TOP 30 Best Family sailing vacations in Florida

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Upper Keys Sailing Club is a vibrant and inclusive institution located at 100 Ocean Bay Drive in Key Largo, Florida. Our club offers a range of sailing activities and programs for sailors of all ages and skill levels. Whether you are a seasoned sailor or a beginner looking to learn the ropes, our experienced instructors are here to help you improve your skills and enjoy the beauty of the ocean. Join us at Upper Keys Sailing Club and experience the thrill of sailing in the stunning waters of Key Largo.

AJ's Daniel Webster Clements Sailing Cruise is a premier travel agency located at 116 Harbor Boulevard in Destin, Florida. Specializing in dolphin, sunset, and snorkeling cruises, this institution offers a range of unique adventures for visitors to enjoy. With the opportunity to see dolphins in their natural environment, guests can also indulge in complimentary beer and wine while on board (limit 2 per adult). Voted as the 2022 Destin Travelers' Choice by TripAdvisor, AJ's Water Adventures is committed to providing unforgettable experiences for all guests. Whether you are looking for a family-friendly outing or a romantic sunset cruise, there is something for everyone to enjoy. With the chance to swim in crystal clear waters, spot dolphins up close, and even let the kids take the helm as captain, AJ's Water Adventures ensures a memorable vacation experience.

Tropical Sailing is a tourist attraction and travel agency located at 401 Biscayne Boulevard, Miami, Florida, United States. They offer Catamaran Tours in Miami & Fort Lauderdale, Florida, providing a perfect way to end the day while taking in breathtaking views. Sunset cruises in both locations offer a relaxing experience with sun dresses, sandals, and chilled drinks. The institution offers various water sport activities for the whole family, including kayaking, stand up paddleboarding, and speedboat tours. The Everglades Day Safari is an in-depth exploration of the majestic Everglades, including an airboat ride, nature walk, mangrove wilderness boat ride, and a delicious lunch.

Sail Away Vacation Rentals is a real estate and travel agency located at 220 South Arnold Road in Panama City Beach, Florida. Offering a wide selection of luxury condos and home rentals in Panama City Beach and 30A, Sail Away Vacation Rentals provides upscale lodging options for every type of traveler. From family vacations to romantic getaways, their carefully curated collection of vacation rentals has something for everyone. They even offer pet-friendly options so you can bring your furry friend along on your beach adventure. With modern comforts, privacy, and premium locations, Sail Away Vacation Rentals ensures a smooth vacation planning experience from start to finish. Their five-star services make it easy to disconnect from everyday life and escape to a slice of paradise in Panama City Beach and 30A.

Key Sailing is a premier store and travel agency located at 400 Quietwater Beach Road in Pensacola Beach, Florida, United States. Specializing in all things related to sailing, Key Sailing offers a wide range of products and services for both novice and experienced sailors. From top-of-the-line sailing gear and equipment to expert advice and guided sailing tours, Key Sailing is your go-to destination for all things nautical. Whether you're looking to purchase new gear, book a sailing excursion, or simply learn more about the world of sailing, Key Sailing has you covered. Visit us today and set sail on your next adventure!

Sundance Sailing is a premier tourist attraction located at 645 Old San Carlos Boulevard in Fort Myers Beach, Florida. With a fleet of luxurious sailboats and experienced captains, Sundance Sailing offers unforgettable sailing experiences in the beautiful waters of Southwest Florida. Whether you're looking for a relaxing sunset cruise, a private charter for a special occasion, or a thrilling sailing adventure, Sundance Sailing has something for everyone. Come aboard and experience the magic of sailing in paradise with Sundance Sailing.

Sail Cove Town Center is a vibrant shopping and dining destination located at 10000 Gate Parkway North in Jacksonville, Florida. This bustling center offers a variety of retail shops, restaurants, and entertainment options for visitors to enjoy. With its picturesque waterfront setting and convenient location, Sail Cove Town Center is the perfect place to spend a day shopping, dining, and relaxing with family and friends. Whether you're looking for the latest fashion trends, a delicious meal, or just a place to unwind, Sail Cove Town Center has something for everyone. Come and experience all that this exciting destination has to offer!

