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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

1.Sunset Catamaran Sail in Cocoa Beach

Two hours on a Cocoa Beach catamaran at sunset, spotting dolphins, manatees and birds in the Banana River and Thousand Islands.

Most Popular 5.0

“The staff were super friendly and knowledgeable! The sunset was beautiful! They don’t serve alcohol on the boat but you can bring your own. I wish I knew that. Lol”

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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

“What a wonderful time on the water. We’d recommend it to just about everyone ❤️ Nate was very knowledgeable about the area and made us feel comfortable”

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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

“Thanks, Captain Dan. We had a great sail with you, and thanks again for the impromptu lesson. We’re really looking forward to continuing to learn to tack and jibe.”

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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

“It was AMAZING! We celebrated my boyfriend’s birthday and we had an amazing time, Dan was a great company, very knowledgeable and friendly, she showed us the different planets in the sky while it was getting darker. We got our own food and drinks and we were able to put our own music using the…”

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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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