Top Florida Sailing Tours - page 3

Planning a night out in Key West with entertainment can add up quickly. This Key West cruise saves you money by combining an open bar with musical entertainment as you sail the waters keeping an eye out for views of the sunset. Plus, it ends early enough to leave you enough time to bar hop afterward if you’d like.

Hop aboard a catamaran for a sailing excursion in Fort Lauderdale available in English and Spanish. Sit back and relax while you tour the waterways of the city known as the “Venice of America.” Next, head out to the Atlantic Ocean and enjoy the rhythm of calypso music and breaking waves. Sip on an ice cold beverage and take a dip in the water.

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.

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.

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.

Whether you’re on Spring break with your girlfriends or backpacking solo, this sunset booze cruise in Fort Myers is the perfect end to a day in paradise. It’s a bring–your-own-booze party boat, so you supply the tipples and your awesome crew take care of the rest – ice buckets, tunes, party games and, with some help from Mother Nature, that glorious Floridian sunset. Come away with lasting memories and some new drinking buddies.

Escape to Everglades Holiday Park in Fort Lauderdale for a 1-Hour (approx.) Narrated Airboat Tour. This adventure is a great way to experience the unique subtropical ecosystem of the Everglades. Skim across the grassy water at speeds up to 40 miles per hour while looking for alligators, wading birds and an abundance of flora and fauna in their natural habitats.

Leave the crowds on land behind and sail into the Gulf of Mexico on board the immaculate Orion’s Child with this small-group sailboat tour. Set off with the husband-and-wife crew and relax on board as you pass shrimp boats and waterfront homes lining the channel. Once in the gulf, the sails are raised and course set for Sanibel lighthouse or Fort Myers Beach. Spot dolphins, sea turtles, and other marine wildlife as you fly across the waves.

Swim among coral and tropical fish in Key West's living reef on this snorkeling excursion. Sit back and relax on a custom-built boat, and sail to the reef where a professional crew is on hand to provide snorkeling instruction and guidance. After your swim, enjoy included beer, soft drinks, and water on the boat for your ride back. All snorkeling equipment is provided.

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with only 17 passengers maximum. Avoid the crowds and enjoy sailing, coral reef snorkeling and the wild dolphins that live, feed and breed right along the south side of Key West. Get that yacht feeling with Champagne Service from your professional crew. Tickets are fully refundable if canceled outside of two weeks in advance!

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.

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.

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.

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.

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.

Sail Miami’s beautiful Biscayne Bay and even beyond it on a private 40-foot (12.2-meter) Beneteau yacht, and tailor the experience to suit you with this customizable cruise. Skip settling for a fixed-itinerary trip; and choose from a range of durations, routes, and optional activities; including an overnight cruise, snorkel adventure, and flexible extras. Your package excludes the fee for a US coastguard-certified captain.

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.

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.

Bring your own drinks, snacks and bathing suit, and get ready for fun in the Florida sun, on this party boat trip from Fort Lauderdale. Choose between several departure times, make your way to the marina, and hop aboard: See the city from the water’s edge, zip past celebrity-owned mansions and yachts, and stop at a sandbar for swimming. In between, relax, enjoy the soundtrack, and soak up the ambiance.

Discover Miami from a whole new perspective aboard one of the top-rated private boat experiences in the city, rated 4.9⭐ with 1.2k+ reviews on Google. Perfect for birthdays, bachelor or bachelorette parties, proposals, anniversaries, or simply a day out with friends & family, this private experience is fully customizable to match your vibe. Cruise through the famous Millionaire’s Row and discover why celebrities, athletes, and entrepreneurs choose Miami Beach as their home, surrounded by stunning waterfront mansions, tropical scenery, and breathtaking skyline views. Connect your phone to our Bluetooth sound system and be your own DJ. Bring your favorite food, drinks & alcohol—we include water, ice & cooler onboard. All boats & captains are fully licensed and certified by the USCG, ensuring a safe, smooth, and worry-free experience from start to finish. An unforgettable Miami experience designed to be remembered long after you leave the boat.

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.

Smathers Beach is the largest public beach in Key West and one of the best playgrounds of watersports in the Florida Keys. This Key West Beach Pass is the ultimate ticket to fun in the sun. Do more than swim and suntan with access to multiple watersport activities. Kayaks, rafts, tubes, paddle boards, and Hobie Cat sailboats are available. This pass also includes a thrilling parasail ride.

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.

Cruise along Fort Lauderdale’s historic New River and enjoy a delicious barbecue dinner on this cruise. Board the Jungle Queen Riverboat and see the luxurious mansions and yachts along Millionaire’s Row, stretching from the Bahia Mar Yachting Center to the Intracoastal Waterway. The cruise travels to a tropical isle for an endless dinner offering barbecue ribs, and chicken with all the trimmings. Then experience a laugh-out-loud variety show to cap off an enjoyable and entertaining evening.