Casco Bay Boat Cruises

PORTLAND · MAINE

10 Best Casco Bay Boat Cruises

Portland's standouts, both coasts.

The 10 standout casco bay boat cruises a Portland traveller will actually book. What each one covers, who runs it, and what it costs from the dock or the trailhead.

10 Best Casco Bay Boat Cruises

Harbor Lights and Sights Cruise

Harbor Lights and Sights Cruise - How the cruise story unfolds across Casco Bay

1.Harbor Lights and Sights Cruise

Most Popular 5.0

A 1 hour 45 minute Portland Harbor cruise with Casco Bay lighthouses, Civil War forts, and big water views for $54.

“The narration and information is top notch. However, only a few of the talking points were things you were actually seeing as you drove. In fact one, “off to your right in the water, you may see …”. We weren’t near water - for long time. I listened to the history later in my room…”

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Port City Lights Cruise

Port City Lights Cruise - Stop 1: The 1897 West-Side Lighthouse at Portland’s Shipping Channel

2.Port City Lights Cruise

5.0

One hour on Portland Harbor seeing four lighthouses and Fort Gorges, with onboard snacks, restrooms, and fun, clear history for $39.

“Wear a jacket! Great views, historical information about the Cape was interesting! Will definitely be back next year!!!!”

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Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay - The two-hour Casco Bay sail: where you go and what you see

3.Portland Tall Ship Cruise on Casco Bay

4.5

Sail Casco Bay from Portland on a historic Maine windjammer. Bring snacks and drinks, enjoy 2 calm hours, and maybe help with sails.

“This was such an amazing experience and everyone was so knowledgeable and safe. We also had the best weather too!”

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Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine - The route vibe: lighthouses, seals, and that Portland coastline feeling

Sunset Lighthouse Cruise Tour from Casco Bay

Sunset Lighthouse Cruise Tour from Casco Bay - The lighthouse lineup: From George Washington’s light to Bug Light

5.Sunset Lighthouse Cruise Tour from Casco Bay

5.0

Casco Bay sunset from Portland. See Maine lighthouses, hear WWII shipyard stories, and watch for seals and dolphins. 1h45, $56.

“Easy online booking, friendly staff with a knowledgeable and interesting narrator! Parking adjacent to the ferry very convenient.”

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Sunset Windjammer Cruise Along the Coast of Portland Maine

Sunset Windjammer Cruise Along the Coast of Portland Maine - Stop Two: Portland Skyline and the Working Waterfront Rhythm

6.Sunset Windjammer Cruise Along the Coast of Portland Maine

5.0

Sail a historic schooner through Casco Bay on a Portland, Maine sunset cruise. Bring your own snacks and drinks for 2 hours.

“We enjoyed the cruise although it ended a half hour before sunset so we didn’t really get to see sunset. The crew was super nice and knowledgeable and the sail was very peaceful. We would definitely recommend this experience to others.”

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Sunset Sea Kayak Tour of Casco Bay

Sunset Sea Kayak Tour of Casco Bay - Starting at 1 Cutter St: The Fastest Way to Get on the Water

7.Sunset Sea Kayak Tour of Casco Bay

5.0

Sunset sea kayaking on Casco Bay from Portland: small-group tour with gear and dry bag, seals, wharves, and distant lighthouses.

“Our tour guide, Whitney was the best part! She was so funny and easy to talk to. I felt I could trust her. The sunset was gorgeous and we saw a seal”

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Private Sightseeing Charter on a Vintage Lobster Boat with Drinks

Private Sightseeing Charter on a Vintage Lobster Boat with Drinks - Why this Portland Harbor charter beats the usual cruise

Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour - Views back to Portland: photos, sea air, and the sense of scale

Casco Bay Half-Day Sea Kayak Tour

Casco Bay Half-Day Sea Kayak Tour - Safety That Makes First-Time Kayakers Feel Set Up

10.Casco Bay Half-Day Sea Kayak Tour

5.0

Paddle Portland’s Casco Bay on a guided half-day sea kayak. Spot seals and seabirds, pass forts and lighthouses, and snack on a beach.

“Suzanne was an amazing guide! We paddled to an island and saw seals along the way. Would highly recommend!”

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