Classic Harbor Line Key West's cover image
Claimed

This profile has been claimed by the business owner or representative.

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

Get directions
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.
5.0655 reviews
Select a rating
Sherry Kleinert's profile image
Sherry Kleinert 
recommend  Recommended
a month ago

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! 

Greer Nolan's profile image
Greer Nolan 
recommend  Recommended
2 months ago

Had a beautiful sail May 10. Loved that we were under full sail all the way. Delicious treats and great service. 

Barbara Passaro Gromwaldt's profile image
Barbara Passaro Gromwaldt 
recommend  Recommended
2 months ago

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! 

Julie Scruggs Locker's profile image
Julie Scruggs Locker 
recommend  Recommended
2 months ago

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 

Kim Ritter Weisner's profile image
Kim Ritter Weisner 
recommend  Recommended
2 months ago

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! 

Kevin Serdynski's profile image
Kevin Serdynski 
recommend  Recommended
3 months ago

Awesome experience! Sail was awesome, went out several miles and experienced sailing for the first time. Would highly recommend!! 

Doug Travis's profile image
Doug Travis 
recommend  Recommended
3 months ago

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. 

Kara Schultze's profile image
Kara Schultze 
recommend  Recommended
3 months ago

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. 

Tracey L. Kelley's profile image
Tracey L. Kelley 
recommend  Recommended
3 months ago

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. 

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 655 reviews. 

When is Classic Harbor Line Key West open?

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