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$1,488+ Cheap flights to Caribbean

— SJU
8 Nov — 15 Nov1
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Caribbean

Wed 14/1017:25 -
2 stops40h 47m
Wed 28/1012:18 -
1 stop26h 52m
Deal found 7/10$2,740
Thu 19/1106:10 -
3 stops31h 56m
Thu 26/1108:15 -
3 stops39h 45m
Deal found 5/10$2,788
Sun 25/1009:00 -
2 stops69h 33m
Sat 31/1014:40 -
2 stops24h 30m
Deal found 4/10$2,879
Thu 17/1215:50 -
2 stops36h 34m
Thu 24/1213:04 -
2 stops27h 06m
Deal found 6/10$3,100
Sat 19/1215:50 -
2 stops41h 39m
Thu 24/1215:12 -
2 stops24h 58m
Deal found 6/10$3,165
Thu 17/1215:50 -
2 stops36h 34m
Wed 23/1216:46 -
2 stops47h 24m
Deal found 6/10$3,184
Fri 18/1215:50 -
2 stops38h 10m
Thu 24/1213:04 -
2 stops27h 06m
Deal found 6/10$3,248
Thu 17/1213:20 -
2 stops39h 04m
Fri 25/1215:12 -
2 stops25h 43m
Deal found 6/10$3,302
Fri 18/1215:50 -
2 stops38h 10m
Wed 23/1217:19 -
2 stops46h 51m
Deal found 6/10$3,331
Thu 17/1215:50 -
2 stops36h 34m
Tue 22/1216:19 -
1 stop23h 51m
Deal found 6/10$3,356
Fri 18/1215:50 -
2 stops38h 10m
Fri 25/1215:34 -
1 stop44h 21m
Deal found 6/10$3,393
Wed 14/1019:50 -
2 stops57h 53m
Wed 28/1012:25 -
2 stops47h 25m
Deal found 7/10$3,756

Find flights to Caribbean

Explore Caribbean

Find flight deals to Caribbean

One-way from

$1,488
14/1-31/12
  • 14/1-31/12
  • 3 total stops
  • 32h 27m total
  • Auckland to Caribbean

Cheapflights Fare Finder

 
Use the filters below to find and compare flights to Caribbean that are best for you.

Fly from

Route

Departure

Return

Price

Cheapest return flight

AucklandBridgetown

AKL Auckland Intl - BGI Bridgetown Grantley Adams Intl

AKLBGI

Auckland Intl

Thu 14/1

08:15-23:42

3 stops32h 27m

Bridgetown Grantley Adams Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,488

AucklandNassau

AKL Auckland Intl - NAS Nassau Intl

AKLNAS

Auckland Intl

Sun 18/10

19:50-13:47

2 stops34h 57m

Nassau Intl

Wed 31/12

00:00-17:00

Nonstop0h 00m

$1,636

AucklandMontego Bay

AKL Auckland Intl - MBJ Montego Bay Sangster Intl

AKLMBJ

Auckland Intl

Sun 22/11

15:50-13:48

2 stops39h 58m

Montego Bay Sangster Intl

Wed 31/12

00:00-17:00

Nonstop0h 00m

$1,650

AucklandBridgetown

AKL Auckland Intl - BGI Bridgetown Grantley Adams Intl

AKLBGI

Auckland Intl

Thu 14/1

13:20-23:42

2 stops51h 22m

Bridgetown Grantley Adams Intl

Wed 31/12

00:00-16:00

Nonstop0h 00m

$1,718
Fastest return journey

AucklandSanto Domingo

AKL Auckland Intl - SDQ Santo Domingo Las Americas

AKLSDQ

Auckland Intl

Fri 18/12

19:50-22:45

1 stop19h 55m

Santo Domingo Las Americas

Wed 31/12

00:00-16:30

Nonstop0h 00m

$2,370

AucklandGeorge Town

AKL Auckland Intl - GCM George Town Owen Roberts Intl

AKLGCM

Auckland Intl

Thu 19/11

06:10-20:06

3 stops31h 56m

George Town Owen Roberts Intl

Thu 26/11

08:15-18:00

3 stops39h 45m

$2,788

AucklandNassau

AKL Auckland Intl - NAS Nassau Intl

AKLNAS

Auckland Intl

Sun 25/10

09:00-13:33

2 stops69h 33m

Nassau Intl

Sat 31/10

14:40-08:10

2 stops24h 30m

$2,879

AucklandPuerto Plata

AKL Auckland Intl - POP Puerto Plata La Union

AKLPOP

Auckland Intl

Sat 19/12

20:20-13:08

2 stops33h 48m

Puerto Plata La Union

Wed 31/12

00:00-16:30

Nonstop0h 00m

$2,950

AucklandPunta Cana

AKL Auckland Intl - PUJ Punta Cana

AKLPUJ

Auckland Intl

Sat 19/12

13:20-15:19

1 stop42h 59m

Punta Cana

Thu 24/12

15:12-09:55

2 stops25h 43m

$3,236

AucklandPuerto Plata

AKL Auckland Intl - POP Puerto Plata La Union

AKLPOP

Auckland Intl

Tue 22/12

08:25-16:30

2 stops49h 05m

Puerto Plata La Union

Thu 25/2

17:30-13:25

2 stops50h 55m

$4,009

Flights are sorted by cheapest return flights first.

Deals found on 4/10

Showing 1-10 of 25 resultsSorted by cheapest first
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Best time to book a flight to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean with our price prediction graph.
Estimated return price

Cheapflights Insights

Everything you need to know about your flight to Caribbean

How long is the flight to Caribbean?

