Amazing Race near Fort Winthrop Historical, 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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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 Fort Winthrop Historical

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

This was really fun, it was a nice day and we learned a lot!

Bill S.

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

Angie B.

Image © The birdies

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Puzzling Adventures Highlights

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

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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

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Directory

Amazing Race

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Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

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