Prices checked on Sep 11, 2026Things to do in Key West
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.
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!
Day Sailing Adventure in the Florida Marine Sanctuary lasts about 3 hours. The itinerary has 1 stop.
Prices start at $120 per person for this Key West experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is We are located in the marina that is right next to Publix Supermarket. We're docked in Slip 6B. There's plenty of free parking right in front of the boat.. Hotel pickup is not part of this experience.
The experience is available in EN, ES.
It is a small-group experience with a maximum of 6 participants.
Infants are required to sit on an adult’s lap
Yes, bookings are confirmed instantly.
Great outing. Really enjoyed the captain who was great with kids and kept us entertained with interesting stories. Glad to recommend this activity. Great
Russell, thanks for your review. I'm glad the kids enjoyed their time on the boat. It was a pleasure meeting your family. We had a great day on the water and I enjoyed it as much as you did.
Wow, this is a beautiful 50 ft sailboat equipped with all the latest marine technology. You'll be greeted by the most personable Captain Mike. A sailor who has a lifetime of experience circumnavigating the globe. This is a once in a lifetime experience. After all how often do you get to go sailing on a 50 ft sailboat? Treat yourself 😄.
Phyllis, thanks for the great review. It was a pleasure hosting you and Mitch on board my boat. I'm glad you enjoyed it.
This was a great experience. Captain Mike is amazing. His expertise, knowledge and stories were worth the price of admission alone. He even let us steer the ship. Since the limit is six passengers at a time, it doesn’t feel crowded and more exclusive. A definite adventure to experience while in Marathon.
Thanks so much for taking the time to post your review. I was a pleasure having you guys on board my boat and I'm happy you enjoyed your day of sailing.
Thank you, Mike, for an amazing experience aboard your 50’ sailboat. We especially appreciate that you took us out on the tour even though we were the only couple to sign up that morning. That meant a lot to us. We loved hearing about your extensive sailing adventures all over the world. And thank you especially for the sailing lessons, and for allowing us to assume the “Captainship” of the vessel. It was a perfect morning, Mike. Thank you so much! Alan and Samantha, visiting from Colorado. See you again, Mike!
Thanks for your kind review. It was a pleasure hosting you both on my boat. I'm glad you enjoyed it. What a nice time we had! Can't wait to see you again next year.
We had a great experience sailing with Mike. He kept us entertained with many interesting stories and his sailboat was beautiful. Would definitely recommend!!!
Thanks for the recommendation. I'm glad you enjoyed your time on my boat. It was a pleasure meeting you folks.
Mike took us out on his Amazing Sailboat. It was a perfect day for Sailing. We enjoyed our sailing time and also really enjoyed Mike. I highly recommend making time to go sailing with Mike.
Thanks for your kind review. The sailing conditions were perfect that day. I enjoyed it as much as you did.
We had a great time. Fabulous day, great ride, dolphins and a very knowledgeable captain. We could not have asked for more!
Thanks for your review. Glad you enjoyed your day on the water.
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.
Thanks for your kind review and thanks for posting your photos. We hit the jackpot on the wildlife that day. I'm glad you enjoyed it.
Wonderful evening. Great Captain.
Thanks for your review!
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!!! :)
Wow! What a nice review. Thank you so much! It was a pleasure hosting your family on board my boat. I'm glad you enjoyed it. We hit the jackpot on the weather. Hope to see you again next year.
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
| Day Sailing Adventure in the Florida Marine Sanctuary | 3 hours | 5.0 (45) | $120 | |
 Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres | 2 hours | 4.9 (1,477) | $135 | View |
 All-Inclusive Sandbar Safari with Dolphin Playground Encounter | 5 hours | 4.8 (679) | $150 | View |
 Key West Sandbar Safari on One of a Kind Tiki Boat | 3h 30min | 4.7 (185) | $115 | View |
 Key West Sunset Sail with Open Bar, Live Music and Hors D'oeuvres | 2 hours | 4.7 (3,839) | $63 | View |
 Key West Half-Day Fishing Charter | 5 hours | 4.7 (497) | $95 | View |
 Key West Signature Sunset Sail with Live Music, Open Bar & Food | 2 hours | 4.5 (405) | $70 | View |