Available languages
2 hours
Mobile ticket
Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds
(NOTE: This is NOT a narrated tour, but our crew is happy to answer any questions you have about the sites).
Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through the pristine waters of Casco Bay. All ages are welcome! Whether you are nine years old or 99, sailing aboard one of our Maine historic schooners is a unique adventure. All of our wooden windjammers were built in Maine and three are listed on the National Register of Historic Places.
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Specialized infant seats are available
Suitable for all physical fitness levels
For a full refund, cancel at least 24 hours before the scheduled departure time.
Life jackets
Food and Drink—But feel free to bring your own!
Group Narration - Our captain and crew are happy to answer questions about the harbor sights!
Casco Bay
Enjoy the beauty of the rugged coastline, complete with lighthouses and seals, as we slip through the pristine waters of Casco Bay.
Duration: 2 hours
176 reviews
Total reviews and rating from Viator & Tripadvisor
Paul Y,
Oct 4, 2025
- Viator
Crew did a great job of socializing with the riders and offering interesting information about the boat and their own path.
Donna L,
Oct 3, 2025
- Viator
It is smooth sailing, mild waves in the bay. And the crew, Noah, Lucas and Kyle made sure that the passengers were safe and comfortable. Impromptu history lessons were very much appreciated.
Robert G,
Oct 3, 2025
- Viator
Great tour of Portland harbor. Went out to near the Portland headlight (lighthouse). Good sailing day.
Lauren R,
Sep 30, 2025
- Viator
This was a very relaxing and fun cruise! We enjoyed being able to bring our own wine and cheeses aboard! Finished a bottle In the two hours, perfect day cruise venture.
dbhoops,
Sep 23, 2025
- Viator
The ride was nice, but the ride was lacking information and entertainment...maybe a little music would have gone a long way....and some history telling us about the area.
Operated by Portland Schooner Co.