Sailing Trips in Florida
Top 10 Best Florida Sailing Trips
Found 137 Sailing Trips activities in Florida. Sort by Popularity. - Page 3Ft Myers Beach 3 Hour Tiki Pub Tropical Sandbar Getaway Cruise
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 ou... More
Likely to Sell Out Ft Myers Beach 3 Hour Tiki Pub Tropical Sandbar Getaway Cruise
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Florida
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Superb36 reviews5
Tiki Pub is a great way to create memories on the water! Enjoy ice cold beverages, take pics, get so....
Your Private Miami Yacht Charter with Music and Fun
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 Highlig... More
Private Tour
Likely to Sell Out Your Private Miami Yacht Charter with Music and Fun
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Florida
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Superb65 reviews4.6
Ready for the party of a lifetime? Step aboard our luxurious Yacht Tour in Miami Beach and celebrate....
Private Tour
Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling
This tour is an intimate experience, our groups are 3-5 people per boat maximum. We have two boats. We have been sailing the Biscayne Bay for over 15 years, just for the fun of it. We started this eco-tour in 2018 to share the ama... More
Private Tour
Likely to Sell Out Sail Biscayne Bay: An Intimate Eco-Adventure with Snorkeling
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Florida
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Superb455 reviews4.9
This tour is an intimate experience, our groups are 3-5 people per boat maximum. We have two boats. ....
Private Tour
Key West: Sunset Sail + Reef Snorkel & Sandbar
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 yo... More
Private Tour
Likely to Sell Out Key West: Sunset Sail + Reef Snorkel & Sandbar
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Florida
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Superb32 reviews5
Reef Snorkel + Sandbar & Sunset Sail • Summer Only with Small Groups on an Honest Eco Tour. Wh....
Private Tour
Snorkel & Millionaire Row - Private Miami Boat Rental w/ Drinks
Step aboard one of the top-rated boat tours in Miami, rated 4.9 stars on Google with over 1.2k reviews. Connect your phone & be your own DJ—bring your own food, drinks & alcohol. Our boat is fully equipped with a Bluetooth sound... More
Private Tour
Likely to Sell Out Snorkel & Millionaire Row - Private Miami Boat Rental w/ Drinks
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Florida
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Superb269 reviews4.8
Step aboard one of the top-rated boat tours in Miami, rated 4.9 stars on Google with over 1.2k revie....
Private Tour
4-Hour Fort Lauderdale Sailing Charter
Enjoy some time on the water with this 4-Hour Half Day Sailing Charter located in Fort Lauderdale. Your sail is entirely customizable, and travelers have the option(PRIVATE CRUISES) to use their time docked or sailing out to sea. ... More
Private Tour
Likely to Sell Out 4-Hour Fort Lauderdale Sailing Charter
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Florida
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Superb317 reviews4.9
Enjoy some time on the water with this 4-Hour Half Day Sailing Charter located in Fort Lauderdale. Y....
Private Tour
Snorkel, Swim & Dolphin Sightseeing Sail Aboard the Daydreams
This is a luxury Sailboat Excursion for up to 6 guests. Our 47 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 fu... More
Private Tour
Likely to Sell Out Snorkel, Swim & Dolphin Sightseeing Sail Aboard the Daydreams
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Florida
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Superb317 reviews4.9
This is a luxury Sailboat Excursion for up to 6 guests. Our 47 ft Daydreams Sailboat has a great bow....
Private Tour
Dolphin Adventure Sail in Cocoa Beach
Experience the Magic of Cocoa Beach with Our Dolphin Adventure Sail! Join Cocoa Beach Catamaran for an unforgettable journey through the Banana River Lagoon! Glide across calm waters on our spacious catamaran as you encounter pla... More
Private Tour
Likely to Sell Out Dolphin Adventure Sail in Cocoa Beach
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Florida
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Superb184 reviews4.9
Experience the Magic of Cocoa Beach with Our Dolphin Adventure Sail! Join Cocoa Beach Catamaran for....
Private Tour
Fort Lauderdale Sailing Charter
Embark on an unforgettable journey starting in Fort Lauderdale on the iconic New River, often called the “Venice of America.” This scenic waterway offers a beautiful blend of natural mangroves, luxurious waterfront homes, and ... More
Private Tour
Likely to Sell Out Fort Lauderdale Sailing Charter
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Florida
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Superb391 reviews5
Embark on an unforgettable journey starting in Fort Lauderdale on the iconic New River, often called....
Private Tour
Key West Champagne Sunset Catamaran Cruise
Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy included wine, sparkling wine, beer, sangria or margaritas on board the boat. . As you sail thr... More
Private Tour
Likely to Sell Out Key West Champagne Sunset Catamaran Cruise
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Florida
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Superb592 reviews4.7
Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of t....
