Amazing Race near Winthrop Highlands, 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 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!

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 Highlands

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!

Bob A.

Amazing experience. Very well set up.

Melissa S.

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

Ginger K.

Image © Team Penguin

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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directions

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

Other Locations

More Information

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Directory

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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Escape Room

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

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