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Casco Bay
Casco Bay

Casco Bay Tours and Tickets

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165 Reviews

An inlet on Maine’s southern coast, Casco Bay is a rich maritime area spotted with lighthouses, historic forts, and seven small islands. Calm conditions make Casco Bay an ideal spot for boating, sailing, and kayaking, while the islands each have their own unique communities to explore.

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Portland, Maine
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6 results

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Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

star-4.5
102
See a new vantage on Portland and the Maine coast—and enjoy a relaxing excursion out on the water—on this sailing tour. Make your own way to the Maine State Pier, and hop aboard a traditional, Maine-built windjammer. Once you set sail, soak up the sea breezes, look out for seals, and even take a turn at hoisting the sails or behind the ship’s wheel.
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  • 2 hours
  • Free Cancellation
From
$67.69
From
$67.69

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

star-5
32
Charter a vintage lobster boat, dubbed MONHEGAN, and set sail with this two-hour tour into Casco Bay. You'll get great views of the Maine coastline, passing by four lighthouses as you go. This is a great opportunity to take photos of the coastline and waters, while learning about local nautical history from a knowledgeable captain.
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  • 2 hours
  • Free Cancellation
From
$550.00
per group
From
$550.00
per group

Private Sunset Sailing Charter
Likely to Sell OutLikely to Sell Out

Private Sunset Sailing Charter

star-5
2
This is the charter that needs no introduction. The name says it all and sells itself. Enjoy a great finish to your day in a way that only Maine can offer. There's a reason why sunset is the most popular time of day aboard all of our charter vessels. The light is just right, the harbor is less busy, and the world just seems to make more sense.
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  • 2 hours
  • Free Cancellation
From
$600.00
per group
From
$600.00
per group

Private Sunset Charter on a Vintage Lobster Boat
Likely to Sell OutLikely to Sell Out

Private Sunset Charter on a Vintage Lobster Boat

star-5
28
Looking for a romantic way to watch the sunset while in Maine? How about chartering a vintage lobster boat and heading out to Casco Bay, where you'll take in great views of the sea and coastline. Your captain and guide will be on board to point out lighthouses and natural feature, and you're welcome to bring food and beverages, even the adult kind, on board.
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  • 2 hours
  • Free Cancellation
From
$600.00
per group
From
$600.00
per group

Stand Up Paddleboard Tour in Casco Bay

Stand Up Paddleboard Tour in Casco Bay

star-5
2
Enjoy a relaxing morning paddleboarding along Portland's Casco Bay. After a brief instruction, set out for a stand-up tour of the area—searching out native wildlife such as great blue herons and osprey as you slowly explore the waters. Learn about the area's fascinating history, from ways Native Americans used the land to how lobsters play a big part in the local economy. This leisurely and informative 2-hour tour includes an on-shore snack break before making your way back to Mere Point.
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  • 2 hours 30 minutes
  • Free Cancellation
From
$50.39
From
$50.39

2-Hour Private Sailing Charter
Likely to Sell OutLikely to Sell Out

2-Hour Private Sailing Charter

There's something absolutely magical about traditionally-rigged wooden sailing vessels. Perhaps it's the epiphany that centuries-old technology can still be perfectly in harmony with our modern world. Or perhaps it's something else. Either way, we know you will fall under HESPER's spell the moment she sets sail. 2 hours will let you escape the hustle of the city and Portland Harbor, but still allow time for other activities. See lighthouses, historic stone fortresses, and the beauty of Casco Bay's islands. Relax on deck, or try your hand (with the help of our crew) at handling the rigging and learning how HESPER harnesses the wind. Book ONE TICKET for a group of up to 6.
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  • 2 hours
  • Free Cancellation
From
$550.00
per group
From
$550.00
per group

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What's the best way to experience Casco Bay?