Amazing Race near Winthrop Highlands, Massachusetts

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Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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!

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 Highlands

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Had a blast! Would definitely do it again!

Candice B.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © Privateer

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Puzzling Adventures Highlights

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

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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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More Information

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Directory

Amazing Race

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Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

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