Amazing Race near Brookline, Massachusetts

Puzzling Adventures Customer Photo 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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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 Brookline

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Had a blast! Would definitely do it again!
Candice B.
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

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

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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