A fully bespoke, expert-guided private tour weaving the Freedom Trail's 16 historic sites with insider detours through Beacon Hill's gaslit streets and the North End's storied lanes. Boston's 400-year revolutionary story, told exclusively for your group.
What to expect
Your expert guide meets you dockside and tailors every step to your group, lingering at Paul Revere's House or the Old North Church as long as you wish. Ducking off the main trail into Beacon Hill's hidden Federal-style alleyways, you'll uncover stories no bus tour reaches. The North End finish — Boston's 'Little Italy' — pairs perfectly with a reserved espresso or cannoli at a storied café your guide knows personally. This is Boston as insiders experience it.
Good to know
Pre-book well in advance for peak summer season. The full tour runs 3–4 hours; your guide will tailor the route and pace to your all-aboard time. Comfortable walking shoes are essential — the Trail covers 2.5 miles of cobblestones.
Sail there
Luxury cruises that call at Boston — book through us, the fare is identical and your concierge stays on your side.