BOSTON PRIVATE TOURS
Custom. Expert. Personal.
We are a family owned company, creating custom historical experiences for guests who value depth, context and conversation.
Each itinerary is tailored to your interests and led by expert educators.
Experience the Best Guided Tours
Experience the Best Guided Tours
Our Featured Experiences
Boston, Lexington-Concord
Academic Boston & Cambridge
This private 6-hour guided driving tour brings together the essential places where the American Revolution unfolded—Boston, Cambridge, Lexington, and Concord—in one carefully paced day. The experience combines comfortable private transportation with light walking at key sites, allowing you to see more history without feeling rushed.
Explore Boston’s Freedom Trail, continue through Cambridge and Harvard University, and travel to Lexington Green and Concord’s North Bridge, where the Revolution began. Led by an expert historian-guide, the tour emphasizes context, ideas, and human stories, offering a complete and engaging Revolutionary War experience for visitors with limited time.
Designed for scholars, educators, and intellectually curious travelers, this private academic tour of Boston and Cambridge explores the historical, political, and intellectual foundations of American democracy. Led by an expert historian, the experience integrates Boston’s Freedom Trail, Harvard University, and key Revolutionary and Enlightenment-era sites, emphasizing primary ideas, context, and consequence rather than surface storytelling.
Ideal for university groups, faculty, educators, and advanced students seeking a rigorous, discussion-driven historical experience tailored to their academic interests.
Our Bespoke New England tours offer fully customized, white-glove travel experiences for guests seeking the highest level of personalization and discretion. These private journeys are crafted around your interests, schedule, and preferred pace, and may include Boston, Cambridge, Lexington and Concord, coastal New England, historic estates, academic centers, or cultural landmarks.
Every detail is handled seamlessly—from itinerary design and private transportation to expert guiding—creating an experience that feels effortless, elegant, and deeply informed. Ideal for families, executives, collectors, and travelers seeking a one-of-a-kind New England experience.
Corporate & Executive
Bespoke New England
Designed for senior leaders, corporate teams, and visiting executives, this private corporate and executive tour of Boston offers a refined, intelligently paced exploration of the city’s history, culture, and civic identity. Led by an expert guide, the experience balances strategic storytelling, light walking, and private transportation, making it ideal for tight schedules and high expectations.
Tours can be tailored to emphasize leadership, innovation, American governance, or Boston’s role as a global intellectual and economic center, and are well suited for client entertainment, executive retreats, board visits, and corporate off-sites.
Specials
As Boston welcomes the world for the FIFA World Cup 2026, we offer private, expertly guided Boston tours designed for visitors who want more than match day alone. Our FIFA 2026 soccer and football experiences connect Boston’s history, neighborhoods, and global identity, providing cultural context and orientation beyond the stadium and the game itself.
Led by knowledgeable local guides and historians, these private World Cup tours are ideal for international soccer fans, football supporters, corporate groups, media teams, and families. Whether scheduled before or after matches, our FIFA 2026 Boston tours offer a thoughtful, seamless way to experience the city during the World Cup.
FIFA
Fall Foliage
Experience New England fall foliage on a private, expertly guided autumn tour crafted around peak color, historic landscapes, and quiet scenic roads. Led by knowledgeable local guides.
These refined fall foliage experiences explore Boston, The Berkshires, classic New England towns, and the surrounding countryside, may be designed as full, or multi-day journeys, based on timing, conditions, and your interests. Each itinerary blends natural beauty with cultural and historical insight, delivered at an elegant, unhurried pace.
Mark the 250th anniversary of American independence with expert-led tours of Boston and the birthplace of the Revolution. Guided by professional historians and educators, these experiences provide depth, context, and clarity—examining the Revolution as a lived event, not a legend.
Considering a move to Boston or New England? We offer private orientation tours and real estate guidance to hep[ you understand neighborhoods, lifestyle, and local culture - before you commit.
250th Anniversary
Real Estate
CONNECT WITH US
Every excursion we offer is private and thoughtfully customized.
Tell us a bit about your interests, timing, and group, and we’ll design an experience tailored specifically to you—whether a few hours in Boston or a multi-day journey through New England.
We typically respond within 24 hours and will personally design an experience around your interest, timing, and pace.
Our Story
Founded in 2005, we are a family-owned, Boston-based private tour company, something surprisingly rare in today’s travel landscape. Our founder, Bill McDonough, discovered his love of history as a Western Union messenger in 1950s Boston, walking the city’s streets long before he went on to teach history at both the high school and college levels. That deep connection to Boston and New England history has been passed on to the next generation—two of his four grown children now work alongside him in the family business.
Our mission is to provide private experiences and tours of the highest quality throughout Boston and New England, whether for individual travelers, families, academic groups, or corporate and executive clients. We work exclusively with experienced, personable, and highly educated local guides who bring historical depth, clarity, and engaging storytelling to every tour.
Through our team, we offer a wide range of customized private tours by foot or private vehicle, including sedans, SUVs, vans, limousines, and chartered coaches, tailored to your interests, pace, and schedule. Our experiences span Boston’s historic neighborhoods, sites along Massachusetts’ North and South Shores, and destinations throughout New England, including Newport, Rhode Island—all delivered with care, flexibility, and a strong commitment to accuracy and service.
