Casco Bay Sailing Escape: Half Day Custom Boat Charter

New4 hFree cancellationBy Sailing Sasa

About this activity

There are a lot of ways to get out on the water in Maine, but we make every charter feel personal, relaxed, and genuinely memorable. We’re a small, family-run sailing charter, and Sasa is a thoughtfully restored and beautifully outfitted yacht designed to feel warm, welcoming, and comfortable from the moment you step aboard.

A half-day sail is the easiest way to get out on the water and see the Maine coast from a completely different perspective. This small group Maine sailing charter is perfect if you want a relaxed few hours to cruise, take in the views, brush up and your sail trim, or just relax and maybe sneak in a swim on a warm day.

What's included

✓The option to take the helm, trim the sails, and brush up on your sailing skills
✓Light refreshments including locally inspired, chef-curated charcuterie
✓A post-swim digestif, including crisp, refreshing glass of wine or local beer, and non-alcoholic options such as sparkling waters and sodas
✓A flexible route based on conditions and your vibe
✓Beautifully outfitted sailing yacht, coast guard certified captain + crew
✓Time to swim or relax at anchor

Not included

✕Onshore stop for lunch, shopping, or exploring. For this bonus adventure, book our full-day charter.

Meeting and pickup

Guests should park in the Cutter Street Parking Lot at East End Beach. The captain will meet you at the designated pickup point and transfer you to the boat aboard our private tender.

Good to know

Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Specialized infant seats are available
Suitable for all physical fitness levels
Our charters are family-friendly. We’ve spent countless hours sailing with our own children, starting as young as 7 weeks old, so little ones (even infants) are always welcome.

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

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