Amazing Race near Winthrop Highlands, Massachusetts

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

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.

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

Had a lot of fun walking around, answering questions and being silly!

Eric G.

Very enjoyable!

Kelly L.

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 © Unknown feelings

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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

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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

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Amazing Race

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