Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

Embark on a thrilling quest around Boston! Uncover the city's secrets, from its early European settlers to its iconic landmarks. Test your knowledge with intriguing questions, snap memorable photos, and learn fascinating facts about Boston's history. From the oldest city park in the U.S. to the first public botanical garden, there's a surprise at every turn. Don't forget to look out for bonus points and remember, every second counts! Ready for an adventure? Boston awaits!


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About Puzzling Adventures

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Had a blast! Would definitely do it again!
Candice B.
Our family had a great time!
Christi C.
Image © Alyssando

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Puzzling Adventures Highlights

  • Photo Challenges
  • Exploration
  • 250+ Locations
  • Team building
  • No reservations
  • Enriching
  • Kid friendly
  • Informative
  • Accessible
  • Flat rate price
  • Outdoor activity
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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD
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Mapping Boston Self-Guided Scavenger Hunt, 73 Tremont St., Boston, MA 02108

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directions
Boston Self-Guided Scavenger Hunt, 73 Tremont St., Boston, MA 02108

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Directory

Amazing Race

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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