Top Florida Sailing Tours - page 3

Escape to the still waters off the coast of Key West on this adults-only sunset champagne cruise. Enjoy the peaceful calm of a late afternoon sail on a comfortable catamaran limited to just 14 passengers. Enjoy house champagne, red or white wine, ice-cold beer, a soft drink or bottled spring water, and a gourmet cheese buffet. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.

Explore the only living coral reef in North America on this small-group snorkeling adventure aboard a sailing yacht in Key West. You will receive instruction on how to use the equipment, but it’s recommended that participants be comfortable underwater and have the ability to swim. Common sightings include tropical fish, eels, turtles, dolphins, anemones, and urchins.

Spend some time on the water with this half-day sailing charter in Fort Lauderdale. When out to sea, sit back and relax on the boat or jump in for a swim or to snorkel. The boat is equipped with shaded seating areas, a Bluetooth speaker, a freshwater shower, and snorkeling and other water activity equipment. Plus, the captain can instruct you on how to sail yourself.

This private Miami boat tour is a great way to explore the local area without the worry of having to navigate and steer the ship. Accompanied by your own private captain, sail out into the Miami waters and around Biscayne Bay with a Bluetooth sound system to play your favorite music, and coolers to store any drinks that you bring with you. Along the way, feel free to ask questions, make route requests, or relax on a floating mat.

Discover a new perspective on St. Augustine—and enjoy a relaxing trip out on the water—on this sightseeing boat tour. Pick from multiple start times, head to the marina, and hop aboard. See highlights like the Bridge of Lions, Castillo de San Marcos National Monument, and National Shrine of Our Lady of La Leche, and learn the stories behind the sights from your captain’s narration.

See the beauty of Biscayne Bay from a whole new perspective with this sailing adventure. Ride along the coastline in an eco-friendly wind-powered sailing boat, and visit sandbars, mangroves, and islets along the way. If you're lucky—you may even spot dolphins or manatees—which are frequently spotted around the bay.

Ready for the party of a lifetime? Step aboard our luxurious Yacht Tour in Miami Beach and celebrate like never before. This VIP experience is designed for fun, style, and unforgettable memories with your group. Adventure Highlights • Biscayne Bay Cruise: Discover iconic Miami scenery from the water • Millionaire’s Bunker: Cruise past the waterfront homes of celebrities like Jeff Bezos, Ivanka Trump, and Tom Brady • Marine Life: Spot dolphins, turtles, and manatees along the way • Sandbar, Snorkeling & Island Stop: Anchor in shallow, warm waters to swim, snorkel, or simply unwind Onboard Experience • Bluetooth sound system — be your own DJ • Water, ice & cooler included • Bring your own food, drinks & decorations • Amenities: fridge, floating mat, bathroom & bedroom • USCG-certified vessel with a licensed captain Fully Customizable — Ideal to: • Bachelorette & Bachelor Parties • Marriage Proposals • Birthdays • Sunset Cruises By DolphinWaterSport with over 1.2k reviews on Google

Step aboard an evening cruise for dinner and drinks while you take in views of St. Pete Beach. Watch over the landmarks of St. Pete and munch on food from the tropical-themed buffet. Open bar means you won't go thirsty while jamming to island music from the onboard DJ and other entertainment.

Look for dolphins around Boca Ciega Bay in St. Pete Beach on a cruise in the Tampa Bay Area. Continue into the Gulf of Mexico to visit Shell Key island, a wildlife preserve where you can snorkel, swim, or collect shells on the beach. Depending on the season, you might spot dolphins, manatees, rays, and a variety of seabirds. This family-friendly tour offers both a late morning and afternoon departure, making it easy to suit your schedule.

Make sure you tick off the most important highlights of the Everglades with an experienced guide in the lead when you book this Everglades airboat tour. Race through the River of Grass listening to in-depth commentary on the local environment and wildlife. Plus, round-trip transport from Fort Lauderdale is provided for a stress-free adventure.

Climb aboard a catamaran for a scenic sunset cruise in Biscayne Bay. Begin the sailing adventure at Bayside Marketplace and set out to see top Miami landmarks including South Beach, the Miami skyline, and the Cape Florida Lighthouse on Key Biscayne. Watch the sun set from the catamaran while you sip a complimentary glass of sparkling wine.

Enjoy a dose of tranquility between theme park visits and Orlando sightseeing stops when you book this private sailing tour of Lake Fairview. Meet at Lake Fairview Park; hop aboard the comfortable, 25-foot MacGregor sailboat; and set out on the water. You can relax on the deck and soak up the sun and scenery—or, if you prefer, even assist with the rigging and learn some sailing basics from the crew.

Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the lightweight boat glides across the water, catching every gust of wind. This tour is perfect for all ages and offers a wide-open, unobstructed view of the surrounding seascape. We will search for our resident Atlantic Bottlenose Dolphins and then head to the best seat in the house to witness a world-famous Key West sunset. Watch as the sky erupts in a spectacle of color from the peaceful vantage point of the water. Organic fruit and filtered water will be provided to keep you refreshed, and you're welcome to bring your own adult beverages to toast to a successful day. Join us for a relaxing and memorable evening that celebrates the serenity of sailing, the wonder of marine life, and the breathtaking beauty of a Key West sunset.

