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!

Puzzling Adventures

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About Puzzling Adventures

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

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

Dianne M.

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

Angie B.

Image © ROSICA

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Puzzling Adventures Highlights

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

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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

73 Tremont St., Boston, MA 02108

More Information

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Directory

Amazing Race

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

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