The 30 Best Private sailing adventures in Tampa, Florida

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Offshore Sailing School, located at 80 Beach Drive Northeast, St. Petersburg, Florida, offers comprehensive sailing lessons and certification courses. Founded by Olympian and America's Cup sailor Steve Colgate, the school prides itself on providing top-notch instruction from experienced sailing instructors. The school's fleet of sail and power boats are well-maintained and the certification system is one of the most progressive in the United States. Whether you are a beginner looking to learn the basics of sailing or an experienced sailor wanting to enhance your skills, Offshore Sailing School has a course for you. From the 3-day Learn to Sail OSS 101 course to the Fast Track to Cruising program, there are options for sailors of all levels. The school's location in St. Petersburg, with access to Tampa Bay and the Gulf Coast of Florida, provides a beautiful setting for learning and practicing sailing.

SailTime Tampa Bay is a premier sailing club located at 1421 Bay Street Southeast in St. Petersburg, Florida. As a member of SailTime, you have access to a fleet of top-of-the-line sailboats, including monohulls and catamarans, all available for your sailing adventures on the beautiful waters of Tampa Bay. Whether you are a seasoned sailor or a beginner looking to learn, SailTime offers a range of membership options and sailing courses to suit your needs. Join us and experience the joy of sailing in the stunning surroundings of St. Petersburg, Florida.

St. Pete Sailing Charters is a locally owned institution offering Day Sails and Sunset Cruises in Tampa Bay. Located at 1110 3rd Street South in St. Petersburg, Florida, United States, the institution specializes in Sailboat Photoshoots, Sailboat Proposals, and Onboard Weddings. Owners Nick and Kelly, who have sailed and explored the Caribbean Islands, operate the Morgan 44 foot Sailboat, Satori. This classic Florida-built yacht provides guests with privacy, comfort, and safety, making it a popular choice for special occasions and custom departures. The institution also offers services such as Sailboat Photography shoots, Express Photoshoots, and Ultimate Sailboat Proposal Packages. With a focus on quality and customer satisfaction, St. Pete Sailing Charters ensures a memorable and enjoyable experience on the water.

Tampa Bay Sunset Sail is a luxury travel agency located at 500 1st Avenue Southeast in St. Petersburg, Florida. Step aboard the Hawkeye, a new 47-foot luxury sailboat crafted by Island Packet Yachts, and embark on a two-hour sunset cruise along Downtown St. Petersburg's picturesque waterfront. Watch as the city skyline shimmers in the fading light of the sun. With a professional captain at the helm, guests can choose between a private or shared boating experience for up to six people. Perfect for romantic evenings, family outings, birthdays, vacations, staycations, and more, this sunset sail offers a unique and unforgettable way to experience Tampa Bay.

Tiki Boat Tampa LLC is a unique travel agency located at 1910 North Ola Avenue in Tampa, Florida. Step aboard one of their custom-built tiki boats for a one-of-a-kind experience on the water. Whether you're looking for a relaxing sunset cruise or a fun-filled party with friends, Tiki Boat Tampa LLC has you covered. Enjoy the beautiful views of Tampa Bay while sipping on a tropical cocktail and soaking up the sun. Book your next adventure with Tiki Boat Tampa LLC and make memories that will last a lifetime.

The Tropics Boat Tours, located in Clearwater, Florida, is the best outdoor activity of the year for experiencing Clearwater Beach and its resident Bottlenose Dolphins. As the only Ocean Friendly certified boat operation in Pinellas County, we are committed to giving back to our community through donations to local events and charities. Our Dolphin Exploration Tours take you from Clearwater Bay out to the Gulf of Mexico in search of these beautiful creatures, with guaranteed sightings. Your Captain will share fascinating facts about the area and point out celebrity mansions along the way.

Pirate Monkey Boat Rentals, located at 1005 Riverside Drive in Palmetto, Florida, is a top tourist attraction offering boat rentals in the stunning waters of Palmetto, Bradenton, Anna Maria Island, and Tampa Bay. Whether you're looking for a relaxing day on the water, thrilling fishing expeditions, or simply want to soak up the sun with your loved ones, Pirate Monkey Boat Rentals has the perfect vessel for you. Our membership discount program offers deeper discounts for high frequency renters, making us a great alternative to boat clubs. Located at Regatta Pointe Marina in Palmetto, FL, we serve the boating community of Palmetto, Bradenton, Anna Maria Island, and Lower Tampa Bay.

Welcome to Float Boat Rentals! Located at 22 Island Way, Clearwater, FL 33767, Float Boat Rentals is your premier destination for an unforgettable boating experience on the stunning waters of Clearwater Beach and Tampa Bay. Proudly voted the best boat rentals for four consecutive years (2021-2024), we offer an exceptional fleet and unmatched service to ensure your day on the water is nothing short of spectacular.

Welcome to HappySails.live, your premier destination for unforgettable sailing adventures in the beautiful coastal city of St. Petersburg, Florida. Nestled in the heart of the Sunshine State, our tourist attraction offers a unique blend of relaxation and excitement on the sparkling waters of Tampa Bay. At HappySails.live, we specialize in creating memorable experiences for locals and visitors alike. Whether you're looking to unwind with a leisurely cruise or seeking the thrill of a high-seas adventure, our expert crew is dedicated to ensuring your time on the water is nothing short of spectacular. Our state-of-the-art sailboats are equipped with all the amenities you need for a comfortable and enjoyable voyage.