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Classic Harbor Line

#3 of 271 Tours in Key West
Certificate of Excellence
Sponsored by:
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Address: 202 William St, Key West, FL 33040-6645
Phone Number:
+1 305-293-7245
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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TripAdvisor Reviewer Highlights

Read all 797 reviews
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  • 730
    Excellent
  • 49
    Very good
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    Average
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Great Trip!

Four of us ventured out on the 2.0 for the "Classic Day Sail". Had a great time with the captain and crew, who were very friendly and knowledgeable. Enjoyed a couple adult... read more

5 of 5 bubblesReviewed yesterday
Steve M
,
Tuckerton, New Jersey
via mobile

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797 Reviews from our TripAdvisor Community

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Showing 785: English reviews
Tuckerton, New Jersey
Level Contributor
31 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 20 helpful votes
5 of 5 bubbles Reviewed yesterday NEW via mobile

Four of us ventured out on the 2.0 for the "Classic Day Sail". Had a great time with the captain and crew, who were very friendly and knowledgeable. Enjoyed a couple adult beverages on the sea with perfect weather. This will be a 'must do' when in Key West!

Helpful?
Thank Steve M
Cranbury, New Jersey
1 review
5 of 5 bubbles Reviewed 2 days ago NEW

This was a highlight of our trip to Key West! The crew was terrific and the sail boat gorgeous. Highly recommend

Review collected in partnership with this attraction

Helpful?
Thank chivonmacmillan
A TripAdvisor Member
5 of 5 bubbles Reviewed 2 days ago NEW via mobile

This was so much fun!! Wonderful, exciting yet comfortable sail with great service. Fantastic drinks and snacks and beautiful setting. The crew were phenomenal. Will definitely do this again.

Helpful?
Thank A TripAdvisor Member
Saint Paul
1 review
5 of 5 bubbles Reviewed 4 days ago NEW

This was our 3rd sail on the America 2.0 and each voyage was better than the last, which is a great accomplishment since the first sail was wonderful. This track record is primarily the result of the highly accomplished crew and their Captain. We look forward to our next sail when we return to Key West.

Review collected in partnership with this attraction

Helpful?
Thank robertpK3739TO
Wilmington, Vermont
Level Contributor
31 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 4 days ago NEW

Sunset sail was terrific. Went with another couple who have sailed all their lives and they were also impressed with the boat and crew. We would recommend this trip over any of the others we saw on the water.

Helpful?
Thank VT2FL
Erie
Level Contributor
95 reviews
21 attraction reviews
common_n_attraction_reviews_1bd8 38 helpful votes
5 of 5 bubbles Reviewed 5 days ago NEW via mobile

We booked this in person the day before while in KW for a group of 7. We all had a great time! Beautiful schooner! The captain and crew were awesome! They were friendly and attentive with snacks and beverages. People took turns driving. We also saw dolphins which was a very pleasant surprise! It was a little chilly so recommend... More 

Helpful?
Thank Amy C
Massapequa, New York
1 review
5 of 5 bubbles Reviewed 5 days ago NEW

My boyfriend and I went with twelve of our friends, on the America for the New Years Eve Bash. It was spectacular, the surroundings, the hospitality,food, and entertainment was OFF THE CHARTS. Im easily speaking for all of our friends as well. We would do this again in a hot minute. We had so much fun & made some great... More 

Review collected in partnership with this attraction

Helpful?
Thank rett1029
Daventry, England, United Kingdom
Level Contributor
19 reviews
common_n_attraction_reviews_1bd8 16 helpful votes
5 of 5 bubbles Reviewed 6 days ago NEW

I don't normally go in for organised tourist trips but this was an exception. It's a great way to spend an evening. The boat is stunning. They don't overcrowd it so there's a relaxed atmosphere. The crew are very good and the level of hospitality afforded is superb. This isn't a party boat, its a relaxed and civilised way to... More 

Review collected in partnership with this attraction

Helpful?
Thank Melindi S
Delaware
Level Contributor
6 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 6 days ago NEW

Fantastic sail, beautiful evening, great captain and crew! Added to that: tasty snacks and plentiful drinks. Could not have asked for a more perfect evening. Especially grateful to crew for helping our friend (who has difficulty walking) on and off the boat. Can't say enough about how nice they were!

Review collected in partnership with this attraction

Helpful?
Thank Sue H
Rochester,, United States
Level Contributor
10 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 1 week ago NEW

This experience from booking to disembarking after the sail could not have been any better! We were strolling the Harbor boardwalk and saw the ship at anchor. Liked the spiel the salesman gave, the cleanliness of the boat and Chris at the ticket booth. We booked for January 10th at 4:30 pm, the sunset sail. We boarded on time and... More 

Helpful?
Thank Patricia O
CHL745, Manager at Classic Harbor Line, responded to this review

We love our crew, and it sounds like you did too! And its always a plus when the dolphins come out to play. Glad you enjoyed the trip, and we would love to have you out with us on Schooner America 2.0 again! More 

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Questions & Answers

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

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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?