Walking Tour near Winthrop Highlands, Massachusetts

Immerse yourself in the captivating realm of Puzzling Adventures, where self-guided tours merge seamlessly with interactive puzzles and questions. Reveal the city's secrets while sharpening your mental acuity. Enjoy urban exploration with a twist!

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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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 Highlands

What are people saying about Puzzling Adventures?

Customer Reviews

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

Eric G.

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

Dianne M.

We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.

Sandi K.

Image © Max and company

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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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

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

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