TOP 30 Chartered sailing trips in Florida

119 results found

TIRELESS Charters is a renowned food charter located on Ocean Reef Drive in Key Largo, Florida. This institution offers a unique dining experience on the water, with delicious meals served on board a luxurious yacht. Guests can enjoy gourmet cuisine while taking in the stunning views of the Florida coast. With a reputation for exceptional service and exquisite dishes, TIRELESS Charters is the perfect choice for a memorable dining experience in the beautiful surroundings of Key Largo.

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.

Fort Walton Sail & Power is a renowned school located in Fort Walton Beach, Florida, United States. Situated at 404 Green Acres Road, this institution offers comprehensive courses in sailing and powerboating. With experienced instructors and top-notch facilities, students can expect to receive high-quality training in both theory and practical skills. Whether you are a beginner looking to learn the basics or an experienced sailor seeking to enhance your knowledge, Fort Walton Sail & Power is the perfect place to achieve your maritime goals. Join us and embark on an exciting journey towards mastering the art of sailing and powerboating.

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.

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.

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.

Captain Stefan Yacht Charters & ASA Sailing School is a premier institution located in the heart of St. Petersburg, Florida. As a top-rated sailing school and travel agency, we offer a range of courses and charters for all levels of experience. Whether you are a beginner looking to learn the ropes or an experienced sailor wanting to hone your skills, our expert instructors are here to help you achieve your sailing goals. Our location at 1110 3rd Street South provides easy access to the beautiful waters of the Gulf Coast, making it the perfect setting for an unforgettable sailing experience. Join us at Captain Stefan Yacht Charters & ASA Sailing School and set sail on your next adventure today!

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.

Learn to Sail Charlotte Harbor is a premier sailing school located at 4400 Lister Street in Port Charlotte, Florida. Our institution offers a variety of sailing courses for individuals of all skill levels, from beginners to advanced sailors. Our experienced instructors provide hands-on training and personalized instruction to help students develop their sailing skills and knowledge. Whether you're looking to learn the basics of sailing or improve your techniques, Learn to Sail Charlotte Harbor is the perfect place to embark on your sailing journey. Join us and discover the joy and excitement of sailing on the beautiful waters of Charlotte Harbor.

The Marco Island Sail and Power Squadron is a renowned institution located at 1114 North Collier Boulevard in Marco Island, Florida. As a school specializing in sailing and power boating, they offer a wide range of courses and training programs for enthusiasts of all levels. Whether you're a beginner looking to learn the basics or a seasoned sailor seeking advanced certifications, the experienced instructors at Marco Island Sail and Power Squadron are dedicated to helping you achieve your goals. In addition to their educational offerings, the institution also provides lodging accommodations for students traveling from out of town. Immerse yourself in the world of boating and sailing at this top-notch facility on the beautiful shores of Marco Island.

Sunshine Coast Adventures Sailing School is a premier sailing institution located at 229 Banyan Lane in Tavernier, Florida, United States. Our school offers a range of sailing courses for all levels, from beginners to advanced sailors. With experienced instructors and top-of-the-line equipment, students can learn the art of sailing in a safe and supportive environment. Whether you're looking to try sailing for the first time or improve your skills, Sunshine Coast Adventures Sailing School is the perfect place to embark on your sailing journey. Join us and discover the thrill of sailing on the beautiful waters of the Sunshine Coast.

Neptune Charter Group, LLC. is a premier travel agency located at 401 Maple Avenue in Panama City, Florida. Specializing in luxury yacht charters, Neptune Charter Group offers personalized and unforgettable experiences for those looking to explore the open seas. With a team of experienced professionals, Neptune Charter Group is dedicated to providing top-notch service and ensuring that every client's needs are met. Whether you're looking to embark on a relaxing cruise or an exciting adventure, Neptune Charter Group is the perfect choice for all your travel needs.

Bohemian Charters is a premier charter company located at 229 Banyan Lane in Tavernier, Florida. We offer luxury yacht charters for those seeking an unforgettable experience on the crystal-clear waters of the Florida Keys. Our fleet of top-of-the-line vessels and professional crew ensure a seamless and enjoyable sailing adventure. Whether you're looking to explore hidden coves, snorkel vibrant reefs, or simply relax and soak up the sun, Bohemian Charters has the perfect charter for you. Book your dream getaway with us today and make memories to last a lifetime.

Sail Key Largo is a premier travel agency located at 1313 Ocean Bay Drive in Key Largo, Florida. Specializing in sailing adventures and excursions, Sail Key Largo offers a wide range of services including yacht charters, sailing lessons, and guided tours of the stunning Florida Keys. Whether you are a seasoned sailor or a beginner looking to explore the open waters, Sail Key Largo has something for everyone. With a team of experienced sailors and knowledgeable staff, you can trust that your sailing experience with Sail Key Largo will be unforgettable. Plan your next sailing adventure with Sail Key Largo and discover the beauty of the Florida Keys from a whole new perspective.

