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

I got this as a gift for my wife and we loved it!

Alvin M.

Had a blast! Would definitely do it again!

Candice B.

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

Lynn C.

Image © Team Penguin

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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.

Web MD

https://www.webmd.com/balance/ss/slideshow-health-benefits-nature

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directions

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

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More Information

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Directory

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

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