Amazing Race near Winthrop, Massachusetts

Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

Embark on a thrilling quest around Boston! Uncover the city's secrets, from its early European settlers to its iconic landmarks. Test your knowledge with intriguing questions, snap memorable photos, and learn fascinating facts about Boston's history. From the oldest city park in the U.S. to the first public botanical garden, there's a surprise at every turn. Don't forget to look out for bonus points and remember, every second counts! Ready for an adventure? Boston awaits!

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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!

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.

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

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

This was really fun, it was a nice day and we learned a lot!

Bill S.

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 © 4 squirrels

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Puzzling Adventures Highlights

Accessible
Outdoor activity
Informative
Team building
Photo Challenges
No reservations
Enriching
Flat rate price
Kid friendly
250+ Locations
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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Mapping Boston Self-Guided Scavenger Hunt, 73 Tremont St., Boston, MA 02108

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directions

Boston Self-Guided Scavenger Hunt, 73 Tremont St., Boston, MA 02108

More Information

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Directory

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

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