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. 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
96 reviews
Total reviews and rating from Viator & Tripadvisor
wsteelm,
Jun 8, 2025
- Viator
3 lighthouses plus several forts. We had beautiful weather. The captain let the kids steal the boat.
David S,
Jun 5, 2025
- Viator
Old Schooner Sailboat. Sailed around Casco Bay. Great knowledgeable Captain. Saw old forts and lighthouses.
Sunny B,
Jun 5, 2025
- Viator
Had a lovely time enjoying the ocean on this gorgeous sailboat. Went solo and ended up cracking jokes and laughing with others. Perfect way to spend the afternoon!
Susan S,
May 28, 2025
- Viator
Just remember to BYOB, there are bathrooms on board. Super lovely way to see the water, beautiful boat and great captain and crew! We loved it!
Carol B,
Oct 31, 2024
- Viator
The sailing experience was fun. However not being from around the area it would have been nice to have some narration as to the sights we were seeing. The captain was somewhat disengaged.
Operated by Portland Schooner Co.