Amazing Race near Winthrop, Massachusetts

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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 thrilling adventure through Boston! Unravel mysteries of the American Revolution, learn about the Boston Massacre, and the city's seafaring tradition. Discover iconic landmarks like Norman B. Leventhal Park and Rose Fitzgerald Kennedy Greenway. Uncover the secrets of Boston Harbor and its islands. Test your knowledge with intriguing questions about historical events, famous personalities, and much more. Don't forget to capture memories with your camera!

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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

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

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Amazing experience. Very well set up.

Melissa 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 © Rivera Wreckers

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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Rendering Map

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directions

Boston Self-Guided Scavenger Hunt, 1 Devonshire Pl, Boston, MA 02109

More Information

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Directory

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

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