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3 hours
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Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay”. Choose our popular 3-hour Day Sail through the Florida Keys Marine Sanctuary in Marathon, Florida. Our sailboat rides feature the perfect blend of natural beauty, maritime history, and the thrill of the open sea. Don't forget your camera – this is a photo opportunity you won't want to miss! Book your spot now and get ready to create memories that will last a lifetime.
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Suitable for all physical fitness levels
For a full refund, cancel at least 24 hours before the scheduled departure time.
Florida Keys National Marine Sanctuary
The adventure begins as we set sail into the shimmering waters of Boot Key Harbor, one of the largest mooring fields in the world. Marvel at the spectacle of boats gracefully anchored in the harbor, a captivating sight that showcases the maritime culture of the Florida Keys. We continue out into Hawk Channel where, if you're lucky, we'll spot a pod of dolphins swimming close to the boat. As we navigate these pristine waters, the iconic Sombrero Lighthouse comes into view. A symbol of maritime history, this picturesque lighthouse stands proudly on Sombrero Reef, providing a captivating backdrop for your seafaring adventure. Don't forget your camera – this is a photo opportunity you won't want to miss!
Soda/Pop
Bottled water
Alcoholic Beverages
39 reviews
Total reviews and rating from Viator & Tripadvisor
U9885KNrobinh,Mar 28, 2026
- Review from Tripadvisor
We had a great time. Fabulous day, great ride, dolphins and a very knowledgeable captain. We could not have asked for more!



kathylL6226RT,Mar 26, 2026
- Review from Tripadvisor
This was a wonderful, laid back sail with a maximum of 6 passengers on a large, comfortable sailboat. Captain Mike was knowledgeable and interesting, with great stories from his years sailing. He also knew a lot about the area in which we sailed. I spent most of my time soaking up sun and sea air near the bow, whereas my husband spent more time in the cockpit, conversing with the captain. We saw lots of dolphins, pelicans, and a sea turtle. We both highly recommend this cruise.


christinecJ7167GJ,Mar 17, 2026
- Review from Tripadvisor
Wonderful evening. Great Captain.
MoltoCaldo,Mar 16, 2026
- Review from Tripadvisor
What a wonderful morning we had with Captain Mike and his gorgeous boat!! This experience was definitely a highlight of our week in the Florida Keys! My husband and I and our teenage daughter had a morning sail with another couple. Mike was so friendly and relaxed and had the most interesting stories to tell - he had all the best insider info about the restaurants and we also learned about the wildlife. He let our daughter help him a couple of times with the sails. My husband is all about relaxing and there were cushioned seats and plenty of shade for him (re: this is not a loud music booze cruise in any way!) We were able to move around and sit out in the front and on the sides of the boat. We had the greatest weather! This was truly a very chill, smooth sailing experience and we would totally book this again!! Thank you, Mike - you are the best!!! :)


DAAVP,Mar 14, 2026
- Review from Tripadvisor
Daytime private cruise. Nice sunny day with calm seas. Captain Mike had many interesting adventures to tell us about. Owns, operates and lives on boat. Easy to find and good location with plenty of free parking.
HISTORY FINDER,Mar 8, 2026
- Review from Tripadvisor
This was our second excursion on the Chao Lay. As always, we had a smooth great day of sailing. A great yearly tradition. The captain was friendly and informative, and full of wonderful stories of the sea as we sailed around the Keys outside and around Marathon. Highly recommend this trip.
Loyd J,Feb 18, 2026
- Review from Tripadvisor
we Loved it so much. We are already planning our next adventure. Sailing will definitely be part of our next adventure. Already started planning next year's trip.
christinecJ7167GJ,Feb 17, 2026
- Review from Tripadvisor
We enjoyed our sunset sail with Mike. The four of us have never sailed before. Liked the tour of the boat and its operations. Mike is very personable and has good stories. The sail was beautiful!
Patricia N,Feb 15, 2026
- Review from Viator
Extremely competent and pleasant captain. Beautiful and excellently maintained ship. We saw manatees at his dock.
Discover800565,Feb 9, 2026
- Review from Tripadvisor
A total delight and welcome break from the hustle and bustle of Route 1 in the Keys. Mike, the captain, is super nice and accommodates our sailing preferences. What a way to see nature, going out the harbor, past the mangrove islands and into the sound. A school of dolphins swam with us for much of the time, which was enchanting. A wonderful experience!



Operated by Marathon Sailboat Rides