Amazing Race near Winthrop Highlands, Massachusetts

If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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 © Surprise Sport Stars

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Puzzling Adventures Highlights

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

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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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

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