Walking Tour near Winthrop, Massachusetts

Experience the fusion of self-guided walking tours and a scavenger hunt with Puzzling Adventures. Uncover the city's hidden mysteries while engaging your cognitive faculties. Transform your exploration into an exhilarating mental exercise!

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

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!

Bob A.

Amazing experience. Very well set up.

Melissa S.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © Boston winners

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Puzzling Adventures Highlights

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

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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

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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

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