Casco Bay

2 h 30 min · Instant confirmation

Stand Up Paddleboard Tour with Complimentary Oyster Tasting

5.0 (2 reviews)

Learn the basics of stand-up paddle boarding on land before launching at Mere Point in Brunswick for a leisurely 2.5 hour morning tour of Northwest Casco Bay! We will paddle out to a demonstration oyster farm and then to...

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≈ 416 RON

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2 hours · Instant confirmation

Private Sunset Charter on a Vintage Lobster Boat with Drinks

5.0 (45 reviews)

Leave the crowds behind and step aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse viewing charter, ending with a breathtaking Maine sunset. We’ll navigate through the islands of Casco...

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≈ 1,840 RON

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2 hours · Instant confirmation

Private Sightseeing Charter on a Vintage Lobster Boat with Drinks

4.9 (73 reviews)

100% PRIVATE TOUR! Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing & sightseeing charter. Leave the crowds behind as we cruise through the islands of Casco Bay, passing four iconic light...

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≈ 1,717 RON

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1 h 45 min · Instant confirmation

Harbor Lights and Sights Cruise

4.8 (832 reviews)

Explore the bustling inner harbor, Diamond Pass, and the main shipping channel to get close up views of civil war era forts and as many as 4 lighthouses that guide mariners into Portland Harbor.

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≈ 276 RON

per person

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1 h 30 min · Instant confirmation

Morning Lighthouse Cruise Along the Coast of Portland Maine

4.7 (87 reviews)

Join us for 1 1/2 hours as we cruise along the rugged coastline, complete with lighthouses, seals, seabirds, and historic forts. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through...

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≈ 266 RON

per person

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2 hours · Instant confirmation

Sunset Windjammer Cruise Along the Coast of Portland Maine

4.7 (216 reviews)

Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. (NOTE: This is NOT a narrate...

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≈ 348 RON

per person

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2 hours · Instant confirmation

Afternoon Windjammer Cruise Along the Coast of Portland Maine

4.7 (300 reviews)

Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds (NOTE: This is NOT a narrat...

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≈ 312 RON

per person

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1 h 30 min · Instant confirmation

Afternoon Lighthouse Cruise Along the Coast of Portland Maine

4.6 (142 reviews)

Join us for 1 1/2 hours as we cruise along the rugged coastline, complete with lighthouses, seals, seabirds, and historic forts. Pack a meal, bring your favorite wine or beer, and sit back and relax as you slip through t...

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≈ 289 RON

per person

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2 hours · Instant confirmation

Portland Tall Ship Cruise on Casco Bay

4.6 (245 reviews)

What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.

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≈ 443 RON

per person

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1–2 hours · Instant confirmation

Ultimate Portland Self-Guided Driving GPS Audio Tour

4.0 (72 reviews)

Experience historic architecture, harbor views, and rich seaside culture with this driving tour of Portland, Maine! Cross the cobbled streets of Old Port, chock full of shops, restaurants, and bars, all complemented by t...

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≈ 77 RON

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3–5 hours · Instant confirmation

Portland Maine Self-Guided Driving & Walking Audio Tour Bundle

4.0 (8 reviews)

Explore the beauty and history of Portland with this combo of a walking and driving tour. Dig deep into the city’s history as you stroll down cobblestone streets and admire old brick architecture by the waterfront. Visit...

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≈ 113 RON

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4 hours · Instant confirmation

Casco Bay Sailing Escape: Half Day Custom Boat Charter

There are a lot of ways to get out on the water in Maine, but we make every charter feel personal, relaxed, and genuinely memorable. We’re a small, family-run sailing charter, and Sasa is a thoughtfully restored and beau...

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≈ 899 RON

per person

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