Sunset Windjammer Cruise in Portland, Maine
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Experience the stunning beauty of Casco Bay on a two-hour Sunset Windjammer Cruise along the coast of Portland, Maine. Sail past rugged cliffs, historic lighthouses, playful seals, and soaring seabirds as the sun begins to dip below the horizon.
This is not a narrated tour, but our friendly crew is happy to answer any questions about the sights along the way. Whether you're traveling with family, friends, or solo, everyone from nine to ninety-nine will enjoy this peaceful voyage aboard one of Maine's historic schooners.
Bring your favorite snacks, a bottle of wine or beer, and settle in for a relaxing cruise through the pristine waters of Casco Bay. All of our wooden windjammers are built in Maine, and three are listed on the National Register of Historic Places, adding a touch of maritime history to your experience.
Frequently asked questions
How long is the sunset windjammer cruise?
The cruise lasts for approximately 2 hours, giving you plenty of time to enjoy the scenery and unwind.
Can I bring food and drinks onboard?
Yes, you’re welcome to bring your own food, wine, or beer to enjoy during the cruise.
Is the cruise suitable for children?
Absolutely. All ages are welcome, from young children to seniors. Infants and small children can ride in a pram or stroller, and the trip is suitable for all physical fitness levels.
Are there any amenities included?
Yes, we provide life jackets for all ages, environmentally friendly marine composting toilets, and a two-hour cruise experience. Please note, food and drinks are not included.
What sights will I see during the cruise?
You’ll enjoy views of Portland’s skyline, the historic Fort Gorges, and the scenic coastline with lighthouses and seals along the way.
How do I meet the crew for the cruise?
Meet at the end of the Maine State Pier, past Gate 5 of the Casco Bay Ferry. Walk to the dock house on the right to receive your tickets. Check your reservation for the exact meeting point.
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.
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 scenic cruise
Not included
- Food and drinks — feel free to bring your own!
- Gratuities
- Group narration — crew is available to answer questions about the sights
Itinerary
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Scenic Coastline and Lighthouses
Enjoy views of rugged cliffs, historic lighthouses, and playful seals as we glide through Casco Bay.
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Portland Skyline and Waterfront
Observe Portland’s lively working waterfront, with fishing boats departing and returning to the wharves that have served the city since its founding in 1786.
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Fort Gorges
See the impressive granite blocks of Fort Gorges, built between 1858 and 1864, now intertwined with nature's beauty.
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, past Gate 5 of the Casco Bay Ferry. Walk 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 24 hours or less
- 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
