Sunset Windjammer Cruise in Portland, Maine
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Set sail on a two-hour Windjammer cruise along the stunning coast of Portland, Maine. Experience the rugged beauty of Casco Bay, complete with charming lighthouses, playful seals, and soaring seabirds. It’s a perfect outing for anyone looking to enjoy Maine’s natural scenery from the water.
While this isn’t a narrated tour, our friendly crew is happy to answer any questions about the sights you pass. Whether you’re a history buff or just want to relax and take in the views, this cruise offers a laid-back way to explore the coastline.
All ages are welcome—whether you’re nine or ninety-nine. Bring a meal, pack your favorite wine or beer, and sit back as you glide through the pristine waters of Casco Bay aboard one of our historic Maine schooners. These wooden windjammers are true pieces of maritime history, with three listed on the National Register of Historic Places.
Frequently asked questions
How long is the cruise?
The cruise lasts for 2 hours, giving you plenty of time to enjoy the scenery and relax on the water.
Can I bring my own food and drinks?
Absolutely! Feel free to bring your own meals, wine, or beer to enjoy during the cruise. Please note that food and drinks are not included.
Is the cruise suitable for children?
Yes, children of all ages are welcome. Infants and small children can ride comfortably in a pram or stroller, and the cruise is suitable for all physical fitness levels.
Are there any amenities on board?
Yes, the cruise includes environmentally friendly marine composting toilets and life jackets for both adults and children.
What sights will I see?
You’ll pass by lighthouses, see seals and seabirds, view Portland’s skyline, and observe the historic Fort Gorges, built between 1858 and 1864.
How do I meet the crew?
Meet at the end of the Maine State Pier, past Gate 5 of the Casco Bay Ferry. The dock house on the right side will be where you receive your tickets and meet the crew.
Free cancellation
For a full refund, cancel at least 24 hours before your scheduled departure.
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.
Guided experience
Language options are confirmed when you check availability.
Key facts
What's included
Included
- Environmentally friendly marine composting toilet
- Life jackets for adults and children
- 2-hour Windjammer cruise
Not included
- Food and drinks — but you're welcome to bring your own!
- Gratuities
- Group narration — crew is happy to answer questions about the sights
Itinerary
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Stop 1
Enjoy views of the rugged coastline, lighthouses, and seals as we glide through Casco Bay.
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Stop 2
See Portland’s skyline, established in 1786, and watch the bustling working waterfront with fishing boats coming and going.
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Stop 3
Observe Fort Gorges, built from 1858 to 1864, with its massive granite blocks now blending into the natural scenery.
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
For a full refund, cancel at least 24 hours before your scheduled departure.
- 100% refund if canceled at least 1 day in advance
- No refund if canceled within 24 hours of departure
- Cruise may be canceled due to bad weather
Instant confirmation
Your booking is confirmed immediately after checkout.
From $77.00 per person
- Free cancellation
- Secure checkout with our booking partner
