Amazing Race near Winthrop Beach, Massachusetts

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If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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

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!

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.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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Puzzling Adventures near Winthrop Beach

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

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 © Alyssando

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Puzzling Adventures Highlights

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

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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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directions

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

More Information

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Directory

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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Scavenger Hunt

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

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