Walking Tour near Fort Winthrop Historical, Massachusetts

Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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

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.

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 Fort Winthrop Historical

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 © Team Penguin

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Puzzling Adventures Highlights

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

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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.

United States Department of Health

https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0

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directions

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

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

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