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 © The birdies

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Puzzling Adventures Highlights

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

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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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

Walking Tour

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

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