systems, and spacious decks, providing an engaging and lively atmosphere for groups. With licensed and experienced captains available, guests can enjoy a safe and stress-free boating experience tailored to celebrations and casual outings alike. The charter offers a variety of packages ideal for bachelorette parties, birthdays, family gatherings, and mixed-age groups, focusing on private excursions to popular sandbar destinations such as the famous Johns Pass Sandbar, Fort Desoto Sandbar, Shell Key Preserve, and Clearwater Beach sandbars. Each trip includes opportunities for swimming, floating, music, and games, with optional add-ons like an 18-foot water mat and floating beer pong. The company emphasizes transparent pricing and easy online booking, ensuring a seamless experience from start to finish. Whether departing from Madeira Beach or exploring nearby hidden sandbars, guests can expect a memorable day on the water highlighted by fun, relaxation, and scenic coastal views.

Allen's Aquatic Adventures is a family-owned water activities business based in Gulfport, Florida, specializing in private charter boat tours and a variety of water sports on Tampa Bay. Founded and operated by Captain Allen, a lifelong Tampa Bay resident with extensive local knowledge and boating experience, the company offers a personalized and safe experience on a 2019 Monterey M-65 open bowrider boat. The business stands out for its hands-on approach, with Captain Allen personally guiding each trip, ensuring guests enjoy a seamless and memorable outing on the water. The operation is licensed and certified in CPR and first aid, emphasizing safety alongside fun. The company provides a broad range of water-based activities suitable for all ages and skill levels, including tubing, wakeboarding, water skiing, kneeboarding, and snorkeling. Guests can explore notable local destinations such as Egmont Key and Shell Key through island hopping tours, enjoy dolphin watching, or relax on sunset cruises. Each private charter accommodates up to six passengers, making it ideal for families and small groups. All necessary equipment and safety gear are provided, and Captain Allen offers instruction for beginners. The tours are customizable, allowing guests to combine activities like watersports and snorkeling for a tailored experience that highlights the natural beauty and wildlife of Tampa Bay.

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.

Well Played Charters is a premier private yacht charter company based along Florida’s picturesque Gulf Coast, specializing in luxury experiences tailored to individual preferences. With a licensed captain and professional crew, the company ensures a safe and seamless journey aboard modern, spacious yachts equipped with contemporary amenities. Their personalized approach allows clients to design unique itineraries that range from lively celebrations to tranquil escapes, making each voyage distinct and memorable. Operating primarily in the St. Petersburg and St. Pete Beach areas, Well Played Charters stands out for its commitment to world-class hospitality and attention to detail. The company offers a diverse array of services including bachelor and bachelorette parties, private wedding ceremonies, corporate events, family vacations, and sunset cruises. Guests can explore hidden gems such as Pass-A-Grille, Shell Key Preserve, and Egmont Key, enjoying activities like snorkeling, dolphin spotting, and island hopping. Each charter is customizable, allowing clients to select routes, onboard amenities, and themes that suit their occasion and style. Whether seeking an energetic party atmosphere or a peaceful retreat, the experience aboard these luxury yachts combines comfort, elegance, and personalized service to create lasting memories on the water.

Sandy Toes Boat Charters is a private boat charter service based in Gulfport, Florida, serving the St. Petersburg and Tampa Bay area. With extensive local knowledge and experience, the company offers personalized tours that highlight the region’s natural beauty, including playful wildlife, stunning sunsets, and pristine barrier islands accessible only by boat. Each charter accommodates up to six passengers, ensuring an intimate and customized experience. The business is distinguished by its commitment to providing unique, tailored trips that go beyond typical group tours, focusing on comfort, safety, and a personal touch. The charters include a variety of activities such as dolphin watching, local island tours, snorkeling, swimming, and sunset cruises. These offerings cater to families, couples, and small groups seeking a memorable day on the water. Guests can explore secluded beaches, observe marine life up close, and enjoy the tranquility of the Gulf waters aboard a well-maintained, comfortable boat. Additional services include special event charters for occasions like bachelor and bachelorette parties, birthdays, engagements, and burial at sea ceremonies. The experience is designed to be both relaxing and engaging, with a knowledgeable captain guiding guests to the best spots and providing local insights throughout the journey.

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.

Located in downtown St. Petersburg, Florida, Tampa Bay Yacht Charter offers USCG-certified luxury yacht charters aboard the 43-foot Viking motor yacht Smooth C's. This vessel is uniquely certified to carry up to 20 passengers with two crew members, making it the only charter in the St. Pete/Tampa area authorized for more than six passengers. Conveniently situated near Interstate 275 with free on-site parking, the company specializes in private crewed charters and dockside event spaces, serving the St. Petersburg, Clearwater, Sarasota, and downtown Tampa regions. Their extensive experience and certification ensure a safe and upscale maritime experience for both corporate and social occasions. The charter services cater to a variety of events including corporate meetings, executive retreats, team-building activities, weddings, birthdays, and special celebrations such as Gasparilla and the Firestone Grand Prix of St. Petersburg. Typical cruises last two to four hours and explore scenic routes around Snell Island, the North and South Yacht Basins, and notable landmarks like the Vinoy Renaissance Resort, the Dali Museum, and the new St. Pete Pier. Longer cruises may extend to destinations such as Downtown Tampa, Pass-A-Grille, and Anna Maria Island, offering guests opportunities for dining and sightseeing. The company emphasizes personalized experiences with custom routes and professional crew service, providing an elegant and memorable way to enjoy the Tampa Bay waterfront.

