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 © Los Jefes

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Puzzling Adventures Highlights

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

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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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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Walking Tour

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

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