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 journey in Boston! Unravel the city's secrets, from its early European settlers to its modern-day marvels. Answer intriguing questions, snap team selfies, and learn about the city's rich history. Discover the oldest city park in the U.S., explore the subway's electrifying past, and marvel at a 19-ton sculpture. Uncover the city's football roots, its driving laws, and its stunning public garden. You'll even get a taste of Broadway with a Hamilton trivia!

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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.

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 is a great way to explore and learn about a city!

Stacy H.

This was a great experience!

Natalie M.

Our family had a great time!

Christi C.

Image © TheFourCFamily

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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.

Web MD

https://www.webmd.com/balance/ss/slideshow-health-benefits-nature

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directions

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

More Information

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Directory

Amazing Race

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

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