Private 2-Hour Day Sailing Experience
Recommended by 100% of travelers
Badge of Excellence
Orlando, USA
- 2 hours (approx.)
- Mobile ticket
- Offered in: English
Explore our promoted experiences
Overview
Enjoy a dose of tranquility between theme park visits and Orlando sightseeing stops when you book this private sailing tour of Lake Fairview. Meet at Lake Fairview Park; hop aboard the comfortable, 25-foot MacGregor sailboat; and set out on the water. You can relax on the deck and soak up the sun and scenery—or, if you prefer, even assist with the rigging and learn some sailing basics from the crew.
- See a new side of Orlando on a sailboat tour of Lake Fairview
- Enjoy a tranquil and relaxing trip into nature
- A private tour offers the most personalized, flexible way to travel
- Learn some sailing basics from your guide
What's Included
- Comfortable seating in the cockpit for up to 4 adults
- Experienced Guide & Sailing Instructor
- Cabin down below with additional seating and dry storage
- Bottled Water
- Life jackets for most sizes
- Towels
- Dinner
Meeting and Pickup
Meeting point
- 2200 Lee Rd, Orlando, FL 32810, USA
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 associated with the Lake Fairview Park nor the Lake Fairview Marina next door.
End point
This activity ends back at the meeting point.Operating hours.10:00 am
What To Expect
1
Lake Fairview Park
Additional Info
- Confirmation will be received at time of booking
- Not wheelchair accessible
- Service animals allowed
- Near public transportation
- Not recommended for travelers with back problems
- No heart problems or other serious medical conditions
- Most travelers can participate
- This is a private tour/activity. Only your group will participate
Supplied by
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Bianaca_W
Sailing on a private boat with Captain Dan was pure bliss! The ride was smooth, the views were stunning, and the atmosphere was peaceful from start to finish. Captain Dan was friendly, knowledgeable, and made us feel right at home. We lounged on deck, enjoyed the breeze, and ended the day with a breathtaking sunset. It truly felt like our own slice of paradise—an unforgettable experience!
Reviews
5.0
based on 46 reviews
Jaida_K, Aug 2025
Dan was a wonderful host and tour guide! You can tell that he really loves what he does. I would highly recommend this excursion if you are in orlando!
Diane_F, Jun 2025
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.
Chinda_M, May 2025
Great weather and relaxing trip. Dan was great with explaining the sailing nuances and were was able to participate 🎉
Bianaca_W, May 2025
Sailing on a private boat with Captain Dan was pure bliss! The ride was smooth, the views were stunning, and the atmosphere was peaceful from start to finish. Captain Dan was friendly, knowledgeable, and made us feel right at home. We lounged on deck, enjoyed the breeze, and ended the day with a breathtaking sunset. It truly felt like our own slice of paradise—an unforgettable experience!
Angi_F, Mar 2025
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!
Mike_H, Sep 2024
Wonderful experience. Dan was absolutely amazing. If you're looking for a romantic experience I highly recommend this.
LaToya_J, Jan 2024
Awesome experience from start to finish. Even the text to clarify where to go was helpful. Dan was funny and made our sailing experience personal. It was like hanging with an old friend. Definitely plan to do a sunset cruise with him next time we're in Orlando!!
Rajesh_C, Dec 2023
Nice and pleasurable ride. Dan is a great guy, who knows his job and is well organised. It was a peaceful ride which was made special due to the beautiful surroundings.
Sharon_J, Aug 2023
What an amazing experience we had. The owner was very engaging. Kept us inform on what he was doing, we even assisted with the sail. We highly recommend this experience. Very friendly and inviting.
Nisrine_B, Jul 2023
It was very quiet and relaxing experience! Dan was very informative and knows sailing very well and very entertaining!!
Cathalean_G, Dec 2022
Dan was amazing knowledgeable and friendly eases my concerns with this being my first time. I wore my life jacket since I had the jitters he was very understanding.
Response from Host, Jan 2023
Thank you so much for sailing with me! I remember it being a breezy day but we had fun!
Jaquinda_J, Sep 2022
Dan was amazing!!!