Private Tour
Private Guided Sunset and Eco Tour up to 6 Passengers
Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins, or watch the sunset from classic Destin Locations Crab Island and Norriego Point. Our boat includes a cooler with bottled water a... More
Private Tour
Likely to Sell Out Private Guided Sunset and Eco Tour up to 6 Passengers
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Florida
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Superb75 reviews5
Our cruise is a private tour to see Destin's sunset as you want to see it. We can look for Dolphins,....
Private Tour
Condor Sailing Fun, Relaxing Public Dolphin & Sightseeing Cruise
Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chill out in comfy seats, with beautiful views of the bay and National Seashore. Or explore the Condor: walk around, do the Titanic po... More
Private Tour
Likely to Sell Out Condor Sailing Fun, Relaxing Public Dolphin & Sightseeing Cruise
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Florida
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Superb50 reviews4.9
Perfect for kids to grandparents, and perfect for couples! Always fun, relaxing, and uncrowded. Chil....
Private Tour
Suncoast Sailing's Day Sailing Experience!
Step aboard Suncoast Horizon, a real schooner and experience what sailing is actually supposed to feel like. No roaring engines. No canned tour script. Just wind in the sails, salt in the air, and the kind of quiet glide across t... More
Private Tour
Likely to Sell Out Suncoast Sailing's Day Sailing Experience!
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Florida
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Superb114 reviews4.9
Step aboard Suncoast Horizon, a real schooner and experience what sailing is actually supposed to fe....
Private Tour
Tiki Pub Glow Party Cruise (Adults only)
Light up the night on Fort Myers! Sail the backwaters of Fort Myers Beach under shimmering stars, sipping on your BYOB drinks. Experience the magic of the moonlit waters, paired with tunes and laughter. Join us for the most memora... More
Private Tour
Likely to Sell Out Tiki Pub Glow Party Cruise (Adults only)
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Florida
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Superb16 reviews4.9
Light up the night on Fort Myers! Sail the backwaters of Fort Myers Beach under shimmering stars, si....
Private Tour
Afternoon Schooner Clearwater Beach Cruise Sailing
Whether you are a seasoned sailor or if this is your first time sailing, this will be a memorable visit!!! ;) *Children under age 5-not permitted to sail. *Not Suitable for Guests with mobility issues. *Participants must weigh l... More
Private Tour
Likely to Sell Out Afternoon Schooner Clearwater Beach Cruise Sailing
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Florida
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Superb1 review5
Whether you are a seasoned sailor or if this is your first time sailing, this will be a memorable vi....
Private Tour
Original Cruisin Tikis Shark Tooth and Sea Shell Scavenger Hunt
This interactive experience is perfect for families, kids, and anyone who loves the thrill of the hunt—whether you’re spotting shark teeth, collecting shells, or simply enjoying time on the water. We provide cooler, ice, bottl... More
Private Tour
Likely to Sell Out Original Cruisin Tikis Shark Tooth and Sea Shell Scavenger Hunt
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Florida
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Superb1 review5
This interactive experience is perfect for families, kids, and anyone who loves the thrill of the hu....
Private Tour
Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak
Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your day is spent exploring Key West’s uninhabited mangrove islands... More
Private Tour
Likely to Sell Out Key West Schooner Backcountry Eco Tour Sail Snorkel and Kayak
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Florida
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Superb101 reviews4.9
Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authent....
Private Tour
2.5 hr Sailboat Tour aboard Orion's Child
TripAdvisor Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer the cleanest, safest, and best maintained sailing vessel. Multiple daily sails that include a quarter day and sunset sail aboard a ... More
Private Tour
Likely to Sell Out 2.5 hr Sailboat Tour aboard Orion's Child
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Florida
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Superb84 reviews5
TripAdvisor Special Sail. SEE OUR WEBSITE for other options and availability. Since 2009, we offer t....
Private Tour
Likely to Sell Out Key West Ultimate Beach Pass with Parasailing
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Florida
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Very Good25 reviews4
Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are....
Private Tour
3 Hours Ultimate Watersports Excursion in Miami
All-Inclusive Catamaran Adventure in Miami: 3 Hours of Adrenaline and Party! Board your comfortable and stable Catamaran for an unforgettable all-inclusive water experience. Highlights: - Extreme Watersports: Feel the thrill wi... More
Private Tour
Likely to Sell Out 3 Hours Ultimate Watersports Excursion in Miami
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Florida
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Very Good25 reviews4
All-Inclusive Catamaran Adventure in Miami: 3 Hours of Adrenaline and Party! Board your comfortable....
Private Tour