Pick a city, time limit, and a few interests. We assemble a self-guided route with maps, timing, and optional bookable experiences along the way.
Pick a city and a time budget. We start with what changes the route — pace, interests, free vs. paid stops.
Curated stops, ordered for walking time, with narration written for the route — not boilerplate.
Email yourself a magic link. Open it on your phone. Book optional experiences along the way.
Start at America's oldest park, follow the Freedom Trail through Beacon Hill, break for cannoli in the North End, and finish on the harbor.
Highlights · Food · Museums · Architecture
History · Freedom Trail · Food · Walking
Monuments · Museums · Free & cheap · History
Food · Music · Date night · Historic district
Date night · Food · Architecture · Date night
Phased rollout. Tell us where you're going.
The essentials for first-time visitors. Curated, walkable order.
Landmarks and stories in walking order, with context that holds up.
Bakeries, markets, neighborhood institutions. Paced for actual eating.
Sunset spots, an unhurried dinner, a walk that ends somewhere good.
Mostly free stops, transparent pricing, no premium booking pushed.
Scenic viewpoints, golden-hour stops, less-obvious frames.
Group tours go where the group goes. Private guides cost what private guides cost. A good self-guided route — on a map, with timing, with context — sits between the two.
Linger longer at the museum. Skip the second viewpoint. Your route doesn't argue.
No 9:00 AM meeting point. Open the route when you're ready, even mid-trip.
The route is free. Optional bookable upgrades are clearly labeled and never required.
Curated free stops are the backbone. Skip-the-line tickets or a guided segment are add-ons, not the product.
Email yourself a magic link. Open it on the corner, get to the next stop.
Some booking links may earn us a commission at no extra cost to you. We pick experiences that fit a real route, not the ones that pay the most. We never put an affiliate card after every stop, and the route is always usable without booking anything. Read the full disclosure →
Pick a city, a duration, and a few interests. A route in seconds — yours to keep.