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. 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

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.

•Admission Not Applicable

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.

•Admission Not Applicable

Options

Sunset Windjammer Cruise Along the Coast of Portland Maine

Reviews

4.79

86 reviews

Total reviews and rating from Viator & Tripadvisor

Wonderful Time
Jordan M,
Jul 14, 2025
- Viator
5.00
Even though it was a very foggy night, the sun still peaked through and we really enjoyed the views on the sailboat. We made some friends along the way and really enjoyed talking to the crew! Highly recommend you do this awesome experience.
Relaxing Sail
Francis S,
Jul 3, 2025
- Viator
5.00
Good wind, great crew and captain. Bring a snack and drink or two with you and enjoy! We had a very nice experience.
Dull
Eric H,
Jun 26, 2025
- Viator
3.00
No one can control the wind, but it was quiet and we moved very slowly unless the engine was turned on, which was used sparingly, and thus it was rather boring.
Lovely experience
Lauren H,
Jun 24, 2025
- Viator
5.00
We enjoyed the cruise although it ended a half hour before sunset so we didn’t really get to see sunset. The crew was super nice and knowledgeable and the sail was very peaceful. We would definitely recommend this experience to others.
Sunset Cruise
Chloe B,
Jun 15, 2025
- Viator
5.00
I booked the 2 hour sunset cruise and it was so relaxing. The views were amazing and we got to travel around the different islands off the coast of Portland. The staff were super friendly and open to answering all the questions we had!