Amazing Race near Winthrop Highlands, Massachusetts

Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop 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

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!

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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Winthrop Highlands

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!

Alan B.

This was really fun, it was a nice day and we learned a lot!

Bill S.

Our family had a lot of fun on the scavenger hunt!

Lynn C.

Image © Team Penguin

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Puzzling Adventures Highlights

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

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

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directions

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

More Information

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Directory

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

Treasure Hunt

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

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