We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

“definitely worth it”

Classic Harbor Line
Book In Advance
More Info
and up
Key West Sunset Sail Aboard Schooner America 2.0
Ranked #4 of 283 Tours in Key West
Certificate of Excellence
More attraction details
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
Binghamton, New York
2 reviews
“definitely worth it”
Reviewed June 28, 2010

The vessel, captain and crew were all top notch. We had an exhilarating sail on a beautiful day. We would definitely do this again.

Thank 2pickynot
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Write a Review

1,029 reviews from our community

Visitor rating
Date | Rating
  • Danish first
  • English first
  • French first
  • German first
  • Italian first
  • Portuguese first
  • Any
English first
Level Contributor
18 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 10 helpful votes
“Great Sunset Cruise !”
Reviewed May 17, 2010

I took this cruise on my last night in Key West, and what a excellent way to end the trip. I would recommend this experience to anyone ! The staff/crew were all very helpful and accommodating. The winds were blowing at 20+ per the captain, and were sailing at 10+ knots when I looked at the meter. This is not a slow boat, and yet it was very comfortable and stable. I was having so much fun sailing that I almost forgot to look at the sunset !

Thank SoloBert
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Gainesville, Florida
Level Contributor
10 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
“Excellent sailing with a hospitable crew”
Reviewed May 12, 2010

I went on a Sunset cruise on May 11th. The crew were all very nice, and they definitely worked hard (try serving drinks at the angle the schooner is at sometime!). The drink prices were a great value, and the complimentary snacks were OK. With all the excellent dining available in Key West, I'd just stick to the drinks.

Thank Alex E
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Topeka, Kansas
2 reviews
“The sunset sail was the highlight of our Key West vacation”
Reviewed May 11, 2010

Highly recommend the Schooner Adirondack II. We took the Champagne Sunset Sail on May 6, 2010. We walked the pier looking for the best deal and came back to the Adirondack II. It's by far the nicest boat out there and for the same $$. It's a class operation and well worth the money. The crew is wonderful and very accommodating. You won't be disappointed!

Thank diastew
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Level Contributor
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
“Awesome Mimosa Sail”
Reviewed May 9, 2010

2nd time on the Adirondack II for their mimosa sail. Would highly recommend it! Capt. Andrew and his crew were great and the boat was beautiful! Of course, the mimosas were yummy too!

1 Thank kathags
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.

Travelers who viewed Classic Harbor Line also viewed


Been to Classic Harbor Line? Share your experiences!

Write a Review Add Photos & Videos

Owners: What's your side of the story?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing