Amazing Race near Winthrop Highlands, Massachusetts

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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 quest around Boston! Uncover the city's secrets, from its early European settlers to its iconic landmarks. Test your knowledge with intriguing questions, snap memorable photos, and learn fascinating facts about Boston's history. From the oldest city park in the U.S. to the first public botanical garden, there's a surprise at every turn. Don't forget to look out for bonus points and remember, every second counts! Ready for an adventure? Boston awaits!

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About Puzzling Adventures

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining 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.

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 Highlands

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!

Alvin M.

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

Bill S.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © 4 squirrels

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Puzzling Adventures Highlights

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

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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

More Information

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Directory

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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