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.

While most boat tours travel on small private vessels or luxury yachts, this sunset cruise takes travelers around Key West on Jolly II Rover, the only square-rigged, topsail schooner in the area. Board your ship at the historic Seaport at the corner of Elizabeth and Greene streets and sail out to see some of Key West’s best sights, including the Man O War Harbor, Christmas Tree Island, Fort Taylor, and others.

Witness orange, gold, and pink-hued skies as you set sail from the island city of Key West on this evening sailing experience. Experience views of the city as you sail by, including the historic seaport, the Navy Mole, and Mallory Square—keeping an eye out for the square’s sunset celebration—while relaxing on deck with a beer or cocktail.

Ditch the crowds and escape to the wilderness of the Florida Everglades from Orlando on this airboat adventure. This exciting nature tour includes admission to the Wild Florida Airboats and Wildlife Park—with over 200 different animals like lemurs, sloths, zebras, watusi cattle, bobcats, and more that you try your luck spotting. Choose from two tour durations, giving you flexibility to tailor your schedule, and make memories to last a lifetime.

Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get some sun, make friends, play party games and have a blast! With a cozy capacity for 25, choose between mingling with new pals on our public activities or having an intimate celebration with your chosen ones on private outings. Fancy a tipple while the waves lap around you? Bring your beverage of choice – just remember, BYOB! Safety and fun go hand-in-hand at Tiki Pub. Every voyage is captained by our experienced crew, ensuring your adventure is smooth sailing from start to finish. Plus, for those looking to have a blast without splashing too much cash, we offer a wallet-friendly option to revel in Fort Myers' captivating waterways.

Join us for an Environmentalist led Adventure! Go to Sandbars and Beaches to see our shallow water inhabitants, cruise the bay for Dolphins, Manatee, and a myriad of sea creatures and incredible Birds! The best part is that then you can share what you have learned so we can all help to preserve the beauty of the bay and its precious Wildlife.

This is a luxury Sailboat Excursion for up to 12 guests. Our 46 ft Daydreams Sailboat has a great bow for sunbathing, aft seating area for enjoyment and a luxury salon, galley, cabins and marine head for your use. Get ready for fun in the sun on this sailing, dolphin watch, beach hopping and snorkeling adventure. Sail away through historic Grand Lagoon and see dolphins swimming alongside the Daydreams, then jump in for a shallow-water snorkel experience to see different species of marine life. Relax, feel the warm sea breeze and enjoy complimentary beverages on board! Again, this is a fully private charter for up to 12 guests. Price is all inclusive and includes fuel, ice, water, soda, beer, wine and rum punch.

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.

Enjoy Destin’s waterways without the hassle of arranging your own private boat. This guided cruise offers an exclusive experience for your group, with opportunities to spot dolphins, watch the sunset, and take in the scenic coastline from the water. Relax onboard with thoughtful amenities while your captain handles the navigation.

Nature lovers and eco-adventurers will love this private, low-key tour. Take a pontoon boat to explore mangrove forests, winding waterways, and mangrove-lined tidal creeks. Enjoy kayaking, or stand-up paddleboarding in a diverse marine ecosystem. A cooler is provided so guests can bring snacks and drinks, which can be savored on a deserted sandbar.

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.

During St. Augustine’s Nights of Lights festival, the city is bathed in sparkling light. Choose the Sunset Tour to watch the sun set over the cityscape and see St. Augustine light up against the night sky, or the Evening Tour to enjoy the full nighttime display. Both tours offer live music and complimentary drinks, including beer, wine, margaritas, and hot chocolate, along with snacks, holiday cookies, and festive 3-D glasses that enhance the lights.

Get more out of your time in Florida, and take advantage of the proximity to The Bahamas with this hassle-free round-trip ferry service. The boat has plenty of seating areas, restrooms, and air-conditioning to ensure a comfortable journey, as well as an onboard snack bar. Once you’ve arrived at Bimini Island, enjoy free time to do whatever you wish—explore world class beaches, eat, shop, or take part in watersports.

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.

Grab a group of your closest friends and family members for a memorable cruise off of Destin’s shores. This privately chartered boat tour can fit up to sixteen guests and is tailored to however you wish to view this stunning area. Ask the captain to find a dreamy spot to watch the sunset or have them stop at a waterside restaurant for a bite to eat. The boat has a restroom and free bottled water for your convenience.

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

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.

Experience Fort Lauderdale and Hollywood, Florida aboard a narrated water taxi that takes you to 20 different stops, where you can get on and off as you like. Discover historic landmarks such as the Stranahan House and vibrant hubs including Las Olas Boulevard. Enjoy waterfront dining at 15th Street Fisheries, explore the elegant Hilton Marina, cruise by Bahia Mar and the International Swimming Hall of Fame, and much more.

Immerse yourself in some of Florida’s loveliest scenery—and enjoy a relaxing excursion out on the water—with this private sailing tour. Meet your guide in the afternoon in Goodland, hop aboard your stiletto catamaran, and set sail. You’ll tour the Ten Thousand Islands region, known for its lush seascapes, mangrove forests, and wealth of wildlife. Your guide will point out landmarks and highlights as you go.

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.

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.

Perfect for those who want to squeeze a lot of sightseeing into a limited amount of time. A fully narrated 90-minute cruise along the New River through Fort Lauderdale will let you soak up such sights as the lavish homes and mega yachts along Millionaire's Row.

Get front row seats to a stunning Florida Keys sunset, without the hassle of chartering your own vessel, on this catamaran cruise from Key West. Sip on your choice of wine, sparkling, beer, margaritas, or sangria as you watch the sun go down over the water. As you sail, catch glimpses of the island and marvel at the views from the turquoise water.

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