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!

Puzzling Adventures

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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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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

I got this as a gift for my wife and we loved it!

Alvin M.

This was a great experience!

Natalie M.

I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!

Taylor V.

Image © Mary V

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Puzzling Adventures Highlights

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

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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

1 Devonshire Pl, Boston, MA 02109

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Directory

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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