Walking Tour near Brookline, 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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Brookline

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

Had a blast! Would definitely do it again!

Candice B.

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

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

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.

Forbes

https://www.forbes.com/sites/cassidyrandall/2020/04/09/why-going-outside-is-good-for-your-health-especially-right-now/?sh=18e3c6382de9

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65 John F Kennedy St, Cambridge, MA 02138

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Directory

Treasure Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

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