Amazing Race near Winthrop, Massachusetts

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

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Very enjoyable!

Kelly L.

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

Ginger K.

Image © Turtlenecks

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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View Purchase Options

directions

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

More Information

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Directory

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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