Amazing Race near Winthrop Highlands, Massachusetts

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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

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.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

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

Angie B.

Image © Alyssando

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Puzzling Adventures Highlights

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

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

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Directory

Amazing Race

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Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

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