Guided tour · 3 hours
Portland: Old Port Seafood Lovers Tour
Savor a Maine seafood luncheon and learn about Portland’s iconic working waterfront with a knowledgeable local guide.
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Editor's tip. Free admission. Food and drink purchased at vendor stalls. Best entry point is Exchange Street at Middle.
Plan the days around it
Eat your way around Portland while you are in town
Old Port Festival runs 11 June. These are the food tours and tastings in Portland to book for the days around it; most cancel free up to 24 hours ahead.
Water activity · 2 hours
Portland, Maine: Coastal Windjammer Sailing Cruise
Glide through the pristine waters of Casco Bay on Bagheera, Wendameen, or Timberwind sailing ships, and experience Maine's historic craftsmanship on this sailing boat ...
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Guided tour · 2.5 hours
Portland: Old Port Culinary Walking Tour
Eat your way through one of Maine's most "foodie" centric cities on this culinary walking tour of Portland. Enjoy a leisurely walking tour that carves a path through t...
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Also in old-port
Harvest on the Harbor ★ 4.7
Harvest on the Harbor is Portland's Maine food festival, held 15 to 17 October 2026 at Maine Studio Works, with the Maine Lobster Chef of the Year contest and Maine OysterFest sessions.
TipTickets must be bought in advance and are non-refundable. The lobster chef contest is on Friday and OysterFest has two Saturday sessions.
Maine Lobster Festival (Rockland) ★ 4.6
Maine Lobster Festival in Rockland, 75 minutes northeast of Portland, runs Wednesday to Sunday over the first full weekend of August, five days at Harbor Park.
Tip75-minute drive from Portland; the Coastal Trolley provides shuttle service. Single-day admission tickets via the operator site.
