Amazing Race near Winthrop, Massachusetts

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 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

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!

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

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!

Stacy H.

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 © 4 squirrels

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Puzzling Adventures Highlights

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

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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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directions

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

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Directory

Treasure Hunt

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

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