Scavenger Hunt near Winthrop, Massachusetts

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Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

Embark on a thrilling quest around Boston! Uncover the city's secrets, from its early European settlers to its iconic landmarks. Test your knowledge with intriguing questions, snap memorable photos, and learn fascinating facts about Boston's history. From the oldest city park in the U.S. to the first public botanical garden, there's a surprise at every turn. Don't forget to look out for bonus points and remember, every second counts! Ready for an adventure? Boston awaits!

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About Puzzling Adventures

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Very enjoyable!

Kelly L.

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 © Moraga6

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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Rendering Map

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directions

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

More Information

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Directory

Amazing Race

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

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