San Juan, Puerto Rico 🧁 at $323 RT

San Juan, Puerto Rico 🧁 at $323 RT

At a time when airfare prices are starting to resemble the leftover dessert table at your office Christmas party, we’re thrilled to sneak away for a proper treat.

And by treat, we mean peak-season dates and sun-soaked bliss in Puerto Rico’s vibrant capital. While the sand, surf, and steady sea breeze are more than enough to recharge your batteries, your sense of adventure won’t stay satisfied for long.

Before you know it, you’ll be wandering colorful streets, tasting bold flavors, and discovering exactly what makes this island’s heart beat.

Once you get a taste, we're sure you’ll be back for more :-)

Taking off ✈

Tip Published: Dec 16, 2025

To

  • San Juan (SJU) - $323 (peak dates)
From

  • Toronto Pearson (YYZ)
Flight Details

Travel Dates

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Airline

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Standard Fare

From $500 (high season)

Bags & Fees

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Book By

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Flight Notes

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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.