Historic
Jun 29, 2025

What days of the week are the best to buy sightseeing tours in Boston?

When it comes to buying bus sightseeing tours in Boston, the best days of the week are typically Tuesdays through Thursdays—and here’s why.

What days of the week are the best to buy sightseeing tours in Boston?

When it comes to buying bus sightseeing tours in Boston, the best days of the week are typically Tuesdays through Thursdays—and here’s why:

Why Weekdays (Tues–Thurs) Are Best:

  • Lower Prices: Many tour operators drop prices midweek to boost bookings.
  • Smaller Crowds: Fewer tourists = better views, shorter lines at attractions, and a comfier ride.
  • More Availability: You’re more likely to snag the best seats (hello, upper deck!) or catch a last-minute deal.
  • Traffic is Manageable: Boston traffic is notoriously chaotic, but mid-mornings midweek tend to be less gridlocked than weekends.

Avoid:

  • Saturdays: It’s the busiest, most expensive day with full buses and longer waits at stops.
  • Mondays: Some museums or landmarks may be closed or have limited hours.
  • Sundays: Great for vibes, but the brunch crowd and Red Sox fans clog up roads around Fenway and Back Bay.

Bonus Tip:

If you're buying a Hop-On Hop-Off tour, go on Wednesday or Thursday, and plan to use it across two days if allowed. That gives you time to explore stops at your own pace—without cramming everything into one day.

If you’re visiting Boston and thinking, “Which bus tour should I actually book?” — you’re not alone. Between double-deckers, trolleys, and even amphibious duck boats, the choices can get as tangled as Boston’s one-way streets.

But let’s cut through the clutter. We did the homework. We counted the reviews. We even read a bunch of them (you're welcome). And we’ve got a clear winner...

Old Town Trolley Tours — Boston’s Most Rated Bus Sightseeing Tour

Yep, the big orange and green trolleys cruising around Boston are the undisputed heavyweight champs when it comes to customer love.

Boston's Old Town Trolley Tours

Total Reviews Across Platforms (as of July 2025):

  • TripAdvisor: 6,500+ reviews
  • Google: 2,800+ reviews
  • Viator: 4,000+ reviews
  • Total Estimated Reviews: Over 13,000+

That’s more five-star shoutouts than there are Dunkin' Donuts in New England. (Okay, maybe not quite that many. But close.)

Why So Many People Love It

  • 20+ Hop-On, Hop-Off Stops
    From Fenway Park to Paul Revere’s House to the USS Constitution — this tour hits all the big ones.
  • 🎤 Live Guides Who Actually Know Boston
    Forget boring recordings. These guides are equal parts history buff and stand-up comic.
  • All-Day Access
    You can hop on and off all day long. Grab chowder, see a site, and hop back on.
  • Family-Friendly & Mobility Accessible
    Grandparents, toddlers, and even moody teens approve.

Honorable Mentions: Other Highly Rated Boston Bus Tours

Tour Company What Makes It Special Review Strength
Boston Duck Tours Amphibious tour on land and water — super fun! 10,000+ TripAdvisor reviews
Big Bus Tours Iconic red double-decker, great views from the top 1,200+ reviews globally in Boston
CityView Trolley Smaller crowds, good value, local favorite 700+ Google reviews
Boston Sightseeing Budget-friendly, basic loop of downtown 500+ TripAdvisor reviews

Final Verdict: Go with Old Town Trolley if…

  • You want a flexible, fun, full-day experience
  • You’re traveling with family or a group
  • You like your history served with a side of humor
  • You want Boston’s most-reviewed, most-loved option

Where to Book It?

Head to trolleytours.com/boston or find combo tickets that include museum passes or a Boston Harbor cruise.

Your Turn to Ride

Boston’s packed with Revolutionary history, stunning architecture, and a whole lot of Irish pubs. And the best way to see it all without destroying your step count? Hop on a bus tour.

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