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Classic Harbor Line

#6 of 277 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
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07:00 - 00:00
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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 726 reviews
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  • 665
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  • 45
    Very good
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    Average
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    Terrible
Beautiful boat. Great way to spend an afternoon.

Good times!! They have the best beer on the island - Abita Amber. Its a short cruise but it has the beat marine bathrooms I've ever peed in.

5 of 5 bubblesReviewed 1 January 2014
Leia204

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726 Reviews from our TripAdvisor Community

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Showing 716: English reviews
London
Level Contributor
145 reviews
41 attraction reviews
common_n_attraction_reviews_1bd8 111 helpful votes
3 of 5 bubbles Reviewed 3 January 2014

We paid 108$ for two of us to sail in this Schooner. The crew man who greeted us before we boarded was surly and rather rude and told us gruffly that we had to wait until 1.20pm to board but gave us no indication where we could wait for those 20 mins. Out tickets told us we had to be... More 

Helpful?
Thank GillyflowerofLondon
2 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 1 January 2014

Good times!! They have the best beer on the island - Abita Amber. Its a short cruise but it has the beat marine bathrooms I've ever peed in.

Helpful?
Thank Leia204
Chicago
Level Contributor
58 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 20 helpful votes
5 of 5 bubbles Reviewed 1 January 2014 via mobile

After lots of research we chose this unset cruise. The boat is beautiful, new and clean. The staff accommodated a schedule change because of rain the day prior. The boat crew was friendly and very interactive. Drinks flowed and the captain was super nice, he even allowed people to captain the boat and take pictures. Worth the extra money!

Helpful?
Thank Jeff H
Falls Church, Virginia
Level Contributor
44 reviews
7 attraction reviews
common_n_attraction_reviews_1bd8 40 helpful votes
5 of 5 bubbles Reviewed 31 December 2013

We had a perfect afternoon sail - total of an hour and a half, but I wished we could have stayed out longer. Boat is very comfortable and sails beautifully. I would recommend it even for young kids or folks who are not big sailors. It gives you a real sense of sailing but was never uncomfortable or dangerous. You... More 

Helpful?
Thank Jock W
North Kansas City, Missouri
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 29 December 2013

Our day trip on the America 2.0 was exciting because the wind was strong and the sea had some chop in it. I got sea sick and the crew took very good care of me. They made sure I was in the part of the boat that move the least (tricky since it all movves!) and kept me comfortable. I... More 

Helpful?
1 Thank Bill O
Classic H, Manager at Classic Harbor Line, responded to this review

Hello, We are sorry to hear that you got sick, but are happy to hear that the crew took very good care of you. It is an amazing sailing vessel and does cut through the water with grace and style. We want to thank you for sharing your experience and hope to have you out with us again in the... More 

Waynesville, NC
Level Contributor
78 reviews
20 attraction reviews
common_n_attraction_reviews_1bd8 40 helpful votes
5 of 5 bubbles Reviewed 28 December 2013 via mobile

This is something you do for the sailing experience, not for the alcohol or food. If that is your number one criteria then do a dinner cruise or better yet go to an all u can eat buffet. The cruise and crew were fantastic. Went on Christmas Eve. No better way to spend it. The views were spectacular. Staff willing... More 

Helpful?
Thank Lwood77
Waynesville, North Carolina
Level Contributor
26 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 17 helpful votes
5 of 5 bubbles Reviewed 25 December 2013

A landlubber who was a bit wary of sailing on a windy PM, the laid back, easygoing and very savvy crew soon allayed my fears and made this very much a "peak" experience. It was a very memorable Christmas Eve....capped off by one of the crew reading the "Night Before Christmas" to us as we returned home. Everyone needs to... More 

Helpful?
Thank Bobblewood
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 21 December 2013

America 2.0 is a wicked fast boat. The captain let me drive. The crew was excellent, Kayla took great care of us!

Helpful?
1 Thank iwentsailing
Classic H, Manager at Classic Harbor Line, responded to this review

Hello, It is an amazing experience to get behind the wheel of this Schooner! We are happy to hear that you were very well taken care of and wanted to thank you for coming out with us and sharing your experience! We hope to have you out with us again in the future! Classic Harbor Line More 

columbia, sc
Level Contributor
52 reviews
19 attraction reviews
common_n_attraction_reviews_1bd8 58 helpful votes
5 of 5 bubbles Reviewed 17 December 2013

while i had previously spent time on sailing, the small sailboat on which i traveled around puget sound simply cannot compete with the schooner america 2.0, the two-time winner of the great chesapeake bay schooner race. my sister and i (and about 100 newfound friends) spent two hours off the coast of key west, enjoying light snacks (shrimp with cocktail... More 

Helpful?
1 Thank duffpaules
Level Contributor
12 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 15 December 2013 via mobile

My boyfriend and I went on America 2.0 last week and we had a fantastic time. Both of us being local, boaters/sailors ourselves we often see the wonders that the waters in key west have to offer. But we were both really impressed by how beautiful this boat was and how easy it sailed. If you want a true sailing... More 

Helpful?
1 Thank Ambermarie1187
Classic H, Manager at Classic Harbor Line, responded to this review

Hello, Schooner America 2.0 is a very special vessel, and you are absolutely right when you say that you experienced a True sailing adventure. Our crew is also very special as we know that they work very hard. Thank you for giving them a shout out, and thank you for coming out with us and sharing your experience. We hope... More 

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Denham Springs, Louisiana
10 months ago

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