Walking Tour near Winthrop, Massachusetts

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

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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Winthrop

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!

Karen B.

Had a blast! Would definitely do it again!

Candice B.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © DogSitters

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Puzzling Adventures Highlights

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

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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

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Directory

Treasure Hunt

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

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

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