We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Classic Harbor Line

202 William St, Key West, FL 33040-6645
+1 305-293-7245
Website
Save
Book In Advance
Tours from Classic Harbor Line tend to sell out - travellers recommend booking in advance!
More Info
USD 59.12*
and up
Classic Day Sail Aboard America 2.0
More Info
USD 91.38*
and up
Key West Sunset Sail Aboard Schooner America 2.0
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Overview
More
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)
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 Review
Reviews (1,034)
Traveller rating
Traveller type
Time of year
Language

1 - 10 of 1,021 reviews

Reviewed yesterday

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 yesterday

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 3 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 4 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 14 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 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
Nearby
Nearby Restaurants
Cuban Coffee Queen
2,358 reviews
.18 km away
Duetto Pizza and Gelato
2,288 reviews
.25 km away
Eaton Street Seafood Market
886 reviews
.27 km away
Kermit's Key West Key Lime Shoppe
2,222 reviews
.08 km away
Nearby Attractions
Vandenberg Wreck
343 reviews
.18 km away
Gallery on Greene
11 reviews
.18 km away
Hemingway Rum Co Papa's Pilar Distillery
8 reviews
.19 km away
Sebago Key West
3,196 reviews
.05 km away
Ask a question
Questions & Answers
Rachel S
27 March 2017|
AnswerShow all 3 answers
Response from rwalk89 | Reviewed this property |
Both
1
Vote
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
Votes
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