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“A sailors sunset cruise” 5 of 5 stars
Review of Classic Harbor Line

Classic Harbor Line
202 Williams Street, Key West, FL 33040
305-293-7245
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$45*
and up
Ranked #12 of 325 Activities in Key West
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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.
Useful Information: Activities for older children
Greensboro, North Carolina
Contributor
11 reviews 11 reviews
Reviews in 8 cities Reviews in 8 cities
6 helpful votes 6 helpful votes
“A sailors sunset cruise”
5 of 5 stars Reviewed February 5, 2013

For those that want a true sailing experience aboard a magnificent vessel look no further than America 2. Although she was commissioned in 2011 America 2 is a classic in all the right places. This gaff rigged schooner is a sailors dream.

Captain and crew welcomed our group aboard for our sunset cruise, and offered up champagne, beers, wines, and light hors duvres. The diesel was fired up only long enough to leave the harbor. Then up went the sails an we were off on a two hour cruise at 10 knots. America 2 is stable and dry in a light sea.

Nature provided a beautiful sunset to cap off the evening. Even saw the green flash!!

Highly recommend this trip.

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391 reviews from our community

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Date | Rating
  • Danish first
  • English first
  • French first
  • German first
  • Any
English first
2 reviews
“A wonderful sailing experience!”
5 of 5 stars Reviewed February 1, 2013 via mobile

A windy day on the keys but the trip was comfortable and smooth. A wonderful way to experience the gulf of mexico and the atlantic. The fun and experienced crew worked the sails impressively, and the guests felt a part of the trip! I had a great time!

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Washington DC
Top Contributor
65 reviews 65 reviews
33 attraction reviews
Reviews in 16 cities Reviews in 16 cities
20 helpful votes 20 helpful votes
“Sailing in Paradise aboard the America 2.0”
5 of 5 stars Reviewed January 31, 2013

Do not miss the chance to sail aboard the america 2.0. This re-creation of the original winner of the America's Cup is an equisite vessel with many amenities for a day (or evening) sail that will provide a great view of Key West from the water. We took the day sail to watch sailboat races which included a wonderful commentator who explained what was actually going on and allowed us to share in the excitement of the races. We also took the sunset cruise where we were able to watch a spectular sunset while we sipped champagne!

Visited January 2013
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St. Petersburg, Florida, USA
Reviewer
3 reviews 3 reviews
Reviews in 2 cities Reviews in 2 cities
“Americas 2.0 Quantum Regatta Day Sail”
5 of 5 stars Reviewed January 30, 2013

Could not have been a better sail. Bruce (narrator) and Andrew (captain) took excellent care of us. We didn't miss one minute of the action, especially with the J-70's! Sailboat racing is truly a game of inches! We went out twice, and would go again next year.

Visited January 2013
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Boston, Massachusetts
Senior Reviewer
7 reviews 7 reviews
Reviews in 5 cities Reviews in 5 cities
9 helpful votes 9 helpful votes
“America 2.0”
5 of 5 stars Reviewed January 30, 2013

Spent a wonderful afternoon racing the Wreckers Regatta....We won, but I think every boat does...very windy....competent skipper and crew.

Visited January 2013
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