Amazing Race near Fort Winthrop Historical, Massachusetts

Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating 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.

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

Had a lot of fun walking around, answering questions and being silly!

Eric G.

This was really fun, it was a nice day and we learned a lot!

Bill S.

I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!

Taylor V.

Image © BC Marine

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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Rendering Map

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directions

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

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Directory

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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