Flights to the Caribbean

Getting to the Caribbean is as easy as book, pack and fly with our five- to seven-day roundtrip flights to the tropical destinations you love! Choose from a range of flight deals to paradise – from the Canadian favourite Cuba to Jamaica, the island of one love, plus destinations you’ve had on your bucket list for years like Antigua, Bermuda and Aruba. Don’t see your Caribbean destination here? Contact our experts online, on the phone or visit us in store and let us get you there.

$0 down for the first 30 days

Nassau International

6 days | Round trip

Dep. Jan 11, 2026Ret. Jan 17, 2026
$365
taxes and fees incl.
Nassau International

Varadero

7 days | Round trip

Dep. Dec 6, 2025Ret. Dec 13, 2025
$399
taxes and fees incl.
Varadero

Puerto Plata

7 days | Round trip

Dep. Dec 5, 2025Ret. Dec 12, 2025
$402
taxes and fees incl.
Puerto Plata

Puerto Plata

7 days | Round trip

Dep. Dec 6, 2025Ret. Dec 13, 2025
$402
taxes and fees incl.
Puerto Plata

Punta Cana

6 days | Round trip

Dep. Dec 5, 2025Ret. Dec 11, 2025
$402
taxes and fees incl.
Punta Cana

Punta Cana

7 days | Round trip

Dep. Dec 5, 2025Ret. Dec 12, 2025
$403
taxes and fees incl.
Punta Cana

Montego Bay

7 days | Round trip

Dep. Jan 10, 2026Ret. Jan 17, 2026
$432
taxes and fees incl.
Montego Bay

Havana

7 days | Round trip

Dep. Jan 1, 2026Ret. Jan 8, 2026
$453
taxes and fees incl.
Havana

Montego Bay

7 days | Round trip

Dep. Dec 8, 2025Ret. Dec 15, 2025
$461
taxes and fees incl.
Montego Bay

Varadero

7 days | Round trip

Dep. Jan 11, 2026Ret. Jan 18, 2026
$526
taxes and fees incl.
Varadero

Kingston,Jamaica

7 days | Round trip

Dep. Jan 7, 2026Ret. Jan 14, 2026
$529
taxes and fees incl.
Kingston,Jamaica

Samana

7 days | Round trip

Dep. Jan 1, 2026Ret. Jan 8, 2026
$539
taxes and fees incl.
Samana

The prices shown are subject to change at any time without prior notice. To confirm availability and final pricing you MUST proceed to the checkout page. The price shown in the booking summary on the checkout page constitutes the final guaranteed price and prevails over any other price.