TOP 30 Sailing adventures in Florida

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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.

Sail Venice is a renowned travel agency located at 1968 Tarpon Center Drive in Venice, Florida, United States. Specializing in providing unique and unforgettable sailing experiences, Sail Venice offers a wide range of services including boat rentals, private charters, sunset cruises, and sailing lessons. With experienced captains and a fleet of well-maintained vessels, Sail Venice ensures a safe and enjoyable experience for all customers. Whether you're looking to explore the beautiful waters of Venice or simply relax and unwind on a leisurely cruise, Sail Venice has something for everyone. Book your sailing adventure today and discover the magic of Venice from the water.

Kathleen D Sailing Catamarans is a premier travel agency located in Sarasota, Florida, United States. Specializing in catamaran sailing adventures, they offer a unique and unforgettable experience on the crystal-clear waters of the Gulf of Mexico. With expert captains and top-of-the-line vessels, guests can enjoy a luxurious and relaxing day on the water while taking in the stunning views of the Florida coastline. Whether you're looking for a romantic sunset cruise or a fun day out with friends and family, Kathleen D Sailing Catamarans has something for everyone. Book your next sailing excursion with them and create memories that will last a lifetime.

Virgin Island Sailing® is a renowned travel agency located at 8900 North Armenia Avenue in Tampa, Florida, United States. With over 30 years of experience, we specialize in providing world-class yacht charters and sailing vacations in destinations such as the Caribbean, Mediterranean, South Pacific, and more. Our team is dedicated to ensuring that your sailing trip is trouble-free and unforgettable. Whether you're looking for a romantic retreat, a family adventure, or a fun getaway with friends, Virgin Island Sailing® offers a wide selection of sailboats, catamarans, motor yachts, and luxury yachts to suit your preferences. Our partnerships with reputable charter companies and crewed yacht management companies ensure that we only recommend the best yachts and crews in the industry.

Key Sailing is Sarasota's premier sailing charter, offering unforgettable experiences on the beautiful waters of Florida's Gulf Coast. Located at 2 Marina Plaza in Sarasota, this top-rated travel agency provides expertly guided sailing excursions for all levels of experience. Whether you're a seasoned sailor or a first-timer, Key Sailing's professional crew will ensure a safe and enjoyable journey. Embark on a sailing adventure with Key Sailing and discover the stunning scenery and marine life that Sarasota has to offer. Book your charter today and set sail for an unforgettable experience on the water.

FantaSea Sailing is a premier tourist attraction and travel agency located at 2500 Main Street in Fort Myers Beach, Florida, United States. Offering a unique and unforgettable experience, FantaSea Sailing provides a range of sailing excursions and tours for visitors looking to explore the stunning waters of the Gulf of Mexico. Whether you're a seasoned sailor or a first-time adventurer, FantaSea Sailing has something for everyone, from relaxing sunset cruises to thrilling snorkeling trips. Come aboard and let FantaSea Sailing take you on a journey you'll never forget.

Pines and Palms Adventures is a travel agency located at 80401 Old Highway in Islamorada, Florida, United States. This family-owned resort offers boutique-style accommodations with oceanfront cottages and suites, creating a peaceful tropical village for an authentic Florida Keys experience. Guests can enjoy daily natural spectacles, fiery sunrises, and a laid-back lifestyle while staying at this resort. The oceanfront climate-controlled pool allows for a relaxing break in the day, with views of the Atlantic Ocean. Seasonal yoga classes are also available for guests to rejuvenate their body and soul in paradise. Pines and Palms Resort prides itself on personalized service that makes guests feel like family, leading to many returning visitors who appreciate the charm and hospitality offered here.

Calypso Sailing is a premier travel agency located at 99701 Overseas Highway in Key Largo, Florida. Specializing in sailing excursions and adventures, Calypso Sailing offers a wide range of services including yacht charters, sailing lessons, and sunset cruises. With experienced captains and a fleet of well-maintained vessels, guests can enjoy a luxurious and unforgettable experience on the beautiful waters of the Florida Keys. Whether you're looking to relax and unwind or embark on a thrilling sailing adventure, Calypso Sailing is the perfect choice for your next maritime experience.

Sunshine Sailing FL, located in Key Largo, Florida, offers a variety of sailing experiences for all. Whether you're looking for a romantic sunset sail, a fun day sail with the family, or a unique charter experience to the Bahamas, Sunshine Sailing FL has you covered. The sailing vessel Argo provides comfort and ease for passengers, with trips tailored to the tides for easy boarding. With a licensed captain and USCG documented vessel, safety is a top priority. Enjoy the beauty of Central Florida from the water and create unforgettable memories with Sunshine Sailing FL. Book your sailing adventure today!

