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
$502
taxes and fees incl.
Nassau International

Varadero

7 days | Round trip

Dep. Jan 13, 2026Ret. Jan 20, 2026
$512
taxes and fees incl.
Varadero

Punta Cana

7 days | Round trip

Dep. Feb 2, 2026Ret. Feb 9, 2026
$650
taxes and fees incl.
Punta Cana

Nassau International

6 days | Round trip

Dep. Jan 11, 2026Ret. Jan 17, 2026
$677
taxes and fees incl.
Nassau International

Puerto Plata

8 days | Round trip

Dep. Jan 22, 2026Ret. Jan 30, 2026
$744
taxes and fees incl.
Puerto Plata

Montego Bay

7 days | Round trip

Dep. Feb 2, 2026Ret. Feb 9, 2026
$749
taxes and fees incl.
Montego Bay

Punta Cana

7 days | Round trip

Dep. Feb 2, 2026Ret. Feb 9, 2026
$806
taxes and fees incl.
Punta Cana

Montego Bay

7 days | Round trip

Dep. Feb 2, 2026Ret. Feb 9, 2026
$904
taxes and fees incl.
Montego Bay

Varadero

7 days | Round trip

Dep. Jan 11, 2026Ret. Jan 18, 2026
$945
taxes and fees incl.
Varadero

Havana

7 days | Round trip

Dep. Jan 20, 2026Ret. Jan 27, 2026
$1011
taxes and fees incl.
Havana

Holguin

7 days | Round trip

Dep. Jan 17, 2026Ret. Jan 24, 2026
$1065
taxes and fees incl.
Holguin

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.