On average, a flight from Auckland to Caribbean takes 37 hours 45 minutes. Flights to Caribbean from other popular cities in New Zealand will vary in length. Below are a few examples of popular routes and their flight times.

What are the cheapest airlines that fly to Caribbean?

The cheapest airline flying from Auckland to Caribbean is American Airlines.

Rainfall in Caribbean by month

In terms of precipitation, rainfall in Caribbean ranges from 55.0 - 156.0 mm per month. November is typically the wettest month, when rainfall can reach 156.0 mm. March is typically the driest time to visit Caribbean when rainfall is around 55.0 mm.

Temperature in Caribbean by month

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 28.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 25.0 C).

What are the most popular places to fly to in Caribbean?

The most popular places in Caribbean to fly to are Cuba, Jamaica, Dominican Republic, The Bahamas and Trinidad and Tobago.

Reviews of airlines servicing Caribbean

Read through reviews of airlines serving Caribbean, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

7.4

Crew

7.9

Entertainment

6.8

Food

6.4

Overall

7.0

Comfort

7.2

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

Boarding

7.4

Crew

7.9

Entertainment

6.8

Food

6.4

Overall

7.0

Comfort

7.2

Reviews

1 / 20
4.0
Okay

Elizabeth,Mar 2026

ORD - MIA

Staff was rude and flight attendants 2 out of 3 looked like they had just been thru a hurricane.

FAQs about flying to Caribbean

  • What is the best way to travel around the Caribbean?

    Much of the Caribbean is surrounded by water, making it a continent with many beaches. To travel between the countries, compare flights to the Caribbean that may include anything from a cruise package to island hopping between the larger ports. You will find that urban cities make use of standard forms of transportation as well as more adventurous ones. In Jamaica, taxis are advised to get around locally. In the Bahamas, however, the water taxis and the local buses, known as jitneys, are popular. In Haiti you can try the famous tap-tap taxis or the motorskilets . Car hire is a good suggestion for all urban areas in the Caribbean with yacht cruises, ferries and taxis also being recommended.

  • What are some things to do in the Caribbean?

    Searching for Caribbean flight deals you can find many countries to explore with many different cultures. If you're heading to Jamaica, you'll find the Bob Marley House, Trench Town Culture Yard and the Emancipation Park which are great cultural sights. Visit the Blue Mountains and enjoy beautiful hiking trails and waterfalls. In the Bahamas you will be surrounded by modern resorts as well as cultural sights. With 700 small islands, it is the ideal Caribbean spot for island-hopping; such as Pig Island to visit the feral, but friendly pigs that swim in the sea to greet you. In Haiti, you can see the mountaintop fortress of Citadelle la Ferrière, the ruins of Sans-Souci Palace or enjoy miles of unspoilt beaches, despite it being one of the Caribbean’s most popular destinations.

  • How long is the flight to the Caribbean?

    When you book flights to the Caribbean you will find a wide variety of times, depending on which country you’re visiting, but most involve two or three stops. From Auckland Airport to Norman Manley Airport in Kingston, Jamaica you may average 35h flying time with two stops. Many cheap flights to the Caribbean are much longer so book in advance for shorter trips. Flying to Nassau Airport in the Bahamas from Auckland Airport will average just under 40h with three stops, and if you would like to travel from Christchurch Airport in New Zealand to Port-au-Prince Airport in Haiti, you can expect to travel for an average of just under 45h.

  • What do I need to do before my flight to the Caribbean?

    When planning your flight to the Caribbean you will be relieved that New Zealand citizens do not require a visa. Being a hot climate means mosquitoes so make sure you pack repellent, sunscreen and appropriate clothing. December to February has the least rainfall in the Caribbean and is considered a good time for flying to the Caribbean. Some of the countries are considered to have high crime rates so be careful with your personal belongings. American dollars are widely accepted and English is understood but it’s always good to brush up on a few local expressions.

  • Can I find cheaper flights to Caribbean if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Caribbean on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean?

    Based on reviews from Cheapflights users, American Airlines is rated the highest out of the airlines that fly to Caribbean.

  • What is the cheapest airport to fly to in Caribbean?

    Basseterre Robert Bradshaw Intl is currently the cheapest airport to fly to in Caribbean. One-way flights to Basseterre Robert Bradshaw Intl typically cost $214, while return flights cost around $689.

  • Where does the fastest flight to Caribbean depart from?

    For those looking to save time traveling to Caribbean, Auckland Intl offers the quickest one-way flight (37 hours 45 minutes).

  • Does San Juan Luis Munoz Marin Intl have rental cars?

    Yes. Those touching down at San Juan Luis Munoz Marin Intl can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to San Juan Luis Munoz Marin Intl?

    Yes. San Juan Luis Munoz Marin Intl has hotels nearby for those requiring accommodations. San Juan Airport Hotel is the closest property to San Juan Luis Munoz Marin Intl (0.0 km away from San Juan Luis Munoz Marin Intl).

See more FAQs

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How does Cheapflights help users find flights to Caribbean?

Cheapflights makes it easy to find Caribbean flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets to Caribbean?

Cheapflights helps you find that perfect flight to Caribbean by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights to Caribbean with no change fees?

Yes, we can. To see specific flights to Caribbean with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights to Caribbean become cheaper?

Yes, Cheapflights offers price alerts on Caribbean flights so you can book your flight when prices are ideal. Enable price alerts by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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