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Classic Harbor Line

202 William St, Key West, FL 33040-6645
+1 305-293-7245
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Classic Day Sail Aboard America 2.0
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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” (151 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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Reviews (1,035)
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1 - 10 of 1,022 reviews

Reviewed 2 days ago via mobile

We took this cruise out of Key West with high expectations, and let me tell you this exceeded our expectations by miles (or knots). Amazing sunset view but more importantly it was an amazing crew. They made our trip fun and inviting, and were refilling...More

Thank Harmeet S
Reviewed 3 days ago

Everything about the sunset cruise was wonderful! The crew was top notch-very friendly and knowledgeable. The boat was beautiful and clean. We enjoyed a beautiful sunset aboard an amazing vessel.

Review collected in partnership with this attraction
Thank aprilbF2725VB
Reviewed 3 days ago

Super tour with a very Kind and kompetent Crew, taking care of there guests, best way to enjoy a sunset on board of a sailboat

Review collected in partnership with this attraction
Thank joerg a
Reviewed 5 days ago

The Schooner America sunset sail we did was the highlight of our stay in Key West!!! Friendly captain and crew - great winds!! Thanks for the best birthday ever!!

Review collected in partnership with this attraction
Thank Sheila R
Reviewed 6 days ago

Great experience. The ladies running the boat were top knotch pros! Very impressed. Beautiful ship as well.

Review collected in partnership with this attraction
Thank keithfieldsend
Reviewed 4 weeks ago via mobile

America 2 is 105 foot of the sleekest fastest schooner sailing ship you could ever experience. Absolutely unique and a close replica to her forbear that put the British sailing community to shame in 1851. A defeat which has never been avenged. This ship and...More

Thank JonnySeccombe
Reviewed 13 October 2017 via mobile

The afternoon cruise was amazing, weather was perfect. The crew, Captain Andrew, Sam & Danielle were very knowledgeable, friendly and accommodating. There were roughly 20 guests, we all had personalized attention! We could not have asked for a better time on the water! Will definitely...More

Thank Stout1967
Reviewed 17 May 2017

Great staff, very well organized, excellent attention, plenty of room, loved it. Going back pretty soon

Review collected in partnership with this attraction
Thank julianM200EZ
Reviewed 17 May 2017

On the recommendation of my hotel, the Orchid Key Inn, I went on a sunset sail with them. It was a great crew and the other passengers were excellent. There was not a lot of useless noise and music, they had nice drinks and snacks,...More

Review collected in partnership with this attraction
Thank Copperdesk63
Reviewed 14 May 2017

We have taken several Sunset cruises in Key West, we think that this the best. The ship is sleek and smooth and fast, just beautiful. The captain and staff really know how to sail.

Review collected in partnership with this attraction
Thank Deborah R
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Questions & Answers
Rachel S
26 March 2017|
AnswerShow all 3 answers
Response from rwalk89 | Reviewed this property |
24 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
11 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.