Amazing Race near Winthrop Highlands, 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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining 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

Had a lot of fun walking around, answering questions and being silly!

Eric G.

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

Bill S.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © THE DIDDLERS

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Puzzling Adventures Highlights

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

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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.

United States Department of Health

https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0

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directions

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

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Directory

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

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