Sail Cape Cod Bay on a family-friendly cruise where you can help raise sails and bring a picnic aboard
Sail Cape Cod Bay at sunset on a bring your own food and drinks cruise
Sail a restored 1925 schooner at sunset with drinks and charcuterie
Charter a private sail in Provincetown for up to 34 guests
Sail Provincetown at sunset on the historic Schooner Hindu
Sail the historic Cutter Bloodhound during the Sail Boston 2026 Festival
Sail Boston during Sail Boston 2026 on the restored Schooner Hindu
Taste Truro Vineyards pours on a 2-hour schooner sail in Provincetown
Charter a private sail for up to 42 people from MacMillan Pier
Join the crew for a treasure hunt with sea chanteys, stories, and cannon action