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Affiliate links · Last verified 2026-05-21 · 🌍 Outside the US? Amazon and eBay will redirect you to your country's local store automatically.
The Story
Jessica Off of London, ON brings her carefully crafted one-day road trip itineraries to the Den.
The Pitch on Dragons' Den Canada
Guess Where Trips appeared on Dragons' Den Canada (Season 19, Episode 6) in 2024. Jessica Off pitched the product to the Dragons. Asked 250K for 5%.
Where they are now: Outcome not recorded on CBC archive.
Frequently Asked Questions
Is Guess Where Trips still in business?
Outcome not recorded on CBC archive.
Who founded Guess Where Trips?
Guess Where Trips was founded by Jessica Off.
Did Guess Where Trips get a deal on Dragons' Den Canada?
Yes — Asked 250K for 5%.
Where can I buy Guess Where Trips?
Guess Where Trips is available on Amazon and eBay. We compare current prices across both at our /results page — link below.
Related from Dragons' Den Canada
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