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Classic Harbor Line

202 William St, Key West, FL 33040-6645
+1 305-293-7245
Book In Advance
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USD 59.12*
and up
Classic Day Sail Aboard America 2.0
More Info
USD 91.38*
and up
Key West Sunset Sail Aboard Schooner America 2.0
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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.
  • Excellent91%
  • Very good6%
  • Average1%
  • Poor1%
  • Terrible1%
Travellers talk about
“sunset sail” (152 reviews)
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Hours Today: 7:00 am - 12:00 am
202 William St, Key West, FL 33040-6645
+1 305-293-7245
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331 - 340 of 1,036 reviews

Reviewed 28 November 2016 via mobile

With the classic schooner America 2.0 you get an excellent 2 hours trip watching the beatiful sunset at Key West. The crew is very friendly,Booth as sailors and as waiters. Highly recommended cruise,

Thank MortenL850
Reviewed 26 November 2016

I had been on two sunset cruises and this day cruise aboard your beautiful schooner was by far the best experience.

Review collected in partnership with this attraction
Thank 8peanuts
Reviewed 26 November 2016

Thanks to the Classic team on a great sunset sail while in Key West with friends. It was truly the highlight of the week and was brought up in conversation all week as the best event we could have done. Top notch service- we felt...More

Thank makua
Reviewed 26 November 2016

Loved the boat, staff very friendly, plenty of drinks and snacks throughout the sail. Worth the money!

Review collected in partnership with this attraction
Thank waltz_leslie
Reviewed 25 November 2016

Enjoyed the sail very much and the service was excellent had drinks and appetizers befroe docking. Saw a wonderful sunset.

Review collected in partnership with this attraction
Thank Richard O
Reviewed 25 November 2016

Enjoyed a wonderful day sail - only complaint - one and half hour sail too short. Good service on board for beer and wine and non alcoholic drinks

Review collected in partnership with this attraction
Thank 513carolyn
Reviewed 25 November 2016

Beautiful smooth ride with a hardworking attentive crew. Definietly will sail again. The captain even gives those who would like a chance at steering this magnificent schooner.

Review collected in partnership with this attraction
Thank Charlene M
Reviewed 25 November 2016

Completely worth it! Everyone was lovely, great selection of drinks, and the sail itself was delightful. Perfect, perfect excursion. Definitely recommend it. :)

Review collected in partnership with this attraction
Thank Kristina H
Reviewed 24 November 2016

The boat was beautiful and the crew was attentive to our needs and interested in making sure our voyage was fun and safe. Great bunch of talented kids.

Review collected in partnership with this attraction
Thank James C
Reviewed 24 November 2016

A great sailing boat, skilled and attentive crew, on a beautiful evening. We will repeat this any time we return to Key West.

Review collected in partnership with this attraction
Thank David Y
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Questions & Answers
Rachel S
27 March 2017|
AnswerShow all 3 answers
Response from rwalk89 | Reviewed this property |
25 January 2017|
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
Mark Z
12 January 2016|
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.