Discover Boston and Cambridge with a private tour that combines iconic landmarks, rich history, and local stories. Perfect for a customized day exploring the city’s best kept secrets and must-see sights.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
8 hours
Fitness Level
Suitable for most fitness levels; comfortable walking and standing involved
Wildlife
History
Boston’s historical sites played pivotal roles in America’s founding, from the Boston Tea Party to the Revolution’s early battles.
Conservation
The city actively maintains green spaces and historic landmarks, emphasizing sustainability and preservation for future generations.
Boston Hidden Gems
Discover Boston and Cambridge with a private tour that combines iconic landmarks, rich history, and local stories. Perfect for a customized day exploring the city’s best kept secrets and must-see sights.
Boston Hidden Gems curates small-group and private tours across Boston, Cambridge, and Salem, focusing on Revolutionary history, iconic universities, and local food culture. The company offers a variety of formats including walking tours, driving tours in modern vehicles, subway-assisted itineraries, and combined land-and-sea experiences. Signature experiences range from a 3.5-hour Illustrious Schools tour of MIT and Harvard to full-day explorations of Boston and Salem that visit Hammond Castle, historic taverns, and witch-trial sites.
Guides highlight both well-known landmarks — the Freedom Trail, Old North Church, Paul Revere House, USS Constitution, Lexington Battle Green, and Concord’s Old North Bridge — and lesser-seen stories, architecture, and campus pranks. Several tours include artisanal food tastings in Little Italy, seafood stops, and picnic options at historic libraries and markets. One intimate Salem day trip is explicitly limited to six guests; other offerings include private full-day and half-day driving tours tailored for small groups and families.
Boston Hidden Gems emphasizes knowledgeable local guides, carefully paced itineraries, and authentic experiences that connect historical context with modern Boston life. Booking options include semi-private and private tours, and several routes combine walking with a scenic boat ride in Boston Harbor. This approach aims to deliver memorable, photo-ready moments and insider perspectives that suit first-time visitors, history enthusiasts, and repeat travelers seeking a deeper understanding of Boston and Cambridge.
Tours
Multiple experiences
Walking, driving, boat & private options
Small Groups
6-seat option
Some tours limited to six guests
Durations
Half- to full-day
3.5-hour, half-day and 7-hour tours offered
Focus Areas
History & Food
Revolutionary history, Harvard, food tours
Select a date, pick a format — walking, driving, or boat — and secure a guided tour that fits any schedule and interest.
Dress comfortably for walking
Wear good walking shoes and dress in layers to stay comfortable while exploring different neighborhoods.
Bring a camera or smartphone
Capture the historic architecture, lively streets, and scenic views throughout the day.
Prepare for weather changes
Check the forecast and bring an umbrella or sun protection depending on the season.
Plan ahead for lunch stops
Arrive with an appetite as you'll be sampling local cuisine at artisanal markets during the tour.
Comfortable walking shoes
Key for staying comfortable during the full day of walking and sightseeing.
Weather-appropriate clothing
Layered clothing helps manage changing temperatures and weather conditions.
spring|summer|fall|winter
Camera or smartphone with extra battery
To capture the scenic views, historic sites, and candid moments along the route.
Reusable water bottle
Stay hydrated as you walk through the city’s vibrant neighborhoods.