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Classic Harbor Line Key West

5.0

About this business

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

Location details

202 William St, Key West, FL, 33040, United States

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WeekdayScheduleStatus
Mon9:00 a.m. to 9:00 p.m.
Tue9:00 a.m. to 9:00 p.m.
Wed9:00 a.m. to 9:00 p.m.
Thu9:00 a.m. to 9:00 p.m.
Fri9:00 a.m. to 9:00 p.m.
Sat9:00 a.m. to 9:00 p.m.
Sun9:00 a.m. to 9:00 p.m.
5.0436 reviews
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Kyle Boss's profile image
Kyle Boss 
recommend  Recommended
12 hours ago

Excellent Experience. The crew was great, the views were great, the drinks were great. We didn't realize there was going to be hors d'oeuvres as well, which was a fun surprise. We got lucky and saw a pod of dolphins while we were out. Highly recommended. 

Diane Smith's profile image
Diane Smith 
recommend  Recommended
a week ago

What a great champagne sunset cruise! The appetizers were delicious and the crew was fantastic! Highly recommend this activity when you’re in Key West. 

Kelsey Houston's profile image
Kelsey Houston 
recommend  Recommended
3 weeks ago

Absolutely wonderful. Staff was very attentive and always around if you needed them. Would 100% do again in a heartbeat. Only thing stopping us is leaving. 

Beth W. Mays's profile image
Beth W. Mays 
recommend  Recommended
a month ago

We were in town for a while and decided to make their Cocoa and Carols Cruise one of our excursions. It was a wonderful experience even though it was a foggy misty night. The crew was amazing and the Captain did a great job. Everyone was friendly and went above and beyond to make sure everyone was comfortable and enjoying themselves. Definitely recommend sailing with them! 

Cristina Lynne's profile image
Cristina Lynne 
recommend  Recommended
a month ago

We took the Cocoa and Carols family friendly cruise and it was so fun. Every age loved it! The music was so fun, the cruise was gorgeous, the crew was fantastic and the Cocoa (mine was spiked) was yummy, 💯 recommend!!! 

William Harrison's profile image
William Harrison 
recommend  Recommended
2 months ago

Amazing experience with the America 2.0 crew! My wife and I have done a LOT of tall ship / schooner cruises and this was one of, if not THE best that we’ve been on. We went for a day sail on thanksgiving, it was perfect. Going to make this a tradition every year. Janet and her crew (Victoria, Dan, and Brad) were so so nice and knowledgeable, and just fun to sail with. 

Nancy H. Chace's profile image
Nancy H. Chace 
recommend  Recommended
11 months ago

Every trip on the 2.0 is a delight. More winds the better the ride. Absolutely worth every $$. Crew is so friendly, and makes the ride all the better. (and it has no loud music). 

Business response:

Hi Nancy, Thank you for booking another sail with us and taking some time to leave a review. We are always happy to have you aboard and glad that each experience has been a great one. We look forward to the next time! Warmly, Classic Harbor Line Key West 

Matthew Shaw's profile image
Matthew Shaw 
recommend  Recommended
a year ago

We joined the captain and crew of the Schooner America 2.0 for a sunset sail on Sunday, 1/21/2024. The clouds didn't allow for the greatest sunset, but the sky did show off some cool colors. The highlight is the sail itself and this remarkable crew. We had an all female crew and the rocked it. The work looks so hard, but these three women looked like they had the time of their lives with the great sailing weather. Not only were the commanding the ship, hoisting sails, and keeping us moving, they were serving drinks and snack... read more

Business response:

Hello Matthew, Thank you for booking a sunset sail with us and taking some time to leave this wonderful review. We love to hear that the crew was having fun along with the guests thanks to some great weather and a vessel that really comes to life in a fresh breeze. We appreciate the recommendation and hope to see you again soon! Warmly, Classic Harbor Line Key West 

Jessi James's profile image
Jessi James 
recommend  Recommended
a year ago

10000000x recommend the sunset sail. What an awesome crew, boat, and service! It’s the “touristy” thing to do that actually doesn’t make you feel that way. Such a pleasant and natural experience! Highly recommend! 

Business response:

Hello Jessi, Thank you for booking a sunset sail with us and taking some time to leave a review. We love to hear that you enjoyed yourselves and were well taken care of by the crew. We appreciate the recommendation and hope to have the pleasure of welcoming you back aboard any time you are in Key West! Warmly, Classic Harbor Line Key West 

Frequently asked questions about Classic Harbor Line Key West

How is Classic Harbor Line Key West rated?

Classic Harbor Line Key West has a 5 star rating with 436 reviews. 

When is Classic Harbor Line Key West open?

Classic Harbor Line Key West is closed now. It will open at 9:00 a.m.