Tour My Run!Tour My Run!Boston is a runners' city like few others: it's home to the oldest marathon in the world, and you feel it the moment you step outside. At first light the Charles River belongs to the rowers and the joggers, the sun sliding between the Cambridge campuses and the Back Bay skyline. On TourMyRun, a local runner takes you along their routes: the Charles River paths and their bridges, the Emerald Necklace green chain drawn by Olmsted all the way to the Arnold Arboretum, the ocean-facing loop of Castle Island in South Boston, the calm circuit around Jamaica Pond, or the paths of Boston Common and the Public Garden right in the heart of downtown. Not a tour bus, not a random jog around your hotel: one hour of running with someone who lives here, at your pace, who knows the right bridges, the right riverside paths and the right tempo.
Come, I'll take you running
To get taken running in Boston, book a run on TourMyRun: a local runner welcomes you and their group at a meeting point, and you set off along their route, at your own pace, for the length of a run — often around an hour. You never run alone, and there's nothing for you to organise.
📄 Download the Boston running guide — routes, maps and tips (free PDF)
Get the free guideYour guide isn't a service provider — they're a Bostonian who loves to run and wants to show you their city. They adjust the pace and distance to your level, pick the route to suit the time of day and the neighbourhood — the Charles River to cruise, the Emerald Necklace for the green, South Boston for the ocean — and share the Boston you won't find in guidebooks. Many of our guides here are running-club members and sports students from the city's campuses, who know their training loops by heart. You leave with a real memory — and often a GPX track to run again on your own.
Looking for someone to run with in Boston? A local is ready to go. Rather than running alone in a city you don't know, you join a resident who already runs this ground: they open up their route, match the pace to yours, and show you the city on the move.
Not here for the performance? Many guides offer an easy-paced discovery run — a gentle jog, almost at walking pace, to see the city without racing through it. You stop at the viewpoints and take the time to look: it's a way to discover Boston on the move with a local, at a pace that lets you take everything in.
Yes. On TourMyRun, a run is led by a local who welcomes a small group of runners: you join others — visitors or locals — for a shared group run, without ever having to run alone. It's the group of a TourMyRun run, led by a resident — not an outside club or crew.
Public, well-known routes you can run on your own — a solid plan B to get moving right away. But the best of TourMyRun is still discovering them with a local who takes you, at your pace.
The great classic: run the Dr. Paul Dudley White Path on the Boston side, cross a bridge and come back on the Cambridge side. The Harvard–Longfellow loop is ~2.8 miles; chain the bridges (BU Bridge, River Street, Eliot) to stretch it to 5, 8 or 14 miles. Flat, car-free, skylines on both sides.
Start : Charles River Esplanade, around Back Bay (Boston)
Olmsted's chain of parks threaded end to end: the Fens, the Riverway, Olmsted Park, Jamaica Pond, then the Arnold Arboretum. Almost all green, mostly flat, a nature escape in the heart of the city. Run it one-way (~5 mi to Jamaica Pond) or push on to the Arboretum.
Start : Back Bay Fens, near the Museum of Fine Arts (Fenway)
A flat loop around Pleasure Bay linking Castle Island to the mainland by a causeway, facing Boston Harbor and the ocean. You pass the foot of Fort Independence. Wide, breezy, ideal at sunrise; stack laps for distance.
Start : Castle Island / Pleasure Bay Beach, South Boston
The circuit around the pond on a rolling, shaded path, one of the links of the Emerald Necklace. A short, safe loop, perfect to repeat; a 5 km parkrun is run here every Saturday.
Start : Jamaica Pond boathouse, Jamaica Plain
Your guide is a passionate amateur, not a professional. They are not paid: what you pay covers the organisation and a contribution towards the costs they incur — never a wage, never a service contract. It's a run between runners, not a ticketed tour.
Your guide will point you the right way. The Charles River for flat, rolling paths and skylines; the Emerald Necklace for green and quiet; Castle Island for the ocean; Jamaica Pond for a short, easy loop. Each listing shows the location, distance and pace.
Usually around 1 hour, but it depends on the run you pick — each listing shows distance, duration and pace.
Yes. Boston guides often offer sunrise and weekday slots — ideal before a day of sightseeing or meetings, when the Charles River and the parks are still quiet.
Absolutely. If you know your routes by heart and enjoy running with others, you can offer your runs and choose your slots. It's voluntary: your costs are covered, never a wage.
Book a run on TourMyRun: a local runner takes you along their route and matches the pace to yours. You pick a slot, meet them at the meeting point, and run with company.
Yes — every TourMyRun run is led by a local who welcomes a small group. You join other runners for a shared run, and never run alone.
With a resident who knows the city. They open up their routes and their group: you discover Boston like a local, not like a tourist.
Yes. Some guides offer an easy-paced discovery run, almost at walking pace, with stops at the viewpoints — to see the city on the move, at your own pace.
Search the runs in Boston on TourMyRun: each listing shows the route, the pace, the duration and the local who guides you. Pick the one that suits you.
Come, I'll take you running