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.

Captain Jack Sailing is a premier sailing institution located in Jacksonville, Florida. Situated at 12796 San Jose Boulevard, our experienced team of instructors offers top-notch sailing lessons and certification courses for all levels of experience. Whether you're a beginner looking to learn the ropes or an experienced sailor wanting to hone your skills, Captain Jack Sailing has something for everyone. Our state-of-the-art facilities and beautiful waterfront location provide the perfect setting for an unforgettable sailing experience. Come sail with us and discover the thrill of the open sea!

Learn Sailing Palm Beach FL is a premier sailing institution located at 501 Ebbtide Drive in North Palm Beach, Florida. Our experienced instructors offer top-notch sailing lessons for beginners and experienced sailors alike. Whether you're looking to learn the basics or improve your skills, our classes cater to all levels. With a beautiful location right on the water, students can enjoy the stunning views of Palm Beach while mastering the art of sailing. Join us at Learn Sailing Palm Beach FL and embark on an unforgettable sailing adventure!

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!

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.

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.

Captain Tom's Custom Charters is a premier travel agency located in Silver Springs, Florida. We specialize in providing custom charter experiences for those looking to explore the beautiful waters of Florida. Our experienced captain, Captain Tom, will create a personalized itinerary based on your interests and preferences. Whether you're looking for a relaxing day on the water or an exciting fishing excursion, Captain Tom's Custom Charters has you covered. Join us at 13595 Northeast 1st Street Road for an unforgettable adventure on the water.

Clearwater SunCoast Charters, LLC is a travel agency located at 2691 Woodette Drive in Dunedin, Florida. From their moorings in Ozona, they offer private charters with access to stunning water vistas of Caladesi Island, Honeymoon Island, Three Rooker Island, and the Gulf of Mexico. All charters are captained by Captain D and can accommodate up to 4 persons. Boat pick-ups can be arranged at their Mandalay Bay/Clearwater Beach location for an additional fee, or guests can drive to their Palm Harbor location. Charters range from 2 to 4 hours, with longer trips allowing for exploration and enjoyment of Three Rooker Island. Additionally, Jennifer Patterson, Captain D's wife, is a local Realtor specializing in relocation services for those moving to Pinellas County and Clearwater Beach.

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.

Flip Flops Sailing is a premier travel agency located at 5325 Marina Drive in Holmes Beach, Florida. Specializing in sailing adventures, our experienced team is dedicated to providing unforgettable experiences on the open waters of the Gulf Coast. Whether you're looking for a relaxing sunset cruise or an exhilarating day of sailing, we offer a variety of customizable packages to suit your preferences. Join us at Flip Flops Sailing for a truly unique and memorable maritime experience.

Dunedin Sailing Charters is a premier travel agency located at 51 Main Street in Dunedin, Florida, United States. Specializing in sailing excursions, they offer unforgettable experiences on the crystal-clear waters of the Gulf of Mexico. Whether you're looking for a relaxing sunset cruise or an adventurous day trip, Dunedin Sailing Charters has something for everyone. Their experienced crew and top-of-the-line vessels ensure a safe and enjoyable journey every time. Book your next sailing adventure with Dunedin Sailing Charters and make memories that will last a lifetime.

Located at 4737 Gulf Boulevard in St. Pete Beach, Florida, Dolphin Landings Charter Boat Center is the longest-running charter boat center in the area. Offering a range of experiences including dolphin watching, sunset sailing, island adventures, and fishing trips, Dolphin Landings was founded by Captain Dan Peretz in the 1970s with a passion for sailing. Over the past five decades, the dedicated staff at Dolphin Landings has provided exceptional boating experiences to visitors from around the world, showcasing the beauty of the bay area and the relaxed tropical lifestyle of St. Pete Beach. Whether you're looking to spot dolphins, enjoy a sunset sail, explore Shell Key and Egmont Key, or go fishing, Dolphin Landings has a trip for you. Their dolphin watching trips are perfect for all ages, while their sunset sails offer a magical experience as the sky is painted with vibrant colors. Anglers can trust Dolphin Landings to provide memorable fishing trips, from simple outings to elaborate adventures.

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.

Reel Vibes Boat Charters is a premier travel agency located at 3900 West Bay Drive in Belleair Bluffs, Florida. Specializing in luxury boat charters, they offer a unique and unforgettable experience on the water. Whether you're looking to explore the beautiful coast of Florida, go fishing, or simply relax and enjoy the scenic views, Reel Vibes Boat Charters has you covered. Their experienced and friendly staff are dedicated to providing top-notch service and ensuring that your time on the water is nothing short of amazing. Book your next adventure with Reel Vibes Boat Charters and create memories that will last a lifetime.