Neighborhoodold-port
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Route: Casco Bay working lobster tour, haul real traps with the captain

Tip: Tours run May through October. Portland Lobster Company next door will cook your catch.

Also in old-port

Portland Brewery Bus Tour ★ 4.5

old-port

The Maine Brew Bus runs 3 to 4-hour bus tours from 111 Commercial Street, hitting 3 to 5 breweries on Industrial Way or East Bayside with samples poured.

Tip: Choose between Industrial Way (Allagash, Foundation, Austin Street) or East Bayside (Bissell, Rising Tide, Oxbow) tours.

Casco Bay Schooner Sail ★ 4.3

old-port

Portland Schooner Company runs two-hour Casco Bay sails on the historic 1924 Bagheera and 1925 Wendameen schooners from Maine State Pier (56 Commercial.

Tip: Seasonal May through October. Sunset sails fill earliest; book online.

Casco Bay Mailboat Run ★ 4.0

old-port

Casco Bay Lines runs the year-round working mailboat on a 2-hour-45-minute Bay run through Peaks, Little Diamond, Great Diamond, Long, Cliff and Chebeague.

Tip: Year-round operation. Morning and afternoon runs have different island schedules.

Old Port Culinary Walking Tour ★ 4.6

old-port

Maine Day Ventures (rebranded from Maine Foodie Tours in 2024) runs a 3-hour Old Port culinary walking tour with classic Maine, cultural and up-and-coming.

Tip: Open year-round. French-language tours also available. Book via FareHarbor on the operator site.

Old Port Happy Hour Tour ★ 4.2

old-port

Maine Day Ventures runs an Old Port Happy Hour tour Mondays and Tuesdays, a cocktail-bar crawl through the working-waterfront blocks with small plates.

Tip: Mondays and Tuesdays only. $99 per person. Book via FareHarbor on the operator site.

Full old-port food guide →

More food tours in Portland

Portland Brewery Bus Tour ★ 4.5

old-port

The Maine Brew Bus runs 3 to 4-hour bus tours from 111 Commercial Street, hitting 3 to 5 breweries on Industrial Way or East Bayside with samples poured.

Tip: Choose between Industrial Way (Allagash, Foundation, Austin Street) or East Bayside (Bissell, Rising Tide, Oxbow) tours.

Casco Bay Schooner Sail ★ 4.3

old-port

Portland Schooner Company runs two-hour Casco Bay sails on the historic 1924 Bagheera and 1925 Wendameen schooners from Maine State Pier (56 Commercial.

Tip: Seasonal May through October. Sunset sails fill earliest; book online.

Casco Bay Mailboat Run ★ 4.0

old-port

Casco Bay Lines runs the year-round working mailboat on a 2-hour-45-minute Bay run through Peaks, Little Diamond, Great Diamond, Long, Cliff and Chebeague.

Tip: Year-round operation. Morning and afternoon runs have different island schedules.

Old Port Culinary Walking Tour ★ 4.6

old-port

Maine Day Ventures (rebranded from Maine Foodie Tours in 2024) runs a 3-hour Old Port culinary walking tour with classic Maine, cultural and up-and-coming.

Tip: Open year-round. French-language tours also available. Book via FareHarbor on the operator site.

Old Port Happy Hour Tour ★ 4.2

old-port

Maine Day Ventures runs an Old Port Happy Hour tour Mondays and Tuesdays, a cocktail-bar crawl through the working-waterfront blocks with small plates.

Tip: Mondays and Tuesdays only. $99 per person. Book via FareHarbor on the operator site.

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