Amazing Race near Winthrop, Massachusetts

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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

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Very enjoyable!

Kelly L.

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

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

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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

More Information

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Directory

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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Treasure Hunt

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

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