Best results for Sailing in Portland, ME

Sail Casco Bay at sunset with live music and a BYOB vibe

Sail longer and see more of Saco Bay on a half-day trip

Sail into the evening with a small-group sunset cruise

Sail to Wood Island and tour inside the lighthouse and keeper’s house

Sail Maine’s coast in a small group of 6 or fewer

Reserve a private sail for up to 6 on the Saco River and Saco Bay

Sail for 4 hours at sunset with room to spread out

Private sailing lesson for up to 6 with a customized focus

Sail to Wood Island and tour inside the lighthouse and keeper’s house

Charter your own sailboat for up to 6 on the Saco River and Saco Bay

Sail the Saco River and Saco Bay in a small group

Reserve a private 2-hour sunset sail for up to 6 guests

Learn to sail with a private instructor on a 42-foot boat

Sail for 6 hours with your private group of up to 6

Sail Saco Bay for 4 hours with your private group of up to 6

Extend your private sunset sail to 4 hours, with space for up to 6 guests

Sail Kennebunkport at midday with a local captain, public or private

Sail Kennebunkport with options to relax or take the helm

Sail into the evening light along Kennebunkport’s rocky coast

Sip wine on a 90-minute Kennebunkport sail with a sommelier-led tasting