Amazing Race near Winthrop, Massachusetts

Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on 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

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!

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.

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

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

This was a great experience!

Natalie M.

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

Lynn C.

Image © Team Penguin

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Puzzling Adventures Highlights

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

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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

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Directory

Amazing Race

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

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