Explore Boston and Cambridge history with private minivan transport
7 hours
Up to 9 people
Private vehicle, guide, pickup
Explore Boston and Cambridge by private minivan while hearing stories of the American Revolution, local mobsters, and the city's past. Travel in a heated, air-conditioned vehicle and use historical maps and photos to add context along the way.
30 min - Pick Up The tour stars with your guide picking you up at your door in a comfortable minivan!
30 min - Italian Cafe Enjoy a coffee or tea and a classic cannoli or other pastry as your guide introduces you to Boston and its history!
45 min - North End Explore the North End, with its European charm, historic houses, restaurants galore, and beautiful parks! See Copp's Hill Burying Ground, the Skinny House, North Square, and more!
25 min - Old North Church Step inside the Old North Church, where the lanterns were hung to start Paul Revere's Midnight Ride, and see his family's pew!
20 min - USS Constitution Get close with Old Ironsides, the oldest floating warship in the world!
20 min - Bunker Hill Monument Visit Bunker Hill Monument, in memory of one of the first major battles of the American Revolution.
20 min - Boston Common Explore Boston Common and hear the stories behind the monuments hidden in plain sight!
20 min - Acorn St/Beacon Hill Take a photo on "America's Most Photographed Street", and stroll through the cobblestones of Beacon Hill, frequently rated one of America's most beautiful neighborhoods.
20 min - Public Garden Explore the Boston Public Garden, America's first botanical garden. Learn about the city's infamous "Rascal King"
60 min - Break Take a break for lunch at a local artisinal market, with plenty of choices!
20 min - Innovation Mile Hop in the minivan and enjoy a ride to Cambridge
20 min - MIT Drive through MIT's campus, where you'll see the Great Dome and the famously quirky Stata Center!
60 min - Harvard Yard Explore Harvard Yard, the center of student life at Harvard University. Learn about the Statue of 3 Lies, the tragic story behind their library, and more!
30 min - Drop Off Your guide will drop you off back at your hotel, cruise ship, or airport!
Full refund when you cancel at least 14 days before the tour. 50% refund when you cancel at least 7 days before. No refund within 7 days.
No. Massachusetts law requires proper car seats until children are 8 years old or 57 inches tall, and car seats are not provided. Children under 18 must ride with a parent or guardian.
You will do some walking and regularly get in and out of the vehicle. Photo stops may include brief (about 2–3 minutes) optional chances to step out for pictures.
Bring comfortable clothes and shoes, plus money for lunch and souvenirs.
Various
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.
Jenny was super knowledgeable, flexible, and navigated our whole day professionally! On one of hottest days of the summer she made sure every group member had what they needed. Highly recommend!
Lynne Avdellas
July 3, 2026
Jenny was super knowledgeable, flexible, and navigated our whole day professionally! On one of hottest days of the summer she made sure every group member had what they needed. Highly recommend!
Lynne Avdellas
July 3, 2026
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