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"Go on a sailing cruise around the bay!" Top 5 Page for this destination Portland Things to Do Tip by Jefie

Portland Things to Do: 107 reviews and 180 photos

  And we be sailing!
by Jefie
  • And we be sailing! - Portland
      And we be sailing!
    by Jefie
  • Hoist! Hoist! - Portland
      Hoist! Hoist!
    by Jefie
  • 1912 schooner "Wendameen" - Portland
      1912 schooner "Wendameen"
    by Jefie
  • Enjoying my time out on Casco Bay - Portland
      Enjoying my time out on Casco Bay
    by Jefie
  • The Wendameen's mascot! - Portland
      The Wendameen's mascot!
    by Jefie

There are several types of cruises offered in Portland that can accommodate all sorts of budgets. We chose to go on a 2-hour windjammer sailing cruise aboard the Wendameen, an 88-foot schooner originally lauched in 1912. Captain Troy and his crew from the Portland Schooner Company took us on a fantastic sail around Casco Bay, which took us beyond Portland Headlight. It was quite funny to pass other sailboats and notice that they were all taking pictures of our beautiful Wendameen!

There are 4 cruises everyday during summer (check out the Website to see the complete schedule), including a sunset cruise. The price for day cruises is $30 for adults and $15 for children, and sunset cruises cost $35 per person. Reservations are recommended, although it is possible to wait and see what the weather is going to be like and then make a reservation for later on during the day. These are not narrated cruises, but the crew will be pleased to answer any question you should have. They might even ask you to help out hoisting the sails! Feel free to bring a picnic and your favorite bottle of wine for an unforgettable meal!

Address: Maine State Pier
Directions: Just off Commercial St., walk past the Casco Bay Lines ferry terminal and you'll see the Portland Schooner Company booth on the pier.
Phone: 207-766-2500

Review Helpfulness: 4.5 out of 5 stars

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  • Written Sep 13, 2007
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