Classic Sail Boston

Open
tripadvisor logo

(53)

Photos

185 Webster St
East Boston, MA 02128
We offer private sail charters and tours of Boston Harbor and Boston Outer Harbor Islands aboard a classic wooden Chesapeake Skipjack sailboat. 2,4, and 8 hour private charter cruises are available. Pick-up/Drop-off locations available throughout Boston Harbor: Charlestown, East Boston, Seaport District/Downtown Boston. BYOB or let us Cater.

Reviews

tripadvisor logo
5.053 reviews
Photo of debbie w
Lovely sunset sail
9/16/2024

Great sunset cruise. We arrived a little early and David took us on board and we set sail. He answer...

Photo of Janelle R
You are crazy if you don’t book this!
7/27/2024

An absolute must if you live in or are visiting Boston! The captain is so amazing and the team and c...

Photo of bellevue1
Nice sunrise cruise
6/30/2024

We were on Additondack sunset cruise. A different experience than standard cruise. It was a beautifu...

Own this business?
See a problem?

You might also like

United StatesMassachusettsEast BostonClassic Sail Boston