Scavenger Hunt near Winthrop Highlands, Massachusetts

Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

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.

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance 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.

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 © Los Jefes

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Puzzling Adventures Highlights

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

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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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Rendering Map

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View Purchase Options

directions

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

More Information

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Directory

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

Treasure Hunt

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

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