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Classic Harbor Line

202 William St, Key West, FL 33040-6645
+1 305-293-7245
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Tours from Classic Harbor Line tend to sell out - travellers recommend booking in advance!
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US$91.38*
and up
Key West Sunset Sail Aboard Schooner America 2.0
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US$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%
Travellers talk about
“sunset sail” (155 reviews)
Closes in 30 min
All hours
Hours Today: 07:00 - 00:00
LOCATION
202 William St, Key West, FL 33040-6645
CONTACT
Website
+1 305-293-7245
Write a ReviewReviews (1,074)
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1 - 10 of 1,061 reviews

Reviewed 2 days ago

I have been on many Key West sunset cruises over the past 30 years and this was by far the best sailing experience. It's not a booze cruise with loud music like some are; not that there's anything wrong with that. I booked the America....More

Review collected in partnership with this attraction
Thank palmtreemarylester
Reviewed 2 days ago via mobile

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Thank davidbucklemd
Reviewed 3 days ago via mobile

Thank Sarah C
Reviewed 6 days ago via mobile

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Thank Mari L
Reviewed 1 week ago

5 hours of pure pleasure under full sail in a race with other schooners!! And, America 2.0 won!! Fantastic day!!!

Review collected in partnership with this attraction
Thank barbarapjohnson45
Reviewed 1 week ago

November 2016 I saw the America 2.0 and regrettably did not go for a ride. This time we made a special trip to Key West to expressly ride the America 2.0. It was great. I only wish we went out under a full set of...More

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

Wonderful sailing! Great crew, food, drink, and fabulous sunset. Nice to be able to help put the sails up.Thoroughly enjoyed it!

Review collected in partnership with this attraction
Thank Q8569ITchristineh
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 1 week ago

We are happy to hear you had a great time and even happier that we could get you involved to help raise sails! We can't wait for you to come crew on our boat again!

Reviewed 1 week ago via mobile

This is definitely the best way to experience the famous Key West sunset. Under sail with a glass of bubbly - what could be better! She is a bit more expensive than others but if you want a break from the party boat scene this...More

Thank Cjhodges
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 1 week ago

A glass of our champagne and that Key West sunset sounds close to perfection to us too! Glad to have you out on our gorgeous boat!

Reviewed 1 week ago

Amiable Capt. and crew sail the S/V AMERICA 2.0 around Key West harbor. We had light winds to 12 kts the day we went and the Capt. sailed her the entire time. The crew takes drink orders and brings the drinks to you so you...More

Review collected in partnership with this attraction
Thank veese
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 1 week ago

Sounds like you experienced a true sailing trip and had a blast! We aim to provide that every time. Come back anytime to see another beautiful sunset with us!

Reviewed 1 week ago

Thank Loretta T
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 1 week ago

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Ask a question
Questions & Answers
Rachel S
26 March 2017|
AnswerShow all 3 answers
Response from rwalk89 | Reviewed this property |
Both
1
Vote
cayogordo
24 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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