Boston Food & History Tour
Taste Boston classics and explore American Revolution sites on a private 5.5-hour tour
From$651
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Discover what we've curated for you
Taste Boston classics and explore American Revolution sites on a private 5.5-hour tour
Discover what we've curated for you
5.5 Hours
Pickup and drop-off, Bottled water
Explore Boston’s food and history on a private afternoon tour through Little Italy and historic downtown. Savor local favorites while hearing stories from the Revolution and the city’s immigrant past.
Full refund if you cancel at least 14 days before your tour. 50% refund if you cancel at least 7 days before. No refunds within 7 days. Food and tickets already booked may not be refundable per vendors' policies.
Little Italy, Boston.
Jenny stands out as an exceptional guide in these reviews, earning consistent praise for her deep knowledge, engaging storytelling style, and warm personality. Travelers appreciate how she blends historical facts with modern context to keep tours interesting, and she's always happy to snap photos and answer questions. Alexandria also gets mentioned for excellent university tours covering MIT and Harvard. The operation runs smoothly with convenient door-to-door service that works well for visitors with limited mobility or tight schedules. This family-owned company clearly delivers personalized experiences. One family raved about booking a private Castles and Curses tour with guide Maria, who customized their itinerary and fielded endless questions about Massachusetts history and culture. The flexibility to accommodate individual interests shows up repeatedly, whether it's tailoring a tour for an elderly visitor interested in history or adjusting stops along the way. With perfect ratings across the board, this provider combines knowledgeable guides with thoughtful service that makes exploring Boston genuinely enjoyable.
Great tour and outstanding customer service. This was the perfect fit for my Dad (80 yrs old) who had limited time in Boston and was on his own while I was at work. The guides were personable, knowledgeable and catered to my Dad's particular interests in history. Seamless operations with door-to-door service.
Rachael Lammers
January 11, 2026
Great tour and outstanding customer service. This was the perfect fit for my Dad (80 yrs old) who had limited time in Boston and was on his own while I was at work. The guides were personable, knowledgeable and catered to my Dad's particular interests in history. Seamless operations with door-to-door service.
Rachael Lammers
January 11, 2026