Amazing Race near Winthrop Highlands, Massachusetts

If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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 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.

Had a blast! Would definitely do it again!

Candice B.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © Team Nicki 420

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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Mapping Boston Self-Guided Scavenger Hunt, 1 Devonshire Pl, Boston, MA 02109

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directions

Boston Self-Guided Scavenger Hunt, 1 Devonshire Pl, Boston, MA 02109

More Information

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Directory

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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Treasure Hunt

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

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