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.
Want the lowest hotel prices? You're in the right place. We check 200+ sites for you.

Classic Harbor Line

#4 of 271 Tours in Key West
Certificate of Excellence
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Get directions
Address: 202 William St, Key West, FL 33040-6645
Phone Number:
+1 305-293-7245
Website
Today
07:00 - 00:00
Open now
See all hours
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.

read more

TripAdvisor Reviewer Highlights

Read all 809 reviews
Visitor rating
  • 740
    Excellent
  • 51
    Very good
  • 4
    Average
  • 1
    Poor
  • 1
    Terrible
Fun Cruise on a beautiful yacht

We cruised on the America 2 on the final day of the Quantum Key West Race ... and had a great time watching the action up close on the water ! The onboard commentary on the race... read more

Review collected in partnership with this attraction

5 of 5 bubblesReviewed yesterday
jim_harllee
,
Chapel Hill, North Carolina

Similar Things to Do in Key West

Add Photo Write a Review

809 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Language
  • More
Showing 797: English reviews
Chapel Hill, North Carolina
1 review
5 of 5 bubbles Reviewed yesterday NEW

We cruised on the America 2 on the final day of the Quantum Key West Race ... and had a great time watching the action up close on the water ! The onboard commentary on the race was excellent - about the race and the competitors. Captain and crew did a super job ! After the racing ended our crew... More 

Review collected in partnership with this attraction

Helpful?
Thank jim_harllee
Level Contributor
6 reviews
5 of 5 bubbles Reviewed yesterday NEW via mobile

This trip was the highlight of my birthday! The Sunset Cruise was great! The champagne and food was never ending. I even got to steer the boat! I will never forget it. Thanks for the memories!

Helpful?
Thank Melinda O
Key West, Florida
1 review
5 of 5 bubbles Reviewed 2 days ago NEW

plenty of room on this boat as compared to others. Actual seats to sit on rather than cabin tops,etc.

Review collected in partnership with this attraction

Helpful?
Thank mikr21226
Key West, Florida
1 review
5 of 5 bubbles Reviewed 2 days ago NEW

Watched the races from the three mast vessel. Included excellent commentary on the race by an expert, food and drinks. Do this even if you don't know anything about sailing or racing!

Review collected in partnership with this attraction

Helpful?
Thank barbarajU9142YJ
Chicago, Illinois
1 review
5 of 5 bubbles Reviewed 2 days ago NEW

We took the whole family - grandparents to young kids on the sunset cruise. It was lovely and the staff was wonderful. Thank you!

Review collected in partnership with this attraction

Helpful?
Thank Cheryl W
Marietta, Georgia
2 reviews
5 of 5 bubbles Reviewed 3 days ago NEW

The schooner was beautiful, the crew was fantastic and the sunset was breathtaking! This was our 3rd sunset cruise at Key West and the best by far. Even saw the green flash. We'll be back, thanks America 2.0😊

Review collected in partnership with this attraction

Helpful?
Thank Ted L
Wilmington, Ohio
Level Contributor
21 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed 4 days ago NEW via mobile

Captain Andrew was outstanding. His crew did a great job. Take the sunset cruise. It is breathtaking. We've been here 2 weeks, best thing we have done. Don't miss it.

Helpful?
Thank johnstanforth
Batavia, Illinois
2 reviews
4 of 5 bubbles Reviewed 4 days ago NEW

It was a very nice sail. Motored on way out and it was tough. Sailed on way back which was much nicer. Crew nice, friendly and helpful. Only complaint I have is the sandwich for lunch. Nice sub bun and large, lettuce and tomato and piece of cheese. One VERY THIN piece of turkey or ham. Sandwich was good but... More 

Review collected in partnership with this attraction

Helpful?
Thank Jack H
Andover, New Jersey
Level Contributor
4 reviews
common_n_attraction_reviews_1bd8 13 helpful votes
5 of 5 bubbles Reviewed 4 days ago NEW

Had a fantastic time on the 103' double mast schooner that America 2.0. Captain and crew were friendly and informative. The tripe was every bit as advertised. No shortage of drinks and food and it was certainly a great experience to be traveling under sail....The trip was a bit rocky which reflected the sea conditions, and the captain pushed the... More 

Review collected in partnership with this attraction

Helpful?
Thank Mark H
New York City, New York
1 review
5 of 5 bubbles Reviewed 5 days ago NEW

Very friendly stuff and great experience 100% recommend it I'd recommend this sail cruise to all my friends when they visit the keys.

Review collected in partnership with this attraction

Helpful?
Thank silviasU3518ZT

Travellers who viewed Classic Harbor Line also viewed

 

Been to Classic Harbor Line? Share your experiences!

Write a Review Add Photos & Videos

Is This Your TripAdvisor Listing?

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

Claim Your Listing

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Classic Harbor Line and other visitors
1 question
Ask a question
Denham Springs, Louisiana
over a year ago

See all questions (1)

Questions? Get answers from Classic Harbor Line staff and past visitors.
Posting guidelines
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?