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St. Kitts 🐬 at $372 RT

St. Kitts 🐬 at $372 RT

Wanna know the sweetest secret in the Caribbean?

St. Kitts: where sugar once ruled the whole island. In ye olden days, cane fields stretched as far as the eye could see, fueling rum production—and the occasional pirate raid. 

Today, the sugar mills are romantic ruins, the fields taken over by golden beaches, and the only thing you’ll be harvesting is sunshine. Sip a rum punch (basically liquid sugar, with a kick), ride the old sugar train around the coast, and let the island’s easy pace melt you into a blissful caramel puddle.

Proof that life really is sweeter in the tropics :-)

PS: These flights come with longer layovers than we normally like—but the silver lining is they’re true overnight layovers, so you’ll arrive well-rested and ready to party. The even silverier lining? Flights with shorter layovers are going for $914 RT. In our books, that’s a no-brainer.

Taking off ✈️

Tip Published: Aug 11, 2025

To:

  • Basseterre (SKB) - $372 (layover)
From:

  • Toronto (YYZ)
Flight Details

Travel Dates

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Airline

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Standard Fare

$800+

Bags & Fees

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Flight Notes

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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.

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