Cheap Flights to Caribbean

View NZ$1,475 flight on Sun, 1 Nov 2026Opens in a new window

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Popular airlines to Caribbean

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  • American Airlines

  • Frontier Airlines

  • Delta

  • United

  • Southwest Airlines

  • Spirit Airlines

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Cheapest Flights to Caribbean

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Air New Zealand
Mon, 23 Nov - Tue, 1 Dec
AKL
Auckland
POS
Trinidad
NZ$2,342 Return, found 1 day ago
NZ$2,342
Return
found 1 day ago
Select Air New Zealand flight, departing Mon, 23 Nov from Auckland to Trinidad, returning Tue, 1 Dec, priced at NZ$2,342 found 1 day ago
Qantas Airways
Mon, 23 Nov - Tue, 1 Dec
AKL
Auckland
POS
Trinidad
NZ$2,359 Return, found 1 day ago
NZ$2,359
Return
found 1 day ago
Select Qantas Airways flight, departing Mon, 23 Nov from Auckland to Trinidad, returning Tue, 1 Dec, priced at NZ$2,359 found 1 day ago
United
Sat, 8 Aug - Sat, 29 Aug
AKL
Auckland
POS
Trinidad
NZ$2,495 Return, found 17 hours ago
NZ$2,495
Return
found 17 hours ago
Select United flight, departing Sat, 8 Aug from Auckland to Trinidad, returning Sat, 29 Aug, priced at NZ$2,495 found 17 hours ago
Qantas Airways
Mon, 4 May - Sat, 9 May
AKL
Auckland
SJU
San Juan
NZ$2,527 Return, found 2 days ago
NZ$2,527
Return
found 2 days ago
Select Qantas Airways flight, departing Mon, 4 May from Auckland to San Juan, returning Sat, 9 May, priced at NZ$2,527 found 2 days ago
United
Mon, 1 Feb - Mon, 8 Feb
AKL
Auckland
MBJ
Montego Bay
NZ$2,587 Return, found 5 days ago
NZ$2,587
Return
found 5 days ago
Select United flight, departing Mon, 1 Feb from Auckland to Montego Bay, returning Mon, 8 Feb, priced at NZ$2,587 found 5 days ago
United
Mon, 2 Nov - Sun, 8 Nov
AKL
Auckland
NAS
Nassau
NZ$2,821 Return, found 6 days ago
NZ$2,821
Return
found 6 days ago
Select United flight, departing Mon, 2 Nov from Auckland to Nassau, returning Sun, 8 Nov, priced at NZ$2,821 found 6 days ago
United
Thu, 5 Nov - Sun, 22 Nov
AKL
Auckland
PUJ
Punta Cana
NZ$2,837 Return, found 5 days ago
NZ$2,837
Return
found 5 days ago
Select United flight, departing Thu, 5 Nov from Auckland to Punta Cana, returning Sun, 22 Nov, priced at NZ$2,837 found 5 days ago
American Airlines
Mon, 23 Nov - Tue, 1 Dec
AKL
Auckland
POS
Trinidad
NZ$2,850 Return, found 1 day ago
NZ$2,850
Return
found 1 day ago
Select American Airlines flight, departing Mon, 23 Nov from Auckland to Trinidad, returning Tue, 1 Dec, priced at NZ$2,850 found 1 day ago
American Airlines
Fri, 27 Nov - Sun, 6 Dec
AKL
Auckland
AUA
Oranjestad
NZ$2,904 Return, found 4 days ago
NZ$2,904
Return
found 4 days ago
Select American Airlines flight, departing Fri, 27 Nov from Auckland to Oranjestad, returning Sun, 6 Dec, priced at NZ$2,904 found 4 days ago
Delta
Mon, 11 May - Fri, 15 May
AKL
Auckland
SJU
San Juan
NZ$3,057 Return, found 10 hours ago
NZ$3,057
Return
found 10 hours ago
Select Delta flight, departing Mon, 11 May from Auckland to San Juan, returning Fri, 15 May, priced at NZ$3,057 found 10 hours ago

Trending flights to Caribbean

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air New Zealand
Mon, 23 Nov - Tue, 1 Dec
AKL
Auckland
POS
Trinidad
NZ$2,342 Return, found 1 day ago
NZ$2,342
Return
found 1 day ago
Select Air New Zealand flight, departing Mon, 23 Nov from Auckland to Trinidad, returning Tue, 1 Dec, priced at NZ$2,342 found 1 day ago

Frequently asked questions

Can I cancel my flight booking to Caribbean due to COVID-19?
If you haven't booked yet, scan the terms and conditions of the airline you're considering. If you've already secured your flight to Caribbean, head to our Customer Service Portal. It will help determine which COVID-19 policies apply to your booking and provide advice on the next steps.
What's the best way to find cheap flights to Caribbean that have flexible change policies?
When it comes to flying these days, flexibility is important. That's why we've added a "No change fee" search function to help you track down flexible, low-priced tickets to Caribbean. It's to the left of your screen just below the "Flexible change policies" subheading.
What are some of the general tips for travelers to Caribbean during the COVID-19 outbreak?
The COVID-19 outbreak has resulted in big changes to how we travel. If you plan to visit Caribbean, these tips will help you navigate these new challenges and rules:

  • Before you book a flight, see if any travel restrictions apply — in both your origin and destination. Keep informed with the latest updates by reviewing government travel advisories.
  • Keep your face mask on during airport screening. A TSA employee will ask you to lower your mask temporarily for ID purposes.
  • To avoid cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA employee.
  • TSA now permits passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag for X-ray scanning.
  • To minimize handling during screening, place personal items such as your phone, wallet and keys into your carry-on rather than the bins.
  • Transport any food items in a clear plastic bag and also place them in a screening bin. Keeping food separate from your carry-on makes it less likely that a TSA officer will need to open and touch your bag for inspection.

How much is a flight to Caribbean?
There were lots of inexpensive fares up for grabs in the last seven days, with the cost of a return ticket to Caribbean ranging between NZ$2,342 and NZ$3,057. Many lucky vacationers purchased one-way flights from Auckland (AKL) for as low as NZ$1,475.
When is the cheapest time to fly to Caribbean?
Jet off on a Tuesday to boost your odds of bagging the cheapest flight to Caribbean. Mondays are usually the next most affordable day to depart. Saturday is generally the most expensive day to fly anywhere.
How much is a plane ticket to Caribbean?
In the last seven days, ticket prices to Caribbean ranged from NZ$2,342 to NZ$3,057.
What are the best things to do in Caribbean?

  • With so much to see and do in Havana, it's little surprise that most travelers kick off their Caribbean getaway in this happening city. Spend your first couple of days going to see famous attractions like Hotel Nacional de Cuba before taking a look at some of this place's lesser-known highlights.
  • Havana features a tropical savanna climate. But before you take off, study what the weather will be up to while you're there. Hot, cold, wet or dry, it's smart to arrive prepared.
  • Make Camaguey the next place you go. It's around 483 kilometres to the east of Havana and where you'll discover Casa Natal del Mayor, one of this city's top tourist sights.

What months are the cheapest to book a flight to Caribbean?
February is a cheap month to book your Caribbean trip. Airfares are at their most expensive during the festive month of December, so avoid this time if possible.

Travel information

Caribbean Flights Information

Airlines serving
Qantas Airways, United, Delta, Air New Zealand, American Airlines
Roundtrip price
from NZ$2,342
Caribbean Flights Information

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