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Classic Harbor Line

202 William St, Key West, FL 33040-6645
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USD 59.12*
and up
Key West Classic Day Sail Aboard America 2.0
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USD 59.12*
and up
Mimosa Day Sail aboard Schooner America 2
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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.
  • Excellent92%
  • Very good5%
  • Average1%
  • Poor1%
  • Terrible1%
Travellers talk about
“sunset sail” (165 reviews)
Closed Now
Hours
Hours Today: 7:00 am - 12:00 am
LOCATION
202 William St, Key West, FL 33040-6645
Ways to Experience Classic Harbor Line
from USD 91.38
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from USD 59.12
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Write a ReviewReviews (1,167)
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"sunset sail"
in 165 reviews
"schooner america"
in 54 reviews
"captain and crew"
in 91 reviews
"shrimp"
in 68 reviews
"cheese and crackers"
in 43 reviews
"beautiful ship"
in 31 reviews
"sailing experience"
in 45 reviews
"afternoon cruise"
in 18 reviews
"great sail"
in 27 reviews
"perfect sunset"
in 17 reviews
"key west sunset"
in 24 reviews
"beer and wine"
in 22 reviews
"party boat"
in 12 reviews
"open water"
in 12 reviews
"highlight of our trip"
in 15 reviews
"sails"
in 162 reviews
"sailboat"
in 89 reviews
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1 - 10 of 1,153 reviews

Reviewed yesterday via mobile

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 4 days ago

One of the very best. The crew were fantastic, the schooner was magnificent, the narration was very informative and the sunset was spectacular. We plan on going again. Have recommended to many people already.

Review collected in partnership with this attraction
Thank jwosina
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 4 days ago

My wife and I took a sunset cruise on the Schooner America 2.0. The Ship is beautiful and the sailing was very peaceful. Captain Ron was very knowledgeable of the Key West harbor and surrounding waterways. The crew (Amber and Steve, captains in their own...More

Review collected in partnership with this attraction
Thank Bill C
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Reviewed 4 days ago

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 1 week ago

Everything was great. Could not ask for better crew, sail or weather. It was interesting watching the crew set the sails.

Review collected in partnership with this attraction
Thank LMH920
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 1 week ago

Great Sail! Nothing could have been done to improve the Sail. Crew was there to serve and did a great Job!!

Review collected in partnership with this attraction
Thank igotanash
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 1 week ago

One of the best experiences while in the Keys! Breathtaking views, great atmosphere. Staff and captain made the trip comfortable, and fun!

Review collected in partnership with this attraction
Thank debranettleton
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 1 week ago via mobile

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 1 week ago

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 1 week ago via mobile

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Ask a question
Questions & Answers
Rachel S
27 March 2017|
AnswerShow all 3 answers
Response from rwalk89 | Reviewed this property |
Both
1
Vote
cayogordo
25 January 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
0
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Mark Z
12 January 2016|
Answer
Response from Judith H |
Sunset cruise is around 2 hours. There is veg and dips, cheese and crackers, shrimp served and wine, beer and soft drinks.
0
Votes