Amazing Race near Winthrop Highlands, Massachusetts

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 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

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.

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Winthrop Highlands

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

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 © THE DIDDLERS

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Puzzling Adventures Highlights

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

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.

Forbes

https://www.forbes.com/sites/cassidyrandall/2020/04/09/why-going-outside-is-good-for-your-health-especially-right-now/?sh=18e3c6382de9

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

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

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Directory

Amazing Race

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Treasure Hunt

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

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