Visit LL Bean's flagship store before heading across the street to the outlet for discounts. Open 24 hours a day, 365 days a year. Stop by the LL Bean boot outside the front door for a photo opp.
Order some pizza or other snacks while you enjoy local beer on tap.
You could easily spend a day or two in the Old Port but it's still worth a visit even if you only have a few hours. The recommendations below just scratch the surface so definitely look online for more tips and come hungry - Portland is a foodie city. Coffee: Arabica; Bard; Coffee by Design; Double Great Coffee, Tandem Coffee Roasters and Bakery Breakfast: Bread & Friends; Belleville; Forage Market; Standard Baking Co.; The Holy Donut; Two Fat Cats Bakery Lobster Rolls: High Roller; Portland Lobster Co. Lunch/Dinner: Eventide Oyster Co.; The Honey Paw; Duckfat; Central Provisions; Miyake; Slab; Otto; Ramona's Grab a drink: Allagash; Maine Distilleries; Bissell Brothers; Rising Tide; Oxbow Shops: Blanche and Mimi; Folly 101; Fitz and Bennet; The Post Supply; Viand Mercantile; Maine Potters Market; Open House Museums: Portland Museum of Art; Victoria Mansion; Wadsworth-Longfellow House Other Activities: Casco Bay Ferry to Peak's Island; Portland Head Light