3-Day Boston Foodie Itinerary

  • Day 1: North End Food Tour
    10 minutes (1.5 miles) from Downtown Boston

    Start your day exploring Boston's oldest residential neighborhood, North End, also known as "Little Italy". On this food tour, you will taste a variety of fresh homemade Italian pastries, bread, cheese, and more. You'll also visit one of the oldest continuously operating markets in the United States, the Quincy Market, and taste some of the local seafood that Boston is famous for.

  • Day 2: Fenway-Kenmore Restaurants
    10 minutes (1.8 miles) from North End

    Head to the Fenway-Kenmore area and explore the trendy restaurants and bars. Visit Sweet Cheeks Q for some authentic Southern barbeque, or Island Creek Oyster Bar for delicious seafood. You can also try some Boston-style pizza at Regina Pizzeria. Finish off with a drink at the famous Cheers bar.

  • Day 3: Cambridge Brunch and Brewery
    15 minutes (3 miles) from Fenway-Kenmore

    Take a trip across the river to Cambridge and explore the brunch scene. Start at Café Luna for Mediterranean-inspired dishes, then head to The Friendly Toast for an array of creative breakfast dishes. After brunch, visit the Sam Adams Brewery for a tour and tasting of their popular brews.

Time and Costs Estimates

  • North End Food Tour (3 hours, $60)
  • Fenway-Kenmore Restaurants (3 hours, $80)
  • Cambridge Brunch and Brewery (4 hours, $70)

  • Total Estimated Costs: $210

Transportation

Boston is a walkable city, and you can easily reach all the recommended places on foot. However, if you prefer public transport, the MBTA subway system, aka "the T," is a convenient way of getting around. It costs $2.90 per ride, or you can buy a 7-Day LinkPass for $22.50.

Useful Tips

If you have more time, you can explore the famous Harvard University and the Massachusetts Institute of Technology (MIT) in Cambridge. You can also visit the famous Boston Tea Party Ships & Museum, walk the Freedom Trail, or take a scenic cruise around the harbor. If you have less time, you can skip some of the restaurants or explore only one neighborhood, such as North End, where you'll find plenty of food options.

Airports

Boston Logan International Airport (BOS) is located in East Boston, approximately 4 miles from Downtown Boston. It is the largest airport in New England and serves both international and domestic flights.

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