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Private Half Day Sailing Charter in Penobscot Bay

New4 hFree cancellationBy Sailing Sasa
Private Half Day Sailing Charter in Penobscot Bay

About this activity

There are a lot of ways to get out on the water in Maine, but at Sailing Sasa, 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.

Every sailing day trip in Maine we offer is fully customizable and built around your group’s vision of a perfect day on the water. Whether we’re exploring the islands, sailing past lighthouses, or anchoring at a secluded cove for a swim, the goal is simple: give you a day that feels easy, personal, and genuinely fun.

What's included

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

Not included

  • ✕Onshore stops for exploring (like Vinylhaven). For onshore stops, book our Full Day Charter

Meeting and pickup

  • Guests should park at Landings Marina. The captain will meet you on the Marina Dock 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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