Classic Harbor Line - Key West

Classic Harbor Line - Key West

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Classic Harbor Line brings the 105-foot Schooner America 2.0 (of NYC,NY) to Key West for a winter of sunset sailing

05/24/2026

End of the season highlight reel for JADE!!

While Jade is 100% NOT “drunk and outside” when she’s working, the energy of this song captures her spirit perfectly. (Did you see her open that can with her toes?!? Also, definitely not while working).She brings a fun energy to the boat every single day and is always willing to help out with social media 🙃. Jade is a hard worker and a great teacher. Jade has her captains license and will be driving boats in Key West this summer when America2.0 heads north.

Thanks for a great season Jade!!

05/16/2026

Ahhhhhh golden hour sailing 💛⭐️🔱

Lisa S.'s review of Classic Harbor Line Key West 05/10/2026

"Lovely sail along the Key West Coast! We had a wonderful time and had great service (super friendly crew) from Milo, Chelsea, Dan, Brad (or Brian...sorry). Anyway they were great! We will definitely go again!" says Lisa

Lisa S.'s review of Classic Harbor Line Key West Lovely sail along the Key West Coast! We had a wonderful time and had great service (super friendly…

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Telephone

Address


202 William Street
Key West, FL
33040

Opening Hours

Monday 9am - 7pm
Tuesday 9am - 7pm
Wednesday 9am - 7pm
Thursday 9am - 7pm
Friday 9am - 7pm
Saturday 9am - 7pm
Sunday 9am - 7pm