Amazing Race near Winthrop Highlands, Massachusetts

Puzzling Adventures Customer Photo Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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

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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!
Karen B.
Fun fun fun! great way to experience a new area!
Rhonda R.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Alyssando
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Puzzling Adventures Highlights

  • Exploration
  • Enriching
  • Flat rate price
  • Kid friendly
  • 250+ Locations
  • Informative
  • Photo Challenges
  • No reservations
  • Team building
  • Accessible
  • 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
https://www.webmd.com/balance/ss/slideshow-health-benefits-nature
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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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

Amazing Race

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