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TOP 30 Sailing getaways in Florida
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MidBay Sailing
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
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.
Key Lime Sailing Club and Cottages
Located in Key Largo, Florida, the Key Lime Sailing Club and Cottages offers a unique and tranquil waterfront lodging experience. Our self-contained cottages provide everything you need for a relaxing getaway, with no hidden charges. Enjoy the beautiful sunsets from our intimate setting, or explore the local dining and dancing options just a short walk or paddle away. Easy to reach but hard to forget, our hideaway is the perfect place to unwind and enjoy the beauty of the Florida Keys. Book your stay with us today and experience the magic of Key Largo.
Sails Resort Apartment Motel
Sails Resort Apartment Motel is a charming lodging establishment located at 17004 Gulf Boulevard in the beautiful North Redington Beach, Florida. This cozy retreat offers a variety of comfortable accommodations including spacious apartments and well-appointed motel rooms. Guests can enjoy stunning views of the Gulf of Mexico from their private balconies or take a short walk to the sandy beach just steps away. The resort also features a sparkling outdoor pool, BBQ area, and convenient access to nearby restaurants and attractions. Whether you're looking for a relaxing beach getaway or a fun-filled vacation, Sails Resort Apartment Motel is the perfect choice for your stay in sunny Florida.
Sail Away Vacation Rentals
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
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
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!
Destin Sailing Adventures
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
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.
Full Sails Travel, LLC
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
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.
Wind Star Sailing Dunedin
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.
Virgin Island Sailing®
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.
Cruise Planners - Top Sail Journeys
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!
Key Sailing
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!
Mainsail Resort by Vacasa
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.
Hakuna Matata Catamaran Cruises
Hakuna Matata Catamaran Cruises is a top tourist attraction and travel agency located at 138 South Flagler Drive in West Palm Beach, Florida, United States. Enjoy a relaxing evening cruise along the skyline of Downtown West Palm Beach and Palm Beach Island aboard the luxurious 50' Catamaran 'Hakuna Matata'. Take in the stunning South Florida sunset on a Sunset Sail aboard the brand-new Catamaran, Motunui. Explore Peanut Island on a kayak tour with optional snorkeling, or treat your mom to a special Mother's Day Brunch or Sunset Dinner Cruise. Join a swimming adventure or cleanup effort along the coast, or discover West Palm Beach's history on a walking tour. Private charters are available for special occasions, corporate groups, or families. Don't miss out on this unforgettable experience in the Palm Beaches! Use promo code 5Paddle to save $5 on a Peanut Island Kayak Snorkel Adventure.
Catboat Escapes, Inc.
Catboat Escapes, Inc. is a unique watercraft experience located at 10354 Cypress Cove Lane in Clermont, Florida. Unlike traditional lake cruises, at Catboat Escapes, you will have the opportunity to captain your own personal catamaran across the pristine waterways of the Clermont Chain of Lakes. After some practice at Cypress Cove Marina, you will be navigating Central Florida's cleanest waterways on a sporty CraigCat power boat, following our guide boat as you tour Lake Louisa, Lake Minnehaha, and Lake Minneola.
Cruise Planners
Cruise Planners is a travel agency located at 11003 North 56th Street, Tampa, Florida, United States. Receive travel inspiration and exclusive offers delivered to your inbox every week! Save up to 55% and get up to $1,000 instant credit at Sandals Saint Vincent. Enjoy a complimentary Catamaran Cruise for up to 5 guests at Beaches Ocho Rios. Take advantage of special pricing and extra perks on thousands of sailings exclusively with Cruise Planners. Explore destinations like Le Havre, Zeebrugge, Amsterdam, Copenhagen, and more with Norwegian Cruise Line. Or visit Miami, Basseterre, St. Thomas, and CocoCay with Royal Caribbean International. Discover Vancouver, Ketchikan, Juneau, and more with Princess Cruises. Chat with our knowledgeable agents for stress-free vacation planning. FL ST# 39068 • CST# 2034468-50 • HST# TAR-7058 • WA ST# 603-399-504.
Sea Ya Later
Sea Ya Later is a premier real estate and travel agency located in the picturesque Cape San Blas, Florida. Our dedicated team of professionals is committed to helping clients find their dream vacation rental or forever home along the stunning Gulf Coast. Whether you are looking for a relaxing beachfront getaway or a permanent residence with breathtaking ocean views, Sea Ya Later has the expertise and resources to make your real estate dreams a reality. Contact us today to start your journey towards paradise at 255 Cape San Blas Road.
Serenity Cruises of Florida
Serenity Cruises of Florida is a premier travel agency located at 2750 Appalachee Trail in Marianna, Florida. Specializing in luxury cruises, Serenity Cruises offers a wide range of cruise packages to exotic destinations around the world. With a reputation for exceptional service and attention to detail, Serenity Cruises is dedicated to providing customers with unforgettable travel experiences. Whether you're looking for a relaxing Caribbean getaway or an adventurous Alaskan expedition, Serenity Cruises of Florida has the perfect cruise for you. Book your dream vacation today and set sail with Serenity Cruises!
Encantos caribenos
Encantos Caribenos is a vibrant and inviting Caribbean restaurant located at 1011 East Main Street in Lakeland, Florida. Step inside and be transported to the tropical flavors of the Caribbean with our mouthwatering dishes and refreshing beverages. Our menu features a variety of traditional Caribbean dishes such as jerk chicken, plantains, rice and beans, and seafood specialties. Whether you're craving a taste of the islands or looking to try something new, Encantos Caribenos is the perfect spot to satisfy your cravings. Come join us for a culinary journey through the Caribbean right here in the heart of Florida.
