Afternoon Windjammer Cruise Along Portland's Casco Bay
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Set sail on a two-hour afternoon Windjammer cruise along the stunning coast of Portland, Maine. Experience the rugged beauty of Casco Bay, where towering lighthouses, playful seals, and seabirds create a picturesque backdrop. This is the perfect way to unwind and enjoy Maine’s coastal charm from the deck of a historic schooner.
While this isn’t a narrated tour, our friendly crew is happy to answer any questions about the sights you pass. Bring along a picnic, your favorite wine or beer, and settle in for a relaxing voyage through pristine waters. Whether you're nine or ninety-nine, sailing aboard one of our Maine-built wooden windjammers offers a memorable adventure. All three of these historic vessels are listed on the National Register of Historic Places.
Frequently asked questions
How long is the cruise?
The cruise lasts approximately 2 hours.
Is there a guide or narration during the sail?
No, this is not a narrated tour. However, the crew is available to answer questions about the sights.
Can I bring my own food and drinks?
Absolutely! Feel free to pack a meal, wine, or beer to enjoy during the cruise—food and drinks are not included.
Is the cruise suitable for children?
Yes, all ages are welcome. Children from newborns to teenagers can join, and infants can ride in strollers or prams.
Are the boats accessible for everyone?
Infants and small children can ride comfortably in strollers, and the cruise is suitable for all physical fitness levels.
What should I do in case of bad weather?
The cruise may be canceled in bad weather for safety reasons. You can receive a full refund if you cancel at least 24 hours before the scheduled departure.
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 2 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Life jackets
Not included
- Food and drinks—feel free to bring your own!
- Group narration—crew is happy to answer questions about the harbor sights
Itinerary
Enjoy a scenic cruise along Casco Bay, passing lighthouses, seals, and seabirds while the boat gently glides through the waters.
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Start of the cruise
Begin your voyage at the Maine State Pier, where you'll set sail to explore the coastline and its natural beauty.
Meeting point & pickup
Meet at the starting point
Check your reservation for the exact meeting 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 to receive your tickets.
Open in Google MapsCancellation & confirmation
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund.
- 100% refund if canceled at least 1 day prior
- No refund if canceled within 0–1 days
- Cruise may be canceled due to bad weather
Instant confirmation
Your booking is confirmed immediately after checkout.
From $69.00 per person
- Free cancellation
- Secure checkout with our booking partner
