Walking Tour near Jamaica Plain, 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.

Puzzling Adventures

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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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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 Jamaica Plain

What are people saying about Puzzling Adventures?

Customer Reviews

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

Eric G.

Had a blast! Would definitely do it again!

Candice B.

I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!

Taylor V.

Image © Anna Pavlova

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Puzzling Adventures Highlights

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

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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

73 Tremont St., Boston, MA 02108

More Information

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Directory

Walking Tour

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

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