TOP 30 Luxury sailing adventures in Florida

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.

MidBay Sailing is a premier sailing institution located at 290 Yacht Club Drive in Niceville, Florida, United States. We offer a wide range of sailing programs and courses for sailors of all levels, from beginners to experienced sailors looking to improve their skills. Our experienced instructors provide expert guidance and personalized instruction to help you become a confident and competent sailor. Whether you are looking to learn the basics of sailing, hone your racing skills, or simply enjoy a leisurely cruise on the beautiful waters of the Gulf Coast, MidBay Sailing has something for everyone. Join us and experience the joy and excitement of sailing in a safe and supportive environment.

Reef Runner Sailing is a premier sailing institution located at 3151 West 10th Street in Panama City, Florida. Offering a wide range of sailing courses and experiences, Reef Runner Sailing is dedicated to providing top-notch instruction and unforgettable sailing adventures. Whether you're a beginner looking to learn the ropes or an experienced sailor seeking to hone your skills, Reef Runner Sailing has something for everyone. Come sail with us and experience the beauty of the open waters along the stunning coastline of Florida.

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.

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.

Pine Island Sailing is a premier travel agency located at 12699 Tiffany Road in Bokeelia, Florida. Specializing in sailing adventures, they offer a wide range of services including sailing charters, sailing lessons, and boat rentals. With a team of experienced sailors and instructors, Pine Island Sailing is dedicated to providing unforgettable experiences on the water. Whether you are a novice looking to learn the ropes or an experienced sailor seeking a new adventure, Pine Island Sailing has something for everyone. Come sail away with Pine Island Sailing and discover the beauty of the Florida coast like never before.

Team Paradise Sailing is a premier sailing institution located at 2476 South Bayshore Drive in the vibrant city of Miami, Florida, United States. Offering top-notch sailing programs and experiences, Team Paradise Sailing is dedicated to providing exceptional instruction and unforgettable sailing adventures on the beautiful waters of Miami. Whether you are a beginner looking to learn the ropes or an experienced sailor seeking to improve your skills, Team Paradise Sailing has something for everyone. Join us and embark on a journey of discovery and excitement on the open seas.

Miami Watersports: Sailing Center is a premier institution located at 1 Rickenbacker Causeway in Key Biscayne, Florida. As a top sailing school and travel agency, we offer a wide range of courses and services for both beginners and experienced sailors. Our experienced instructors provide personalized instruction in a safe and supportive environment, ensuring that each student gains the skills and confidence needed to navigate the open waters. Whether you are looking to learn the basics of sailing or embark on an unforgettable sailing adventure, Miami Watersports: Sailing Center is the perfect destination for all your sailing needs. Join us and experience the thrill of sailing in the beautiful waters of Florida.

Sail Wind Pirate is a private/semi-private sailing charter experience located at 937 Mandarin Isle in Fort Lauderdale, Florida. Start your charter just two miles from Fort Lauderdale Beach and cruise down the historic Fort Lauderdale New River through Downtown, passing by millionaires row, mega yachts, and Port Everglades before setting sail in the beautiful Atlantic Ocean. Captain Dan, with 20 years of local sailing experience, will guide you and provide options for your perfect day on the water. Whether you want to sail, swim, visit a local watering hole, or enjoy a romantic evening cruise, the Wind Pirate is equipped with refrigeration for your convenience. Private and semi-private charters are available for 4 to 6 people. Call the Captain for special private sunset charter rates. Experience "A Day on the Water" in sunny Fort Lauderdale with Sail Wind Pirate.

Paradise Adventures is an amusement park, tourist attraction, and travel agency located at 4114 Jan Cooley Drive in Panama City Beach, Florida, United States. This institution is operated by Amphitrite Digital, Inc. (AMDI), a U.S. Virgin Islands company. AMDI plans to conduct its initial public offering (IPO) through the New York Stock Exchange American with the symbol ‘AMDI’. Paradise Adventures offers a variety of maritime tour activities and attractions, including Premier Boat Charters, Sunset Cruises, Dolphin Tours, Snorkeling Tours, and Pontoon Rentals in Panama City Beach, FL. Guests can embark on unforgettable adventures aboard luxury catamarans, sailboats, and powerboats to explore the beauty of the Gulf Coast. With options for private and shared charters, visitors can tailor their experience to their preferences, whether seeking thrilling snorkeling excursions, serene sunset cruises, or encounters with playful dolphins. Book your adventure with Paradise Adventures today and create lasting memories in this beach paradise.

