Afternoon Windjammer Cruise Along the Coast of Portland Maine

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Overview

Available languages

English

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

1

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

Options

Afternoon Windjammer Cruise Along the Coast of Portland Maine

Duration: 2 hours

Reviews

4.65

153 reviews

Total reviews and rating from Viator & Tripadvisor

117
24
8
3
1
  • Portland Schooner

    Yvette G,

    Aug 25, 2025

    - Viator

    3.00

    The ship we were to be on had engine problems and we were told that not everyone that booked could go on the replacement ship. This one ended up to be not as large, not as old and not as comfortable. The crew were doing their best in the situation. It would have been better to refund some of those that didn’t want to switch.

  • I will definitely do this again!

    David S,

    Aug 23, 2025

    - Viator

    5.00

    The captain and crew were very professional but friendly and were happy to share their experience and knowledge with us, answering questions about landmarks and going further with what they knew about them. The ship handling was outstanding, and we truly enjoyed the sights and sounds of the sea while sailing under wind power! I was especially impressed with the history of the Windameen, built in the same year that the Titanic went down, and serving in the Atlantic and the Great Lakes, left for dead for 50 years in New York City until restored in the 80's. A priceless piece of history!

  • Windjammer Boat on Casco Bay

    Dr A,

    Aug 18, 2025

    - Viator

    5.00

    Great Windjammer excursion. Extremely enjoyable. Highly recommend the trip. Great crew running the yacht

  • Loved it!

    margaret m,

    Aug 16, 2025

    - Viator

    5.00

    Easy tickets via Viator, exactly what me and my partner were looking for! Short 2 hour boat ride in Casco Bay on a lovely schooner. I really appreciate that the crew didn’t have any elevator speeches but made themselves available for questions and conversation. Next time we will go on the sunset cruise! Tip: bring a camera and long sleeve/blanket in case it gets chilly—-also, small snacks, wine/beer/beverages if you wish.

  • Our family enjoyed a...

    Joy S,

    Aug 15, 2025

    - Viator

    5.00

    Our family enjoyed a beautiful afternoon out on the water, taking in the coastline sights of Portland and several islands in Casco Bay. Our sons enjoyed helping hoist the sails, and the captain and crew were very welcoming to everyone on board. We definitely would sail again on the Windjammer!

From $67.00

4.65
153 reviews