Sunset Windjammer Cruise Along the Coast of Portland Maine
Overview
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).
All ages are welcome, whether you are nine years old or 99, sailing aboard one of our Maine historic schooners is a unique adventure. 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 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
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
Environmentally friendly marine composting toilet
Life jackets for adults and children
2 Hour Cruise
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!
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.
See the gorgeous skyline of Portland, Maine's largest city which was established in 1786. Observe Portland's working waterfront as fishing boats depart and return to the wharves that form the heart of Portland and are home to local businesses that have been passed down for generations.
Options
Sunset Windjammer Cruise Along the Coast of Portland Maine
Reviews
107 reviews
Total reviews and rating from Viator & Tripadvisor
Great experience for...
Chandria M,
Aug 29, 2025
- Viator
5.00Great experience for being our first time on a sail boat! It was relaxing and a wonderful way to see Casco Bay from the water.
Perfect evening!!
Bev B,
Aug 27, 2025
- Viator
5.00Definitely bring something to eat and drink. It is nice to have .. they made an excellent suggestion where to buy these iitems! We had the perfect sale!
Smooth Sailing!
ROBERT G,
Aug 26, 2025
- Viator
5.00Awesome sailing experience. Crew was very helpful. Very safe and two hour sunset sail was perfect. Bring your own snacks and wine
No sunset sunset sail!
Nancy K,
Aug 17, 2025
- Viator
5.00Great fun! Unfortunately it was cloudy so we didn’t see a sunset, but it was still wonderful! The crew was knocked about the area and very friendly.
Happy birthday to me!
Renee F,
Aug 11, 2025
- Viator
5.00Fantastic crew, beautiful weather even if windless….helped create the most peaceful glassy water…it is a must do!
Related Experiences
Operated by Portland Schooner Co.