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 adventure through Boston! Unravel mysteries of the American Revolution, learn about the Boston Massacre, and the city's seafaring tradition. Discover iconic landmarks like Norman B. Leventhal Park and Rose Fitzgerald Kennedy Greenway. Uncover the secrets of Boston Harbor and its islands. Test your knowledge with intriguing questions about historical events, famous personalities, and much more. Don't forget to capture memories with your camera!

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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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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

Great experience for the whole family!

Alan B.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © Grecian Gods

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Puzzling Adventures Highlights

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

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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.

Harvard University

https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/

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Mapping Boston Self-Guided Scavenger Hunt, 1 Devonshire Pl, Boston, MA 02109

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directions

Boston Self-Guided Scavenger Hunt, 1 Devonshire Pl, Boston, MA 02109

More Information

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Directory

Amazing Race

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Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

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