Sunset Sailing Tours in Orlando – Private 2-Hour Experience on the Water

Voted one of the most romantic things to do in Orlando.

Looking for a unique date night or a relaxing way to wrap up the day? Set sail on a private 2-hour sunset sailing tour and experience a side of Orlando most visitors never see. With a USCG-licensed captain at the helm, you’ll cruise across Lake Fairview under color-rich sunset skies—no crowds, no chaos, just open water and fresh air.

Bring your favorite snacks, sip a drink, and play your own music as you glide along the lake on a 25-foot sailboat. It’s the perfect way to reconnect, celebrate, or simply unwind.

 You’re Welcome at the Helm!

Interested in learning to sail?  If you’re curious, we’ll show you some of the basics of sailing and let you take the helm or trim the sails. If you’d rather kick back and enjoy the view? Totally fine too. You can be as involved (or relaxed) as you want.

Perfect for couples, families, small celebrations, or post-work adventures. The sailboat seats up to 4 guests comfortably in the cockpit, with cozy space and storage below deck. For groups over 4, just reach out—we’re happy to make arrangements. For safety reasons, this tour is not suitable for children under age 5.  Parties of more than 4, please contact us at info@sailingorlando.com for additional information. 

Don’t bother with bustling theme parks…

Come and see the beauty of a Central Florida sunset with Sailing Orlando!

Book Online NowCustomers may cancel and receive a full refund or credit with 4 hours notice of cancellation. To ensure the safety of all passengers, trips do not operate in poor weather. At Sailing Orlando, we want to ensure you have the best possible experience. We monitor the weather daily and will keep in touch about your scheduled trip. Reschedules are flexible.

 

Tours Depart from the Lake Fairview Park Boat Ramp