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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

Embark on your journey, your way, your time...

As 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 pace.

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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.

Very enjoyable!

Kelly L.

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 © Surprise Sport Stars

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Puzzling Adventures Highlights

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

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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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directions

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

More Information

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Directory

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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Scavenger Hunt

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

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