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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 91.38*
and up
Key West Sunset Sail Aboard Schooner America 2.0
More Info
USD 59.12*
and up
Classic Day Sail Aboard 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%
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Hours Today: 07:00 - 00:00
202 William St, Key West, FL 33040-6645
+1 305-293-7245
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Reviews (1,029)
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1 - 10 of 1,016 reviews

Reviewed 18 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 15 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
Reviewed 13 May 2017

This is the third time we have been on this boat for the sunset cruise and it never fails to impress. Crew very attentive with lovely drinks and snacks. And the bonus this time was no clouds so a great sunset. Would recommend to anyone.

Review collected in partnership with this attraction
Thank IanUK721
Reviewed 13 May 2017 via mobile

Thoroughly enjoyed the scenery and the crew. They did a fabulous job and it was a pleasant experience. Would recommend and not hesitate to sail with them again!

Thank Shanna N R
Reviewed 11 May 2017

The all female crew was fantastic!!!great job handling the vessel and provided great service and banter.

Review collected in partnership with this attraction
Thank Malcolm K
Reviewed 7 May 2017

Beautiful sunset cruise. The crew were great, efficient and attentive. I would definitely recommend doing this while visiting Key West

Review collected in partnership with this attraction
Thank Noeline L
Reviewed 7 May 2017 via mobile

Wow!!! We had a lot of fun, this was nothing like other sunset boats in Key West. This one is with a style, highly recommended.

Thank ladybug0023
Reviewed 7 May 2017

The boat is so steady and the sailors are so friendly, also the food is great, nice experience!!!!!!

Review collected in partnership with this attraction
Thank hsushebeyshwbw
Reviewed 6 May 2017

We booked on a whim and were so glad that we did. The boat was not crowded, the trip was beautiful and relaxing, the wine was flowing, and the crew was delightful. All in all, the most important takeaway, we thought this was a great...More

Review collected in partnership with this attraction
Thank joel g
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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.