Walking Tour near South Boston, Massachusetts

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Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

Puzzling Adventures

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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near South Boston

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!

Eric G.

Fun fun fun! great way to experience a new area!

Rhonda R.

I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!

Taylor V.

Image © STandTB

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Puzzling Adventures Highlights

250+ Locations
Exploration
No reservations
Photo Challenges
Informative
Outdoor activity
Team building
Enriching
Flat rate price
Accessible
Kid friendly

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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Mapping Puzzling Adventures, 65 John F Kennedy St, Cambridge, MA 02138

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directions

Puzzling Adventures, 65 John F Kennedy St, Cambridge, MA 02138

More Information

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Directory

Amazing Race

South Bay Amazing Race Inner Belt Amazing Race Boston Amazing Race Faneuil Amazing Race Dock Square Amazing Race Coolidge Hill Amazing Race Kendall Square Amazing Race Chestnut Hill Amazing Race Newton Center Amazing Race Somerville Amazing Race Waterfront Amazing Race Reservoir Amazing Race Beacon Hill Amazing Race North End Amazing Race Old Cambridge Amazing Race Cedar Hill Camp Amazing Race Payson Park Amazing Race Brookline Village Amazing Race West Everett Amazing Race South Boston Amazing Race Mission Hill Amazing Race Chinatown/leather District Amazing Race South End Amazing Race Glendale Amazing Race Allston Brighton Amazing Race Strawberry Hill Amazing Race East Boston Amazing Race Wellington Amazing Race West Medford Amazing Race Jamaica Plain Amazing Race Back Bay Amazing Race Sommerville Amazing Race Malden Amazing Race Glenwood Amazing Race Grove Hall Amazing Race West Somerville Amazing Race Brattle Amazing Race Winter Hill Amazing Race Prospect Hill Amazing Race Arlington Amazing Race Malden Centre Amazing Race Admirals Hill Amazing Race Quincy Market Amazing Race Roxbury Crossing Amazing Race Va Boston Healthcare System Brockton Campus Amazing Race Wedgemere Amazing Race Beaconsfield Amazing Race Fenway/kenmore Amazing Race Brighton Amazing Race Symmes Corner Amazing Race East Cambridge Amazing Race East Somerville Amazing Race Brookline Amazing Race Avon Hill Amazing Race Longwood Station Amazing Race Hendersonville Amazing Race Belmont Amazing Race North Village Amazing Race Thompsonville Amazing Race Spring Hill Amazing Race Oak Grove Amazing Race Dorchester North Amazing Race Everett Amazing Race Bay Village Amazing Race North Cambridge Amazing Race Watertown Amazing Race Cambridgeport Amazing Race Medford Hillside Amazing Race East Watertown Amazing Race Larchwood Amazing Race West End Amazing Race Charlestown Amazing Race Malden Highlands Amazing Race Beaver Brook Station Amazing Race Edgeworth Amazing Race Coolidge Corner Amazing Race Clematis Brook Station Amazing Race Medford Amazing Race Uphams Corner Amazing Race Jeffries Point Amazing Race Aberdeen Amazing Race Ten Hills Amazing Race Huron Village Amazing Race Newtonville Amazing Race Mount Auburn Amazing Race Newton Amazing Race Arlington Heights Amazing Race Nonantum Amazing Race North Brighton Amazing Race Chelsea Amazing Race Eastview Park Amazing Race Downtown Boston Amazing Race Downtown/financial District Amazing Race Roxbury Amazing Race Waverley Amazing Race Newton Corner Amazing Race East Arlington Amazing Race Allston Amazing Race Cambridge Amazing Race Bemis Amazing Race

