Scavenger Hunt near Winthrop Highlands, Massachusetts

Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing experience!

Embark on a whirlwind adventure through Boston's rich history! Uncover the secrets of the American Revolution, learn about the city's seafaring traditions, and even delve into the world of boxing. Snap selfies, answer trivia, and explore iconic sites like the Massachusetts State House. Discover the city's role in the slave trade, rum, fish, salt, and tobacco industries. Unearth fun facts like Boston's ban on Christmas celebrations in the 17th century. Ready, set, explore!

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About Puzzling Adventures

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Winthrop Highlands

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

This was really fun, it was a nice day and we learned a lot!

Bill S.

We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.

Sandi K.

Image © Los Jefes

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Puzzling Adventures Highlights

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

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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.

Harvard University

https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/

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Mapping Boston Self-Guided Scavenger Hunt, 60 State St, Boston, MA 02109

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Boston Self-Guided Scavenger Hunt, 60 State St, Boston, MA 02109

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Directory

Amazing Race

Cottage Hill Amazing Race North Cambridge Amazing Race Mount Bowdoin Amazing Race Cambridge Amazing Race Mission Hill Amazing Race Va Boston Healthcare System Brockton Campus Amazing Race West Everett Amazing Race Spring Hill Amazing Race Beacon Hill Amazing Race Mount Ida Amazing Race East Cambridge Amazing Race Roxbury Amazing Race Coolidge Corner Amazing Race Court Park Amazing Race Brookline Amazing Race Prospect Hill Amazing Race Chelsea Amazing Race Ten Hills Amazing Race Dorchester North Amazing Race Dorchester Center Amazing Race South Boston Amazing Race Admirals Hill Amazing Race Neponset Amazing Race Forest Hills Amazing Race Kendall Square Amazing Race Mount Auburn Amazing Race Glendale Amazing Race East Boston Amazing Race Winter Hill Amazing Race Grove Hall Amazing Race Edgeworth Amazing Race Fenway/kenmore Amazing Race Reservoir Amazing Race Somerville Amazing Race Allston/brighton Amazing Race Chinatown/leather District Amazing Race Quincy Market Amazing Race Downtown Boston Amazing Race Cottage Park Amazing Race Allston Amazing Race Inner Belt Amazing Race South Bay Amazing Race Malden Amazing Race Orient Heights Amazing Race Glenwood Amazing Race Coolidge Hill Amazing Race Faulkner Amazing Race Medford Hillside Amazing Race Forest Hills Amazing Race Beaconsfield Amazing Race Roxbury Crossing Amazing Race Everett Amazing Race South End Amazing Race Medford Amazing Race Old Cambridge Amazing Race Winthrop Beach Amazing Race Sommerville Amazing Race Crescent Beach Amazing Race Malden Centre Amazing Race New Squantum Amazing Race Fort Winthrop Historical Amazing Race Fields Corner Amazing Race Savin Hill Amazing Race Cambridgeport Amazing Race Brighton Amazing Race Dock Square Amazing Race Squantum Amazing Race Winthrop Amazing Race Hendersonville Amazing Race Winthrop Highlands Amazing Race Back Bay Amazing Race North Brighton Amazing Race Jamaica Plain Amazing Race Point Shirley Amazing Race North End Amazing Race Strawberry Hill Amazing Race Avon Hill Amazing Race Uphams Corner Amazing Race Huron Village Amazing Race Bay Village Amazing Race Fort Dawes Amazing Race Jeffries Point Amazing Race West End Amazing Race Charlestown Amazing Race Dorchester Amazing Race Suffolk Downs Station Amazing Race Larchwood Amazing Race City Point Amazing Race Beachmont Amazing Race Boston Amazing Race Wellington Amazing Race Aberdeen Amazing Race Downtown/financial District Amazing Race Meeting House Hill Amazing Race Longwood Station Amazing Race East Somerville Amazing Race Brookline Village Amazing Race Waterfront Amazing Race Revere Amazing Race West Somerville Amazing Race

