Amazing Race near Winthrop Highlands, Massachusetts

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Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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.

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

This is a great way to explore and learn about a city!

Stacy H.

Fun fun fun! great way to experience a new area!

Rhonda R.

Our family had a lot of fun on the scavenger hunt!

Lynn C.

Image © Alyssando

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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