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Food experiences in Old Port

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NeighborhoodOld Port
Last verified

Route: Two-hour sail on a wooden schooner around Casco Bay

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

Also in Old Port

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.

TipYear-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.

TipOpen 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.

TipMondays and Tuesdays only. $99 per person. Book via FareHarbor on the operator site.

Lucky Catch Lobster Boat Tour ★ 4.8

Old Port

Lucky Catch Cruises runs 80 to 90-minute working lobster-boat tours on Casco Bay from Long Wharf, 170 Commercial Street; haul real traps with the captain.

TipTours run May through October. Portland Lobster Company next door will cook your catch.

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.

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

Full Old Port food guide →

More food tours in Portland

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.

TipYear-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.

TipOpen 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.

TipMondays and Tuesdays only. $99 per person. Book via FareHarbor on the operator site.

Lucky Catch Lobster Boat Tour ★ 4.8

Old Port

Lucky Catch Cruises runs 80 to 90-minute working lobster-boat tours on Casco Bay from Long Wharf, 170 Commercial Street; haul real traps with the captain.

TipTours run May through October. Portland Lobster Company next door will cook your catch.

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.

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

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