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 productionâand the occasional pirate raid.Â
Today, the sugar mills are romantic ruins, the fields taken over by golden beaches, and the only thing youâll 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 islandâs 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 likeâbut the silver lining is theyâre true overnight layovers, so youâll arrive well-rested and ready to party. The even silverier lining? Flights with shorter layovers are going for $914 RT. In our books, thatâs a no-brainer.
Taking off âď¸
Tip Published: Aug 11, 2025
To:
- Basseterre (SKB) - $372 (layover)
From:
- Toronto (YYZ)
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.