$2,245+ Cheap flights to Caribbean Islands

This is the cheapest retur flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 16/3. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
10 Jan — 17 Jan1
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean Islands in 2025

Enter your travel dates to find the best prices.

Best flights to Caribbean Islands
Discover carefully curated flight deals to Caribbean Islands that have cost, travel time, and stopovers in mind to ensure you get the best travel experience. Data last updated 11 December 2025.

Mon 16/312:20AKL - AUA
2 stops44h 23mAmerican Airlines
Wed 18/314:39AUA - AKL
2 stops48h 31mAmerican Airlines
Deal found 8/12$2,245
Mon 16/313:00AKL - AUA
2 stops42h 00mAir Canada
Wed 18/315:05AUA - AKL
3 stops56h 45mAir Canada
Deal found 8/12$3,078

Find flights to Caribbean Islands

Browse one-way and return flights deals to Caribbean Islands on Cheapflights. Flight deals are based on user searches and were last updated on 11 December 2025
Explore Caribbean Islands

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Locate flights to Caribbean Islands that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 134,765 searches and data was last updated on 11 December 2025.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

Auckland

Route

Departure

Return

Price

AucklandOranjestad

AKL - AUA

AKLAUA

Auckland Intl

Mon 16/3

12:20-15:43

2 stops44h 23m

Oranjestad Reina Beatrix

Wed 18/3

14:39-08:10

2 stops48h 31m

$2,245

AucklandOranjestad

AKL - AUA

AKLAUA

Auckland Intl

Mon 16/3

13:00-14:00

2 stops42h 00m

Oranjestad Reina Beatrix

Wed 18/3

15:05-16:50

3 stops56h 45m

$3,078

Flights are sorted by cheapest return flights first.

Deals found on 8/12

Best time to book a flight to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands with our price prediction graph.
Estimated return price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight to Caribbean Islands

How long is the flight to Caribbean Islands?

On average, a flight from Auckland to Caribbean Islands takes 44 hours 23 minutes. Flights to Caribbean Islands 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 Islands?

The cheapest airlines flying from Auckland to Caribbean Islands are United Airlines, Air Canada and Qatar Airways.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 55.0 mm.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, 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).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated 11 December 2025.
Get a feel of what it's like to fly with United Airlines and Air Canada to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Crew

8.1

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Sunderesh,Dec 2025

AUS - EWR

Smooth flight from Austin to Newark. The crew was friendly.

FAQs about flying to Caribbean Islands

  • Can I find cheaper flights to Caribbean Islands 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 Islands on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean Islands?

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

  • Where does the fastest flight to Caribbean Islands depart from?

    For those looking to save time traveling to Caribbean Islands, Auckland Intl offers the quickest one-way flight (44 hours 23 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 Islands?

Cheapflights helps you search for flights to Caribbean Islands via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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

Millions of users choose and trust Cheapflights to book the best flight deals to Caribbean Islands for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights to Caribbean Islands with no change fees?

Yes! Cheapflights helps users easily find flights to Caribbean Islands with no change fees.

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

Yes, Cheapflights has a feature called Price Alerts, which notifies users when flight prices change. Track prices for your flight to Caribbean Islands today and book when you’re ready!

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