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

7 days | Round trip

Dep. Aug 21, 2026Ret. Aug 28, 2026
$499
taxes and fees incl.
Nassau International

Montego Bay

7 days | Round trip

Dep. Sep 5, 2026Ret. Sep 12, 2026
$513
taxes and fees incl.
Montego Bay

Nassau International

7 days | Round trip

Dep. Aug 21, 2026Ret. Aug 28, 2026
$516
taxes and fees incl.
Nassau International

Punta Cana

7 days | Round trip

Dep. Sep 5, 2026Ret. Sep 12, 2026
$620
taxes and fees incl.
Punta Cana

Punta Cana

8 days | Round trip

Dep. Sep 4, 2026Ret. Sep 12, 2026
$624
taxes and fees incl.
Punta Cana

Puerto Plata

7 days | Round trip

Dep. Sep 5, 2026Ret. Sep 12, 2026
$628
taxes and fees incl.
Puerto Plata

Havana

7 days | Round trip

Dep. Sep 4, 2026Ret. Sep 11, 2026
$673
taxes and fees incl.
Havana

Puerto Plata

7 days | Round trip

Dep. Sep 4, 2026Ret. Sep 11, 2026
$683
taxes and fees incl.
Puerto Plata

Kingston,Jamaica

6 days | Round trip

Dep. Aug 11, 2026Ret. Aug 17, 2026
$720
taxes and fees incl.
Kingston,Jamaica

Santo Domingo

7 days | Round trip

Dep. Aug 10, 2026Ret. Aug 17, 2026
$837
taxes and fees incl.
Santo Domingo

Athens

8 days | Round trip

Dep. Aug 28, 2026Ret. Sep 5, 2026
$974
taxes and fees incl.
Athens

7 days | Round trip

Dep. Aug 22, 2026Ret. Aug 29, 2026
$1045
taxes and fees incl.

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.