Afternoon Windjammer Cruise Along the Coast of Portland Maine
Overview
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.
Additional Info
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
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What‘s Included
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!
What To Expect
Casco Bay
Enjoy the beauty of the rugged coastline, complete with lighthouses and seals, as we slip through the pristine waters of Casco Bay.
Options
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Duration: 2 hours
Reviews
161 reviews
Total reviews and rating from Viator & Tripadvisor
Showed up for tour 12...
PAMELA S,
Sep 12, 2025
- Viator
1.00Showed up for tour 12 minutes early at address sent to me. Went into office and man selling tickets to me I was at the right place, and to walk down to the ship with the flags showing as that was where we are leaving from. Another lady called from company and said address changed she assured me captain would wait. Other pier was like 2 blocks away. Ship left as we were arriving. Terrible experience. Viator wasn’t notified of address change and neither was I. Would never trust this company.
Schooner ride on the Casco Bay!!
Julie B,
Sep 6, 2025
- Viator
5.00It was a fabulous 2 hour sail with a talented and skilled crew….the scenery and weather were perfect. The captain was well versed in the water and very knowledgeable of the water and the area. Thanks to all!!
Beautiful ride!
Sherry B,
Sep 5, 2025
- Viator
5.00Perfect sailing day. First time on a sailboat. Staff was extremely friendly and knowledgeable! They both walked around and initiated conversations, asked questions and answered questions. Highly recommend!
High Point of the Trip to Portland
Christine C,
Sep 5, 2025
- Viator
5.00It’s really sailing! On an amazing antique schooner. It was glorious. We were lucky to have wind and sun. Captain and crew were wonderful. It was a quiet sail but they were very friendly answering any questions regarding place or sea life. We could be sociable or just enjoy the sail quietly.
Perfect day on the water
Matthew S,
Sep 2, 2025
- Viator
5.00The afternoon windjammer cruise was an absolute blast! The weather was perfect, and we had a great day taking in the sites of coastal Maine. My 1-year-old nephew got his first boat experience and the crew were very accommodating having an infant onboard. I cannot recommend this excursion enough for a fun, family day on the water in beautiful Maine!
Related Experiences
Operated by Portland Schooner Co.