TOP 10 Sailing holiday packages in Florida

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.

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!

Sara Bay Sailing School and Charter is a premier institution located at 4134 Gulf of Mexico Drive in Longboat Key, Florida. Our school offers top-notch sailing lessons and charters for all levels of experience, from beginners to advanced sailors. With a team of experienced instructors and a fleet of well-maintained boats, we provide a safe and enjoyable learning environment for all our students. Whether you are looking to learn the basics of sailing or want to improve your skills, Sara Bay Sailing School and Charter is the perfect place for you. Join us for an unforgettable sailing experience on the beautiful waters of Florida's Gulf Coast.

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.

Sail Fish Scuba is a premier diving school and travel agency located in Key Largo, Florida. Situated at 103100 Overseas Highway, our institution offers a range of diving courses for all skill levels, from beginners to advanced divers. Our experienced instructors provide personalized instruction in a safe and enjoyable environment. In addition to our diving courses, we also offer travel packages to some of the best diving destinations in the world. Whether you are looking to learn how to dive or plan your next diving adventure, Sail Fish Scuba is your one-stop shop for all things diving. Come dive with us and experience the beauty of the underwater world!

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.

Tampa Bay Sailing School, located at 400 Treasure Island Causeway in Treasure Island, Florida, is a premier institution for learning the art of sailing. Whether you are a beginner looking to learn the basics or an experienced sailor wanting to hone your skills, our expert instructors are here to guide you every step of the way. With our fleet of top-of-the-line sailboats and hands-on training, you will gain the knowledge and confidence needed to navigate the open waters with ease. Join us at Tampa Bay Sailing School and set sail on an unforgettable adventure!

The Doyle Sailing Center is a premier sailing institution located at 4200 54th Avenue South in St. Petersburg, Florida, United States. Offering a wide range of sailing programs for all ages and skill levels, the center is dedicated to providing top-notch instruction and resources for those looking to learn or improve their sailing abilities. With experienced instructors, state-of-the-art facilities, and a passion for the sport, the Doyle Sailing Center is the perfect place to embark on your sailing journey. Whether you're a beginner looking to try sailing for the first time or a seasoned sailor looking to hone your skills, the Doyle Sailing Center has something for everyone.

The St. Petersburg Sailing Center is a premier destination for sailing enthusiasts located at 250 2nd Avenue Southeast in St. Petersburg, Florida, United States. Offering a range of sailing programs, classes, and events for all skill levels, the center provides a unique opportunity to experience the thrill of sailing on the beautiful waters of Tampa Bay. With experienced instructors, top-of-the-line equipment, and a welcoming atmosphere, the St. Petersburg Sailing Center is the perfect place to learn, improve, and enjoy the sport of sailing. Whether you're a beginner looking to try something new or an experienced sailor seeking to hone your skills, the center has something for everyone. Join us at the St. Petersburg Sailing Center and discover the joy of sailing today!

Edison Sailing Center - South is a premier sailing institution located at 2000 West First Street in Fort Myers, Florida, United States. As part of the renowned Edison Sailing Center, this facility offers top-notch sailing programs for individuals of all ages and skill levels. With expert instructors, state-of-the-art equipment, and a beautiful waterfront location, students can learn and improve their sailing techniques in a safe and supportive environment. Whether you are a beginner looking to try sailing for the first time or an experienced sailor seeking to enhance your skills, the Edison Sailing Center - South is the perfect place to embark on your sailing journey.

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.

Charisma Sailing School is a premier sailing institution located at 3400 Pan American Drive in Miami, Florida. Our school offers a wide range of sailing courses for beginners and experienced sailors alike. Whether you are looking to learn the basics of sailing or improve your advanced skills, our experienced instructors are here to help you achieve your goals. With our state-of-the-art facilities and top-of-the-line equipment, you can trust Charisma Sailing School to provide you with a safe and enjoyable learning experience on the water. Join us today and discover the joy of sailing with Charisma Sailing School.

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.

1 on 1 Sail Lessons offers personalized sailing instruction at Holiday Marina in Jacksonville, Florida. Our experienced instructors provide individualized lessons to help you improve your sailing skills and confidence on the water. Whether you are a beginner looking to learn the basics or an experienced sailor wanting to fine-tune your technique, our lessons are tailored to meet your specific needs. With stunning views of the marina and the opportunity to learn in a one-on-one setting, 1 on 1 Sail Lessons provides a unique and rewarding sailing experience for all levels of sailors.

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!

The Sailboat Club (TM) & Sailing School is a premier institution located at 50 34th Avenue South in Jacksonville Beach, Florida, United States. We offer top-notch sailing lessons and memberships for enthusiasts of all skill levels. Our experienced instructors provide personalized instruction to help you master the art of sailing in the beautiful waters of Florida. Join us at The Sailboat Club (TM) & Sailing School and set sail on your next adventure!

Located at 404 Harbor Boulevard in Destin, Florida, Smile -n- Wave Sailing Adventures is a popular tourist attraction and travel agency offering exciting day trips aboard their new Trimaran, Nice Tri. Led by Captain Pam, guests can enjoy activities such as swimming, snorkeling, dolphin watching, and sunset cruises on the beautiful Gulf of Mexico. For those looking to explore further, Crab Island is a must-visit destination, where you can snorkel in the Grass Flats and hunt for treasures like seashells, hermit crabs, and even seahorses. Sand dollar hunting is also a favorite activity, with guests able to keep two sand dollars per person. With the chance to interact with the local Bottlenose Dolphins on most cruises, Smile -n- Wave Sailing Adventures offers a unique and unforgettable experience for visitors of all ages. Don't miss out on the fun at Crab Island, where you can anchor your boat, swim, and enjoy delicious food and drinks from floating restaurant shacks. It's a must-visit destination for anyone looking for a memorable day out on the water.

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!

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.

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.

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.

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.