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

Punta Cana

7 days | Round trip

Dep. Jan 7, 2026Ret. Jan 14, 2026
$565
taxes and fees incl.
Punta Cana

Havana

7 days | Round trip

Dep. Jan 18, 2026Ret. Jan 25, 2026
$718
taxes and fees incl.
Havana

Punta Cana

7 days | Round trip

Dep. Jan 6, 2026Ret. Jan 13, 2026
$730
taxes and fees incl.
Punta Cana

Havana

7 days | Round trip

Dep. Jan 22, 2026Ret. Jan 29, 2026
$742
taxes and fees incl.
Havana

Montego Bay

7 days | Round trip

Dep. Jan 15, 2026Ret. Jan 22, 2026
$915
taxes and fees incl.
Montego Bay

Samana

8 days | Round trip

Dep. Feb 4, 2026Ret. Feb 12, 2026
$1376
taxes and fees incl.
Samana

Varadero

7 days | Round trip

Dep. Jan 27, 2026Ret. Feb 3, 2026
$1450
taxes and fees incl.
Varadero

Puerto Plata

7 days | Round trip

Dep. Jan 7, 2026Ret. Jan 14, 2026
$1569
taxes and fees incl.
Puerto Plata

Montego Bay

7 days | Round trip

Dep. Dec 26, 2025Ret. Jan 2, 2026
$1869
taxes and fees incl.
Montego Bay

Varadero

5 days | Round trip

Dep. Dec 25, 2025Ret. Dec 30, 2025
$2682
taxes and fees incl.
Varadero

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.