Classic Harbor Line

Classic Harbor Line Key West, Florida
Starting at:
USD $55 per trip
Sound like the place for you?Book Now
Classic Harbor Line proudly runs Schooner America 2.0, the premier sailing vessel in Key West, featuring two-hour sunset and day sails. Complimentary drinks and hors d'oeuvres provided.


Schooner America 2.0 is a 105' vessel built in Albany, New York in 2011. She sails out of Chelsea Piers in New York City from May to October, and then makes her way down the coast to reside in Key West for the winter months where she takes guests out sailing into the beautiful green waters surrounding the island.


Our trip plan is very much dependent on the wind direction for any given day. However, we usually begin our trip with a short sprint up Man O' War Harbor. Then, we'll make a turn and head past Mallory Square and Sunset Pier before making our way out the Main Shipping Channel into open water. Every day we try to get a little closer to Cuba!

Map & Directions

202R William Street, Key West, Florida 33040

Age range, type of group

We welcome all age groups, families, couples, first dates, and even the occasional solo sailor!

Sleeping and meals

The Schooner America 2.0 does not currently offer any overnight trips. Food and beverages are provided on our sails.

Policies & Restrictions

We allow pets on a situational basis, depending on how many other people will be on the boat. No smoking is allowed as the boat is made of wood.

Request More Info


Listing # RA-1280719

Send an Inquiry

Contact the advertiser to reserve or get more information. No payment required now.
Travel Dates

Vacation ideas within 100 mi of Key West, Florida

Create A Listing

Add Your ListingAdvertise Your Accommodation or Travel Services

Add a multi-page listing promoting your accommodations, tours or travel services to customers on our network of travel sites. Your listing page can have up to 26 images, unlimited text, interactive map, availability calendar, ecards, photo-gallery and more.
Rates From US $25 Per Month    » View Details
Disclaimer: Information provided through RealAdventures website, newsletters, emails or other services has been provided directly by the companies and/or individuals owning or offering the products/services. RealAdventures does not guarantee or warranty the accuracy of the information contained herein. It is the sole responsibility of the user to ensure the accuracy and clarity of any posted material and to determine the suitability of any service for their particular needs or requirements. Likewise, it is the responsibility of advertisers to determine the suitability and credit worthiness of potential customers prior to any transaction.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Interested in This Adventure?