Treasure Hunt

South End Treasure Hunt Somerville Treasure Hunt Symmes Corner Treasure Hunt Downtown Boston Treasure Hunt Waterfront Treasure Hunt North Brighton Treasure Hunt Newtonville Treasure Hunt Oak Grove Treasure Hunt Arlington Heights Treasure Hunt Cambridge Treasure Hunt South Bay Treasure Hunt Glendale Treasure Hunt Malden Treasure Hunt North Village Treasure Hunt Waverley Treasure Hunt West Medford Treasure Hunt Payson Park Treasure Hunt Brattle Treasure Hunt Thompsonville Treasure Hunt South Boston Treasure Hunt East Arlington Treasure Hunt West Everett Treasure Hunt Hendersonville Treasure Hunt East Watertown Treasure Hunt Aberdeen Treasure Hunt Cedar Hill Camp Treasure Hunt Faneuil Treasure Hunt Huron Village Treasure Hunt Uphams Corner Treasure Hunt Cambridgeport Treasure Hunt Old Cambridge Treasure Hunt East Somerville Treasure Hunt East Cambridge Treasure Hunt Grove Hall Treasure Hunt Spring Hill Treasure Hunt Chestnut Hill Treasure Hunt Mission Hill Treasure Hunt Jamaica Plain Treasure Hunt Jeffries Point Treasure Hunt Boston Treasure Hunt Wedgemere Treasure Hunt Larchwood Treasure Hunt Malden Centre Treasure Hunt Medford Treasure Hunt Admirals Hill Treasure Hunt Coolidge Corner Treasure Hunt Medford Hillside Treasure Hunt Fenway/kenmore Treasure Hunt Kendall Square Treasure Hunt Prospect Hill Treasure Hunt Beaconsfield Treasure Hunt Brookline Treasure Hunt North Cambridge Treasure Hunt Everett Treasure Hunt Longwood Station Treasure Hunt Allston Brighton Treasure Hunt Newton Treasure Hunt Allston Treasure Hunt Newton Corner Treasure Hunt Coolidge Hill Treasure Hunt Va Boston Healthcare System Brockton Campus Treasure Hunt Malden Highlands Treasure Hunt Belmont Treasure Hunt Downtown/financial District Treasure Hunt Arlington Treasure Hunt Strawberry Hill Treasure Hunt Bemis Treasure Hunt Edgeworth Treasure Hunt Sommerville Treasure Hunt Roxbury Crossing Treasure Hunt Newton Center Treasure Hunt North End Treasure Hunt Eastview Park Treasure Hunt Roxbury Treasure Hunt Glenwood Treasure Hunt Charlestown Treasure Hunt Beacon Hill Treasure Hunt Beaver Brook Station Treasure Hunt Dock Square Treasure Hunt Nonantum Treasure Hunt Mount Auburn Treasure Hunt Winter Hill Treasure Hunt Bay Village Treasure Hunt East Boston Treasure Hunt Inner Belt Treasure Hunt Watertown Treasure Hunt Chinatown/leather District Treasure Hunt Back Bay Treasure Hunt Quincy Market Treasure Hunt Ten Hills Treasure Hunt Brookline Village Treasure Hunt West End Treasure Hunt Dorchester North Treasure Hunt Brighton Treasure Hunt Avon Hill Treasure Hunt Reservoir Treasure Hunt Chelsea Treasure Hunt Clematis Brook Station Treasure Hunt West Somerville Treasure Hunt Wellington Treasure Hunt