Gulf Coast Sailing & Cruising School is a premier institution located at 3192 Matecumbe Key Road in Punta Gorda, Florida. We offer a wide range of courses and programs for individuals looking to learn how to sail or improve their cruising skills. Our experienced instructors provide hands-on training in a safe and supportive environment, ensuring that students gain the knowledge and confidence needed to navigate the open waters. Whether you are a beginner or an experienced sailor, Gulf Coast Sailing & Cruising School has the resources and expertise to help you achieve your sailing goals. Join us and embark on a thrilling adventure on the beautiful Gulf Coast of Florida.

Offshore Sailing School Ft. Myers Beach is a premier destination for those looking to learn the art of sailing in a beautiful and scenic location. Situated at 275 Estero Boulevard in Fort Myers Beach, Florida, this institution offers top-notch lodging accommodations for students looking to immerse themselves in the sailing experience. With experienced instructors and state-of-the-art facilities, Offshore Sailing School provides a unique and unforgettable tourist attraction for visitors of all ages. Whether you're a beginner or an experienced sailor, this institution offers courses and programs tailored to suit your individual needs and skill level. Come and experience the thrill of sailing at Offshore Sailing School Ft. Myers Beach!

Floridaze Sailing is a premier sailing institution located at 715 Pensacola Beach Boulevard in beautiful Pensacola Beach, Florida. Our experienced instructors offer a range of sailing courses for all levels, from beginners to advanced sailors. Whether you're looking to learn the basics or improve your skills, Floridaze Sailing has a program for you. Come experience the thrill of sailing on the crystal-clear waters of the Gulf of Mexico with Floridaze Sailing. Book your lesson today and set sail on an unforgettable adventure.

Gulf Breeze Sailing is a premier sailing institution located at 715 Pensacola Beach Boulevard in Gulf Breeze, Florida. With a stunning waterfront location, Gulf Breeze Sailing offers top-notch sailing lessons and charters for sailors of all levels. Whether you're a beginner looking to learn the ropes or an experienced sailor seeking to enhance your skills, Gulf Breeze Sailing has something for everyone. Come experience the beauty of the Gulf Coast from the water with Gulf Breeze Sailing.

Lake Eustis Sailing Club, located at 1310 County Road 452 in Eustis, Florida, is a vibrant institution that offers a variety of sailing opportunities. Home to fleets of MC Scow, Flying Scot, Wayfarer, and Laser sailboats, the club hosts active one-design club racing and numerous regattas throughout the year. With over 60 days of racing available, there is ample opportunity for both youth and adults to hone their sailing skills. The club also offers sailing lessons through its partnership with Lake Eustis Youth Sailing Foundation, making it a great place for beginners to learn the ropes. Whether you're a seasoned sailor or just starting out, Lake Eustis Sailing Club is the perfect place to enjoy the sport of sailing in a beautiful lakeside setting.

The Lake Eustis Youth Sailing Foundation is a non-profit organization located in Eustis, Florida. Our mission is to provide youth in the community with the opportunity to learn and participate in the sport of sailing. We offer a variety of programs and classes for all skill levels, from beginners to advanced sailors. Our experienced instructors focus on safety, skill development, and fostering a love for the water. Located on the picturesque Lake Eustis, our facility provides the perfect setting for young sailors to hone their abilities and build lifelong friendships. Join us at 1310 County Road 452 and discover the joy of sailing with the Lake Eustis Youth Sailing Foundation.

The Naples Community Sailing Center, located in Naples, Florida, is a 501(C)3 nonprofit organization dedicated to teaching recreational and competitive sailing to youth and adults in the area. The center offers sailing lessons using Optimist sailboats for children aged 7 through early high school. The mission of the Naples Community Sailing Center is to provide a safe and enjoyable sailing experience for both individuals and families, promoting moral and physical development. Through sailing, the center aims to build self-confidence, encourage responsibility, and foster integrity and sportsmanship. Visit the center at Naples Landings Park for a unique and enriching sailing experience.

