Walking Tour near Winthrop, Massachusetts

Dive into a Puzzling Adventures, where self-guided tours intertwine with interactive problem solving. We invite you to unravel the city's clandestine enigmas while giving your mind a workout. Experience urban discovery like never before!

Puzzling Adventures

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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.

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

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 a great way to spend an afternoon outdoors!

Lynne-Marie A.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © Team Ready or Not

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Puzzling Adventures Highlights

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

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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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directions

73 Tremont St., Boston, MA 02108

More Information

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Directory

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

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