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“It was Classic!”

Classic Harbor Line
Certificate of Excellence
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Attraction details
Owner description: 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.
Useful Information: Activities for older children
Reviewed December 8, 2014 via mobile

We had such a fabulous time on this beautiful boat. Impressed with the crew and their skills, all the while attending to our experience! Captain Wade was first class all the way!!

Thank PMiller4460
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
CHL745, Manager at Classic Harbor Line, responded to this reviewResponded December 9, 2014


We appreciate your positive review of your trip with us!

Come back to see us soon!

Classic Harbor Line

Report response as inappropriate
This response is the subjective opinion of the management representative and not of TripAdvisor LLC.
Write a ReviewReviews (1,136)
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"sunset sail"
in 160 reviews
"schooner america"
in 54 reviews
"captain and crew"
in 90 reviews
in 68 reviews
"beautiful boat"
in 49 reviews
"sailing experience"
in 43 reviews
"wreckers race"
in 11 reviews
"afternoon cruise"
in 18 reviews
"cheese crackers"
in 13 reviews
"wonderful sunset"
in 21 reviews
"key west sunset"
in 21 reviews
"party boat"
in 12 reviews
"great trip"
in 21 reviews
in 156 reviews
in 145 reviews
in 85 reviews
in 78 reviews

729 - 733 of 1,189 reviews

Reviewed December 7, 2014

We keep going back. It is a gorgeous boat with an experienced and friendly captain and crew. On this trip there was a pirate festival, so our three afternoon cruises involved pirates firing on us and from our ship on Fort Zachary Taylor and the redcoats. There are unlimited wine, beer, soft drinks, juice, champagne and a fruit platter. We did a moonlight sail one night as well, available only during full moons. Wonderfully smooth sailing, and very reasonable prices. We just love it.

Thank KathrynLHall
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed December 7, 2014

Quite magical this experience was! Captain Andrew was informative & amusing. Stephanie & Kayla were attentive but not pushy, and clearly skilled. Sailing a tall ship is not easy but they made it look so. I got to help hoist one of the sails which was fun, and quite a work out. I enjoyed a delicious glass of prosecco which was a nice treat. Once we cleared the Key West Harbor, Captain Andrew turned off the engines and we were able to enjoy the full moon, a sky full of stars and the gentle sound of lapping water. Brilliant! It only happens once a month. I suggest timing your stay to include the full moon on the Schooner America.

Thank JaneHarragin
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed December 5, 2014

You HAVE to take this wonderful ship out to see the sunset on your Key West vacation. The crew is beyond fantastic. They go above and beyond to make sure you see not only the sunset, but water wildlife, the island and have the sailing adventure of your life! Endless refreshments, including soda, beer and wine...cheese and crackers, veges and dip and even shrimp! All served right too you by your crew. Schooner America 2.0 is a beautiful ship that will leave you wanting more. Thank you to Captain Andy and crew! I will definitely come back!

Thank Robyn T
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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Reviewed December 5, 2014

Wanting to go for a sail, but not wanting to do the typical party boat sunset sail on a cat with 100 other people, we saw this boat in the harbor and immediately booked their sunset sail. Had a fantastic time - the crew was great and worked their butts off making sure we didn't run out of beer, and that the boat kept sailing!

Thank patty s
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.

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