From the cobblestone streets of Beacon Hill to the sweeping views along the Charles River Esplanade, our guided fitness tours let you break a sweat while taking in Boston’s rich history, iconic landmarks, and hidden gems. Whether you're jogging past Paul Revere’s house, lunging on the Freedom Trail, or flowing through yoga in the Public Garden, every tour blends fun, fitness, and fascinating stories. Join us for the ultimate endorphin-fueled adventure through one of America’s most historic—and walkable—cities!
BOSTON Featured TOURS
The FEATURED TOUR is our version of the social experience. These 4 MILE RUNNING ROUTES and 1.5 MILE WALKING ROUTES are our most popular tours, and not about pace but about coming together with others to experience Boston doing something we all love to do.
A REVOLUTIONARY RUN - $49
Duration: 1.5 hours | Distance: 3.3 miles | Start/End: Boston Common
Want to immerse yourself in Boston’s history and its legendary running culture? “A Revolutionary Run” with City Fit Tours is a 3.3-mile guided running tour that lets you do just that!
You’ll jog through historic neighborhoods like the Common, the Public Garden, Beacon Hill, Downtown Boston, and the North End, while making stops at must-see sites including the Old State House, the Old North Church, Acorn Street, and lots more. Along the way, your guide will share the revolutionary stories that shaped a nation at a fun, conversational pace.
Designed for runners of all levels, this tour is packed with photo ops, stretch breaks, and plenty of storytelling. Whether you're a visitor or a Bostonian looking to see your city differently, this is your chance to sweat, sightsee, and soak up the iconic spirit of Boston!
THE BOSTON RUN EXPERIENCE - $49
Duration: 1.5 hours | Distance: 3.6 miles | Start/End: Boston Common
Ready to experience Boston from a runner's perspective? Join us for this 3.6-mile guided running tour through the city's most iconic landmarks, all while soaking in the rich history and vibrant energy that make Boston such a unique place to explore.
You'll hit must-see spots—Boston Common, the Boston Public Garden, and Copley Square, while passing by picturesque views along the Charles River Esplanade, Beacon Hill, and the world-famous Back Bay. Along the way, we’ll make stops at scenic spots for photo ops and quick stretch breaks—perfect for both seasoned runners and those looking to enjoy the sights at a comfortable pace.
Your guide will share fascinating stories about the city’s history and culture, from the moments that shaped Boston into the powerhouse it is today to the quirky details you won’t find in a guidebook. Whether you're a local or a first-time visitor, you’ll finish this run with a deeper appreciation of Boston's charm.
COMING SOON
BOSTON SEAPORT BEER RUN - $55
RUN BOSTON, DRINK BOSTON! Lace up and let’s hit the streets! Starting at the iconic Harpoon Brewery, this guided running tour blends Boston’s revolutionary spirit with its legendary brewing culture. Over the course of an exhilarating 6.5-mile loop, you'll jog through cobblestone alleyways and storied streets, taking in epic landmarks like the Old North Church, where Paul Revere ignited a revolution, and TD Garden, the roaring home of the Celtics and Bruins.
We’ll trot past some of the city’s most historic watering holes—Beantown Pub and the legendary Green Dragon Tavern, once known as the “Headquarters of the Revolution.” Along the way, you’ll pay your respects at the grave of Samuel Adams, the patriot-turned-brewer who knew how to stir things up both in Congress and in a kettle.
After looping back along Boston’s beautiful waterfront, we’ll return to Harpoon for a well-earned recovery: refuel with water and snacks, then kick off your behind-the-scenes brewery tour. Learn how Harpoon crafts its signature beers before heading to the lively Beer Hall to enjoy a fresh-baked pretzel and raise a pint of your favorite pour—because nothing tastes better than history, hops, and hustle.
Each Tour is led at a casual pace with designated stops along the way. Group size varies from week to week and is dependent on registrations. City Fit Tours will provide directions to the meeting location for each tour, and runners are responsible for arriving on time.
For registrations within 24 hours notice please contact Makayla@CityRunningTours.com to check availability.
PERSONALIZED BOSTON RUNNING TOURS
With our Personalized Running Tours you and your group completely customize your Boston fitness experience. A private experience offers a unique blend of physical activity and exploration, catering to individual preferences and fitness levels. Perfect if you are visiting town while training for a race or business traveler fitting a workout in to your busy schedule. On a running tour you will select the distance and sights you would like to see. City Fit Tours offers pick-up and drop-off from any location, photos and water during the tour.
The cost of a personalized running tour is $150 for up to 4 participant and $35 for each additional participant above 4.
For registrations within 24 hours notice please contact Makayla@CityRunningTours.com to check availability.
