Private Half Day Sailing Charter in Portland Maine

5.0(1)4 hFree cancellationBy Sailing Sasa

About this activity

A half-day sailing charter offers a unique and personalized way to explore the stunning Maine coast. Departing from downtown Portland, this private experience aboard Sasa, a family-run small business charter sailboat, with a coast-guard certified captain, allows you to cruise through Casco Bay, enjoying views of iconic landmarks like Portland Head Light. With options to swim in secluded spots or simply relax, every charter is tailored to your group's preferences. Enjoy light refreshments and the chance to take the helm or trim the sails, making for an unforgettable day on the water.

What's included

✓Option to take the helm or brush up on your sailing skills
✓Beautifully outfitted sailing yacht, coast guard certified captain + crew
✓Light refreshments including locally inspired, chef-curated charcuterie
✓Snorkelling masks and fins and wetsuits available
✓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
✓Time to swim or relax at anchor

Not included

✕Onshore stops for exploring (like Peaks Island). For onshore stops, check out full-day options.

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

Cancellation policy

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

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