Island Time Sailing, located at 5201 North Lagoon Drive in Panama City Beach, Florida, is a popular tourist attraction and travel agency offering unforgettable experiences on their catamarans since 1999. Known for their famous "Rum Punch," great music, and wonderful crew, Island Time Sailing offers dolphin sightings at Shell Island, snorkeling in St. Andrews Bay, and the best of Panama City Beach. Whether you're looking for a sunset sail, snorkel trip, dolphin cruise, or private charter for a special event, Island Time Sailing has it all. Visitors rave about their experiences, such as celebrating birthdays and seeing dolphins up close. For additional water activities, check out their sister company website, Lagoon Pontoons, offering pontoon boat and jet ski rentals, dolphin tours, and more. Don't miss out on the ultimate sailing adventure with Island Time Sailing!

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.

Peace Sailing Charters is a premier travel agency located at 895 South Palafox Street in Pensacola, Florida. Specializing in unique and unforgettable sailing experiences, our institution offers a wide range of charter options for those seeking a peaceful and relaxing getaway on the water. Whether you are looking for a romantic sunset cruise, a family-friendly sailing adventure, or a corporate team-building excursion, Peace Sailing Charters has something for everyone. Let our experienced crew take you on a journey through the stunning waters of Pensacola Bay and beyond, and experience the serenity and beauty of sailing firsthand. Book your charter with Peace Sailing Charters today and set sail for a truly unforgettable 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!

Sail Away - Destin Florida Sailing is a travel agency located at 404 Harbor Boulevard in Destin, Florida, United States. Join Captain Bryan Klein for an unforgettable experience on a luxurious and spacious 24-foot Tri-Hull private pontoon charter. The boat features plenty of lounge space in the sun and a large shaded area under a covered canopy. You are welcome to bring your own drinks and snacks (glass is acceptable), and the boat comes equipped with a cooler full of ice for your convenience. Enjoy the great sound system with Bluetooth capability and bring your own music to set the perfect mood for your cruise. The rate is $150 per hour for up to 6 people, with additional time available for booking. Watch the sunset over the beautiful white beaches and sparkling waters of Destin Harbor for a romantic evening or a fun family outing. Take a Fireworks Cruise along the harbor at Harborwalk for a spectacular end to your day in paradise, available from Memorial Day to Labor Day on Mondays and Thursdays at 9 PM.

Destin Sailing Adventures is a travel agency located at 1201 Miracle Strip Parkway Southeast in Okaloosa Island, Florida, United States. Step aboard the Stiletto 27 Special Edition Catamaran for an unforgettable experience on the majestic waters of the Emerald Coast. Our boat is designed for maximum sailing pleasure and performance, perfect for adventure and racing enthusiasts. With a 20hp motor on board, we can ensure that you have an amazing time even if the wind isn't blowing. Our private charters come with a local captain to guide you to all the best spots in Destin, Okaloosa Island, and Navarre Beach. Whether you're looking for a relaxing sunset cruise, a thrilling dolphin tour, or a romantic marriage proposal setting, we have something for everyone. Avoid the crowds and enjoy a personalized experience with just your group on board. Book early to secure your spot and beat the summer rush!

Southern Country Sailing is a premier travel agency located at 214 Harbor Boulevard in Destin, Florida. Specializing in sailing adventures in the southern United States, this institution offers unforgettable experiences on the open waters. Whether you're looking to relax on a luxurious yacht or embark on a thrilling sailing expedition, Southern Country Sailing has something for everyone. With expert guides and top-notch equipment, you can trust that your journey with Southern Country Sailing will be safe, enjoyable, and truly unforgettable. Book your sailing adventure today and set sail for an experience of a lifetime.

Vitamin Sea Sailing Charters is a premier travel agency located in Destin, Florida, United States. Specializing in sailing charters, they offer unforgettable experiences on the crystal-clear waters of the Gulf of Mexico. Whether you're looking for a relaxing sunset cruise, a thrilling adventure on the open sea, or a romantic getaway for two, Vitamin Sea Sailing Charters has something for everyone. Their experienced crew and top-of-the-line sailboats ensure a safe and enjoyable experience for all passengers. Book your next nautical adventure with Vitamin Sea Sailing Charters and make memories that will last a lifetime.

