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Boston

Beantown: Beacon Hill to Boston Harbor & Freedom Trail to Fenway

Boston. A city that wears its history on its sleeve. Imagine walking the Freedom Trail, a path that leads you to historic gems like the Old North Church and the Massachusetts State House. Or exploring the vibrant Quincy Market, where history, shopping and dining come together. Then, picture a walk through Boston Common, which offers plenty of green space and isn’t far from those famous Swan Boats in Boston Public Garden. And let’s not forget Fenway Park, where baseball legends come to life. Finally, envision Beacon Hill’s picturesque streets including the oh-so-popular Acorn Street. And of course, Boston Harbor – the gateway to exploring the Boston Tea Party Ships and Museum, a vivid recreation of a pivotal moment in US history.

Want to experience Boston’s rich history and vibrant present? Check out our luxury experiences tailored just for Beantown, then let our Experience Designers create a custom adventure personalized to your passions and filled with private Boston tours, 5-star accommodations, luxury transportation and memories you’ll talk about for years! 

Travel Notes From Our Experience Designer

“I adore Boston’s mix of historical charm – it’s like a living museum where every cobblestone and each building has tales to tell. And I love that it’s such a welcoming community – from the markets to the corner taverns to the public parks. Curating trips that bring Boston and all of its gems to life for our guests – both the hidden ones and those out in the open –  is so much fun!”

Mary Eggert

Mary Eggert

Experience Designer

BTSQ Signature Experiences In Boston

BTSQ Signature Experiences are private, luxury tour and hotel packages curated by our seasoned travel Experience Designers that allow you to unwrap our destinations uniquely, creating once-in-a-lifetime memories. Every aspect of these exclusive packages is customizable to your passions and each moment of your journey is thoughtfully planned to ensure a seamless experience with unmatched hospitality.

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What To Be Passionate About In Boston

Walking Boston’s Freedom Trail isn’t just any stroll – it’s like stepping back in time. In fact – this 2.5-mile journey links 16 historical hotspots. From the cobblestones at Paul Revere’s House to the majestic Massachusetts State House, it’s a history lesson with every step and a must-do as far as Boston tours go!

Fenway Park isn’t just a stadium – it’s a legend for sports fans. Being one of the oldest out there, it’s dripping with tradition and cool stories. Whether you’ve cheered for the Red Sox forever or just got into baseball, the vibe here is unmatched. And when “Sweet Caroline” plays? Absolutely electric!

The Charles River Esplanade is perfect for a tranquil escape thanks to its beautiful gardens, historic monuments, cool playgrounds and plenty of paths for walking or biking. Whether you’re kayaking down the Charles, having a picnic by the water or just watching those infamous Boston Duck tours pass by –  the Esplanade is where Boston’s scenic beauty comes to life.

Attention art aficionados! While in Boston you don’t want to miss the Museum of Fine Arts! Inside you’ll discover an impressive collection – spanning from ancient Egyptian artifacts to contemporary American masterpieces. It’s a place where every corner offers a new discovery and a journey through time and cultures that’ll keep you hooked from the get-go!

Then there’s not-to-be-missed Quincy Market, a lively marketplace that embodies the spirit of Boston. With an array of food stalls serving everything from New England clam chowder to international delights along with artisans selling unique local wares it’s a place where both locals and visitors come to experience the heart and soul of the city.  

Quotes from Our Travelers

“Beyond Times Square turned our family’s Boston trip into a learning adventure. With their expert tour guides – it wasn’t just about seeing the historic sitesit was about feeling a deep connection to America’s roots. They really made history come alive in a way that inspired our children.” 

2023 - E.G.

Walking Boston’s Freedom Trail with our private guide from Beyond Times Square truly felt like a VIP journey through American history. Not only did he tell us little-known facts – he also gave us some great recommendations about where to eat dinner that evening.” 
 

2023 - F.C.

When we were in Boston we did the private Harvard Campus walking tour organized by Beyond Times Square. It was super informative and really put into perspective what makes Harvard so special. We got to see more than just the main sightswe learned about it’s history and what it’s really like to be a student there.

2023 - L.S.

“The private sunset harbor cruise arranged by Beyond Times Square was the highlight of our Boston trip. Seeing the city from the vantage point of the Boston Harbor is a magical memory we’ll hold dear.” 

2023 - M.K.

“As foodies, the customized culinary tour in Boston was a game-changer. Beyond Times Square’s guide was super knowledgeable. We not only ate good but we learned a lot about the history of the city as we walked from one tasting to the next.”

2023 - T.W.