Boston's Freedom Trail and Charming Beacon Hill Tour
Go beyond the Freedom Trail and experience modern Boston through the city’s incredible history. From the iconic Boston Harbor, to the famous Freedom Trail, into the heart of beautiful Beacon Hill, join your local guide on an experience that promises to connect you to the Boston of old and new.
Best of Boston Small Group Tour: I Know the Secrets!
Small group tour limited to six guests where you will learn the amazing origins of everyday things. Enjoy the stories of the great places where liberty was born, told by an amazing guide and driver who really knows his stuff. Stewie will lead you through the interior of Old Ironsides, the battleground and museum at The Battle of Bunker Hill and the incredible history of Harvard while amazing you with information about Boston that most Bostonians don't even know.. We provide better service because unlike big chains, we are local and depend on our guests' satisfaction.
Boston's Freedom Trail: A Revolutionary Walking Tour
Redcoats, Riots, Smugglers, Gangs, Midnight Riders, and some 92,000 pounds of tea all feature in the tales on this tour. Tour goers will get to relive the Revolution as it unfolded in one the rowdiest seaports of colonial America, while also learning about how Boston pioneered abolition, women's rights, American education, and immigration throughout its 400-year history. It all happened along the iconic red brick line of Boston’s Freedom Trail.
Join the most comprehensive and exciting walking tour of the Freedom Trail available. Take a stroll through downtown Boston while listening to stories about icons of the American Revolution like Paul Revere and John Hancock--along with lesser known pioneers and patriots from throughout the city's past.
- Check off all 16 sites of Boston's Freedom Trail in one walking tour
- Caters to history buffs and first-time visitors alike
- Small groups allow for questions and interaction with the guide
Guided Boston City Walking Tour
Discover the heart of Boston with us—Paul and Nick Bessa, a dedicated father-son duo passionate about our city's rich tapestry of history. We're not just guides; we're storytellers and history buffs eager to share Boston's legacy.
Why Choose Beantown's Best?
- Personalized Experience: Our tours are intimate, designed to feel like a friend showing you around.
- Expert Knowledge: With over a decade of guiding, Paul's insights will make history come alive.
- Family-Friendly: We ensure a fun and engaging tour for all ages, creating memories that last.
Our Commitment to You
Your satisfaction is our priority.
- A tour filled with laughter and learning.
- Local tips to enrich your stay in Boston.
- An invitation to see Boston through the eyes of locals who love it.
From the cobblestone streets of the historic North End to the iconic landmarks dotting our skyline, we invite you to walk with us. Our tours are more than just walks; they're about connections, stories, and memories.
South End Food Tour: Savor Boston's Best Food Neighborhood
Savor the South End’s Creative Spirit Through Its Flavors, Stories, and Local Makers
Discover Boston’s South End through its vibrant food scene and creative energy on this immersive walking tour. Enjoy multiple generous tastings from beloved, locally owned eateries featuring everything from globally inspired dishes to iconic neighborhood sweets.
Unlike many food tours, this experience offers primarily seated tastings with individual portions, giving you time to relax, savor, and truly enjoy each stop. Between tastings, you’ll explore the South End’s beautiful brownstones, rich history, and dynamic cultural scene with an expert local guide.
Every stop highlights passionate small business owners and the stories behind their signature dishes.
Created by a proudly woman-owned local company, this tour offers an authentic, thoughtfully curated experience that goes beyond the typical tasting tour.
Signature Boston Guided Brewery Tour with snack
As we pick you up in downtown Boston in our comfortable brew van, get prepared for the the ultimate all-inclusive Boston craft beer experience! For 3.5 hours you will explore historic Boston's best breweries while also discovering the wonders of the new, most innovative craft breweries to join the Boston beer scene. Revel in beer knowledge, a beer-inspired snack, comfortable transportation, and lots of delicious beer! You drink, we drive!
2-Hour Beacon Hill True Crime Expert Guided Tour
Step into the dark side of Boston’s past on this gripping true-crime walking tour through historic Beacon Hill. Beneath the neighborhood’s elegant brownstones and gaslit streets lies a history filled with shocking murders, notorious criminals, and courtroom dramas that once captivated the city.
