Amazing Race near Winthrop Highlands, Massachusetts

Puzzling Adventures Customer Photo Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the 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 Winthrop Highlands

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Amazing experience. Very well set up.
Melissa S.
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 © Team Penguin
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Puzzling Adventures Highlights

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

Available 24 Hours a day 7 days a week

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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