Walking Tour

Newtonville Walking Tour Hendersonville Walking Tour Beaconsfield Walking Tour Charlestown Walking Tour Chelsea Walking Tour Winter Hill Walking Tour Bemis Walking Tour North Brighton Walking Tour Wedgemere Walking Tour Newton Corner Walking Tour Aberdeen Walking Tour Belmont Walking Tour West Somerville Walking Tour Waterfront Walking Tour Watertown Walking Tour Mission Hill Walking Tour Fenway/kenmore Walking Tour Avon Hill Walking Tour Brookline Village Walking Tour Newton Walking Tour North Village Walking Tour Quincy Market Walking Tour Medford Walking Tour Inner Belt Walking Tour Reservoir Walking Tour Oak Grove Walking Tour Thompsonville Walking Tour Chinatown/leather District Walking Tour Beaver Brook Station Walking Tour Downtown Boston Walking Tour South Bay Walking Tour Old Cambridge Walking Tour Cedar Hill Camp Walking Tour East Arlington Walking Tour Arlington Heights Walking Tour Bay Village Walking Tour Jamaica Plain Walking Tour Ten Hills Walking Tour Roxbury Walking Tour Huron Village Walking Tour Newton Center Walking Tour Sommerville Walking Tour Grove Hall Walking Tour Dorchester North Walking Tour Longwood Station Walking Tour Malden Centre Walking Tour Chestnut Hill Walking Tour Edgeworth Walking Tour Admirals Hill Walking Tour Eastview Park Walking Tour Somerville Walking Tour Strawberry Hill Walking Tour West Medford Walking Tour North End Walking Tour Dock Square Walking Tour Coolidge Hill Walking Tour Wellington Walking Tour East Cambridge Walking Tour Malden Highlands Walking Tour Va Boston Healthcare System Brockton Campus Walking Tour West Everett Walking Tour Roxbury Crossing Walking Tour Medford Hillside Walking Tour South End Walking Tour Spring Hill Walking Tour Clematis Brook Station Walking Tour Glenwood Walking Tour Faneuil Walking Tour Waverley Walking Tour Coolidge Corner Walking Tour Arlington Walking Tour Cambridgeport Walking Tour West End Walking Tour Downtown/financial District Walking Tour Brookline Walking Tour Mount Auburn Walking Tour East Boston Walking Tour Cambridge Walking Tour Larchwood Walking Tour Allston Brighton Walking Tour Uphams Corner Walking Tour Jeffries Point Walking Tour Boston Walking Tour Beacon Hill Walking Tour Prospect Hill Walking Tour Payson Park Walking Tour Back Bay Walking Tour Everett Walking Tour Brattle Walking Tour Symmes Corner Walking Tour Allston Walking Tour East Somerville Walking Tour South Boston Walking Tour North Cambridge Walking Tour East Watertown Walking Tour Malden Walking Tour Brighton Walking Tour Glendale Walking Tour Kendall Square Walking Tour Nonantum Walking Tour

Escape Room

East Watertown Escape Room Fenway/kenmore Escape Room Brighton Escape Room Cambridgeport Escape Room Chinatown/leather District Escape Room Waverley Escape Room North Brighton Escape Room West End Escape Room Allston Brighton Escape Room Belmont Escape Room East Cambridge Escape Room East Somerville Escape Room Old Cambridge Escape Room Brattle Escape Room Oak Grove Escape Room North Cambridge Escape Room Larchwood Escape Room Newton Center Escape Room Somerville Escape Room East Arlington Escape Room Downtown/financial District Escape Room Faneuil Escape Room Edgeworth Escape Room Wedgemere Escape Room Newton Corner Escape Room North End Escape Room Mount Auburn Escape Room Cambridge Escape Room Chelsea Escape Room Newton Escape Room Medford Escape Room Malden Highlands Escape Room Thompsonville Escape Room Dock Square Escape Room Brookline Village Escape Room Medford Hillside Escape Room Spring Hill Escape Room Dorchester North Escape Room Coolidge Hill Escape Room Grove Hall Escape Room Symmes Corner Escape Room Eastview Park Escape Room Chestnut Hill Escape Room Back Bay Escape Room North Village Escape Room Payson Park Escape Room Everett Escape Room Aberdeen Escape Room Boston Escape Room Kendall Square Escape Room Glendale Escape Room Malden Centre Escape Room Cedar Hill Camp Escape Room Admirals Hill Escape Room Roxbury Escape Room Prospect Hill Escape Room South End Escape Room Arlington Escape Room Wellington Escape Room Inner Belt Escape Room South Boston Escape Room Ten Hills Escape Room Watertown Escape Room Reservoir Escape Room Beaconsfield Escape Room Va Boston Healthcare System Brockton Campus Escape Room Quincy Market Escape Room Nonantum Escape Room Roxbury Crossing Escape Room Jeffries Point Escape Room Newtonville Escape Room Waterfront Escape Room Strawberry Hill Escape Room Beacon Hill Escape Room Arlington Heights Escape Room Avon Hill Escape Room Beaver Brook Station Escape Room Brookline Escape Room Uphams Corner Escape Room Bay Village Escape Room Sommerville Escape Room Glenwood Escape Room Allston Escape Room East Boston Escape Room Huron Village Escape Room West Everett Escape Room Clematis Brook Station Escape Room Charlestown Escape Room West Somerville Escape Room South Bay Escape Room Mission Hill Escape Room Longwood Station Escape Room West Medford Escape Room Downtown Boston Escape Room Winter Hill Escape Room Bemis Escape Room Hendersonville Escape Room Jamaica Plain Escape Room Malden Escape Room Coolidge Corner Escape Room

