Scavenger Hunt near Winthrop Highlands, Massachusetts

Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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

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.

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 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.

Very enjoyable!

Kelly L.

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 © Buccaneers2

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Puzzling Adventures Highlights

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

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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, 73 Tremont St., Boston, MA 02108

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directions

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

More Information

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Directory

Treasure Hunt

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

Amazing Race

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

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