Casco Bay Morning Windjammer Sail in Portland, Maine
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Experience the rugged beauty of Casco Bay on a two-hour morning Windjammer sail in Portland, Maine. Glide through calm waters and enjoy views of lighthouses, seals, and seabirds as you soak in the scenery of this stunning coastline.
While this isn’t a narrated tour, our friendly crew is happy to answer any questions about the sights along the way. Whether you're visiting with family or friends, sailing aboard one of Maine’s historic schooners offers a memorable adventure. These wooden windjammers, built right here in Maine, are recognized on the National Register of Historic Places.
Bring a meal, your favorite wine or beer, and relax as you pass by landmarks like Fort Gorges, Bug Light Park, and Portland’s picturesque skyline. It’s a perfect way to start your day on Casco Bay!
Frequently asked questions
How long is the sailing experience?
The cruise lasts for 2 hours, giving you plenty of time to enjoy the scenery and relax on the water.
Is the tour suitable for children?
Yes, all ages are welcome—from children aged 0 to 12 to adults up to 99. Infants and small children can ride comfortably in a pram or stroller.
Are food and drinks included?
Food and drinks are not provided, but you're encouraged to bring your own. Feel free to pack a meal, wine, or beer to enjoy during the sail.
Is the tour accessible for everyone?
Yes, the tour is suitable for all physical fitness levels. Infants and small children can ride in a pram or stroller, making it accessible for families.
What sights will we see?
You’ll see the inlet of Casco Bay, Portland’s skyline and working waterfront, Fort Gorges, and the historic breakwater lighthouse.
What is included in the price?
Your ticket includes life jackets for all ages, a 2-hour cruise, and an environmentally friendly marine composting toilet.
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 for adults and children
- 2-hour cruise
- Environmentally friendly marine composting toilet
Not included
- Food and drinks — feel free to bring your own!
- Gratuities
- Group narration — crew is happy to answer questions about the sights
Itinerary
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Stop 1
Enjoy the calm waters of Casco Bay, taking in the scenic inlet within the Gulf of Maine.
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Stop 2
View Portland’s skyline and bustling waterfront, where fishing boats and local businesses create a lively scene.
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Stop 3
See Fort Gorges, a striking military fort built between 1858 and 1864, now intertwined with nature’s beauty.
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Stop 4
Pass by the historic 1855 breakwater lighthouse, a small but mighty beacon listed on the National Register of Historic Places.
Meeting point & pickup
Meet at the starting point
Please 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 in advance
- No refund if canceled within 0–1 days
- May be canceled due to bad weather
Instant confirmation
Your booking is confirmed immediately after checkout.
From $61.00 per person
- Free cancellation
- Secure checkout with our booking partner