Aquablue Adventures is a premier travel agency located in the beautiful coastal town of Islamorada, Florida. Situated at 85501 Overseas Highway, our agency specializes in creating unforgettable aquatic experiences for our clients. Whether you're looking to explore the crystal-clear waters of the Florida Keys or embark on a thrilling deep-sea fishing excursion, our team of experienced travel experts is dedicated to planning the perfect adventure for you. From snorkeling with vibrant marine life to sailing along the stunning coastline, Aquablue Adventures is your gateway to the ultimate aquatic escape. Contact us today to start planning your next unforgettable journey.

Mike's Sailing Charters is a premier travel agency located at 230 Banyan Lane in Tavernier, Florida. Specializing in sailing adventures, they offer a wide range of charter options for those looking to explore the beautiful waters of the Florida Keys. Whether you're a seasoned sailor or a novice looking to try something new, Mike's Sailing Charters has something for everyone. With experienced captains and top-of-the-line vessels, you can trust that your sailing experience will be safe, enjoyable, and unforgettable. Book your next adventure with Mike's Sailing Charters and set sail on the trip of 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!

Now and Zen Sailing Charters is a top-rated travel agency located at 4234 Lakeside Drive in Jacksonville, Florida. Starting on May 24, 2024, they will be offering charters for the Summer of 2024 on their luxurious 42 ft cruising catamaran, Now & Zen. Guests can book day or sunset cruises for a unique and unforgettable experience on the water. Rated as one of Jacksonville's best sailing charters, Now and Zen offers private charters for up to 6 people, perfect for special occasions such as birthdays, anniversaries, or simply a relaxing day out on the water. Departing from Jacksonville (Ortega), rates start at $499 for a 4-hour tour for 4 people.

Sailing Tours at Destino Charters offers an unforgettable experience exploring the beautiful waters of Miami, Florida. Whether you're looking to relax on a leisurely cruise or embark on an adventurous sailing tour, our experienced crew will ensure a safe and enjoyable journey. With a variety of boats available for rental, including luxury yachts and catamarans, we cater to all types of travelers. Join us at 2550 South Bayshore Drive for a unique and exciting maritime adventure.

Sail La Vie Tiki Cruises at Peanut Island is the ultimate destination for a unique and unforgettable experience on the water. Located at 105 Lake Shore Drive in West Palm Beach, Florida, this travel agency offers private Tiki boat cruises that are perfect for those looking for some fun in the sun. With the ONLY private Tiki boat around, Sail La Vie is the number one choice for a reason. Whether you're looking to relax and enjoy the stunning Florida sunset or want to explore the pristine waters of Fort Pierce, Sail La Vie has you covered. With opportunities to see wildlife such as dolphins, manatees, osprey, and more, this photographers paradise is sure to create lasting memories.

Tropical Sailing is a travel agency located at 801 Seabreeze Boulevard in Fort Lauderdale, Florida. Specializing in Catamaran Tours in Miami and Fort Lauderdale, they offer a variety of exciting excursions for visitors to enjoy. From sunset cruises to water sports activities, Tropical Sailing provides unforgettable experiences on the water. Their state-of-the-art catamarans offer a stable and comfortable platform for guests to relax and enjoy the beautiful views of the Atlantic Ocean. With professionally trained captains and crew members, guests are pampered with tailor-made service to ensure a memorable adventure. Whether you're looking for a romantic sunset cruise or an action-packed speedboat tour, Tropical Sailing has something for everyone. Come sail and play in Fort Lauderdale's "Aquatic Playground" or explore the Everglades on a day safari. With convenient locations in Miami and Fort Lauderdale, Tropical Sailing is the perfect choice for those looking to experience the best of South Florida's finest destinations. So, come aboard and discover the ultimate in extravagance and personalized service with Tropical Sailing.

Sail La Vie Tiki Cruises is a unique travel agency located at 4903 Southeast Dixie Highway in Stuart, Florida. As the only private tiki boat around, they offer fun and exciting excursions on the pristine waters of Fort Pierce. With the crystal clear waters allowing for excellent wildlife viewing opportunities, guests can expect to see dolphin, manatee, osprey, pelicans, turtles, and more. The trips are private excursions, so parties are not mixed, ensuring a personalized and intimate experience. Captain Joe Tomasiello leads the tours, providing a professional and knowledgeable guide to the area. Whether you're looking for a relaxing sunset cruise, a fishing excursion, or a visit to the local sandbar or islands, Sail La Vie has a variety of tour packages to choose from.

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.

Scarlet Sails Charters is a premier travel agency located in Fort Lauderdale, Florida. We specialize in providing luxurious yacht charters for those looking to explore the stunning waterways of South Florida and beyond. Our fleet of top-of-the-line yachts offers the perfect setting for a memorable vacation, whether you're looking to relax in style or embark on an exciting adventure. With a team of experienced professionals dedicated to providing exceptional service, Scarlet Sails Charters ensures that every aspect of your charter experience is seamless and unforgettable. Visit us at 333 North New River Drive East and let us help you plan the yacht charter of your dreams.

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.

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!

