Top Florida Sailing Tours

Watch dolphins frolic through coastal waters on this scenic 2-hour sunset sail. Board your comfortable catamaran, and listen to music. Cruise through Grand Lagoon, passing elegant homes and St. Andrews State Park. See pods of dolphins travel together and leap above the water. Take photos and admire incredible sunset views. Don’t miss the chance to participate in games and dance when the boat docks.

Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.

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.

If you’re looking to snorkel in Key West, but don’t know where to plan your experience, this Key West snorkeling cruise makes things easy. Just prebook this experience, and enjoy a cruise over to a coral reef area—perfect for snorkeling and spotting tropical fish. Plus, all equipment, as well as lessons, breakfast, showers, and a beer or soda is provided for you.

Escape to Everglades Holiday Park in Fort Lauderdale for a 1-Hour 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.

Experience Fort Lauderdale and Hollywood, Florida aboard a narrated water taxi that grants you access to 20 stops. Discover historic landmarks like the Stranahan House and vibrant hubs like 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.

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. Choose from two airboat durations and upgrade to the half-day tour and enjoy a delicious barbeque lunch at the Chomp House Grill, plus an alligator souvenir.

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.

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.

Limited to an intimate number of passengers, this small-group sunset sail includes an up-close look at dolphins as well as views of Key West landmarks like the legendary Mallory Square, Sunset Key, and historic Fort Zachary Taylor. Then, relax on the luxury catamaran to watch the sunset as nibble on tapas such as shrimp cocktail served with wine and champagne.

End the day relaxing on the Atlantic Ocean with this sunset cruise. Hop aboard a comfortable catamaran for this evening excursion and take in views of the mansions on “Millionaires Row” and the Florida coastline. Then, head out to the Atlantic Ocean and catch the sun set, casting fiery hues of orange and red on the water.

Explore Everglades National Park on a thrilling airboat ride through the Everglades. On this half-day adventure, ride under the mangrove tunnels and through marsh grass, and see wildlife such as alligators, turtles, deer, and birds in their natural habitat. After the boat ride, enjoy some free time to explore the various alligator exhibits.

Escape to the still waters off the coast of Key West on this small-group, sunset wine-tasting cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a 65-foot schooner. Sample up to eight different wines and/or five different beers. Also included is a gourmet cheese buffet and other appetizers, like summer sausages, water crackers with brie, green apples with a honey drizzle and more. Then watch as the sun glistens and gently settles into the water, a perfect ending to a perfect cruise.

Leave behind the crowds of Key West and catch a quintessential Florida sunset while enjoying drinks on a sailboat. There is no better vantage point for watching the sunset over the water than from the water itself. And, while larger sunset cruises can get overcrowded, this small group experience ensures you have a spot at the rail when it comes time to capture photos of the setting sun.

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.

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.

Spice up any Florida vacation with a cruise on the Gulf of Mexico. Beginning in St. Petersburg, enjoy a beautiful sunset (depending upon the time of year) and listen to live music on board the elegant 'StarLite Sapphire' yacht. Choose from the open-air observation deck or the climate-controlled cabin inside. Either way, the view is spectacular. Then dance the night away or take a romantic stroll along the deck.

If you’re looking for a romantic experience, dinners can be overrated and not very exciting. This Treasure Island Sunset Sailing Experience is a great thing for couples to do, as well as anyone looking to relax. You’ll take in sunset views as you sail, and bottled water and soda are provided. If you’d like to bring your own drinks, you also can. Plus, a restroom is on board for convenience as you sail.

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.

Combine a snorkel session on North America's only living coral reef with a Key West sunset during this catamaran cruise. Listen to lively reggae beats, snorkel using the provided equipment, and watch the sunset with a rum punch in hand.

Experience a sunset you’ll never forget on this 2-hour catamaran cruise in Key West. Sip on your choice of wine, champagne, beer or sangria as you watch the sun go down over the water. As you sail you’ll catch glimpses of the island and marvel at the views from the turquoise water. Cocktails are also available at a cash bar on board.

Set sail on a replica of the 1851 Schooner America on a cruise from Key West. See the top sights of the city, including Fort Zachary, Mallory Square, and Sand Key Lighthouse from a unique perspective. Your cruise is accompanied by complimentary hors d’oeuvres along with alcoholic and non-alcoholic beverages. Allow yourself to truly unwind as the sun sinks into the Atlantic Ocean.

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.