Walking Tour

Mount Bowdoin Walking Tour Coolidge Corner Walking Tour New Squantum Walking Tour Winthrop Walking Tour Fort Dawes Walking Tour Somerville Walking Tour Brookline Walking Tour Forest Hills Walking Tour East Cambridge Walking Tour Malden Centre Walking Tour Edgeworth Walking Tour Inner Belt Walking Tour South End Walking Tour Va Boston Healthcare System Brockton Campus Walking Tour Jeffries Point Walking Tour Uphams Corner Walking Tour Chinatown/leather District Walking Tour Prospect Hill Walking Tour Beachmont Walking Tour Everett Walking Tour Boston Walking Tour Meeting House Hill Walking Tour Brighton Walking Tour Fields Corner Walking Tour Faulkner Walking Tour West Somerville Walking Tour Mount Auburn Walking Tour Allston/brighton Walking Tour Cambridgeport Walking Tour Neponset Walking Tour Grove Hall Walking Tour Orient Heights Walking Tour Suffolk Downs Station Walking Tour Cottage Hill Walking Tour Roxbury Crossing Walking Tour Dock Square Walking Tour Cottage Park Walking Tour Chelsea Walking Tour Downtown/financial District Walking Tour Beaconsfield Walking Tour Dorchester North Walking Tour West End Walking Tour Dorchester Walking Tour Bay Village Walking Tour Revere Walking Tour Huron Village Walking Tour North End Walking Tour Medford Walking Tour Reservoir Walking Tour Fenway/kenmore Walking Tour South Boston Walking Tour Downtown Boston Walking Tour Old Cambridge Walking Tour Sommerville Walking Tour Winthrop Highlands Walking Tour Glenwood Walking Tour Back Bay Walking Tour Roxbury Walking Tour Coolidge Hill Walking Tour Wellington Walking Tour Winthrop Beach Walking Tour Crescent Beach Walking Tour North Brighton Walking Tour Allston Walking Tour Mount Ida Walking Tour Beacon Hill Walking Tour Glendale Walking Tour Spring Hill Walking Tour City Point Walking Tour Winter Hill Walking Tour Forest Hills Walking Tour Larchwood Walking Tour Quincy Market Walking Tour Medford Hillside Walking Tour Squantum Walking Tour Dorchester Center Walking Tour Fort Winthrop Historical Walking Tour Jamaica Plain Walking Tour Longwood Station Walking Tour Strawberry Hill Walking Tour West Everett Walking Tour South Bay Walking Tour Ten Hills Walking Tour Savin Hill Walking Tour Mission Hill Walking Tour Aberdeen Walking Tour North Cambridge Walking Tour Hendersonville Walking Tour Kendall Square Walking Tour Avon Hill Walking Tour East Somerville Walking Tour East Boston Walking Tour Point Shirley Walking Tour Charlestown Walking Tour Admirals Hill Walking Tour Cambridge Walking Tour Court Park Walking Tour Brookline Village Walking Tour Malden Walking Tour Waterfront Walking Tour

