We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
The latest reviews. The lowest prices. The perfect place to shop for hotels.

“Sailing in Paradise aboard the America 2.0”

Classic Harbor Line
Book In Advance
More Info
and up
Key West Sunset Sail Aboard Schooner America 2.0
Ranked #3 of 283 Tours in Key West
Certificate of Excellence
More attraction details
Attraction details
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
Washington DC
Level Contributor
83 reviews
41 attraction reviews
common_n_attraction_reviews_1bd8 24 helpful votes
“Sailing in Paradise aboard the America 2.0”
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
Thank VetteGuyDC
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Write a Review

999 reviews from our community

Visitor rating
Date | Rating
  • Danish first
  • English first
  • French first
  • German first
  • Italian first
  • Portuguese first
  • Any
English first
St. Petersburg, Florida, USA
Level Contributor
9 reviews
common_n_attraction_reviews_1bd8 3 helpful votes
“Americas 2.0 Quantum Regatta Day Sail”
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
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Boston, Massachusetts
Level Contributor
23 reviews
common_n_attraction_reviews_1bd8 10 helpful votes
“America 2.0”
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
Thank cayuga919
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Wisconsin, USA
Level Contributor
69 reviews
24 attraction reviews
common_n_attraction_reviews_1bd8 36 helpful votes
“Magnificent Sunset Cruise”
Reviewed January 29, 2013

Fun but professional captain and crew, nice to have complimentary drinks and snacks (great shrimp cocktail!), lovely fast boat (we did the America 2.0 Schooner) and learned a lot about sailing. Exciting but not scary for those who are more land-lubbers. Makes me want to do a sailboat trip!!

Visited January 2013
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Key West, Florida
1 review
“America 2.0, Awesome Sail and Crew!”
Reviewed January 27, 2013

Went out for a moonlight sail on Saturday the 26th, Crew and America 2.0 offered an awesome memory and experience. Would highly recommend as a stop for your Key West Adventures. you won't be disappointed.

Kelly and Denise Duffy
Tim and Marian Holmes
Des Moines and Albia, Iowa

Visited January 2013
Thank Kelly D
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.

Travelers who viewed Classic Harbor Line also viewed


Been to Classic Harbor Line? Share your experiences!

Write a Review Add Photos & Videos

Owners: What's your side of the story?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing