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

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

Had a lot of fun walking around, answering questions and being silly!

Eric G.

This was really fun, it was a nice day and we learned a lot!

Bill S.

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

Lynn C.

Image © Boosk squad

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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

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

More Information

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Directory

Treasure Hunt

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

Amazing Race

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Scavenger Hunt

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

Escape Room

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

Walking Tour

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

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