Walking Tour near Winthrop, Massachusetts

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Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!

Bob A.

Fun fun fun! great way to experience a new area!

Rhonda R.

We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.

Sandi K.

Image © DebMcsCrew

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Puzzling Adventures Highlights

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

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.

Forbes

https://www.forbes.com/sites/cassidyrandall/2020/04/09/why-going-outside-is-good-for-your-health-especially-right-now/?sh=18e3c6382de9

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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

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Escape Room

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

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