Sailing in Old Orchard Beach, ME

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

Sail Portland Harbor with your own snacks and drinks

Make a private sailboat the setting for your wedding

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

Sail Portland Harbor at golden hour with room for your favorite snacks and drinks

Sail Maine's coast with the option to anchor for a swim

Reserve the boat for an intimate Maine coast sail with your own group

Let the wind shape your journey along Maine's coast

Sail the Saco River and Maine coast on your own private boat

Create a personal farewell at sea with a private boat and crew

Sail the Saco River and Saco Bay in a small group

Share a private sail with your own group

Sail Saco Bay with island, river, and coastal route options

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

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

Sail into the evening with a small-group sunset cruise

Lounge on deck or lend a hand with the sails

Tailored one-on-one instruction for first sails, returning sailors, and J/22 certification prep

Enjoy a private sail aboard Endurance with views of Casco Bay’s islands and lighthouses

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

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

Celebrate or unwind aboard Endurance on a custom sail

Sail for 4 hours at sunset with room to spread out

Sail Kennebunkport with options to relax or take the helm