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. With Beyond Times Square your Boston visit is sure to be one you’ll never forget!
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!”
Joann Demlein
Group Experience Designer
BTSQ Signature Experiences In Boston
The BTSQ Signature Experiences are private, luxury tour and hotel packages curated by seasoned travel experience designers. Unwrap our destinations in a unique way, creating once-in-a-lifetime memories. All elements in these packages can be customized to your passions. Every moment of your journey is thoughtfully crafted to ensure supreme hospitality.
What To Be Passionate About In Boston
Boston’s Freedom Trail isn’t just a walk – it’s an immersive history lesson. Stretching 2.5 miles through the city, this path connects 16 sites of historical importance. As you navigate from the cobblestone streets of Paul Revere’s House to the grandeur of the Massachusetts State House, you’re literally walking in the footsteps of America’s founding figures.
For sports lovers, Fenway Park is more than a baseball stadium – it’s an institution. As one of the oldest ballparks in the country, it’s steeped in tradition and local lore. Whether you’re a lifelong Red Sox fan or new to the game, the atmosphere here – especially during the singing of “Sweet Caroline” – is electrifying.
The Charles River Esplanade offers an exhilarating escape right in the city center. Among the treasures to be found here are stunning gardens, historical monuments, renovated playgrounds, plenty of biking and walking trails and an abundance of flora and fauna. Whether you choose to kayak along the Charles River, catch an outdoor concert or simply enjoy a picnic by the water, the Esplanade is the perfect place to relax and take in Boston’s more scenic side.
Art aficionados won’t want to miss the Museum of Fine Arts. This iconic institution houses one of the most expansive art collections in the Americas. With treasures that range from ancient Egyptian pieces to modern American art, the museum offers a rich, cultural experience that captivates your senses from the moment you enter.
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 sites – it 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 sights – we 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.
