Best results for Sailing in Boston MA
Showing 1-7 of 7 results
Historic Boston Harbor Sail with Landmark Views
Sail an 80-foot classic schooner and admire Boston Harbor landmarks
4.7 • 1.5K reviews
Boston Harbor Sunset Sail on Schooner Adirondack
Savor a 2-hour sunset cruise past Boston Harbor landmarks aboard an elegant 80-foot schooner
4.7 • 1.5K reviews
Boston Harbor Pastries and Prosecco Brunch Sail
Sail Boston Harbor with pastries, coffee, and skyline views
4.4 • 27.5K reviews
Sail Boston Harbor on the Cutter Bloodhound
Sail the historic Cutter Bloodhound during the Sail Boston 2026 Festival
Sail Boston Harbor on the Historic Schooner Hindu
Sail Boston during Sail Boston 2026 on the restored Schooner Hindu
Boston Harbor Sail With Freshly Shucked Oysters
Sail Boston Harbor and enjoy freshly shucked oysters onboard
Sail Boston Harbor on a 1.5-Hour Day Cruise
Sail Boston Harbor on a 1.5-hour schooner cruise from Rowes Wharf