Walking Tour near Winthrop Highlands, 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 adventure through Boston! Unravel mysteries of the American Revolution, learn about the Boston Massacre, and the city's seafaring tradition. Discover iconic landmarks like Norman B. Leventhal Park and Rose Fitzgerald Kennedy Greenway. Uncover the secrets of Boston Harbor and its islands. Test your knowledge with intriguing questions about historical events, famous personalities, and much more. Don't forget to capture memories with your camera!

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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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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 Highlands

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!

Alan B.

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 © Rodriguez Ortiz

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Puzzling Adventures Highlights

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

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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.

Harvard University

https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/

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Mapping Boston Self-Guided Scavenger Hunt, 1 Devonshire Pl, Boston, MA 02109

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directions

Boston Self-Guided Scavenger Hunt, 1 Devonshire Pl, Boston, MA 02109

More Information

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Directory

Walking Tour

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

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