Sailing Moby Adventures is a tourist attraction located in Destin, Florida, United States. This institution offers a variety of exciting activities such as sailing, snorkeling, fishing, and dolphin adventures. Guests can customize their own trips based on their preferences, whether it's exploring Crab Island, snorkeling in the crystal-clear waters, or watching dolphins play in the ocean. Sunset cruises are also available, allowing visitors to enjoy Florida's beautiful sunsets from the comfort of a private cruise. With options for up to six passengers, Sailing Moby creates personalized tours to ensure a memorable experience for everyone. The knowledgeable and friendly staff, including Capt. Ladd and Tracy, go above and beyond to make sure guests have an unforgettable time on the water. Whether you're looking for a relaxing day of sailing or an adventurous fishing expedition, Sailing Moby Adventures has something for everyone. Book your trip today and create memories that will last a lifetime!

Sailing Adventures is a premier tourist attraction and travel agency located at 3400 Pan American Drive in Miami, Florida. Embark on a thrilling journey with our experienced crew as you set sail on the crystal-clear waters of the Atlantic Ocean. Whether you're looking for a relaxing day on the water or an adrenaline-pumping adventure, we offer a variety of sailing excursions to suit every traveler's needs. Immerse yourself in the beauty of Miami's coastline and experience the magic of sailing with Sailing Adventures. Book your unforgettable voyage today!

Emerald Coast Sailing Excursions offers unforgettable sailing experiences along the stunning Emerald Coast of Florida. Located at 239 East Beach Drive in Panama City, our institution provides a range of sailing excursions for all levels of experience. Whether you're a seasoned sailor or a beginner looking to try something new, our knowledgeable crew will guide you through the crystal-clear waters and pristine beaches of the Gulf of Mexico. Join us for a day of relaxation, adventure, and pure enjoyment on the open seas.

Crab Island Luxury Adventures is a premier institution located at 174 Watercolor Way in Santa Rosa Beach, Florida, United States. Serving the 30A and Santa Rosa Beach areas, we offer the ultimate Crab Island boat rental and charter experience. Whether you're celebrating a bachelorette party, birthday, or any other special event, we specialize in curating bespoke adventures tailored exclusively for you. Imagine a day filled with radiant sun, pristine waters, and the freedom to embrace adventure. Our spacious Catamaran and luxury pontoons can comfortably host up to 13 guests per boat, along with our professional captain and crew. From snorkeling and beach hopping to exploring the vibrant coral reefs, every moment with Crab Island Luxury Adventures is a cherished memory against the backdrop of stunning scenery.

CatBoat Adventure Tours offers an exciting and unique way to explore the beautiful waters of Mount Dora, Florida. Located at 148 Charles Avenue, our institution provides thrilling catboat rides that allow you to experience the stunning scenery and wildlife of the area up close. Our experienced captains will guide you on an unforgettable adventure, giving you the opportunity to relax and soak in the sights or take the wheel and feel the thrill of driving your own catboat. Whether you're looking for a peaceful cruise or an adrenaline-pumping ride, CatBoat Adventure Tours has something for everyone. Book your tour today and make memories that will last a lifetime.

Suncoast Sailing Charters is a premier sailing institution located at 509 North Tamiami Trail in Venice, Florida. We offer a variety of sailing charters and experiences for both beginners and experienced sailors. Our knowledgeable and experienced crew will ensure a safe and enjoyable sailing adventure on the beautiful waters of the Suncoast. Whether you're looking for a relaxing sunset cruise or an exhilarating day of sailing, Suncoast Sailing Charters has something for everyone. Book your sailing experience with us today and create memories that will last a lifetime.

Magic Wind Adventure Sailing is the #1 Sailing Charter on Fort Myers Beach, located at 2500 Main Street in Florida. Owned and operated by Captain Dan and Dianne since 2009, they invite you aboard their beautiful sailing vessel Orion's Child to experience the calm waters of the Gulf of Mexico. You can enjoy the wind in the sails as you search for dolphins, sea turtles, and other wildlife. With private and non-private sails available, it's the perfect experience for engagements, birthdays, anniversaries, and more. The vessel is licensed, insured, and Coast Guard compliant, with a maximum of 6 guests. Customers rave about the immaculate boat and the welcoming nature of Captain Dan and his wife. Unlike other charter operators, Magic Wind Adventure Sailing charges you only upon return to the dock, ensuring a high-quality experience every time. Visit them at Salty Sam's Marina for an unforgettable sailing 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.

Sailing Port of Call Charters LLC is a premier sailing institution located at 13601 McGregor Boulevard in Fort Myers, Florida. Offering a 3 Hour Learn to Sail Experience and Sailing Charters, we provide a variety of sailing experiences on our Jeanneau Sun Odyssey 45′ yacht. Ideal for those looking to explore the Gulf of Mexico Southwest Florida waters, we also offer a try before you buy option for those dreaming of sailing off into the sunset or wanting to win the America’s Cup. Our diverse Ft. Myers Beach and Sanibel Island waters provide the perfect sub-tropical sailing environment, unmatched for training. Our ASA instructor ratings are excellent, thanks to our great coaches, outstanding training waters, and proper vessels for learning.