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Classic Harbor Line

#4 of 271 Tours in Key West
Certificate of Excellence
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Address: 202 William St, Key West, FL 33040-6645
Phone Number:
+1 305-293-7245
Website
Today
07:00 - 00:00
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Hours:
Sun - Sat 07:00 - 00:00
Description:

Classic Harbor Line, operating renowned day sail operations in Newport, RI,...

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.

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TripAdvisor Reviewer Highlights

Read all 809 reviews
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  • 740
    Excellent
  • 51
    Very good
  • 4
    Average
  • 1
    Poor
  • 1
    Terrible
Our sunset sail on the America 2.0 was memorable

My husband and I are so glad that we book this tour for sunset cruise January 5. Not only was the crew helpful and friendly, but the boat is wonderful it sails beautifully! We are... read more

5 of 5 bubblesReviewed 5 January 2015
Barb z
,
Madison, South Dakota

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809 Reviews from our TripAdvisor Community

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Showing 797: English reviews
Madison, South Dakota
Level Contributor
37 reviews
10 attraction reviews
common_n_attraction_reviews_1bd8 18 helpful votes
5 of 5 bubbles Reviewed 5 January 2015

My husband and I are so glad that we book this tour for sunset cruise January 5. Not only was the crew helpful and friendly, but the boat is wonderful it sails beautifully! We are already considering a second sail with them before the winter ends.

Helpful?
Thank Barb z
New York
Level Contributor
7 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 5 January 2015 via mobile

A beautiful boat! Gliding thru the water was fantastic! The crew is friendly. We relaxed. Had a wine and a beer (great Abita beers). We met another passenger and had a nice talk and a lot of laughs. A very nice, laid-back experience. Do it at least once while in Key West!

Helpful?
Thank lagasan
CHL745, Manager at Classic Harbor Line, responded to this review

Hi, Our boats are a great place to meet other people! The relaxing and intimate atmosphere lends itself to making friends on the boat. It sounds like you had a great time. Thanks for coming out! Hope to see you again soon! Classic Harbor Line More 

Wingate, North Carolina
Level Contributor
39 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 7 helpful votes
5 of 5 bubbles Reviewed 4 January 2015 via mobile

We enjoyed a sunset cruise on the America 2.0 a few years ago and decided to try it again because of our previous positive experience. It was even better than we remembered. The captain and crew are so friendly, and it's obvious they enjoy what they do. The captain allowed passengers to take a turn behind the wheel of the... More 

Helpful?
Thank CZiegler04
Fort Lauderdale, Florida
Level Contributor
70 reviews
27 attraction reviews
common_n_attraction_reviews_1bd8 72 helpful votes
5 of 5 bubbles Reviewed 3 January 2015

there really is no compairison. these guys are six star on a five star rating. really. you'd have to try all the boats to know what i am taalking about. they have had a couple of boats in the harbor over the past years. it's an absolute must. there is no outfit better. weddings, sunset sail or even star gazing... More 

Helpful?
1 Thank tyler g
CHL745, Manager at Classic Harbor Line, responded to this review

Hi, Wow! Thank you for such a glowing review. We couldn't be more appreciative. The wreckers race IS a great time...thank you for attending every year. See you next year! Classic Harbor Line More 

Level Contributor
33 reviews
7 attraction reviews
common_n_attraction_reviews_1bd8 30 helpful votes
5 of 5 bubbles Reviewed 3 January 2015 via mobile

Fantastic sail worth every penny. Crew fun and friendly, drinks and food food and plentiful. Not "kitchy" like pirate ship or party boats... Just a pleasant evening on the water with a gorgeous sunset as the backdrop!

Helpful?
1 Thank PECSEC
Fredonia, New York
2 reviews
5 of 5 bubbles Reviewed 2 January 2015

Loved the sailing liked the crew and dock staff. They gave a tour of the schooner, great with historical info.

Helpful?
Thank Susie977
CHARLOTTESVILLE
Level Contributor
15 reviews
7 attraction reviews
common_n_attraction_reviews_1bd8 7 helpful votes
5 of 5 bubbles Reviewed 27 December 2014

We went on a short but very relaxing sail on the Schooner America 2.0 today. The captain and crew were very charming and let anyone who wanted to steer (probably the wrong lingo) the boat. The winds were moderate but certainly got the experience of how beautiful the sailing and Keys can be. I would highly recommend this to anyone... More 

Helpful?
Thank Blair W
Baltimore, Maryland
Level Contributor
11 reviews
3 attraction reviews
5 of 5 bubbles Reviewed 24 December 2014

Sailing on America 2.0 schooner was great. The captain was friendly and informative and gave us a great sail. The crew was friendly and helpful while they were working. Overall, it was exactly what I hoped for.

Helpful?
Thank sa09876
Lincoln, Nebraska
Level Contributor
43 reviews
13 attraction reviews
common_n_attraction_reviews_1bd8 10 helpful votes
5 of 5 bubbles Reviewed 24 December 2014

This is the 4th time on CHL (1st was a sunset cruise, 2nd was a day time cruise on the Adirondack III, the other 2 times were sunset cruises on the America 2.0 Always have a good time and enjoy a short trip sailing. The snacks are just that snacks (as advertised) and there are complimentary beer, wine & champagne.... More 

Helpful?
Thank Dave S
CHL745, Manager at Classic Harbor Line, responded to this review

Hi, It's such a pleasure to see repeat guests! We appreciate your patronage and trust we will see you again! Classic Harbor Line More 

1 review
5 of 5 bubbles Reviewed 24 December 2014 via mobile

Just what my wife and I were looking for. Just 90 minutes of kicking back, not thinking, enjoying the breeze, the ocean spray and sunshine. Kudos to captain Ron and deckhands Janet and Uri for a fantastic trip.

Helpful?
Thank Chris A

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Denham Springs, Louisiana
over a year ago

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?