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Classic Harbor Line

202 William St, Key West, FL 33040-6645
+1 305-293-7245
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from USD 91.38*
Key West Sunset Sail Aboard Schooner America 2.0
Sunset Cruises
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from USD 59.12*
Classic Day Sail Aboard America 2.0
Day Cruises
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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” (156 reviews)
Open Now
All hours
Hours Today: 7:00 am - 12:00 am
LOCATION
202 William St, Key West, FL 33040-6645
CONTACT
Website
+1 305-293-7245
Write a ReviewReviews (1,092)
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1 - 10 of 1,079 reviews

Reviewed 2 days ago

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Thank PaulCT2014
Reviewed 3 days ago via mobile

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Thank Diana D
Reviewed 5 days ago

This boat is by far the best sailboat out there...and there are many. It sails like a dream. The captain and crew are very friendly and generous with drinks and appetizers. Shrimp!

Review collected in partnership with this attraction
Thank joanmorris204
Reviewed 1 week ago

This is the best excursion I've done in Key West ever, including in the 10 years I lived in S. Florida. I wish I had done it sooner. The crew was great and the sunset was incredible. I'm hard to impress, but this was tops!!...More

Review collected in partnership with this attraction
Thank nodough500
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 5 days ago

We are so glad you chose to sail with us and are very happy to hear that you are too! Thank you for taking the time to let us know how we did; we greatly appreciate it. Hope to have you sailing again sometime soon!

Reviewed 1 week ago

The crew was great. They included guests in raising of the sails, and were very accommodating in keeping our wine glasses and appetizer plates full. This was our second time, and we will be back.

Review collected in partnership with this attraction
Thank qcckpz
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 5 days ago

Thank you for posting such a great review, Kristen! We are so glad you enjoyed your time with us and we can't wait to take you out again soon! Next time we'll definitely make sure you get enough snacks and goodies while on board!

Reviewed 1 week ago

Very informative captain and crew. Great boat and a sunset sail that’s unforgettable. Pleasant and helpful staff. Calm waters and no wind yet the crew still managed to provide a beautiful sunset sail. Drinks were bountiful, food not so much (don’t go hungry) We enjoyed...More

Review collected in partnership with this attraction
Thank Kristen C
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 5 days ago

Thank you for posting such a great review, Kristen! We are so glad you enjoyed your time with us and we can't wait to take you out again soon! Next time we'll definitely make sure you get enough snacks and goodies while on board!

Reviewed 1 week ago

What a memorable way to spend our last evening in Key West! Wonderful weather, sunset and crew! Thanks!

Review collected in partnership with this attraction
Thank dbaugh1053
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 5 days ago

Thank you so much for letting us know you had a great time on our sunset sail. We can't wait to have you back on board for another sail, when you're in Key West next!

Reviewed 1 week ago via mobile

Totally worth the price! Captain Ron took us on an amazing 2 hour tour. The all female crew served us plenty of wine, beer bubbly & snacks😊. Don’t miss this one!!!

Thank bonefish8102
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 5 days ago

Thank you so much for letting us know you had a great time on our sunset sail. We can't wait to have you back on board for another sail, when you're in Key West next!

Reviewed 1 week ago

Thank nancymichaell
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 5 days ago

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Reviewed 1 week ago

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Thank Lisa M
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 5 days ago

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Questions & Answers
Rachel S
27 March 2017|
AnswerShow all 3 answers
Response from rwalk89 | Reviewed this property |
Both
1
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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
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