We enjoyed the conversation along with the ride. Thank you for allowing us to spend a couple of hours with you.
John_D, Sep 2022
Very relaxing and calming. Dan Pollock was very experienced and knowledgeable. Dan was VERY FRIENDLY, and engaged with conversation. He recommended great eating places to go and sights to see!!! Consider him a NEW FRIEND!
Roxie_F, Sep 2022
It was a pleasant day on the water!
Unfortunately we didn’t have any wind but our guide did the best he could.
We would definitely try it again on another trip.
Latesha_M, Jul 2022
It was a great experience & teaching experience!! We enjoyed the sail!! The weather was nice I will definitely recommend this.
Devanna_S, Jul 2022
The owner was VERY kind and personable! He made the sailing experience fun, educational but of course it was relaxing! We had a great time!
lisa_f, Apr 2022
This was something I had read on a website for excursions in Florida as we were on a vacation from Michigan. It was such a unique idea to take my daughters to. It was so much fun to relax and enjoy the sunshine and learn about sailing a bit as well! He was an amazing guide and an absolute blast to chat with. It was truly a great memory I will share with my daughters. Please don’t hesitate I am so glad I was able to secure a spot as they were filling fast!
Bethany_S, Mar 2022
This was a truly wonderful experience. We were fortunate to have a perfect day for sailing and the lake is a beautiful setting. Dan is very nice and sailing with him was a blast. It was great to get out on the water for a day, running lines and steering, but you're able to just sit back and relax if you'd prefer that. There's nothing quite like hitting the lake on a sunny day on a sailboat, and this experience was a great one.
Kellie_B, Mar 2022
Our guide was very knowledgeable. We enjoyed conversation with him and it was just an overall perfect experience. We highly recommend :)
Richard_F, Jan 2022
I thoroughly enjoyed this sailing trip. It was informative & fun. I would definitely take this trip again. Dan (our Captain of the boat) was very friendly & was very knowledgeable of sailing.
Malkah_J, Jan 2022
Dan was friendly and helpful. We had a beautiful day, with some wind but not too much, plenty of sun and s most relaxing experience. I highly recommend.
Ronald_C, Jun 2021
First time sailing and we were not disappointed. Dan was very personable and knowledgeable. We even learned a few things about sailing. Had know idea it was so much work but Dan seems to enjoy it. Thanks to him for starting this business!!
Danielle_N, Jun 2021
Told him about wanting to take boating lessons and he gave a very good walkthrough and idea of what id be learning!! Such a great person to converse with. You won't be disappointed, if i lived in Florida my boyfriend and I would have a great friend. Thank you for a great experience and conversations
Deidre_Y, May 2021
What a wonderful experience! The weather was perfect, it was relaxing and Dan was the perfect host. He was fun, knowledgeable and really cared that we had a great time. I can’t wait to do it again. What a great birthday present
Jalisa_M, May 2021
Listen Dan was Amazing me and my husband did the 2hr day sail for our 6 year anniversary it was relaxing yet fun....Dan was knowledgeable and fun he allowed us to help him with the boat gave us very good info about sailing the winds water etc I mean everything was great we will definitely be using his services again! Keep up the great work and don’t forget what I said about chips 🤣
Latoya_W, Apr 2021
All of it was beautiful and the host was extremely kind. It was relaxing, great conversation, nice breeze at times. I'll do it again
Response from Host, Apr 2021
Thanks Latoya! So glad you guys had a good time. Hope you'll join us again on the water!
Juan, Feb 2021
Dan is the Man!! This was our first sail ride and he was the best host you could meet! Friendly, makes you feel comfortable and teaches you about sailing a bit! If your looking for a great experience definitely book now!!
Response from Host, Feb 2021
I had a great time sailing with you an Alexis! Thank you again!
Maria_M, Sep 2020
I really recommend this nice experience. It was a great gift for my 15 years old son! The enjoyed the three hours of the trip.
From $89.00
per personup to 24 hours before the experience starts (local time)
Compare Similar Experiences
Current
Private 2-Hour Day Sailing Experience
46
2 hours
Free Cancellation
From
$89.00
Customers Who Bought This Tour Also Bought
Attractions in Orlando, USA