Grand Cayman
in $370s-$520s RT
Oh Cayman, would you just look at yourself—showing off like that!
Turquoise water so clear it’s practically auditioning for an Aquafina commercial, stingrays gliding up to greet you like old friends. It doesn't get much better than that.
And if you're not so keen to swim with the fishes, renting a bike might be more your style. Zip between beaches and caves, and not to mention, it sure beats walking to get lunch!
Fresh conch fritters, jerk chicken sizzling in the sun, and cocktails so strong your clothes might fall off.
So let's go see what all the commotion is about :-)
Taking off ✈️
Tip Published: Oct 15, 2025
To
- Grand Cayman (GCM)
From
- Calgary (YYC) - $529
- Ottawa (YOW) - $469 (non-stop)
- Toronto Pearson (YYZ) - $377
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.