Havana
in $460s-$650s RT
These dates land you right in the sweet spot for exploring Havana and beyond — the weather’s warm, the energy’s high, and the island is buzzing with life. You’ll have time to experience it all: from big-band jazz performances that fill the night air, to the quiet magic of wandering through Havana’s beautifully aged streets, with pastel walls and classic cars lining every corner.
But don’t just stop at the city. Venture out into the countryside and coastlines to see Cuba’s natural side — lush forests, vivid coral reefs, and one-of-a-kind wildlife found nowhere else on Earth. If you’re lucky, you might spot the world’s tiniest bird, darting among the tropical blooms.
Note: We always encourage travelling sustainably. Here are some great tips for supporting locals and visiting the country responsibly :-)
Taking off ✈️
Tip Published: Nov 13, 2025
To
- Havana (HAV)
From
- Calgary (YYC) - $634 (up to $659)
- Edmonton (YEG) - $634 (long layover, up to $659)
- Montreal (YUL) - $463 (up to $479)
- Vancouver (YVR) - $594 (long layover, up to $624)
How to Book
This is a Takeoff-only Flight for Jack's Flight Club Takeoff members only. For step by step instructions on how to book it you'll need to login or upgrade to Takeoff membership.