Amazing Race near Winthrop Highlands, Massachusetts

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 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

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!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

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

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

Eric G.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.

Sandi K.

Image © Chosen

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Puzzling Adventures Highlights

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

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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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

Amazing Race

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Escape Room

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

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