Offering custom private charters, public cruises, and sunset cruises for up to 12 guests.
Escape the crowds and embrace adventure with a cruise aboard our classic motor yacht, the Calista Ann! Whether you're a seasoned sailor or a first-timer, our Coast Guard certified professional captains will ensure an unforgettable experience on the water.
2 Hours
Private Tours
Sail Portland
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Cruise to Crown Jewel for Flappy Hour on the island or an incredible brunch!
Rates Person (All Ages): $50 Reserves your reservation for the Flappy Hour or Brunch Experience (It does not cover cost of food and beverage at the restaurant, it goes to the restaurant's cost for chartering the boat) You do not need to make your own reservations, they are included with this booking, ...
Give the gift of adventure with Sail Portland Maine!
Looking for a unique and memorable gift? A Sail Portland Maine gift card is the perfect choice! Whether it's a relaxing sunset cruise, a private charter for a special occasion, or one of our fun specialty sailings, your recipient can use their gift card toward any of our offerings. You choose the ...
Private Tours
Gift Card
Sail Portland
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