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Classic Harbor Line

202 William St, Key West, FL 33040-6645
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USD 59.12*
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Key West 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.
  • Excellent92%
  • Very good5%
  • Average1%
  • Poor1%
  • Terrible1%
Travellers talk about
“sunset sail” (169 reviews)
Open Now
Hours
Hours Today: 7:00 am - 12:00 am
LOCATION
202 William St, Key West, FL 33040-6645
Ways to Experience Classic Harbor Line
from USD 91.38
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from USD 59.12
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Write a ReviewReviews (1,189)
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All reviews
"sunset sail"
in 169 reviews
"schooner america"
in 57 reviews
"captain and crew"
in 94 reviews
"shrimp"
in 69 reviews
"cheese and crackers"
in 43 reviews
"beautiful ship"
in 32 reviews
"sailing experience"
in 45 reviews
"afternoon cruise"
in 18 reviews
"great sail"
in 28 reviews
"beautiful evening"
in 12 reviews
"perfect sunset"
in 17 reviews
"key west sunset"
in 24 reviews
"green flash"
in 12 reviews
"beer and wine"
in 22 reviews
"party boat"
in 12 reviews
"open water"
in 12 reviews
"highlight of our trip"
in 15 reviews
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1 - 10 of 1,174 reviews

Reviewed 3 weeks ago via mobile

Enjoyed a lovely 90 minute cruise aboard the America 2.0 in Philadelphia. Captain and crew were helpful and informative. Wonderful way to spend the day!

Thank franterand
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 3 weeks ago via mobile

Outstanding 90 minute cruise on the Delaware River. The captain and his entire crew were fun and very focused in ensuring everyone enjoyed the quick cruise. Also very interesting history of the America 2.0. Looking to visit in both NYC and Key West. Thanks.

Thank jmrsports
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 4 weeks ago

We went out for a day sail on the Schooner America 2.0. What a beautiful vessel! I loved this so much, my first ever sail. The captain and crew are amazing. You can help raise the sails, and that vessel sure gets going. Smooth gorgeous...More

Thank bobunny50
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Reviewed 16 May 2018

The Sunset Cruise was beyond what we expected. From Check in to Arrival. Total Outstanding experience. The Crew was so accommodating and friendly. We had a awesome time.

Review collected in partnership with this attraction
Thank drudruops
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 8 May 2018

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 10 May 2018

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This response is the subjective opinion of the management representative and not of TripAdvisor LLC
Reviewed 7 May 2018

Gorgeous boat in every detail, great scenery, awesome experience. Nice beer and wine selection. Would recommend!

Review collected in partnership with this attraction
Thank Alison C
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 10 May 2018

Thank you for the great review and for sailing with us! We are so glad that you enjoyed yourself and are looking forward to having you come out again next time you're in town!

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Reviewed 7 May 2018

Great sunset sail just off Key West. Sailing vessel America boarded and departed on time. Sails were raised and drinks which included bubbly, red and white wines, beer, soft drinks and water were served. Then, trays of veggies, cheese and shrimp were nicely presented and...More

Review collected in partnership with this attraction
Thank CindyC3696
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 10 May 2018

Thank you for the great review and for sailing with us! We are so glad that you enjoyed yourself and are looking forward to having you come out again next time you're in town!

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Reviewed 6 May 2018

Can’t rave enough about our enjoyable Key West cruise. The boat is beautiful and the captain and crew were so attentive to the passengers every need. We can’t wait to do it again next year. I highly recommend.

Thank junecia
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 10 May 2018

Thank you for the great review and for sailing with us! We are so glad that you enjoyed yourself and are looking forward to having you come out again next time you're in town!

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC
Reviewed 4 May 2018

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 10 May 2018

More

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC
Reviewed 4 May 2018

A group of four took the Sunset Cruise on Schooner America 2.0. It was a beautiful boat, four masts. The captain , Ron, shared tons of knowledge with us about the history of the boat (it is a replica), where we were sailing and other...More

Review collected in partnership with this attraction
Thank rowepeak
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
CHL745, Public Relations Manager at Classic Harbor Line, responded to this reviewResponded 10 May 2018

Thank you for the great review and for sailing with us! We are so glad that you enjoyed yourself and are looking forward to having you come out again next time you're in town!

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC
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Ask a question
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
Votes
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