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
Share
Save
Book In Advance
Tours from Classic Harbor Line tend to sell out - travellers recommend booking in advance!
More Info
US$59.12*
and up
Key West Classic Day Sail Aboard America 2.0
More Info
US$59.12*
and up
Mimosa Day Sail aboard Schooner America 2
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.
  • Excellent92%
  • Very good5%
  • Average1%
  • Poor1%
  • Terrible1%
Travellers talk about
“sunset sail” (165 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 US$91.38
More Info
from US$59.12
More Info
Write a ReviewReviews (1,167)
Traveller rating
Traveller type
Time of year
Language
All reviews
"sunset sail"
in 165 reviews
"schooner america"
in 54 reviews
"captain and crew"
in 91 reviews
"shrimp"
in 68 reviews
"cheese and crackers"
in 43 reviews
"beautiful ship"
in 31 reviews
"sailing experience"
in 45 reviews
"afternoon cruise"
in 18 reviews
"great sail"
in 27 reviews
"perfect sunset"
in 17 reviews
"key west sunset"
in 24 reviews
"beer and wine"
in 22 reviews
"party boat"
in 12 reviews
"open water"
in 12 reviews
"highlight of our trip"
in 15 reviews
"sails"
in 162 reviews
"sailboat"
in 89 reviews
Filter

331 - 340 of 1,153 reviews

Reviewed 7 February 2017

We had a thoroughly enjoyable sunset sail with a great crew! America 2.0 is a spectacularly beautiful vessel.

Review collected in partnership with this attraction
1  Thank 65ronaldo
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 7 February 2017

We did the evening sunset sail on America 2.0 and it was fabulous! The captain was great and his "boys" (which was actually an all female crew - were top notch. They hussled to make sure everyone had a drink and keep the spirits flowing....More

1  Thank Jeri M
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 6 February 2017

A fabulous evening sail on a fabulous boat! The captain and crew were very friendly and accommodating. Hors d oeurve's and drinks were served while we discussed the boat and met nice people.

Review collected in partnership with this attraction
1  Thank Mark B
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
See more reviews
Reviewed 6 February 2017

Had a good moment on that incredible ship ! Everything was good , The boat, of course, the captain and the girls who are both able to give us some drinks while managing the boat and th sails !! Thx

Review collected in partnership with this attraction
1  Thank Laurent V
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 5 February 2017 via mobile

Great time with Capt. Heather and her crew Amber and Sam. Perfect weather and sail. Only 13 aboard so it was easy to talk with the crew, they said 50-60 are common especially on the evening sail.

Thank Gregory J
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 5 February 2017

Wow, we did this on a whim because we did a quick mini tour of this great looking boat (thanks don!) Decided it was such a cool vessel we would try it. Couldn't have been more pleased! Capt. Andrew and Capt. Heather and first mate...More

Thank Kayteemc
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 4 February 2017

The staff were friendly and accommodating, the ship was beautiful, and the sunset was amazing. Drinks and food never stopped coming!

Review collected in partnership with this attraction
Thank R3305QPkevint
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 4 February 2017

Best part of our trip to Key West. Great cruise, staff was terrific & very attentive & knowledgeable. Ship was beautiful.

Review collected in partnership with this attraction
Thank Joan C
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 4 February 2017

We thoroughly enjoyed our trip on America 2 on February second. My husband even got to sail the boat. Lots of drinks and snacks.

Thank mrh219
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 4 February 2017

overall excellent. Staff very friendly and helpful and boat beautifully equipped and comfortable. Drinks and nibbles were served and all facilities were very good.

Review collected in partnership with this attraction
Thank Paul E
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Nearby
Nearby HotelsSee all 51 hotels in Key West
The Marker Waterfront Resort
1,669 reviews
.05 km away
Cypress House Hotel : Key West
524 reviews
.21 km away
The Galleon Resort And Marina
504 reviews
.27 km away
Hyatt Centric Key West Resort and Spa
2,487 reviews
.34 km away
Nearby Restaurants
Fisherman's Cafe
159 reviews
.05 km away
Cuban Coffee Queen
2,451 reviews
.18 km away
Duetto Pizza and Gelato
2,355 reviews
.25 km away
Eaton Street Seafood Market
1,010 reviews
.27 km away
Nearby Attractions
Vandenberg Wreck
348 reviews
.18 km away
Key West Historic Seaport
570 reviews
.11 km away
Gallery on Greene
12 reviews
.16 km away
Dolphin Watch
777 reviews
.13 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
;