Casco Bay Morning Windjammer Sail in Portland, Maine
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Experience the stunning beauty of Casco Bay on a two-hour morning Windjammer sail in Portland, Maine. As you glide through calm waters, you'll enjoy views of rugged coastlines, historic lighthouses, playful seals, and seabirds soaring overhead. It’s a peaceful way to start your day surrounded by nature’s best.
This isn’t a narrated tour, but our friendly crew is happy to answer questions about the sights along the way. Whether you're traveling with family or friends, sailing aboard one of Maine’s historic schooners offers a memorable adventure. See landmarks like Fort Gorges, Bug Light Park, and the Portland waterfront from a unique perspective.
Bring your favorite snacks, a meal, or drinks—wine or beer—and relax as you drift through pristine waters. All of our wooden windjammers were built in Maine, with three listed on the National Register of Historic Places, adding a touch of maritime history to your experience.
Frequently asked questions
How long is the sail?
The cruise lasts for approximately 2 hours, giving you plenty of time to enjoy the scenery and relax.
Is this tour suitable for children?
Yes! All ages are welcome, from children aged 0-12 to adults up to 99 years old.
Are food and drinks included?
No, food and drinks are not provided, but you're encouraged to bring your own snacks, wine, or beer to enjoy onboard.
Is the tour accessible for all physical fitness levels?
Yes, infants and small children can ride in a pram or stroller, and the tour is suitable for all physical fitness levels.
What sights will we see during the sail?
You'll pass by Casco Bay’s inlet, Portland’s skyline and working waterfront, Fort Gorges, and the historic breakwater lighthouse.
Can I ask questions during the cruise?
Absolutely! While the tour isn’t narrated, our captain and crew are happy to answer any questions about the sights and the area.
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 drink—feel free to bring your own!
- Gratuities
- Group narration—our captain and crew are happy to answer questions about the harbor sights!
Itinerary
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Stop 1
Enjoy views of Casco Bay’s inlet in the Gulf of Maine, experiencing the calm, cool waters as the wind guides the schooner.
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Stop 2
See Portland’s skyline, established in 1786, and watch fishing boats come and go from the historic working waterfront.
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Stop 3
Observe Fort Gorges, built between 1858 and 1864 from massive granite blocks, now blending into the natural landscape.
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Stop 4
Pass by the historic 30-foot breakwater lighthouse, built in 1855 and 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 gather at the end of the Maine State Pier, past Gate 5 of the Casco Bay Ferry. Look for 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 24 hours
- 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
