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6 Best Sailing Tours In Orlando

Orlando’s best days out.

The 6 most popular sailing tours around Orlando, from the theme-park gates out to the spring runs and the Space Coast. Prices, run times and who to book each one with.

6 Best Sailing Tours In Orlando

Sunset Catamaran Sail in Cocoa Beach - Banana River Lagoon: Where Dolphins, Manatees, and Birds Put on a Show
Cocoa Beach, Cruises & Boat Tours, Evening Experiences, Sailing, Sightseeing Cruises & Boat Tours, Tour Reviews

Sunset Catamaran Sail in Cocoa Beach

Tour of Lakes Escape by Personal Catamaran - What 2 Hours on the Water Actually Feels Like
Cruises & Boat Tours, Orlando, Sailing, Sightseeing Cruises & Boat Tours, Tour Reviews, Tours

Tour of Lakes Escape by Personal Catamaran

2.Tour of Lakes Escape by Personal Catamaran

Be your own captain on a 2-hour catamaran ride through Clermont’s lakes and cypress marshes, with radio help from a guide for $95.

5.0

“We had the best time! Nate was a great guide! Being out on the lakes and waterways was a new experience to us. Seeing the vegetation, beautiful trees, and birds was awesome! My husband and I are already planning on going back with friends and family. Highly recommend!”

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Private 2-Hour Day Sailing Experience - Getting on board at 2200 Lee Rd: the trip starts simple
2-Hour Experiences, Cruises & Boat Tours, Orlando, Private, Sailing, Tour Reviews

Private 2-Hour Day Sailing Experience

3.Private 2-Hour Day Sailing Experience

Private 2-hour sail on Lake Fairview from Orlando. Captain Dan teaches basics on a 25-ft keel boat. $89 per person.

5.0

“Lovely experience! Weather was perfect and we enjoyed our champagne while sailing around the lake. Dan was a perfect host and incredibly easy to chat with. Definitely a must do!”

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Private 2-Hour Sunset Sailing Tour on Lake Fairview - The 2-hour itinerary on Lake Fairview: what you’ll actually do
2-Hour Experiences, Cruises & Boat Tours, Evening Experiences, Orlando, Private, Sailing, Tour Reviews, Tours

Private 2-Hour Sunset Sailing Tour on Lake Fairview

4.Private 2-Hour Sunset Sailing Tour on Lake Fairview

Enjoy a private 2-hour sunset sail on Lake Fairview from Orlando with a licensed captain, bring-your-own snacks, and cozy cockpit seating.

5.0

“Dan was an amazing helmsan aboard this sunset cruise. The experience was magical and breathtakingly beautiful. He maintained the boat very well and it was a comfortable sail. This sunset cruise will be a staple every time I visit Orlando ❤️”

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Orlando: Private Sunset Sailing Trip on Lake Fairview - Meeting at Lake Fairview Park and Settling Into the Boat
Cruises & Boat Tours, Evening Experiences, Orlando, Private, Sailing, Tour Reviews

Orlando: Private Sunset Sailing Trip on Lake Fairview

Orlando: Sailing Tour with Certified Sailing Instructor - Learning to Sail: What You’ll Do On the Water
Cruises & Boat Tours, Orlando, Sailing, Tour Reviews, Tours

Orlando: Sailing Tour with Certified Sailing Instructor

6.Orlando: Sailing Tour with Certified Sailing Instructor

Learn to sail on a 25-foot MacGregor in Central Florida with a certified instructor, plus snacks, drinks, and a calm sunset cruise.

5.0

“I had a wonderful time. I took this adventure with my 80-year-old mom, celebrating my birthday. This sailing trip was her first sailing experience. Our host, Dan, was personable and helpful, making the experience an incredible moment for both of us. The trip was calm and added to end a fantastic birthday weekend.”

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