Scavenger Hunt

Glendale Scavenger Hunt Beacon Hill Scavenger Hunt Roxbury Crossing Scavenger Hunt North Brighton Scavenger Hunt Fields Corner Scavenger Hunt Chelsea Scavenger Hunt Mount Ida Scavenger Hunt Reservoir Scavenger Hunt Orient Heights Scavenger Hunt Longwood Station Scavenger Hunt Cottage Hill Scavenger Hunt Squantum Scavenger Hunt Beaconsfield Scavenger Hunt Savin Hill Scavenger Hunt North End Scavenger Hunt Old Cambridge Scavenger Hunt Downtown Boston Scavenger Hunt Bay Village Scavenger Hunt Cambridgeport Scavenger Hunt Cambridge Scavenger Hunt Somerville Scavenger Hunt Meeting House Hill Scavenger Hunt Admirals Hill Scavenger Hunt Dorchester Center Scavenger Hunt Roxbury Scavenger Hunt East Cambridge Scavenger Hunt Dorchester North Scavenger Hunt Faulkner Scavenger Hunt Dock Square Scavenger Hunt Mount Bowdoin Scavenger Hunt Winthrop Scavenger Hunt Malden Scavenger Hunt Wellington Scavenger Hunt Ten Hills Scavenger Hunt West Everett Scavenger Hunt Winter Hill Scavenger Hunt Mount Auburn Scavenger Hunt Mission Hill Scavenger Hunt Neponset Scavenger Hunt West End Scavenger Hunt North Cambridge Scavenger Hunt Larchwood Scavenger Hunt Glenwood Scavenger Hunt Forest Hills Scavenger Hunt Court Park Scavenger Hunt Va Boston Healthcare System Brockton Campus Scavenger Hunt Crescent Beach Scavenger Hunt Spring Hill Scavenger Hunt Winthrop Highlands Scavenger Hunt Hendersonville Scavenger Hunt Everett Scavenger Hunt East Somerville Scavenger Hunt Winthrop Beach Scavenger Hunt Chinatown/leather District Scavenger Hunt Allston Scavenger Hunt Fenway/kenmore Scavenger Hunt Charlestown Scavenger Hunt Beachmont Scavenger Hunt Huron Village Scavenger Hunt Allston/brighton Scavenger Hunt South End Scavenger Hunt Brighton Scavenger Hunt South Bay Scavenger Hunt Prospect Hill Scavenger Hunt Coolidge Corner Scavenger Hunt Edgeworth Scavenger Hunt Sommerville Scavenger Hunt Waterfront Scavenger Hunt Brookline Village Scavenger Hunt Boston Scavenger Hunt Kendall Square Scavenger Hunt City Point Scavenger Hunt Downtown/financial District Scavenger Hunt New Squantum Scavenger Hunt Strawberry Hill Scavenger Hunt Medford Scavenger Hunt Quincy Market Scavenger Hunt Uphams Corner Scavenger Hunt Medford Hillside Scavenger Hunt Coolidge Hill Scavenger Hunt Fort Dawes Scavenger Hunt Brookline Scavenger Hunt West Somerville Scavenger Hunt Point Shirley Scavenger Hunt Back Bay Scavenger Hunt East Boston Scavenger Hunt Malden Centre Scavenger Hunt Jeffries Point Scavenger Hunt Inner Belt Scavenger Hunt Cottage Park Scavenger Hunt Suffolk Downs Station Scavenger Hunt Aberdeen Scavenger Hunt Grove Hall Scavenger Hunt Avon Hill Scavenger Hunt Revere Scavenger Hunt Fort Winthrop Historical Scavenger Hunt Dorchester Scavenger Hunt South Boston Scavenger Hunt Forest Hills Scavenger Hunt Jamaica Plain Scavenger Hunt

Treasure Hunt

Point Shirley Treasure Hunt North Brighton Treasure Hunt Mission Hill Treasure Hunt Prospect Hill Treasure Hunt Winthrop Beach Treasure Hunt South End Treasure Hunt Medford Hillside Treasure Hunt Quincy Market Treasure Hunt Brighton Treasure Hunt Old Cambridge Treasure Hunt Everett Treasure Hunt West Everett Treasure Hunt Strawberry Hill Treasure Hunt Avon Hill Treasure Hunt Longwood Station Treasure Hunt Jeffries Point Treasure Hunt Somerville Treasure Hunt Beachmont Treasure Hunt Kendall Square Treasure Hunt Malden Centre Treasure Hunt South Bay Treasure Hunt Cottage Hill Treasure Hunt Winthrop Treasure Hunt Winthrop Highlands Treasure Hunt Admirals Hill Treasure Hunt Medford Treasure Hunt Aberdeen Treasure Hunt Brookline Village Treasure Hunt Chinatown/leather District Treasure Hunt Charlestown Treasure Hunt Coolidge Hill Treasure Hunt Mount Auburn Treasure Hunt North Cambridge Treasure Hunt Ten Hills Treasure Hunt Meeting House Hill Treasure Hunt Downtown Boston Treasure Hunt Allston/brighton Treasure Hunt Forest Hills Treasure Hunt Fort Winthrop Historical Treasure Hunt Hendersonville Treasure Hunt Cambridge Treasure Hunt Jamaica Plain Treasure Hunt Orient Heights Treasure Hunt Court Park Treasure Hunt East Cambridge Treasure Hunt Neponset Treasure Hunt East Somerville Treasure Hunt East Boston Treasure Hunt Spring Hill Treasure Hunt Wellington Treasure Hunt Grove Hall Treasure Hunt Boston Treasure Hunt Mount Bowdoin Treasure Hunt Squantum Treasure Hunt Downtown/financial District Treasure Hunt Uphams Corner Treasure Hunt West End Treasure Hunt North End Treasure Hunt Beaconsfield Treasure Hunt Dock Square Treasure Hunt Roxbury Crossing Treasure Hunt City Point Treasure Hunt Bay Village Treasure Hunt Fort Dawes Treasure Hunt Savin Hill Treasure Hunt Crescent Beach Treasure Hunt Huron Village Treasure Hunt Brookline Treasure Hunt Malden Treasure Hunt Waterfront Treasure Hunt Forest Hills Treasure Hunt Coolidge Corner Treasure Hunt Chelsea Treasure Hunt Dorchester North Treasure Hunt Glenwood Treasure Hunt Beacon Hill Treasure Hunt West Somerville Treasure Hunt Faulkner Treasure Hunt Larchwood Treasure Hunt Mount Ida Treasure Hunt Reservoir Treasure Hunt Edgeworth Treasure Hunt Sommerville Treasure Hunt Fields Corner Treasure Hunt Va Boston Healthcare System Brockton Campus Treasure Hunt New Squantum Treasure Hunt Revere Treasure Hunt South Boston Treasure Hunt Suffolk Downs Station Treasure Hunt Cottage Park Treasure Hunt Cambridgeport Treasure Hunt Back Bay Treasure Hunt Glendale Treasure Hunt Allston Treasure Hunt Dorchester Treasure Hunt Dorchester Center Treasure Hunt Roxbury Treasure Hunt Inner Belt Treasure Hunt Winter Hill Treasure Hunt Fenway/kenmore Treasure Hunt

