Orlando Sunset Sailing: Private Lake Fairview Tour

Experience the magic of Orlando at sunset with a private sailing tour on Lake Fairview. Relax, unwind, and enjoy the stunning views as you sail across the water with your loved one.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Lake Fairview - Soak up a Central Florida Sunset on Lake Fairview!
What's Included
  • 2-hour private sunset sail on a 25-foot sailboat
  • Experienced Licensed Sailing Captain at the Helm
  • Comfortable seating in the cockpit for up to 4 adults
  • Cabin down below with additional seating and dry storage
  • Safety equipment and life jackets for most sizes
  • Cooler - Guests are welcome to bring beverages & snacks
  • Bottled water
What's Not Included
  • Towels
  • Dinner
Additional Information

Sunset Sailing Tour in Orlando | The Ultimate Date Night Adventure!
Searching for a unique activity in Orlando beyond the theme parks? Escape the hustle and bustle and discover the hidden charm of Central Florida with an extraordinary 2-hour private sunset sailing tour!
Embark on a 25-foot sailboat and glide across serene waters, enveloped by the…

Location
Lake Fairview Boat Ramp
Lee Road
Tours meet at Lake Fairview Park at the Public Boat Ramp at 2200 Lee Road. Tours must be reserved in advance. Please note: We are NOT affiliated with the Lake Fairview Park nor the Lake Fairview Marina next door.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(31 Ratings)
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Tourist631936
Jul 23, 2025
Perfect Sunset Sail with a Terrific Captain - My wife and I had a fantastic experience with Sailing Orlando for our first wedding anniversary! From start to finish, everything was smooth, relaxing, and unforgettable. Dan was very friendly and welcoming. He made us feel right at home aboard the sailboat and added great conversation without ever being intrusive. The sunset views on Lake Fairview that evening were stunning with peaceful water and golden skies behind the clouds, making it the perfect way to celebrate our special occasion. The boat was spotless, comfortable, and well-equipped for a cozy, memorable outing. If you're looking for a unique date night, anniversary celebration, or just a serene way to spend the evening, this is it. Highly recommend Sailing Orlando and would book again in a heartbeat!
Review provided by Tripadvisor
Terry_d
May 22, 2025
1st sailing experience - This was my husband and I first sailing experience and it was beautiful, captain Dan was great! We felt very comfortable and safe!
Review provided by Viator
Daisy_v
Feb 24, 2025
Was a great experience. Beautiful view - Was amazing. Captain Don was to nice explain everything very well, to us. The view was great weather was nice.
Review provided by Viator
Sara_b
Jul 12, 2024
Will be booking again! - Everything about the experience was amazing. Dan was super nice and carried great conversation with us. The ride was cozy and the view was beautiful. Definitely worth doing again the next time we are in town!
Review provided by Viator
Heather_t
Jun 5, 2024
Really pretty! - Had a great time! Dan was very friendly and clearly has a passion for boating. Sunset was very pretty! Would recommend!
Review provided by Viator
Kevin_m
Feb 7, 2024
Always being a... - Always being a comfortable ride, the knowledge of sailing shared, and the interaction with us, having us involved moving the rudder.
Review provided by Viator
Yinchun_w
Dec 30, 2023
Fantastic experience - Though it is a bit chilly, the sunset view is awesome. Dan is very nice and skillful. Overall experience is fantastic.
Review provided by Viator
Voyager25831154735
Aug 23, 2023
Beautiful views. - Daniel is exceptionally knowledgable and very professional. The wife and I enjoyed the peaceful susnset sailing trip, and would highly recommend to anyone. Thank you for the great conversation Daniel!
Review provided by Tripadvisor
Coletted891
Aug 12, 2023
Excellent - Dan was very pleasant, and knew how to navigate his boat well. Offered us drinks, but we had brought our own. He was waiting for us at the dock when we arrived! 10 out 10 would do it again!
Review provided by Tripadvisor
Raymond_d
Jun 9, 2023
Sundown sailing - What a great time!! We left the dock a few minutes early and sailed the flake waiting for the sunset. Dan was kind and funny. He made sure we were in the perfect place to see the sunset and even pointed out the stars and planets as they became visible. It was a great experience!!
Review provided by Viator
From $99
up to 4 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).