Amazing Race near Winthrop Highlands, Massachusetts

Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

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.

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 is a great way to explore and learn about a city!

Stacy H.

Amazing experience. Very well set up.

Melissa S.

Our family had a great time!

Christi C.

Image © LittleItaly

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Puzzling Adventures Highlights

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

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

More Information

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Directory

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

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