Your expert guide will reveal the chilling details behind some of Boston’s most infamous cases—from the terror of the Boston Strangler to the sensational Parkman–Webster murder case, one of the most famous trials in American legal history. Along the way, you’ll hear about grisly executions, mysterious deaths, and scandals that once dominated headlines but are now largely forgotten.
Beginning at the Massachusetts State House, this fully guided tour takes you deep into Boston’s criminal past, revealing the shocking stories hidden behind one of the city’s most picturesque neighborhoods.
If you love true crime, mystery, and history with a dark twist, this unforgettable tour is not to be missed.
Lexington, MA Battle Green 360 Walking Tour
Guides in authentic colonial dress will immerse you in colonial Massachusetts, where events that occurred on the Lexington Green 250 years ago changed the course of history forever. Discover how everyday people from 1775, including Captain John Parker, Abigail Harrington, and Paul Revere, stood up for what they believed in and shaped the future of the United States.
Tours will begin in front of the Visitors Center, across the street from the Lexington Battle Green, at 1875 Massachusetts Avenue in Lexington.
Boston to New Hampshire Fall Foliage White Mountains Day Trip
Enjoy a spectacular day in the White Mountains of New Hampshire viewing the magnificent fall foliage. Your day will begin with front door hotel pick up service and be brought 2.5 hours north to White Mountains New Hampshire. From here, we will travel through the world renowned Kancamagus Highway. You'll enjoy several stops along this route for pictures and learn mountain history. You'll enjoy a stop in the mountain town of North Conway for lunch and shopping. After lunch we will depart and take a scenic tour on route 302 to for pictures of Mountain Washington in the background then continue on the tour to view where Old Man on the Mountain was perched. Finally returning to Boston and direct hotel drop-off.
Private Tour of Lexington, Concord, and Boston
Visit the real locations where the American Revolution began. Stand on Lexington Battle Green and listen to stories about the very first days of the war and the "shot heard around the world". Walk the Battle Road Trail, stage of multiple skirmishes between the Minutemen and the Redcoats and other "treasonous" events. Visit Concord's Old North Bridge, where the Minutemen routed the Redcoats on their march back to Boston! Return to Boston to visit important sights along the Freedom Trail, including the Paul Revere House, Old North Church, USS Constitution (aka Old Ironside), the Bunker Hill Monument - home to the phrase "don't fire until you see the white's of their eyes", and more!
North End & Boston Market District Tour with Local Guide
Recognized by Yelp as Massachusetts #1 food tour in 2025! Locally owned by Boston native. Specialize in award-winning best eats, culinary education, and history.
Part 1: Tour begins in the North End, Boston's Little Italy, with an iconic cannoli, and a James Beard Classics Restaurant Award winner, where guests will enjoy Sicilian pizza. Next up: Old school Italian slush in the warmer months, 3x Best of Boston Bread Bakery, and freshly-made mozzarella. And then your hardest decision of the day: Mamma Connie's famous meatball or house-made Limoncello. You choose!
Part 2: Fridays & Saturdays, guests will experience the historic Haymarket Market, the country's oldest outdoor market.
Next, the indoor Boston Public Market. Tastings: apple cider doughnut and flavored roasted nuts.
Part 3 (Union Oyster House): Iconic chowder at the oldest continuously-running restaurant in the country!
Boch Center Wang Theatre Tour: Folk Americana Roots Hall of Fame
Visit the historic Boch Center Wang Theatre and take a 1-hour behind-the-scenes tour of one of Boston’s most prominent theatrical landmarks - plus get an exclusive look at the Folk Americana Roots Hall of Fame! Stand on the stage graced by Lady Gaga, Bing Crosby, Bruce Springsteen, Neil Young, Ella Fitzgerald, Mikhail Baryshnikov, Janet Jackson, Queen, Benny Goodman, Elton John, Hugh Jackman, Liza Minnelli, Diana Ross and more! Please note that all areas of the theatre are subject to availability based on the performance and event schedule.
The Boch Center Wang Theatre is listed on the National Register of Historic Places and has been one of the premiere theatrical destinations in Boston since opening in 1925. Rivaled by few other theatres in the world, it boasts a seating capacity of 3,500 and one of the five largest stages in the U.S. This tour allows guests of all ages to experience many aspects of the theatre like never before!
