Portland, Maine is a food day trips in Boston.
Editorially verified May 18, 2026 by Elliot Marsh, TableJourney editor. Source.
Tip: Amtrak Downeaster from North Station runs five round trips a day. The brown-butter lobster roll at Eventide is the must-eat order.
Day trip · 13 hours
Explore Martha's Vineyard on a day trip from Boston and see the cottages in Oak Bluffs, the quaint shops of Edgartown, and the Gay Head Cliffs. Upgrade your trip with ...
Water activity · 2 hours
Experience a beautiful Boston Harbor sunset on the water and see some of the city's waterfront landmarks as the sun dips below the horizon!
Guided tour · 3 hours
Sample and learn about iconic Boston dishes as you’re treated to the city’s best spots for Lobster Rolls, New England Clam Chowder, Boston Baked Beans and Brown Bread ...
Cape Cod's outer flats produce Wellfleet oysters, the East Coast benchmark; Chatham boats land day-boat scallops at the Chatham Pier Fish Market.
TipMac's Shack in Wellfleet for raw oysters; Chatham Pier Fish Market for scallops to take home. Summer-weekend traffic peaks Friday and Sunday afternoon.
Salem, 30 minutes north of Boston on the commuter rail, mixes Halloween tourist food with serious North Shore seafood. Reservations advised.
TipOctober is peak tourist month; the food scene runs year-round. Take commuter rail to skip parking.
Ipswich and Essex on Boston's North Shore are the original fried-clam towns. Lawrence Chubby Woodman invented the dish in Essex in 1916. Booking recommended.
TipSummer weekend lines at Clam Box and Woodman's run 60 to 90 minutes. Visit weekdays before 17:00 for the easy seat.
Newport Rhode Island, 90 minutes south of Boston, is the New England summer seafood capital. Booking recommended. A neighbourhood favourite.
TipDrive only; no train. Combine with the Cliff Walk for a long food-and-history day.
The Berkshires in Western Massachusetts are the city's farmstand source. Booking recommended. Reservations advised. A neighbourhood favourite.
TipMass Pike from Boston, 2.5 hours each way. Tanglewood season (June to September) is the high tourist period.
Providence Rhode Island, an hour south of Boston by train, is the New England food deep cut. Olneyville New York System hot wieners since 1946.
TipOlneyville closes at 02:00 weekends; the 'all the way' wiener is the order. Take the Acela back to Boston after dinner.