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Classic Harbor Line Key West

4.9

About this business

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.
4.9884 reviews
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Caullie Roberts's profile image
Caullie Roberts 
recommend  Recommended
4 weeks ago

Husband and I had a great time. Staff was wonderful and very friendly. If you’re looking for a nice quiet trip without the loud music, this is for you. Views were amazing, lots of opportunities for pictures. Under sail is the best way!! 

Business response:

Thank you so much for taking the time to write us a review! We are delighted to hear you had a great time and that our crew was wonderful and friendly. It's wonderful that you enjoyed the peaceful atmosphere, amazing views, and photo opportunities. We hope to have the opportunity to welcome you aboard again soon! - Classic Harbor Line Key West 

Jennifer Simpson's profile image
Jennifer Simpson 
recommend  Recommended
a month ago

What an awesome experience. Had an absolutely wonderful time! The schooner is beautiful. The crew top notch. Very welcoming and hard working. Never had any issue answering questions from us new to sailing. I can’t wait to come back and bring my family!! Thank you Ray, Jade and Renee!! 

Business response:

Jennifer, thank you for booking a sail with us and taking some time to provide your valuable feedback. We are delighted to hear you had an awesome experience aboard America 2.0! Our crew works hard to be welcoming and helpful, and we're thrilled that they took great care of you. We hope to have the pleasure of hosting you and your family again soon! - Classic Harbor Line Key West 

Warren Frerichs's profile image
Warren Frerichs 
recommend  Recommended
a month ago

Capt Janet and crew could not have been nicer or more competent. The boat sails like a dream, and we went past all the traditional schooners like they were aground. Highly recommended, especially if you are a sailor! 

Business response:

Warren, thank you for booking a sail with us and taking some time to provide your valuable feedback and recommendation. We are delighted to hear about your wonderful experience with Captain Janet and our crew. It's fantastic that you enjoyed how beautifully the boat sails and appreciated our team's competence and friendliness. We hope to have the opportunity to welcome you aboard again soon! - Classic Harbor Line Key West 

Michele Brooks Hyde's profile image
Michele Brooks Hyde 
recommend  Recommended
a month ago

Loved my birthday sunset cruise. Crew was very nice. 

Business response:

Michele, thank you for booking a sail with us and taking some time to provide your valuable feedback. We are delighted to hear you loved your birthday sunset cruise and that the friendliness of our crew added to the experience. We hope to have the pleasure of hosting you again soon! - Classic Harbor Line Key West 

Linda Brence's profile image
Linda Brence 
recommend  Recommended
2 months ago

Awesome time sailing with the American 2.0 crew on Super Bowl Sunday. Great weather, company and crew! 

Business response:

Linda, thank you for booking a sail with us and taking some time to provide your valuable feedback. We are delighted to hear you had an awesome time sailing with our crew on Super Bowl Sunday, and we hope to have the pleasure of hosting you again soon! - Classic Harbor Line Key West 

Jennifer Roller's profile image
Jennifer Roller 
recommend  Recommended
4 months ago

I have never sailed before. Janet was our Captain and she was awesome! It wasn’t over crowded and she chatted with us the entire time and educated us on sailing. We are considering trying the ship in NY next time! We will be back. Thanks! 

Business response:

Jennifer, thank you for booking a sail with us and taking some time to write such a glowing review. We are delighted to hear Captain Janet made your first sailing experience awesome and that you enjoyed her educational approach throughout the trip. We hope to have the opportunity to welcome you aboard again soon! - Classic Harbor Line Key West 

Sherry Kleinert's profile image
Sherry Kleinert 
recommend  Recommended
10 months 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! 

Business response:

Hi Sherry, Thank you for booking with us and taking some time to leave your valuable feedback. We are delighted that our sunset sail was the highlight of your Key West trip, and we hope to see you again next season! Warmly, Classic Harbor Line Key West 

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

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

Business response:

Thank you so much for your feedback! It is most rewarding to share the experience of sailing with you all. We hope to welcome you aboard in the future. 

Barbara Passaro Gromwaldt's profile image
Barbara Passaro Gromwaldt 
recommend  Recommended
11 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! 

Business response:

Thank you so much for your compliments! It was truly our pleasure to have you aboard and share our love for sailing and Key West with you. 

Frequently asked questions about Classic Harbor Line Key West

How is Classic Harbor Line Key West rated?

Classic Harbor Line Key West has a 4.9 star rating with 884 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.