Boston City View Bicycle Tour: History and Landmarks
Discover Boston’s famous sites and hidden treasures on this 2.5 to 3-hour guided bike tour – a perfect way to explore the city! Start in Boston’s North End and pass sites like Copley Square, Fenway Park and the Faneuil Hall marketplace. Cruise through Beacon Hill and admire the diverse neighborhoods as your knowledgeable guide provides insightful commentary on Boston’s unique history. You may also choose to do this tour on an e-bike (select e-bike option at checkout, but note: you must be 16 or older to select the E-bike option).
Boston's Historic Electric Bike Tour
Glide through over 400 years of Boston history on Wander Boston's award-winning immersive historic e-bike tour. Lead by an expert guide who will provide live narration throughout the experience- your tour will cover over 200 points of interest over 8 uniquely-Boston neighborhoods. You'll never miss a moment of Massachusetts history as your helmet serves as a built-in audio device to stay connected to your guide. Unlike other fleets- your all e-bike tour allows guests to choose when and how they would like assistance during their trip- whether you're hoping to sweat off your last lobster roll or you want an easy breezy e-bike adventure- the choice is yours. Starting in the heart of Downtown Boston allows you to spend less time getting to us and more time on tour- from Faneuil Hall to Fenway, Cambridge to the Common- Wander Boston's historic electric bike tour covers the most ground while keeping more money in your pocket!
Ghosts and Gravestones Boston Nightwalk
Discover the dark history of Boston on this 90-minute Nightwalk Tour, where chilling tales of curses and ghosts come to life. Guided by knowledgeable storytellers, you'll explore haunted burial grounds and legendary sites after sunset. Unravel the mysteries behind the murder of George Parkman, visit the haunted Omni Parker House, and learn about the eerie figurehead of the Maritana. With exclusive extended access to historic locations, this tour is designed for thrill-seekers and history buffs alike. Limited spots are available, ensuring a personal and intimate experience.
90-minute walking tour exploring Boston's haunted history
Guided by expert storytellers sharing chilling tales
Exclusive access to haunted burial grounds and historic sites
Perfect for thrill-seekers and history enthusiasts
Haunted Boston Common & Beacon Hill Ghost Tour
Uncover the secrets of Boston’s eerie past on a captivating ghost tour that’s equal parts history, mystery, and thrill. Guided by a local historian and paranormal expert, this small group walking tour explores the city’s haunted landmarks, making it perfect for families, history lovers, and ghost hunters alike.
See the graves at one of Boston’s oldest cemeteries, where lingering spirits have been the topic of chilling tales for centuries. Discover America’s oldest public park, a historical gathering spot for everything from Revolutionary War protests to public hangings, and rumored to be haunted by restless souls from eras long past.
See the legendary Omni Parker House Hotel. Famed for its ghostly residents and spine-tingling tales, this iconic building has been the site of countless paranormal encounters.
Hear jaw-dropping stories of mysterious sightings and unexplained happenings that will leave you wondering—are the ghosts of Boston closer than you think?
Simons Theatre at the New England Aquarium Ticket
Dive into an incredible adventure with a giant screen film! Explore the deepest reaches of the blue planet at The Simons Theatre with one of the largest screens in New England. Bring the entire family for an engaging and unforgettable experience, and then discover more creatures of the sea at the New England Aquarium with a combo ticket!
Private Day Trip to Salem and Hammond Castle from Boston
Enjoy a unique day trip to Boston's northern shore, combining Salem and Hammond Castle! Start the day with a pickup at your door and a comfortable ride to Hammond Castle, located on the ocean cliffs of Gloucester. Take a guided tour of the castle, learning about the history of the eccentric millionaire inventor who built it. Enjoy free time to explore the castle and gardens with plenty of opportunities for stunning photos.
Drive to Salem, where you will have free time for lunch. Choose from a wide variety of dining options in the historic downtown.
After lunch, your guide will take you on a tour of Salem. Learn about the infamous witch trials of 1692, see the real places where the victims were hanged. Learn the story of the "Corwin Curse" as you take a picture in front of the historic Witch House. See the locations where Hocus Pocus was filmed. Take a drive through one of the most beautiful streets in North America, lined with mansions built on the city's maritime fortune.