Snorkel North America’s only living coral reef, then catch an unforgettable Key West sunset, all in one trip. Jump into clear waters with provided gear and spot colorful marine life under the surface. Back on board and after you’re dried off, enjoy rum punch or other beverages on deck as reggae music sets the vibe. A perfect mix of adventure and relaxation, ideal for couples or friends.

Take a half-day sailing adventure off the coast of Key West, Florida and observe wildlife. Sail away from the island city of Key West to the beautiful blue waters off the coast on a large catamaran. See dolphins swimming and jumping alongside the boat, then jump in for an easy shallow-water snorkel above a coral reef, shipwreck, or sponge garden, all supporting over 600 species of marine life. Relax, feel the warm sea breeze and enjoy light snacks and a variety of refreshing beverages on board the boat.

Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay”. Choose our popular 3-hour Day Sail through the Florida Keys Marine Sanctuary in Marathon, Florida. Our sailboat rides feature the perfect blend of natural beauty, maritime history, and the thrill of the open sea. Don't forget your camera – this is a photo opportunity you won't want to miss! Book your spot now and get ready to create memories that will last a lifetime.

Destin is dreamy, just ask the locals. This beautiful place on Florida’s Panhandle has white sand beaches and emerald waters that are even more stunning when seen from the top deck of a boat. Embark on this private cruise and sail away to one of your favorite vacation memories. As you glide through the water, keep your eyes open for dolphins then get ready to witness an unforgettable sunset with your closest friends and family members right beside you.

There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Key West, promising an unforgettable experience for all. As you sail further into the sunset, the full open bar comes to life, offering an enticing array of cocktails, wines, and spirits to complement the evening's splendor. Sip on our signature Schooner Bloody Mary or Dark & Stormy as you watch the sky ignite with color. The skilled bartenders are on hand to craft your favorite drinks, ensuring that your glass is never empty as you drink in the sights and sounds of the sea. As the schooner begins its journey back to Key West, you find yourself lost in the timeless rhythm of the sea, grateful for the opportunity to witness the beauty of a Key West sunset from the deck of a historic schooner.

Guaranteed Dolphin Siting! Set Sail for Adventure. Explore Clearwater Beach on an Unforgettable Dolphin, Island Swim & Sunset Cruises. Enjoy your Island Sandbar stop at One Tree Island, where you can enjoy the beautiful waters of Clearwater Beach. Welcome aboard the ultimate coastal adventure with Fins Up Clearwater! Dive into the crystal-clear waters of Clearwater Beach and let us whisk you away on a journey of discovery and delight. Embark on our exhilarating Sandbar Tours, where you can explore hidden treasures and pristine shores. Glide through the waves on our Dolphin Cruises, witnessing these majestic creatures in their natural habitat. Experience the breathtaking beauty of a Sunset Cruise as the sky paints a masterpiece. Let Fins Up Clearwater be your guide to unforgettable moments and endless wonder along Florida’s stunning coastline.

Explore St. Augustine’s Bay Front from the water on this private 2-hour cruise aboard a luxury sailing yacht with space for up to six passengers. With a USCG-licensed captain at the helm, sail along the historic bay front. Look for wildlife, including dolphins, and admire the historic sites. Relax onboard, learn about sailing, or even take the helm.

Experience a slice of sailing history while soaking up fantastic Key West views on a cruise aboard the *America 2.0*, a replica of the schooner that won the very first America’s Cup. Relax on decks as your captain navigates the island coastline past landmarks like Fort Zachary Taylor and Sand Key Light Tower, and sip drinks from the full onboard bar.

Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. What Makes this Eco Tour different? • Guided Snorkeling Your mate hops in the water with you and points out animals and shows you the best spots, ensuring you and your loved ones get the best experience on your tour. • Small Groups With a max group size of 24 guests and the warm calm weather of summer, you will see what makes an Honest Eco tour great for your group. Who is this trip for? We are a small family owned business, started by a biologist to offer authentic experiences that we would want to book. • We cater to Couples and Families who want a nature experience and would prefer to avoid the packed party boats. What is the Boat? The boat is a wide open 42' sailing catamaran that immerses you in the nature experience. It has a head on board, and we offer Fresh Organic Fruit and Filtered Water, Safety equipment and really good snorkeling gear.

We are the only boat tour 100% powered by the wind and paddle. We don't use engines of any kind. We have made a commitment to sustainability and having a minimal impact on the environment ! It is a wholesome adventure that will leave you satisfied and content. We will get intimate with Biscayne Bay, our boats are designed to visit every corner of the bay, we can reach shallow waters and get up close to mangroves and the wildlife they sustain and attract !

Enjoy the opportunity to get out on the water—and soak up the sunset views—on this private sailing tour of Lake Fairview. Meet your sailor guide right at the Lake Fairview Park boat ramp, and hop aboard your 25-foot sailboat. Then, sit back and relax as you admire the scenery, complete with whichever bring-your-own food and beverage options you prefer.