Sinbad Sail Ventures is a premier travel agency located at 997 South Palafox Street in Pensacola, Florida, United States. Specializing in unique and adventurous sailing vacations, our team of experts are dedicated to helping you plan the perfect getaway. Whether you're looking to explore hidden coves, snorkel in crystal-clear waters, or simply relax on deck with a cocktail in hand, Sinbad Sail Ventures has you covered. Let us turn your travel dreams into reality with our personalized service and attention to detail. Book your next sailing adventure with us today!

Fair Winds Sailing Co is a premier tourist attraction and travel agency located at 66 Harbor Boulevard in Destin, Florida. With stunning views of the harbor and access to some of the most beautiful sailing routes in the United States, Fair Winds Sailing Co offers unforgettable sailing experiences for visitors of all ages. Whether you're looking to relax on a leisurely cruise or embark on an exciting sailing adventure, our experienced crew will ensure you have a safe and enjoyable journey. Come and discover the magic of sailing with Fair Winds Sailing Co.

Smooth Sailing with V is a travel agency located at 7901 4th Street North in St. Petersburg, Florida. Specializing in unforgettable sailing experiences, we offer a fun and satisfying time at sea, particularly during the captivating sunset hours. Our trips typically last 2-3 hours between 4pm and 8pm, with pricing varying depending on the package chosen. For those looking to celebrate a special occasion such as a birthday, anniversary, or honeymoon, we offer customizable sailing experiences with hours tailored to the customer's preferences. Prices start at $200-$1,000 hourly for boat rental with a Captain, with rates varying based on boat size, type, and party size.

No Worries Sailing Adventures is a premier travel agency located in Madeira Beach, Florida. Our team of experienced professionals is dedicated to providing unforgettable sailing experiences for our clients. Whether you are looking for a relaxing sunset cruise, a thrilling snorkeling excursion, or a multi-day sailing adventure, we have a variety of options to choose from. Sit back, relax, and let us take care of all the details – with No Worries Sailing Adventures, your dream vacation is just a sail away. Visit us at 565 150th Avenue to start planning your next adventure today.

Classic Sail is a travel agency located at 18400 San Carlos Boulevard in Fort Myers Beach, Florida. Whether you are a tourist wanting to explore the beautiful waters of SW Florida or a local looking to rediscover the stunning views around you, sailing with us is the ultimate way to do so. Our private charters offer a unique and unforgettable experience, with the option to assist the crew and learn about sailing from our USCG licensed captain. Sit back, relax, and enjoy your sail while customizing your experience with your favorite food and drinks. Water and soda are complimentary on board. With a maximum capacity of 6 guests, we specialize in accommodating intimate groups for romantic evenings, private events, and special occasions. Come sail with us and create memories that will last a lifetime.

Cruise Planners - Top Sail Journeys is a premier travel agency located at 141 Willow Pond Lane in Ponte Vedra Beach, Florida, United States. Specializing in luxury cruises and personalized travel experiences, our team of experienced agents will help you plan the perfect getaway tailored to your preferences and budget. Whether you're looking for a romantic cruise for two, a family vacation, or an adventure-filled expedition, Cruise Planners - Top Sail Journeys will ensure a seamless and unforgettable travel experience. Contact us today to start planning your dream vacation!

Charm Adventures Boat Charter, Sailing and Snorkeling is a premier institution located in the picturesque city of Fort Lauderdale, Florida. As a combination of a school and travel agency, we offer a unique opportunity for individuals to learn the art of sailing and snorkeling while exploring the breathtaking waters of the Atlantic Ocean. Our experienced instructors provide hands-on training in sailing techniques, navigation skills, and safety procedures, ensuring that students are well-equipped to embark on their own adventures at sea. Additionally, our travel agency services help organize unforgettable boat charters and snorkeling excursions, allowing guests to experience the beauty of the Florida coast in a thrilling and educational way.

Sailing-Charters.org is a premier sailing charter company located at 210 Randolph Court, Lake Worth Beach, Florida, United States. We offer a wide range of sailing charters for individuals and groups looking to explore the beautiful waters of Florida. Our experienced crew and top-of-the-line boats ensure a safe and enjoyable sailing experience for all. Whether you're looking for a relaxing sunset cruise or an adventurous day of sailing, Sailing-Charters.org has the perfect charter for you. Book your sailing adventure with us today!

