Windjammer Sail: Explore Casco Bay's Scenic Coastline

121 Ratings

Portland

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Sail Casco Bay on a historic Maine schooner. Enjoy lighthouses, seals, and seabirds. Bring your favorite drink and relax on this unique adventure.

Duration: 2 hours

Cancellation: 24 hours

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Highlights

Casco Bay - Enjoy the beauty of the rugged coastline, complete with lighthouses and seals, as we slip through the pristine waters of Casco Bay.

What's Included

Life jackets

What's Not Included

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!

Additional Information

Join us for a delightful two-hour Windjammer Sail on Casco Bay in Portland, Maine — an ideal way to enjoy the stunning rugged coastline, featuring lighthouses, seals, and seabirds. (Please note: This is not a narrated tour, but our crew is more than happy to answer any questions you may have about the sights).
Bring along a meal, your favorite wine or…

Location

56 Commercial St

Commercial Street

Please check your reservation to see the meeting point for your cruise. The Maine State Pier location: We are at the end of the Maine State Pier. Walk past Gate 5 of the Casco Bay Ferry to the dock house on the right-hand side to receive your tickets.

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings

4.7

(121 Ratings)

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Barbara_b

Jul 27, 2025

So much fun! We had a... - So much fun! We had a gorgeous day out on the water. Highly recommended. Captain Noah was great. Would do it again.

Review provided by Viator

Z4414dosusanp

Jul 27, 2025

Highly Recommended - a Fabulous Sailing Experience - We spent a fabulous afternoon sailing aboard the Heart's Desire. Captain Jacob and Mate Sam were friendly and were great at including our 8 year old granddaughter in onboard activities and answering all her questions. She loves being on the water but It was her first experience sailing. The wind was great and the sailing was exciting and fast.

Review provided by Tripadvisor

Florence_g

Jul 27, 2025

Sailing for the first time - If you have never been sailing, be prepared for the banking of the boat. The water is sometimes up to the top of the side of the boat.

Review provided by Viator

Bre_g

Jul 27, 2025

Best time ever! - Sooo much fun! We had the best time ever. The crew was so nice and the boat was beautiful. Definitely book it!

Review provided by Viator

Rachel

Jul 26, 2025

Excellent afternoon on the water - Great captain and crew! Our party of 7 (kids ranging in age from 12-19) all had a great time! Would highly recommend to couples and families!

Review provided by Tripadvisor

Dtsnewfane

Jul 26, 2025

Beautiful day on the water with a fantastic crew. - We sailed out of the port in Portland today and had just a fantastic time. My wife has mobility issues and the crew could not have been more accommodating. All of them came together to help her get in and out of the boat and to make sure that she was all set with anything she may have needed. Going in we really didn't know what to expect, but because of that great crew we had a fantastic time. Thanks guys!

Review provided by Tripadvisor

Mmoll8888

Jul 25, 2025

Great afternoon on the water - We had a great time on our Windjammer light house tour in Portland. We are on a girls trip celebrating a milestone birthday and this was the perfect afternoon activity.

Review provided by Tripadvisor

Bciliberto

Jul 24, 2025

- A friendly and professional crew, beautiful schooner, and we are fortunate to have a gorgeous day, perfect ending for our trip to Portland, Maine

Review provided by Tripadvisor

Heidi_w

Jul 21, 2025

The trip was a fun one,... - The trip was a fun one, the weather was perfect. I was surprised about the leaning of the boat. There was plenty of room and a lot of fun. You can take your own beverages and food. If you ask questions the guides will talk away . . .otherwise they let you enjoy the ride. It was very enjoyable and the group I was in, would recommend it to others.

Review provided by Viator

Mary

Jul 23, 2025

Beautiful day on “Bagheera”! - Beautiful day on Windjammer Bagheera! Great crew! Only disappointment was not getting closer to Portland Head Point Lighthouse.

Review provided by Tripadvisor

Check Availability

From $67

up to 15 guests

1 - Adult