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Classic Harbor Line: Key West Dedicated to providing the most perfect hospitality and sailing experience one could find in Key West, Classic Harbor Line hopes for the privilege of escorting you on a breathtaking excursion aboard the most elegant vessel in the local Key West fleet: Schooner America 2.0. While visiting Key West, Florida you will find a number of land and water-based activities. However, a classic schooner sail, whether it be a day sail or sunset sail, is well known to be the quintessential Key West activity t... read more
202 William St, Key West, FL, 33040, United States
Get directionsWeekday | Schedule | Status |
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Mon | 9:00 a.m. to 9:00 p.m. | |
Tue | 9:00 a.m. to 9:00 p.m. | |
Wed | 9:00 a.m. to 9:00 p.m. | |
Thu | 9:00 a.m. to 9:00 p.m. | |
Fri | 9:00 a.m. to 9:00 p.m. | |
Sat | 9:00 a.m. to 9:00 p.m. | |
Sun | 9:00 a.m. to 9:00 p.m. |
This sunset, sailboat cruise was the highlight of my trip to Key West! Not too many people, a beautiful old sailboat, great light snacks and a wonderful crew! What a treat this was!
Had a beautiful sail May 10. Loved that we were under full sail all the way. Delicious treats and great service.
Americana 2.0 Key West 5/2025: Very well done from start to finish! On time, organized, friendly, well run, professional, personable crew, very informative, literally everything was perfect! Thanks to the crew for having us aboard!
The sunset cruise was an awesome experience. The crew was extremely friendly and attentive. The food and drinks were also very good. Gorgeous view of the sunset. Beautiful sail, I highly recommend it! thanks to the crew for making a great memory
The staff works hard to make sure everyone is taken care of and ensures a smooth ride. There was plenty of room and the food was great. Sunset can’t be beat either!
Awesome experience! Sail was awesome, went out several miles and experienced sailing for the first time. Would highly recommend!!
Our sun set champaign cruise on America 2.0 was the highlight of our trip to Key West. The entire crew were amazing, they never stopped taking care of us while also doing all their duties. I highly recommend sailing with them, I will the next time I'm in Key West, you should too.
This was the most amazing excursion! The staff was amazing, very friendly, and helpful. The service was extraordinary and they did all this while also performing some hard labor getting those sails up. You won’t find a better crew and beautiful vessel to sail upon. The choice is up to you, but you’d be wrong to miss this opportunity if you’re in Key West.
My husband and I enjoyed a wonderful sunset cruise with Classic Harbor Line in February, complete with interesting stories from the crew and tasty food and beverages. Beautiful way to pass the time and enjoy being out on the water.
Classic Harbor Line Key West has a 5 star rating with 655 reviews.
Classic Harbor Line Key West is open now. It will close at 9:00 p.m.