Private Walking tour of Boston's Freedom Trail and more!
There are many Freedom Trail tour options in Boston, but why be shuttled on a trolley tour or be limited by the route of a duck tour when you can see it all on a customized, tour with your own private guide. Our options are limitless as we can arrange a custom tour to fit your group's wishes. Our guides are the best in the business with many years of experience. Our tours are fun, factual and entertaining. Never boring!
Boston’s Politically Incorrect North End Food Tour
As the title suggests, Boston’s “Politically Incorrect “ Food Tour isn’t going to be your typical food tour. With his no BS style, your tour guide Anthony will give you an inside look into this Italian neighborhood. Born and raised in the North End he will share some great stories that only a true local can share. You will laugh while enjoying the folklore and history of this unique neighborhood. Anthony knows everyone which makes you feel like a local.
On this 3-hour guided walking tour you’ll see historic sights such as the Old North Church and Paul Revere House, visit unique Mom and Pop shops including a 94 year old coffee shop, a pizza shop that only locals go to, other landmarks such as former mafia headquarters, Italian bakeries and hidden alleyways. Oh by the way as we explore we will be eating a ton of Italian specialties like pizza and/or arancini, Italian subs, ravioli, pastries and much more. COME HUNGRY!!
Boston Historic Pubs Tour with Drinks & Tastings Included
Raise a pint to the spirits of Samuel Adams, Paul Revere and George Washington as you relive almost 400 years of Tavern History in Boston. This fun & informative 3.5-hour Walking Tour (approx 2.5 miles) also includes a Ferry Ride across scenic Boston Harbor! See and Learn the history of 5 Freedom Trail sites. Includes 2 Historic Tavern visits, enjoying one Drink (beer/wine/soda) and an Appetizer at both Tavern stops. Along the way you’ll explore Boston’s oldest neighborhoods like Charlestown Navy Yard, Blackstone Block, Faneuil Hall / Quincy Market and the North End (Boston's Little Italy). Visit some of New England’s most historic landmarks as well as two of Boston's oldest Pubs & Taverns. Also look for our popular Pizza Lovers Tour and our Seafood Lovers Tour, too. Walk, Learn, Eat.... and repeat!
Boston Harbor Sunset Sail Tour
Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. This elegant sailing experience will be aboard either Schooner Adirondack III or Adirondack IV. Both sailboats are classically styled schooners and offer a smooth and gentle sailing experience as well as top-notch customer service by our captain and crew. Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the ambiance of a sunset sailing cruise aboard a beautiful sailboat.
Tour de Cambridge Guided Bicycle Tour
On this tour, you’ll cross the Charles River and enter the City of Cambridge. Renowned as one of America’s most bicycle-friendly cities, you will experience the atmosphere and appeal of Cambridge as only possible on two wheels. Touted as “Boston’s Left Bank,” Cambridge is a hotspot of arts, technology, and academia.
This extensive tour, specifically designed to provide you with the overall experience of Cambridge, includes:
• Harvard Square, the heart of America’s oldest university
• Central Square, a vibrant center of music and culture
• The beautiful Charles River
• The Stata Center, Frank Gehry’s only building in Massachusetts
• MIT, The Massachusetts Institute of Technology
The tour is 2.5-3 hours long and covers 11-13 miles. From the cycling paths on the Charles River to the booming industry of Kendall Square, this tour will show you the most exciting and vibrant parts of Cambridge!
If you are 16 years or older, you may chose to tour on E-bike (select E-bike in checkout).
Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston
Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal Way in Ogunquit, a cliffside coastal path that winds along the Atlantic with uninterrupted ocean views and classic New England scenery. Continue to Kennebunkport, a postcard-perfect harbor town known for its historic homes, local boutiques, and working waterfront. Arrive in Portland in time for lunch in the Old Port district, where cobblestone streets, 19th-century brick buildings, and fishing piers set the scene for some of Maine's best seafood — this is the spot to try fresh, locally caught lobster on your own. Finish at Portland Head Light, Maine's oldest and most iconic lighthouse, perched dramatically above the rocky shoreline within Fort Williams Park, with sweeping Atlantic views to close out the day.