Self-Guided Walking Tours to Explore Boston Massachusetts on Foot

Follow these 16 expert-designed self-guided walking tours to explore Boston, Massachusetts on foot at your own pace. You can also create your own self-guided walk to visit the city attractions which interest you the most.

How it works: download the app "GPSmyCity: Walks in 1K+ Cities" from iTunes App Store or Google Play to your mobile phone or tablet. Each walk comes with a detailed tour map as well as photos and background information for the featured attractions. The app's navigation functions guide you from one attraction to the next. The app works offline, so no data plan is needed when traveling abroad.


Download The GPSmyCity App

Download 'GPSmyCity: Walks in 1K+ Cities' app for IOS   Download 'GPSmyCity: Walks in 1K+ Cities' app for Android

Tips for Exploring City on Foot at Your Own Pace

Whether you are in Boston for a quick stopover or have a few days to see the city in more detail, exploring it on foot, at your own pace, is definitely the way to go. Here are some tips for you to save money, see the best Boston has to offer, take good care of your feet while walking, and keep your mobile device – your ultimate "work horse" on this trip - well fed and safe.

Saving Money with City Passes


To save yourself time and money visiting Boston's multiple sights, you may want to resort to the so-called city passes, such as the Boston CityPASS or GO Boston Card.

A city pass combines all or multiple Boston's top highlights, tours and experiences in one prepaid attractions pass, using which you can save incredible amounts on general admission fees as compared to purchasing tickets separately. Often, a city pass also allows you to skip lines at major attractions, thus saving your precious time.

Staying at Walk-Friendly Hotels


Since you're keen on exploring cities on foot (we assume that you are, and this is why you're here), it is important that you stay at a hotel close to the city's major attractions. It saves you time and energy. Here are a few of Boston hotels conveniently located for a comfortable stroll: Boston Omni Parker House Hotel, The Bostonian Boston, Ames Boston Hotel, Curio Collection by Hilton.

Taking Care of Your Feet


To ensure ultimate satisfaction from a day of walking around the city as big as Boston, it is imperative to take good care of your feet so as to avoid unpleasant things like blisters, cold or overheated soles, itchy, irritated or otherwise damaged (cracked) skin, etc. Luckily, these days there is no shortage of remedies to address (and, ideally, to prevent) these and other potential problems with feet. Among them: Compression Socks, Rechargeable Battery-Powered Thermo Socks for Cold Weather, Foot Repair Cream, Deodorant Powder, Shoes UV Sterilizer, and many more that you may wish to find a place in your travel kit for.

Travel Gadgets for Your Mobile Device


Your mobile phone or tablet will be your work horse on a self-guided walk. They offer tour map, guide you from one attraction to another, and provide informative background for the sights you wish to visit. Therefore it is absolutely essential to plan against unexpected power outages in the wrong place at the wrong time, much as to ensure the safety of your device.

For these and other contingencies, here's the list of useful appliances: Portable Charger/External Battery Pack, Worldwide Travel Charger Adapter, Power Converter for International Travel Adapter, and Mobile Device Leash.

Exploring City on Guided Tours


We have a strong bias towards exploring a city on foot, at your own pace, because this is how you get to see things up close with a maximum freedom. You decide how much time you wish to spend at each attraction and don't have to worry about following a crowd. That said, however, we also understand that some of you may want to go with a guided tour. If that is your case, here are some guided tours to consider. Be ready to fork out a bit of money, though, as a guided tour of Boston typically costs somewhere between US$35 and US$80 or more per person:

- Board a hop-on hop-off trolley to enjoy sightseeing of Boston in comfort listening to a live on-board commentary from a local expert, and be able get on and off at any of the stops along the route as often as you like. The tickets are valid for one or two days.

- Pack your “very best of Boston” experience in just one day with the help of a fully narrated sightseeing tour covering all of the city's key historic attractions, including those in the neighboring Massachusetts cities of Cambridge, Lexington and Concord, dating back to the times of the American Revolutionary War.

- Feel the spirit of Boston on a guided, 2-hour walk through the Downtown area on the popular Freedom Trail visiting the locations of great historical importance for the United States. If you're a history buff, this tour is definitely for you!

- Summon your guts and sense of adventure to dig deep into the ghastly side of Boston on a scary, yet fun and informative frightseeing tour set to bring light to some of the darkest corners of the city and relay the stories of the unfortunate souls and sinister characters that once walked the streets of Boston.

- Pedal your way around Boston on a 3-hour educational and fun bike tour to appreciate the city's most spectacular sights while stopping at some of them for a bit of rest, watching the surroundings, and learning interesting facts about the attractions en route from a knowledgeable group leader.

- Spend another three hours in a most tasteful way on a walk led by an expert guide to explore the culinary scene of Boston. Along with the freshest seafood food and other delights, you will acquaint yourself with Boston's Little Italy, learn the history of this neighborhood and some fascinating facts about its most favorite dishes.

Day Trips


If you have a full or half day to spare whilst in Boston, why not use it to explore some of the out-of-town destinations like Cambridge, Lexington and Concord, New England coast, Salem, Martha's Vineyard, or Plimoth. For as little as circa US$50+ to US$105 per person you will get a chance to discover several nearby Massachusetts cities that left mark in the American history, stand on the legendary battlefield and visit other locations that played a prominent role in the American Revolutionary and Civil Wars, capture the beautiful scenery of the New England coast replete with postcard-worthy beaches, harbors, wetlands, rugged cliffs and lighthouses, travel along the rocky coast of Maine to one of the most iconic lighthouses in the U.S., learn the fascinating history of the Salem Witch Trials, see the birthplace of the American Navy, explore Boston's original Martha's Vineyard, or step back in time for a glimpse of life of the Pilgrims back in the 1600s with a chance to interact with the costumed actors reenacting the Pilgrims' daily chores in the English colony. For any of these tours you will be picked up either straight from your hotel or a designated place in Boston and transported by a comfortable air-conditioned coach to the destination of your choice and back again.

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