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Classic Harbor Line

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Address: 202 Williams Street, Key West, FL 33040
Phone Number: 305-293-7245
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7:00 am - 12:00 am
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Sun - Sat 7:00 am - 12:00 am
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 453 reviews
Visitor rating
  • 420
    Excellent
  • 30
    Very good
  • 2
    Average
  • 1
    Poor
  • 0
    Terrible
Sunset Cruising in Key West

This is the most beautiful boat in the harbor in Key West. The sunset sail is spectacular. The captain, crew, are friendly, entertaining, and accommodating.

5 of 5 starsReviewed yesterday
constantly69
,
Twin Falls, Idaho

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453 Reviews from our TripAdvisor Community

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Twin Falls, Idaho
Level Contributor
2 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed yesterday NEW

This is the most beautiful boat in the harbor in Key West. The sunset sail is spectacular. The captain, crew, are friendly, entertaining, and accommodating.

Helpful?
Thank constantly69
Demarest, New Jersey
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 4 days ago NEW

Was a great sun-set cruise. The entire crew as well as the captain were great, very attentive and informational. Definately would do it again.

Helpful?
1 Thank Klaus K
North Carolina
Level Contributor
26 reviews
12 attraction reviews
common_n_attraction_reviews_1bd8 15 helpful votes
5 of 5 stars Reviewed 5 days ago NEW

We took the sunset cruise, and it could not have been better. Very generous snacks and drinks and beautiful boat. Take a turn steering! Very friendly crew.

Helpful?
Thank martygnc
New York City, New York
2 reviews
5 of 5 stars Reviewed 5 days ago NEW

I've been on this boat in NYC and in the Keys, and it's THE BEST TIME, ALWAYS!!! The crew is so laid back, the boat is beautiful and the drinks are cold.

Helpful?
Thank Charmy411
Grand Haven, Michigan
1 review
5 of 5 stars Reviewed 2 weeks ago

Great crew, awesome boat, amazing views and to top it off, we experienced an outstanding sunset off Key West!! This is a must for anyone visiting Key West.

Helpful?
Thank ghartzog9
Williamsburg, Virginia, United States
Level Contributor
48 reviews
16 attraction reviews
common_n_attraction_reviews_1bd8 38 helpful votes
5 of 5 stars Reviewed 2 weeks ago

Beautiful boat, great (and hard working) crew, knowledgable captain made for a beautiful boating experience. Learned a lot about the Keys, the water and the people of Florida. Highly recommend this extraordinary adventure.

Helpful?
Thank Barbara B
Bloomington, Minnesota
Level Contributor
3 reviews
5 of 5 stars Reviewed 2 weeks ago

We booked a day cruise last week and lucked out with the weather. The ship is beautifully maintained and the crew is extremely friendly and knowledgeable. From hoisting the sails with the crew to the beverages and appetizers offered, this was a most enjoyable and memorable experience for us. We highly recommend this to anyone who visits Key West.

Helpful?
Thank Bob S
Shelburne
2 reviews
5 of 5 stars Reviewed 2 weeks ago

Captain did a really good job of positioning us to see many race starts and finishes. Experienced commentator provided insightful explanations of the racing action. Crew was very friendly. Service top notch. Had a great time.

Helpful?
Thank Howard G
Boulder, Colorado
Level Contributor
7 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
4 of 5 stars Reviewed 2 weeks ago

We took the sunset sail on America 2.0 and very much enjoyed it. The ship is very nice and is a true sail ship instead of a catamaran like many other options. We were able to watch the crew put the sails up and down and steer the ship about the harbor. We saw some dolphins and were able to... More 

Helpful?
Thank Carolyn L
Richmond, Virginia
1 review
5 of 5 stars Reviewed 4 weeks ago

We love Key West and have visited there eight times in the last ten years. We have done almost every tour you can take on this amazing island. Our sunset sail on the America 2.0 that we took on Jan 1, 2016 was the single best experience we have had TO DATE in Key West. It was amazing!!! The opportunity... More 

Helpful?
Thank ebee2205

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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?
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