Discover Charlestown with Ramblin' Boston Tours in Boston
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Explore the historic Charlestown neighborhood of Boston with Ramblin' Boston Tours. This private, customizable walking experience takes you through key sites like the Navy Yard, home of the USS Constitution and the Constitution Museum, as well as Winthrop Square, the Bunker Hill Monument and battlefield, and the Bunker Hill Museum. Along the way, you'll also visit the Warren Tavern, established in 1780 and one of America’s oldest taverns.
Your guide, Tom, is a Massachusetts native and has called Charlestown home for over 30 years. He’s also the author of "Monumental Man," a book about Solomon Willard, the architect of the Bunker Hill Monument. Additionally, Tom is a licensed US Coast Guard captain, offering scenic harbor tours on his sailboat, "Triple Trouble II," through Boatsetter.
This tour provides a relaxed, engaging way to learn about Boston’s rich history while enjoying personalized attention. Perfect for history buffs, families, or anyone looking to experience Charlestown from a local’s perspective.
Frequently asked questions
How long is the tour?
The tour lasts approximately 2 hours, giving you plenty of time to explore without feeling rushed.
What’s included in the tour?
Your ticket covers admission fees and bottled water. You’ll also get to enjoy a personalized experience with a private guide.
Are there any age restrictions?
This tour is suitable for travelers of all ages, from infants to seniors. Infants and small children can ride in a pram or stroller, but participants should have at least a moderate level of physical fitness.
Can I customize the tour?
Yes, the tour is private and customizable, allowing you to focus on sites or topics that interest you most.
What should I know about accessibility?
While infants and small children can ride in strollers, travelers should be comfortable walking and standing for periods during the tour.
What’s not included in the price?
The tour does not include alcoholic beverages, full meals at the Warren Tavern, parking fees, or Charlestown Ferry tickets.
Free cancellation
Cancel at least 24 hours before the scheduled start for a full refund.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 2 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Admission fee
- Bottled water
Not included
- Any alcoholic beverages or full meals at the Warren Tavern
- Parking fees
- Charlestown Ferry round-trip ticket
Itinerary
A 2-hour private walking tour covering Charlestown's historic sites, including interactive exhibits, monuments, and a historic tavern.
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Stop 1
View historical artifacts and interactive displays about life aboard the USS Constitution.
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Stop 2
Explore the Bunker Hill Monument District, including Winthrop Square, the Bunker Hill Monument, and the optional museum tour when open.
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Stop 3
Visit the Warren Tavern, established in 1781, where notable figures like Paul Revere and George Washington once dined. Enjoy a complimentary platter of appetizers and soft drinks, with options to order cocktails or a full meal (not included).
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Stop 4
View the USS Constitution from the dock, with an option for a longer onboard tour when the ship is open to the public (Wednesdays through Sundays).
Meeting point & pickup
Meet at the start point in Charlestown Navy Yard.
Pier 4, Charlestown Ferry terminal. Your guide, Tom, will be holding a Ramblin' Boston Tours sign and wearing a white baseball cap.
Open in Google MapsHow to get there
Please arrive at Pier 4, the Charlestown Ferry terminal, where your guide will meet you.
Cancellation & confirmation
Free cancellation
Cancel at least 24 hours before the scheduled start for a full refund.
- 100% refund if canceled at least 1 day in advance
- No refund if canceled within 24 hours
- Tours may be canceled due to bad weather
Confirmation within 24 hours
Your booking will be reviewed, and you'll receive confirmation within 24 hours.
From $199.00 per person
- Free cancellation
- Secure checkout with our booking partner
