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$2,053+ 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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
26 Feb — 5 Mar1
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean Islands in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Caribbean Islands
Explore the most affordable flight options available to Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on 27 January 2026.

Mon 16/1115:50
AKL
-
AUA
2 stops38h 50m
United Airlines
Fri 4/1217:35
AUA
-
AKL
2 stops46h 35m
United Airlines
Deal found 26/1$2,053
Wed 4/215:50
AKL
-
AUA
2 stops65h 50m
United Airlines
Sun 8/217:50
AUA
-
AKL
2 stops46h 20m
United Airlines
Deal found 26/1$2,221
Mon 16/1115:50
AKL
-
AUA
2 stops38h 50m
United Airlines
Thu 3/1217:35
AUA
-
AKL
2 stops67h 10m
United Airlines
Deal found 26/1$2,433
Sun 15/1119:55
AKL
-
AUA
2 stops34h 45m
United Airlines
Wed 2/1217:35
AUA
-
AKL
2 stops46h 35m
United Airlines
Deal found 26/1$2,550
Wed 18/1115:50
AKL
-
AUA
2 stops38h 50m
United Airlines
Wed 2/1217:35
AUA
-
AKL
2 stops46h 35m
United Airlines
Deal found 26/1$2,673
Thu 10/1215:50
AKL
-
AUA
2 stops38h 50m
United Airlines
Wed 23/1214:50
AUA
-
AKL
2 stops45h 55m
United Airlines
Deal found 26/1$2,686
Thu 10/1215:50
AKL
-
AUA
2 stops38h 50m
United Airlines
Thu 24/1215:25
AUA
-
AKL
2 stops45h 20m
United Airlines
Deal found 26/1$2,694
Wed 18/1116:55
AKL
-
AUA
2 stops40h 43m
American Airlines
Wed 2/1215:49
AUA
-
AKL
2 stops25h 36m
American Airlines
Deal found 26/1$2,706
Wed 4/207:00
AKL
-
AUA
3 stops49h 00m
Air Canada
Sun 8/216:05
AUA
-
AKL
3 stops63h 25m
Air Canada
Deal found 24/1$2,736
Mon 16/1115:50
AKL
-
AUA
2 stops38h 50m
United Airlines
Tue 1/1217:35
AUA
-
AKL
2 stops46h 35m
United Airlines
Deal found 26/1$2,775
Thu 19/1115:50
AKL
-
AUA
2 stops38h 50m
United Airlines
Wed 2/1217:35
AUA
-
AKL
2 stops46h 35m
United Airlines
Deal found 26/1$2,875

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 27 January 2026
Explore Caribbean Islands
Flights to Montego Bay
Flights to Nassau

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 39 hours 0 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 most popular airlines that fly to Caribbean Islands?

The most popular airlines flying from Auckland to Caribbean Islands are United Airlines and Air Canada.

United Airlines
United Airlines
From $1,720
Air Canada
Air Canada
From $2,091

What are the cheapest airlines that fly to Caribbean Islands?

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

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 27 January 2026.
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.
United Airlines
7.4
Good
9,206 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

YVR - SFO

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.
United Airlines
7.4
Good
9,206 reviews
United Airlines
7.4
Good
9,206 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

YVR - SFO

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.
Air Canada
7.1
Good
10,660 reviews
United Airlines
7.4
Good
9,206 reviews
Check prices

Comfort

7.3

Food

6.6

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

YVR - SFO

It was a good experience. The flight took 45 minutes longer to fly and all passengers had to wait inside the plane till the technical issue was fixed. Overall it was a good experience.

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, Air Canada 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 (39 hours 0 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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