Stem to Stern Sailing LLC is a premier sailing school located in Panama City, Florida. Our experienced instructors provide top-notch sailing education for beginners and experienced sailors alike. Whether you're looking to learn the basics or hone your skills, our courses offer a comprehensive curriculum to help you achieve your sailing goals. Join us at our waterfront location at 112 East 3rd Court and embark on a memorable sailing adventure with Stem to Stern Sailing LLC.

Emerald Coast Sailing School & Charters is a premier institution located at 715 Pensacola Beach Boulevard in Pensacola Beach, Florida, United States. As a school, they offer top-notch sailing lessons for beginners and advanced sailors alike, providing a comprehensive education in all aspects of sailing. Additionally, as a travel agency, they offer exciting charter options for those looking to explore the beautiful Emerald Coast by boat. With experienced instructors and a fleet of well-maintained vessels, Emerald Coast Sailing School & Charters is the perfect destination for anyone looking to embark on a sailing adventure.

Welcome to Now and Zen Sailing Charters - Amelia Island, your premier destination for unforgettable sailing adventures in the stunning waters of Fernandina Beach, Florida. Located at 3 South Front Street, our travel agency offers an unparalleled sailing experience aboard the luxurious 42 ft cruising catamaran, "Now & Zen." Whether you're looking to celebrate a special occasion or simply unwind, our charters provide the perfect setting. Rated as Jacksonville Florida's Best Sailing Charter and recognized by USA Today as one of the Top 10 attractions and romantic activities in Jacksonville, we invite you to embark on a journey of relaxation and discovery. Starting May 24, 2024, book your day or sunset cruise and set sail on the crystal-clear waters with a dedicated Captain and crew attending to your every need.

Spirit of Lauderdale Catamaran and Yacht Charters is a travel agency located at 801 Seabreeze Boulevard in Fort Lauderdale, Florida. Whether you're looking for a yacht charter, catamaran charter, sailing charter, sunset cruise, private charter, or day sailing experience, Tropical Sailing has you covered. They also offer sightseeing cruises, corporate events, weddings, birthdays, snorkeling trips, photo shoots, and ocean cruises for up to 125 passengers. With multiple boats available, they can accommodate larger parties as well. Experience the beauty of Fort Lauderdale from the water on a sunset cruise with Spirit of Lauderdale. Dress in your sun dresses and sandals, grab a glass of chilled wine, and enjoy the breathtaking views as you sail out into the Atlantic Ocean. It's the perfect way to end the day and truly appreciate one of Florida's finest highlights.

Located at 114 Main Sail Drive in Miramar Beach, Florida, the Mainsail Resort by Vacasa offers a perfect getaway for vacationers. With a variety of vacation rentals to choose from, guests can enjoy a comfortable stay in this beautiful resort. The resort features 32 vacation rentals with internet access, ensuring guests can stay connected during their stay. The professional housekeeping team takes care of all the cleaning and restocking of amenities, so guests can simply relax and enjoy their vacation. Whether you're looking for a relaxing beach vacation or a fun-filled adventure, Mainsail Resort is the perfect destination for your next trip to Destin, Florida.

Bahamas Sailing Adventures is a premier sailing institution located at 15600 Hancock Road in Sarasota, Florida, United States. With a passion for the sea and a dedication to providing unforgettable sailing experiences, our team of experienced captains and crew members are committed to creating the perfect sailing adventure for all our guests. Whether you are looking for a relaxing day on the water or an exhilarating sailing excursion, Bahamas Sailing Adventures offers a variety of customizable packages to suit your needs. Come sail with us and discover the beauty of the Bahamas from the comfort of our luxurious sailboats.

The Charlotte Harbor Community Sailing Center Inc. is a non-profit organization located in Port Charlotte, Florida, United States. Our mission is to promote the sport of sailing and provide affordable access to sailing opportunities for individuals of all ages and skill levels. We offer sailing lessons, rentals, and community events to help foster a love for the water and sailing in our local community. Our dedicated staff and volunteers are passionate about sharing their knowledge and love for sailing with others. Come join us on the water and experience the joy of sailing at the Charlotte Harbor Community Sailing Center Inc.