Amazing Race near Winthrop Highlands, Massachusetts

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 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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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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.

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 © Mercia

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Puzzling Adventures Highlights

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

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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.

Harvard University

https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/

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directions

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

More Information

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Directory

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

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