Casco Bay Morning Windjammer Sail
Recommended by 100% of travelers
Badge of Excellence
Portland, USA
- 2 hours (approx.)
- Mobile ticket
- Offered in: English
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Overview
What's Included
- Environmentally friendly marine composting toilet
- 2 Hour Cruise
- Life jackets for adults and children
- Food and drink—But feel free to bring your own!
- Gratuities
- Group Narration - Our captain and crew are happy to answer questions about the harbor sights!
Meeting and Pickup
Meeting point
- 56 Commercial St, Portland, ME 04101, USA
Please check your reservation to see the meeting point for your cruise. We are at the end of the Maine State Pier. Walk past Gate 5 of the Casco Bay Ferry to the dock house on the right-hand side to receive your tickets.
End point
This activity ends back at the meeting point.Itinerary
Casco Bay (Pass By)
Portland (Pass By)
Fort Gorges (Pass By)
Bug Light Park (Pass By)
Additional Info
- Confirmation will be received at time of booking
- No heart problems or other serious medical conditions
- Near public transportation
- Stroller accessible
- Not wheelchair accessible
- Most travelers can participate
- This tour/activity will have a maximum of 45 travelers
Supplied by
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
Steven_C
We got to sail on a 101 year old schooner. The weather was great but we did not have enough wind to fill the sails.
The sails were raised and anyone who was willing was able to join in. It was lovely to see the huge sails ready to push us along .
Even if we could not have the wind take across the water-the crew was great. Heill was a great tour guide and so interesting. She answered all our questions and listened to our stories. We felt very safe having her and Jake crew the boat.
Our captain was very friendly and made us know we were safe.
Reviews
5.0
based on 21 reviews
Frank_C, May 2026
Relaxing tour of the bay. Fresh air & sun! Don’t forget a hat and sunscreen. Staff are friendly and extremely helpful.
Response from Host, May 2026
Hi Frank, thanks so much for coming out with us! We're so glad you had a relaxing time.
Serena_C, Mar 2026
I wasn’t able to make it however they were kind enough to call me and offer a different time slot which was highly appreciated
Steven_C, Sep 2025
We got to sail on a 101 year old schooner. The weather was great but we did not have enough wind to fill the sails.
The sails were raised and anyone who was willing was able to join in. It was lovely to see the huge sails ready to push us along .
Even if we could not have the wind take across the water-the crew was great. Heill was a great tour guide and so interesting. She answered all our questions and listened to our stories. We felt very safe having her and Jake crew the boat.
Our captain was very friendly and made us know we were safe.
Steve_W, Aug 2025
Fun way to get out on the water. Leisurely cruise. It isn’t narrated but the crew is happy to answer questions.
Response from Host, Aug 2025
Thanks for sailing with us!
Haley_S, Aug 2025
Had such a great time on the Casco Bay Morning Windjammer sail! The breeze was perfect, the views were beautiful, and the crew was super chill and friendly. It’s a really relaxing way to spend the morning in Portland. Oh, and definitely bring your own drinks and snacks if you want — makes it even better. Totally 5 stars from me!
Response from Host, Aug 2025
Awesome, we're so glad you enjoyed!!
Stephen_D, Aug 2025
I got engaged on the timberwind, and the captain and crew were excellent. A great experience and wonderful memory.
Response from Host, Aug 2025
Thanks for sharing your special day with us! We hope you'll come back to celebrate future anniversaries.
Jen_K, Jul 2025
It was nice and relaxing and we enjoyed talking with the crew. The boat was gorgeous and the crew was hardworking and efficient
Response from Host, Jul 2025
Thanks for sharing, Jen! We're glad you had a relaxing time.
Rahul_S, Jul 2025
Good experience, the duration of the sailing time was just right for the money. We enjoyed it. The only item that was slightly negative is the seating. They don’t have benches, which is understandable. And sitting on the plank with no back rest, hurt a bit by the time the trip was done - so carry a small cushion to sit on for better experience.
Michelle_C, Jul 2025
Wonderful we even saw a seal! Crew was great! Got to learn a little on how to sail! Would do it again!
Response from Host, Jul 2025
Thank you so much for coming! We're glad you had a great experience.
Katy_T, Jul 2025
All perfect - would recommend to anyone in the area looking to get on the water and enjoy a experience
Response from Host, Jul 2025
Thank you, Katy!
Hazel_B, Jun 2025
The crew members are very friendly and accommodating. The tour was entertaining . The Captain is humorous! What a fun activity
Response from Host, Jun 2025
We're so glad you had a good time! We look forward to welcoming you aboard again soon.
Jennifer_S, Sep 2024
The crew was incredibly informative about the Schooner, Bahgeera and the history of the vessel. Equally well versed in area ships and local highlights. A great way to enjoy Casco Bay, morning, noon or sunset!
Response from Host, Sep 2024
Thank you for the kind words, Jennifer! We are so glad that you enjoyed the sail!
Kenny_A, Aug 2024
Excellent experience. Crew was friendly and knowledgeable and answered questions. Ship in great condition.
Response from Host, Aug 2024
Thank you for sailing with us and for leaving such kind words, Kenny. We hope to see you
again soon!
Tina_B, Aug 2024
I treated my friend her first ever sailboat tour for her birthday. She always wanted to see some lighthouses in the Portland ME. area. The crew was amazing & very knowledgeable. We were lucky to have only 6 passengers on the boat, so with that being said it was the best sailboat ride I had ever gone on in all my years of sailing. The Casco Bay was a great tour! I recommend this ride for sure!
Response from Host, Aug 2024
Tina, we are so happy to hear this! Thank you for leaving such kind words, and we are so glad you and your friend chose to sail with us to celebrate.
nick_b, Jul 2024
This was a last min scheduling for us and we are so glad we did. Very peaceful and smooth sailing Crew were amazing and friendly. Highly recommend.
Response from Host, Aug 2024
We are so glad that you had an amazing time, Nick. Thank you for sailing with us and for taking the time to leave such kind words. We hope to see you again soon!
From $61.00
per personup to 24 hours before the experience starts (local time)
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