Walking Tour near Winthrop Highlands, Massachusetts

Experience the fusion of self-guided walking tours and a scavenger hunt with Puzzling Adventures. Uncover the city's hidden mysteries while engaging your cognitive faculties. Transform your exploration into an exhilarating mental exercise!

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

Kid friendly
Enriching
Photo Challenges
Informative
Flat rate price
250+ Locations
Outdoor activity
Team building
Accessible
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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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

Amazing Race

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

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