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.

Beach Coast Luxury Yacht Charters is a premier travel agency located at 970 U.S. 98, Destin, Florida, United States. Our charters include a captain, fuel, soft drinks, and water for up to 12 guests, with the option to add alcohol and food. Additional booking fees may apply. Our Sunset Cruise offers a luxurious experience on the 55-foot Sea Ray Sundancer yacht, One Fathom Under. This yacht can comfortably accommodate up to 12 passengers plus crew, with amenities such as a temperature-controlled lower deck, main salon, private staterooms, full galley, and entertainment options like Wi-Fi and a Smart TV. The upper deck features comfortable seating and a high-quality sound system, perfect for enjoying the breathtaking views of Destin, Florida.

Full Sails Travel, LLC is a premier travel agency located in the picturesque town of Brooksville, Florida, United States. With a team of experienced travel experts, we specialize in creating unforgettable travel experiences for our clients. Whether you are looking to book a relaxing beach vacation, a thrilling adventure trip, or a romantic getaway, we are here to help you every step of the way. From booking flights and accommodations to arranging tours and activities, we strive to provide top-notch customer service and personalized travel itineraries. Let Full Sails Travel, LLC be your trusted partner in creating memories that will last a lifetime.

Suncoast Sailing is a premier tourist attraction and travel agency located at 11165 Gulf Boulevard in Treasure Island, Florida. Offering a variety of sailing excursions and services, Suncoast Sailing provides visitors with the opportunity to explore the beautiful waters of the Gulf Coast in style. Whether you're looking for a relaxing sunset cruise or an action-packed sailing adventure, Suncoast Sailing has something for everyone. With experienced captains and top-of-the-line vessels, you can trust that your sailing experience with Suncoast Sailing will be unforgettable. Book your next nautical adventure with Suncoast Sailing and set sail for an unforgettable experience on the open seas.

Island Boat Adventures LLC is a premier tourist attraction and travel agency located at 2902 Miriam Street South in Gulfport, Florida, United States. We offer unforgettable boat tours and excursions to explore the stunning beauty of the surrounding islands and waterways. Our knowledgeable guides provide informative commentary and ensure a safe and enjoyable experience for all passengers. Whether you're looking for a relaxing sightseeing cruise or an exciting adventure on the water, Island Boat Adventures LLC has something for everyone. Book your next unforgettable journey with us today!

Spice Sailing Charters is a premier travel agency located at 840 South Bay Boulevard in Anna Maria, Florida, United States. Specializing in luxury sailing experiences, Spice Sailing Charters offers a range of customizable charter options for those looking to explore the beautiful waters of the Gulf Coast. Whether you're seeking a romantic sunset cruise, a day of snorkeling and swimming, or a multi-day sailing adventure, Spice Sailing Charters has the expertise and resources to make your nautical dreams a reality. With experienced captains, top-of-the-line vessels, and unparalleled customer service, Spice Sailing Charters is your ticket to an unforgettable sailing experience in the stunning waters of Florida.

Wind Star Sailing Dunedin is a premier travel agency located at 51 Main Street in Dunedin, Florida, United States. Specializing in sailing adventures, they offer a variety of unique and exciting experiences for those looking to explore the open seas. Whether you're a seasoned sailor or a first-time adventurer, Wind Star Sailing Dunedin has something for everyone. From day trips to week-long excursions, their knowledgeable staff will help you plan the perfect sailing getaway. With a commitment to excellence and customer satisfaction, Wind Star Sailing Dunedin is the go-to destination for all your sailing needs.

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.

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.

Florida Sail in St. Petersburg, FL, offers exclusive private sail charters for those looking to experience the beauty of the water in a personalized way. Located at 400 Treasure Island Causeway in Treasure Island, Florida, this travel agency provides worry-free packages that include everything you need for a day of sailing and exploration. From snorkeling in crystal-clear waters to relaxing on pristine beaches, Florida Sail offers customizable day sails that cater to your preferences. With experienced captains, fuel, docking, snorkels, snacks, and beverages all included, you can enjoy a seamless sailing experience while taking in the sights of the bay and potentially spotting wild dolphins.

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.