Bohemian Charters
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.
Escape Casey Key Resort & Marina
Escape Casey Key Resort & Marina is a luxurious lodging establishment located at 212 Casey Key Road in Nokomis, Florida, United States. With a commitment to outstanding hospitality, the resort is run by Airbnb Superhosts and has received accolades such as the Traveler's Choice award from Tripadvisor and the Traveller Review award from Booking.com. The resort offers comfortable 1, 2, and 3 bedroom options with new luxury rooms and amenities. Guests can enjoy the onsite pool, grill, kayaks, bikes, and paddleboards. Escape Resort & Marina is also a popular venue for weddings, vow renewals, reunions, meetings, and retreats, with a dedicated team to help make each event special.
Key Largo Cottages
Key Largo Cottages is a charming lodging institution located at 99306 Overseas Highway in Key Largo, Florida, United States. This hidden gem offers a romantic retreat for couples as well as family-friendly accommodations right on the tropical Florida Keys dock and beach front. Guests can relax and enjoy the slow rustic atmosphere of Old Florida Keys while taking in the stunning Florida sunsets from the waterfront Sunset tiki hut. Conveniently located near a variety of Key Largo activities, guests can easily access sailing, swimming, fishing charters, scuba diving, and more. The property also offers free kayaks for guests to explore nearby sunken boats, deserted islands, and mangrove canals teeming with wildlife.
LegoLand Pirate Island Hotel
Welcome to the LegoLand Pirate Island Hotel located at 1 Legoland Way in Cypress Gardens, Florida, United States. Ahoy mateys! Get ready for an unforgettable adventure at our pirate-themed hotel where the possibilities for building and playing are endless. Stay in a pirate-themed room, build your own LEGO pirate ship with the help of our friendly pirates, and indulge in a delicious meal at Shipwreck Restaurant. The Pirate Island Hotel is the perfect destination for young pirates and their crew, offering a unique and exciting experience. Plus, our hotel is conveniently located just steps away from the entrances to LEGOLAND Florida and Peppa Pig Theme Park.
Fishermen's Village
Fishermen's Village is a charming lodging institution located at 1200 West Retta Esplanade in Punta Gorda, Florida, United States. Situated along the waterfront, this village offers a picturesque setting for guests to relax and enjoy the natural beauty of the area. The accommodations are cozy and inviting, perfect for a relaxing getaway. With easy access to fishing charters, boat rentals, and waterfront dining options, Fishermen's Village is the ideal destination for those looking to experience the best of Punta Gorda's coastal charm. Whether you're a seasoned angler or just looking for a peaceful retreat by the water, Fishermen's Village has something to offer for everyone.
Bayfront Marin House
Located at 142 Avenida Menendez in St. Augustine, Florida, the Bayfront Marin House is the #1 waterfront hotel in the area. With elegant guest rooms offering stunning views of Matanzas Bay, the Bridge of Lions, and the St. Augustine Lighthouse, this historic bed and breakfast is the perfect destination for a romantic getaway. The hotel has been recognized as one of the Top 25 Hotels for Romance in the United States and offers a unique experience with private entrances and individual thermostats for each room. Guests can choose from a variety of accommodations, including beachfront vacation rentals and private apartment-style units near the main inn. The Bayfront Marin House offers flexible lodging options, gracious hospitality, and luxurious amenities to ensure a memorable stay. The hotel is conveniently located within walking distance of downtown attractions, historic sites, museums, and fine dining options.
Sunshine Watersports Destin
Sunshine Watersports Destin is a travel agency located at 500 Harbor Boulevard in Destin, Florida, United States. They offer pontoon boat rentals that can accommodate groups of up to 12 people, perfect for family outings. Whether you want to cruise the bay, visit Crab Island, or go fishing, renting a pontoon boat in Destin is a great way to relax and enjoy nature. At Sunshine Watersports Destin, they offer a red carpet service where their concierge will unload your vehicle, carry your belongings and coolers down to the pontoon boat, and even provide ice for you. All boats come with sun shades to protect you from the sun, and they are filled with a full tank of gas. Upon return, they will carry your coolers back to your car and clean up any trash, leaving you with nothing to worry about except having fun.
Resortquest by Wyndham Vacation Rentals
Resortquest by Wyndham Vacation Rentals is a real estate and travel agency located at 731 Pensacola Beach Boulevard in Pensacola Beach, Florida, United States. Our Pensacola Beach house rentals and condos offer a unique and relaxing island experience where the sand and sun come together. The community features modern high-rises and white sand dunes, providing a haven for sunbathers, whale watchers, and deep-sea fishermen. Whether you're exploring the Footprints in the Sand Echo Trail, riding jetskis with Radical Rides, or simply relaxing on the beach, this friendly community is perfect for your next Sunshine State getaway. Our Pensacola Beach vacation rentals cater to every type of traveler. We offer dog-friendly homes, properties with internet access, and professional housekeeping services to ensure a comfortable stay. Located on Santa Rosa Island, just south of Pensacola, our rentals provide easy access to the Gulf of Mexico and the Gulf Islands National Seashore. Guests can enjoy sailing, fishing, swimming, snorkeling, and diving in the warm, clear waters of the Gulf. The Pensacola Beach Boardwalk, Quietwater Beach, and nearby attractions offer plenty of entertainment options for visitors.
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