Scavenger Hunt

Chestnut Hill Scavenger Hunt West Somerville Scavenger Hunt Chelsea Scavenger Hunt Beacon Hill Scavenger Hunt Clematis Brook Station Scavenger Hunt Cambridge Scavenger Hunt Arlington Scavenger Hunt Fenway/kenmore Scavenger Hunt East Cambridge Scavenger Hunt Admirals Hill Scavenger Hunt Ten Hills Scavenger Hunt Medford Scavenger Hunt Waterfront Scavenger Hunt Coolidge Corner Scavenger Hunt Allston Brighton Scavenger Hunt Wedgemere Scavenger Hunt Longwood Station Scavenger Hunt Mount Auburn Scavenger Hunt Malden Scavenger Hunt Cambridgeport Scavenger Hunt Prospect Hill Scavenger Hunt Old Cambridge Scavenger Hunt Strawberry Hill Scavenger Hunt Malden Centre Scavenger Hunt Roxbury Crossing Scavenger Hunt Downtown Boston Scavenger Hunt Brattle Scavenger Hunt Coolidge Hill Scavenger Hunt Belmont Scavenger Hunt Glendale Scavenger Hunt Avon Hill Scavenger Hunt Malden Highlands Scavenger Hunt Charlestown Scavenger Hunt North End Scavenger Hunt South End Scavenger Hunt Back Bay Scavenger Hunt North Cambridge Scavenger Hunt Beaver Brook Station Scavenger Hunt Va Boston Healthcare System Brockton Campus Scavenger Hunt Brookline Scavenger Hunt Beaconsfield Scavenger Hunt Huron Village Scavenger Hunt Uphams Corner Scavenger Hunt Everett Scavenger Hunt Bay Village Scavenger Hunt East Boston Scavenger Hunt Spring Hill Scavenger Hunt Edgeworth Scavenger Hunt West Everett Scavenger Hunt Reservoir Scavenger Hunt Winter Hill Scavenger Hunt Thompsonville Scavenger Hunt Somerville Scavenger Hunt Newton Center Scavenger Hunt Dock Square Scavenger Hunt South Bay Scavenger Hunt Wellington Scavenger Hunt Boston Scavenger Hunt West End Scavenger Hunt Newtonville Scavenger Hunt Sommerville Scavenger Hunt Payson Park Scavenger Hunt Aberdeen Scavenger Hunt Symmes Corner Scavenger Hunt Faneuil Scavenger Hunt Eastview Park Scavenger Hunt East Watertown Scavenger Hunt Downtown/financial District Scavenger Hunt Glenwood Scavenger Hunt Allston Scavenger Hunt Nonantum Scavenger Hunt Kendall Square Scavenger Hunt Hendersonville Scavenger Hunt Newton Corner Scavenger Hunt Chinatown/leather District Scavenger Hunt Oak Grove Scavenger Hunt Watertown Scavenger Hunt Arlington Heights Scavenger Hunt North Brighton Scavenger Hunt Newton Scavenger Hunt West Medford Scavenger Hunt Waverley Scavenger Hunt Jamaica Plain Scavenger Hunt South Boston Scavenger Hunt Larchwood Scavenger Hunt Quincy Market Scavenger Hunt North Village Scavenger Hunt Jeffries Point Scavenger Hunt East Arlington Scavenger Hunt Medford Hillside Scavenger Hunt Roxbury Scavenger Hunt Mission Hill Scavenger Hunt Dorchester North Scavenger Hunt East Somerville Scavenger Hunt Inner Belt Scavenger Hunt Brighton Scavenger Hunt Cedar Hill Camp Scavenger Hunt Bemis Scavenger Hunt Brookline Village Scavenger Hunt Grove Hall Scavenger Hunt

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