Puerto Rico
in $340s-$560s RT
Winter, we need to talk.
Sure, it might be summer now, but we know what's coming.
The slush, the shovelling, the soul-crushing 4 p.m. darkness. Wouldn't you rather be the genius who books a cheeky little escape to Puerto Rico now—while everyone else is still pretending they looooooove sweater weather?
Enter: Puerto Rico. She’s warm, she’s spicy, and oh—she glows in the dark. We’re talking bioluminescent bays that shimmer like you’ve paddled into a bucket of stardust. Try doing that in a snowstorm.
Book now, gloat later. You're welcome.
Taking off ✈️
Tip Published: Jul 18, 2025
To:
- San Juan (SJU)
From:
- Calgary (YYC) - $569
- Edmonton (YEG) - $568
- Halifax (YHZ) - $381
- Montreal (YUL) - $352
- Ottawa (YOW) - $551
- Quebec (YQB) - $387
- Toronto (YYZ) - $348
How to Book
This is a Premium deal for Jack's Flight Club members only. For step by step instructions on how to book it you'll need to login or upgrade to Premium membership.