SeaEO Luxury Boat Charters operates premier private boat tours, charters, and rentals across multiple locations including Tampa, Florida, the Florida Keys, Savannah, Georgia, Charleston, South Carolina, and Virginia Beach, Virginia. The company is distinguished by its commitment to personalized and customizable boating experiences, catering to a wide range of occasions from leisure outings to special events such as proposals and memorial ceremonies. With a fleet of foreign-built vessels that accommodate up to 13 guests, SeaEO offers a level of luxury and comfort comparable to high-end hotels, supported by partnerships with top local captains to ensure expert navigation and service. The company’s offerings include diverse charter types such as dinner cruises, snorkeling tours, bachelor and bachelorette parties, corporate functions, and even unique experiences like nude boat cruises and spreading ashes ceremonies. Customers can tailor their itinerary to suit their preferences, enjoying amenities like air conditioning, enclosed cabins, sunpads, and fishing equipment. Operating primarily out of Tampa with convenient pick-up locations, SeaEO provides a seamless and memorable day on the water, ideal for families, groups, and individuals seeking a bespoke maritime adventure with comprehensive onboard facilities and attentive service.

Offshore Hustler Fishing Charters operates out of Pass-a-Grill Beach in St. Petersburg, Florida, offering over 30 years of professional fishing experience on Florida’s West Coast. Known for its fast and productive charter boat, the company specializes in bottom fishing and trolling across the Gulf Coast, including Tampa, Sarasota, and the Middle Grounds reef ecosystem. The 35-foot Triton vessel is equipped with advanced Furuno electronics and powered by triple 300 HP Yamaha engines, ensuring a comfortable and efficient fishing experience. Captain Pete Borrego, with his extensive knowledge and skill, leads the charters, providing a reputation earned through consistent delivery of memorable offshore fishing adventures. The charters accommodate up to six guests and cater to all skill levels, from beginners to seasoned anglers. Trips range from four-hour half-day excursions to extended 12-hour blue water adventures, with all necessary equipment, bait, tackle, licenses, and professional fish cleaning included. Beyond fishing, the company offers additional experiences such as snorkeling, private island visits, and corporate or group multi-boat charters. The staff emphasizes education and skill development, making each outing not just a fishing trip but a comprehensive learning experience in the diverse waters of the Gulf of Mexico.

Located in Madeira Beach, Florida, Boat Tours at John’s Pass offers a distinctive maritime experience through its Royal Conquest Pirate Ship and Dolphin Quest tours. With years of expertise and a dedicated team, the company provides an authentic Gasparilla-style pirate adventure alongside engaging wildlife excursions. Guests can enjoy scenic waterfront views while learning about local dolphin populations and coastal ecosystems. The combination of education and entertainment, along with the company’s commitment to creating memorable moments, sets these tours apart in the Tampa Bay area. The business caters to a wide range of customers, including families, school groups, corporate clients, and individuals celebrating special occasions. Offerings include private charters for birthdays, weddings, bachelor and bachelorette parties, as well as educational field trips and team-building events. Each cruise is designed to provide a relaxing yet exciting atmosphere, featuring knowledgeable guides and opportunities for hands-on learning. Whether seeking a fun family outing or a unique venue for a corporate event, guests can expect a well-rounded experience that highlights the natural beauty and cultural heritage of the region.

Located in the heart of downtown St. Petersburg, Florida, Chez Cole Cookie Events offers a unique and engaging cookie decorating experience suitable for all skill levels. The studio provides a secure, wheelchair-accessible space where guests are personally escorted to their event area, ensuring a comfortable and welcoming environment. Known for its hands-on approach, the business specializes in interactive classes and private events that combine creativity with social connection. What sets this venue apart is its comprehensive provision of all necessary supplies, including cookies, royal icing, decorating tools, and aprons, allowing participants to focus fully on the fun of decorating without any preparation hassle. Chez Cole caters to a diverse clientele, including families, corporate groups, and individuals celebrating special occasions such as birthdays, bachelorette parties, and team-building events. Their offerings range from public classes lasting 90 minutes to two hours, to private lessons and off-site events for larger groups. The experience is designed to be both educational and enjoyable, with step-by-step instruction, complimentary drinks and charcuterie at adult events, and a lively atmosphere enhanced by photo sessions capturing memorable moments. Additionally, the business provides DIY cookie kits for those who wish to continue the decorating fun at home, making it a versatile choice for anyone looking to explore cookie artistry in a supportive and festive setting.