Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

Embark on a thrilling journey in Boston! Unravel the city's secrets, from its early European settlers to its modern-day marvels. Answer intriguing questions, snap team selfies, and learn about the city's rich history. Discover the oldest city park in the U.S., explore the subway's electrifying past, and marvel at a 19-ton sculpture. Uncover the city's football roots, its driving laws, and its stunning public garden. You'll even get a taste of Broadway with a Hamilton trivia!

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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!

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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Winter Hill

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Very enjoyable!
Kelly L.
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 © Team Penguin
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Puzzling Adventures Highlights

  • No reservations
  • 250+ Locations
  • Exploration
  • Enriching
  • Flat rate price
  • Informative
  • Outdoor activity
  • Accessible
  • Kid friendly
  • Team building
  • Photo Challenges
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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
https://www.webmd.com/balance/ss/slideshow-health-benefits-nature
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Rendering Map
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directions
Boston Self-Guided Scavenger Hunt, 73 Tremont St., Boston, MA 02108
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More Information

Available 24 Hours a day 7 days a week

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Directory

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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