Portland Tall Ship Cruise: Schooner Sailing Experience
195 Ratings

Join us for a remarkable mid-morning voyage aboard one of Portland’s famed schooner tall ships. There’s no nicer way to appreciate the beauty of Portland than from the sea. This journey will create lasting memories of your visit to Portland.

Duration: 2 hours
Cancellation: 1 day learn more
  • Portland - Sail aboard Bagheera, Wendameen, or Timberwind for a two-hour cruise from Portland, Maine on Casco Bay. Sailing on our windjammers is the perfect way to experience the beauty of the Maine coast, complete with lighthouses, seals, seabirds and the rugged coastline
What's Included
  • Life jackets for adults & children
  • 2-hour scenic cruise
What's Not Included
  • Food and Drink
Maine State Pier
Come to the dockhouse at 56 Commercial Street and give your name.
Cancellation Policy

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

Customer Ratings
(195 Ratings)
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1 star
Nov 2, 2023
Peaceful ride, unexciting scenery - Captain Trip and crew were very friendly as we sailed on the 99 year old Bagheera, named after the panther in the The Jungle Book. It was very peaceful and a fun ride for someone who hasn't sailed before. We found the experience to be more about the quiet ride on the water than the Casco Bay scenery.
Review provided by Tripadvisor
Oct 29, 2023
A great day on the water! - Seeing the forts from different angles and just being on the water. Also knowing the schooner was 99 years old and having it still in use. It was a perfect sailing day!
Review provided by Viator
Oct 17, 2023
Great day on the bay - What a fun way to just get a feel for Portland. If you are looking for a "guided tour", this isn't for you, this is just a wonderful trip across the bay under sail. The captain and crew will answer any question you have about the area but mostly they just let you enjoy the ride.
Review provided by Viator
Oct 17, 2023
Perfect day on the water! - Our sailing tour was fantastic! We traveled with adult/senior family members, and it was an amazing way to tour Casco Bay. Access to the pier was easy and the crew was friendly and informative. Beautiful weather and stunning fall foliage views made it a day to remember!
Review provided by Viator
Oct 2, 2023
Great choice! - Great experience! Not a narrated tour but Skipper Kyle was informative and friendly to chat with. Very relaxing! It’s about 2 hrs which was just long enough.
Review provided by Tripadvisor
Sep 30, 2023
Best part of our trip! - This was our last adventure in Portland and it was fabulous. The crew were so nice and really knew what they were doing. We didn’t want it to stop - it was so peaceful and relaxing.
Review provided by Viator
Sep 15, 2023
The cruise was nice but no wind that day. - We saw alot of harbor seals and some awesome views. Would have liked to have had some more wind but still enjoyed the trip.
Review provided by Tripadvisor
Sep 13, 2023
Two hour tour. - The mates were mighty sailor women and the skipper was brave and sure. It was a very nice two hour tour. Thanks for the good time.
Review provided by Tripadvisor
Sep 14, 2023
Beautiful boat ride - The ship was beautiful and the crew were really nice. We would have liked some narration regarding the ship, the area and some facts. We were given just a few facts about this particular ship. If you want just a beautiful boat ride in the harbor, I highly recommend this.
Review provided by Tripadvisor
Sep 28, 2023
Great and entertaining crew - Unfortunately not a wind to catch for 2/3 of he trip. Actual ticket if you purchase direct on their website if $58. TripAdvisor charged me $93. Dissapointed that much in fees.
Review provided by Tripadvisor
Select Date and Tickets
up to 7 guests
1 Adult
May 2024