About Us.
Classic Harbor Line - operators of a series of classic style vessels in Newport, RI and New York City - bring the 80-foot Schooner Adirondack III (of NYC, NY) to Key West, FL for a year round operation. This wooden gaff-rigged sailboat, certified for 49, was designed and built by the same boat-builders who crafted Key West's former pride, Schooner AMERICA. Scarano Boat Building of Albany, also crafted all the vessels in the famed Classic Harbor Line fleet: the 1920's style yacht Manhattan of NYC, and the schooners Adirondack of NYC, Adirondack II of Newport, RI and soon to be added Schooner America 2.0 which will operate in Key West for the Winter months and operate the Summer months in NYC.
Classic Harbor Line is well known for their outstanding captains and crew and standard of hospitality. Whether you sail with them in Newport, New York, or Key West, guests are known to not only rave about the beauty and maintenance of the boats, but of the lasting warm impression that their hosts provide. Guests are treated like royalty, beverages are complimentary and the vessels sail like a dream!
Other Classic Harbor Line Cities!.
Newport, RI
• Newport Website: Sail-Newport.com
Established in 1995, this was our first day sail operation - hosting guests in the historic waters of the Eastern Seaboard's sailing mecca, Newport, RI. This beautiful town is home to the New York Yacht Club, historic sailboat preservation societies, and thousands of sailing enthusiasts. It is a breath-taking New England town to visit and sailing is a must here during your stay. Adirondack II operates here late May through early October.
New York City
• New York Website: Sail-NYC.com
• Sail-NYC Press Page
Schooner Adirondack has truly become a NY Harbor icon over the past decade, taking to the waters daily May through October. In 2006, the Yacht Manhattan was constructed for the company. She offers boutique high-end power boat cruises April through January. In 2007, the Schooner Imagine, also a Scarano-built boat, was added to the fleet to meet the sailing demands of this location. Sailing with us in NYC is a great, crowd-free way to see all the NYC water-side sites.
Join Us.
Do you have sailing and/or hospitality experience?
Classic Harbor Line is always on the look out for phenomenal captains, crew, maintenance personnel and land ambassadors. All potential new crew MUST submit a cover letter and a resume to receive and interview.
Please send your letter and resume to: employment@sail-keywest.com
Locate Us.
By Car
- Cruise into Key West on Route 1 (the Overseas Hwy), which becomes North Roosevelt Blvd
- Take a right on White Street
- Take a left on Eaton Street
- Take a right on William Street
Parking is available at a municipal lot on Caroline Street between Margaret and William Streets (to your right as you approach the water at the end of William Street). The parking lot's phone number is (305) 293-6421. They operate from 7:00 am to 12:00 midnight, 7 days a week. Parking rates are $2.50 per hour or $16.25 maximum per day. Only cash and travelers checks accepted as payment!
Our Ticket booth is located dockside in front of the well known Schooner Wharf Bar at 202 William Street in Key West, 33040. Our ticket booth is located at the end of William Street. Parking can be found in the municipal lot on Caroline St. If you're having trouble finding us, please call 305.890.6485.
