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Classic Harbor Line

Open Now: 7:00 AM - 12:00 AM
Open today: 7:00 AM - 12:00 AM
Book In Advance
Tours from Classic Harbor Line tend to sell out - travelers recommend booking in advance!
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Traveler Overview
  • Excellent92%
  • Very good5%
  • Average1%
  • Poor1%
  • Terrible1%
Travelers talk about
“sunset sail”(170 reviews)
About
Classic Harbor Line, operating renowned day sail operations in Newport, RI, New York City, Boston,MA, Hoboken,NJ,and bring the glorious America 2.0 to Key West, Florida. The 105-foot, 1800s vessel is captained by US Coast Guard certified captains...more
Open Now
Hours Today: 7:00 AM - 12:00 AM
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Contact
202 William St, Key West, FL 33040-6645
Website
+1 305-293-7245
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Ways to Experience Classic Harbor Line
from $91.38
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from $60.20
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Reviews (1,216)
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1,201 results
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All reviews sunset sail schooner america captain and crew shrimp beautiful ship sailing experience afternoon cruise great sail cheese crackers beautiful evening perfect sunset green flash key west sunset party boat sails sailboat champagne
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1 - 10 of 1,201 reviews
Reviewed yesterday

The boat was gorgeous, the crew was awesome and the trip was better than we expected. We would definitely do this again. John at the check in counter was so friendly and fun too!

Date of experience: December 2018
Thank Heyboik
Reviewed yesterday via mobile

They have all the excuses if you have any complications. ANY other boat is better. Customer service is awful

Date of experience: December 2018
Thank Michael T
Reviewed 4 days ago

The staff were exceptional. The captain was fantastic and she did here duties with great excitement. We had an exceptional sailing with an amazing sunset to top it off. Highly recommend.

Review collected in partnership with this attraction
Date of experience: December 2018
Thank Mike777722
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 2 days ago

Hey Mike thanks for the great review! We're glad you could join us and that both the staff and sunset gave an exceptional performance. Cheers, Classic Harbor Lines

Reviewed 4 days ago

The crew was friendly and knowledgeable. Drinks were great. Very enjoyable. They also let you drive if you like.

Date of experience: December 2018
Thank cprv19
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 2 days ago

Thanks so much for the great review! Hope to see you out here again soon. Cheers, Classic Harbor Lines Key West

Reviewed 5 days ago

Amazing and wonderful experience! Friendly and knowledgeable crew! Highly recommend for any corporate or special occasion. Beautiful Schooner!

Review collected in partnership with this attraction
Date of experience: December 2018
Thank GoPlaces36230024718
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 2 days ago

Thanks for bringing office party out on the America 2.0! We agree that the boat fits well with all special occasions. Looking forward to seeing you again soon. Cheers, Classic Harbor Lines Key West

Reviewed 1 week ago via mobile

My partner and I went on a sunset sail on the America 2.0 it was a fantastic and relaxing experience. To say the least it was a perfect ending for a prefect day. Would recommend it to anyone who doesn’t suffer from sea sickness.

Date of experience: December 2018
Thank 87carat
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 2 days ago

Thanks for sailing with us! We're glad you enjoyed the experience and hope to see you out here on the water again soon. Cheers, Classic Harbor Lines Key West

Reviewed 1 week ago

They had some last minute availability, so on a whim we took the 2 hour sunset cruise. The crew was fun and it was nice to chat with them. The schooner is a replica and it's great to watch the crew put the sails up...More

Date of experience: December 2018
Thank Jason W
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 2 days ago

Thank you so much for the nice review, Jason. We're glad you made that last minute decision! Hope to see you out here again soon. Cheers, Classic Harbor Lines Key West

Reviewed 1 week ago

A highly enjoyable time with a very engaging crew. The views are spectacular and the ship is a fantastic sailing vessel. Thanks for the great time!

Review collected in partnership with this attraction
Date of experience: December 2018
Thank Joe A
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 2 days ago

Joe, Thanks for joining us! We're glad to hear you enjoyed the trip. Hope to see you out here again soon. Cheers, Classic Harbor Lines Key West

Reviewed 1 week ago

This romantic sailing excursion was amazing. Letting the wind takes us across the beautiful ocean. and watching the sunset as my husband wrap his arms around me. This is a must for couples. The crew and captain where great as well.

Date of experience: December 2018
Thank Dara8583
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 2 days ago

We're so happy to hear that! Thanks for joining us and hope to see you again soon. Cheers! Classic Harbor Lines Key West

Reviewed 1 week ago

The crew was very accommodating and explained everything to us from the history of the vessel to safety while cruising. We also had great drinks and hors d'oeuvres! I recommend this experience to everyone.

Review collected in partnership with this attraction
Date of experience: December 2018
Thank globalchanges
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 2 days ago

Thanks for joining us! We're so glad you enjoyed the experience, and we think the history is pretty interesting, too. Hope to see you soon! Cheers, Classic Harbor Lines Key West

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Questions & Answers
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Rachel S
March 26, 2017|
AnswerShow all 3 answers
Response from rwalk89 | Reviewed this property |
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cayogordo
January 24, 2017|
Answer
Response from CHL745 | Property representative |
Hi Gordon, Apologies for the phone issues. If you ever need to make a booking and can't get through on the phone, please email us the details (minus the credit card info, of course) at info @ sail-keywest. com. We can take... More
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