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Classic Harbor Line

#3 of 283 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
Closed now
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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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Book In Advance
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US$91.38*
and up
Key West Sunset Sail Aboard Schooner America 2.0
More Info
US$59.12*
and up
Classic Day Sail Aboard America 2.0

TripAdvisor Reviewer Highlights

Read all 997 reviews
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  • 916
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  • 61
    Very good
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    Terrible
A must do on your trip to Key West

We were recommended for this trip and almost didn't go because we thought it was expensive. But I am so glad we chose to do it. It was one of the best experiences and the... read more

Reviewed yesterday
stcygrl1214
,
Hamilton, NJ
via mobile
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997 Reviews from our TripAdvisor Community

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Showing 985: English reviews
Hamilton, NJ
Level Contributor
39 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 49 helpful votes
Reviewed yesterday NEW via mobile

We were recommended for this trip and almost didn't go because we thought it was expensive. But I am so glad we chose to do it. It was one of the best experiences and the highlights of my trip to Key West. What we had was a first class ship which was so well maintained. A captain who was bright... More 

Helpful?
Thank stcygrl1214
Conyers, Georgia
1 review
Reviewed 2 days ago NEW

This was a great experience. The crew and the boat was perfect. Recommend it to everyone. Great food and drinks.

Review collected in partnership with this attraction

Helpful?
Thank lrbranham
Saraland
1 review
Reviewed 3 days ago NEW

Great trip! Crew was knowledgeable and attentive. Adult refreshments were plentiful. Food was good. Highly recommended!

Review collected in partnership with this attraction

Helpful?
Thank mma268
Tulsa, Oklahoma
Level Contributor
3 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
Reviewed 3 days ago NEW via mobile

Absolutely one of the best things I've ever done. Breathtaking. The waters were a tiny bit rough and that only added to the fun, in my opinion. The captain, Andrew, was great and the crew on April 21, 2017 was flawless and great. The snacks were tasty and the wine was flowing. Five stars doesn't really do this justice. Will... More 

Helpful?
Thank Mikehalc
Louisiana
Level Contributor
15 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 3 days ago NEW

We were in Key West for four days for our anniversary. I wanted to do something special, I noticed many different water tours advertising "Sunset Sails" and I thought that would be fun and romantic. I found the Schooner America 2.0 just by chance, walking by it at the marina. This ship is absolutely beautiful. I knew immediately that this... More 

Review collected in partnership with this attraction

Helpful?
Thank sauce-piquante
Middletown, Rhode Island
Level Contributor
17 reviews
common_n_attraction_reviews_1bd8 7 helpful votes
Reviewed 3 days ago NEW via mobile

The America 2.0 is a truly beautiful boat and the 2 hour sail was the highlight of our trip to Key West. It's the fastest boat in the harbor and with good, steady, April wind, it feels like flying. Captain Ron is a pro, and the crew is all over the sailing as well as making a full boat of... More 

Helpful?
Thank KRedri
Boston, Massachusetts
2 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 3 days ago NEW

What a fabulous adventure! The capable crew of 4 led by Captain Heather were quick at the sails and attentive to the guests. The roomy schooner allowed us to have our own space in the stern. The sea was a thrilling aqua and we were making 9.3 knots under reefed sails. Best sail ever!

Helpful?
Thank Marcia M
Seminole, Florida
1 review
Reviewed 5 days ago NEW

I've been to Key West 4 times and there's no better way to enjoy a Key West sunset than on the water. The America 2.0 is a beautiful boat. The crew was amazing. They were courteous, professional, a lot of fun and fantastic bartenders. We had a great sail and they kept our hands full of drinks and were engaging... More 

Review collected in partnership with this attraction

Helpful?
Thank emann0007
Connecticut
Level Contributor
10 reviews
common_n_attraction_reviews_1bd8 4 helpful votes
Reviewed 5 days ago NEW

The America was a thrill during an afternoon cruise, with smooth sailing. The crew was thoughtful and the ship was comfortable. We'll never forget skimming above the beautiful waters.

Helpful?
Thank 992716
Orlando
1 review
Reviewed 6 days ago NEW

Great sunset sail in the prettiest sailboat at Key West, The best crew, friendly, professional. Free fresh snack, including shrimp cocktail and free beer, wine and champagne. Simply the best, I will recommend.

Review collected in partnership with this attraction

Helpful?
Thank jpnava

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  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
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