Escape Room

Reservoir Escape Room Revere Escape Room Quincy Market Escape Room Fort Dawes Escape Room Malden Escape Room Somerville Escape Room Allston/brighton Escape Room Roxbury Crossing Escape Room Point Shirley Escape Room Sommerville Escape Room Orient Heights Escape Room Va Boston Healthcare System Brockton Campus Escape Room Boston Escape Room Savin Hill Escape Room Glenwood Escape Room Chinatown/leather District Escape Room South Bay Escape Room Suffolk Downs Station Escape Room Mount Bowdoin Escape Room Dorchester Escape Room Medford Escape Room Beachmont Escape Room Aberdeen Escape Room Brighton Escape Room Malden Centre Escape Room Dock Square Escape Room Winthrop Beach Escape Room Spring Hill Escape Room Waterfront Escape Room Admirals Hill Escape Room Avon Hill Escape Room Bay Village Escape Room Cottage Park Escape Room Coolidge Hill Escape Room East Boston Escape Room North End Escape Room Jamaica Plain Escape Room West End Escape Room Brookline Village Escape Room Cambridgeport Escape Room Fenway/kenmore Escape Room Everett Escape Room Winter Hill Escape Room Chelsea Escape Room Uphams Corner Escape Room Strawberry Hill Escape Room North Cambridge Escape Room East Cambridge Escape Room Edgeworth Escape Room Longwood Station Escape Room Fields Corner Escape Room Cambridge Escape Room North Brighton Escape Room New Squantum Escape Room West Everett Escape Room Winthrop Highlands Escape Room Forest Hills Escape Room Back Bay Escape Room Forest Hills Escape Room Mission Hill Escape Room Jeffries Point Escape Room Mount Ida Escape Room Crescent Beach Escape Room Roxbury Escape Room Brookline Escape Room Beacon Hill Escape Room Glendale Escape Room Larchwood Escape Room Wellington Escape Room Faulkner Escape Room Huron Village Escape Room Old Cambridge Escape Room Squantum Escape Room Fort Winthrop Historical Escape Room Meeting House Hill Escape Room Neponset Escape Room Medford Hillside Escape Room Mount Auburn Escape Room Dorchester North Escape Room Ten Hills Escape Room Cottage Hill Escape Room Coolidge Corner Escape Room East Somerville Escape Room Grove Hall Escape Room Hendersonville Escape Room West Somerville Escape Room Court Park Escape Room Downtown/financial District Escape Room South End Escape Room Inner Belt Escape Room Charlestown Escape Room Kendall Square Escape Room South Boston Escape Room Dorchester Center Escape Room Winthrop Escape Room Prospect Hill Escape Room Allston Escape Room Downtown Boston Escape Room City Point Escape Room Beaconsfield Escape Room

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