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Classic Harbor Line

202 Williams Street, Key West, FL 33040
305-293-7245
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Ranked #12 of 304 activities in Key West
Certificate of Excellence 2014
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Type: Tours
Owner description: 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... more » Owner description: 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 and only the most professional and courteous crew you will ever meet. America 2.0 is truly the diamond shining amongst the Key West Schooner Fleet. She is a close cousin to Key West's former pride, Schooner America. Guests are sure to have a comfortable ride on this fast and lively schooner. 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 vessels 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 that will highlight your stay and be the lasting memory forever. « less
Useful Information: Activities for older children
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384 reviews from our community

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Date | Rating
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English first
Lindsay, California
Reviewer
4 reviews 4 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed June 8, 2014

We enjoyed it so much that we went back daily until we left. We particularly liked the afternoon sail. The sunset sail was nice but more crowded.

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Palm Harbor, Florida
1 review
5 of 5 stars Reviewed May 21, 2014

Last minute decision, worth every penny. Last minute decision, worth every penny. Last minute decision, worth every penny. Last minute decision, worth every penny. Last minute decision, worth every penny. Last minute decision, worth every penny. We're going again this year!

Was this review helpful? Yes
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed May 20, 2014 via mobile

I've lived in the city for over two years, and it was such an amazing way to spend an evening! The crew - Cait, Carly, and Miles - was incredible! So accommodating and knowledgeable. They get you SO CLOSE to the Statue of Liberty, and 3 rounds of drinks are included! Bring cash to tip the crew, you'll want to!

Was this review helpful? Yes 1
Northwich, United Kingdom
1 review
5 of 5 stars Reviewed May 10, 2014

This was a magical experience. The Schooner was maintained to the highest standard and the crew were friendly but professional. Luckily the evening we chose to sail was superb - 26 March 2014, windy enough to get up a good speed but clear and dry. Words cannot describe the magnificent sunset and even got the opportunity to sail the ship... More

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CHL745, Manager at Classic Harbor Line, responded to this review

Hello, Thank you for joining us for a Magical Key West Sunset aboard Schooner America 2.0! We are happy to hear that you enjoyed your sail with us and hope to have you out with us again in the future. Classic Harbor Line More

1 review
5 of 5 stars Reviewed April 3, 2014

Can't rate this highly enough plenty to drink both soft and alcoholic. Knowledgable crew. Fantastic sailing really filled the sails. Enjoyed everything about the evening.

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CHL745, Manager at Classic Harbor Line, responded to this review

Hello, Thank you for joining us aboard the Schooner America 2.0 and thank you for sharing your experience! We are happy to hear that you enjoyed yourself and hope to have you out with us again in the future. Classic Harbor Line More

Tampa Florida
Senior Contributor
34 reviews 34 reviews
11 attraction reviews
55 helpful votes 55 helpful votes
5 of 5 stars Reviewed March 20, 2014

We were in Key West for a few hours as a stop on a cruise. Having been to Key West a bunch of times we were looking for something a little different so we jumped on the America 2.0 at the last minute for a 1.5 hour afternoon cruise. WOW! What a beautiful, educational and fun experience for adults and... More

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CHL745, Manager at Classic Harbor Line, responded to this review

Hello, Yes, Sailing aboard the schooner America 2.0 is really something else. It was designed so that in the lightest of wind you will feel the sailing experience! We are happy to hear that you had a great day and that your children enjoyed it as well! We hope to have you out with us again in Key West and... More

Mastic, NY
Senior Contributor
22 reviews 22 reviews
3 attraction reviews
15 helpful votes 15 helpful votes
5 of 5 stars Reviewed March 20, 2014

The sunset was a bit disappointing due to clouds but the staff more than made up for that. The view of the private island that Oprah rented (how did she get all those homeowners to agree to that?) for her friend Maya Angelou's birthday (if it's true?) is a place anyone would want to live. Gorgeous homes. The keys are... More

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CHL745, Manager at Classic Harbor Line, responded to this review

Hello, We are sorry to hear that it was a bit cloudy, but we are happy to hear that you enjoyed the sail as well as the company of the Crew! We love hearing feedback on them as we know they work hard and love what they do! We hope to have you out again! If not in Key West... More

Montpelier, Vermont
Contributor
17 reviews 17 reviews
4 attraction reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed March 16, 2014

Enjoyed the sunset cruise on this really lovely boat. Great crew and captain. I enjoyed "steering the ship" and would recommend this sail to anyone except those with young children.

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CHL745, Manager at Classic Harbor Line, responded to this review

Hello, Steering the ship is always a wonderful experience to have aboard this vessel. To feel the wind power the ship is pretty breath taking. Thank you for coming out and sharing your experience! We hope to have you out with us again in the future. Classic Harbor Line More

Londonderry, New Hampshire
2 reviews
5 of 5 stars Reviewed March 15, 2014

Gorgeous...fast schooner.... A wonderful wind and the boat moves faster than anything else with sails! Scenery can't be matched as the sun drops below the horizon.... Cracker and cheese,shrimp and beer and wine... Combine with a awesome captain and crew... Can't get enough sailing!

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CHL745, Manager at Classic Harbor Line, responded to this review

Hello, Thank you for coming out with us and thank you for sharing your experience. There really isnt anything more stunning than a sunset down in Key West aboard a sailing vessel. We hope to have you out wtih us again in the future. Please make sure to check out our other locations as well. Classic Harbor Line More

Wake Forest, North Carolina
Senior Reviewer
10 reviews 10 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed March 6, 2014

Had a GREAT evening sunset cruise aboard the Schooner America 2.0!! It was a great trip, great food, great company and a great skipper & crew! This is a must do on any trip to Key West!!

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CHL745, Manager at Classic Harbor Line, responded to this review

Hello! Thank you for coming out with us on your vacation in Key West and Thank you for sharing your experience! Sounds like you enjoyed and we hope to have you out with us again in Key West or in one of our other locations! Classic Harbor Line More

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