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Caribbean Islands

$363+ Cheap flights from Anchorage (ANC) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
jun 17 — jun 241
ter 6/17
ter 6/24
1 adult, Economy
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Cheap flight deals from Anchorage to Caribbean Islands

Keep the following information in mind while searching for Anchorage to Caribbean Islands flight deals. Data was last updated junho 12, 2025.

Round-trip from

$744
(FlightHub)

One-way from

$363
(Mytrip)

Popular in

December

Cheapest in

April

Average price

$1,112
From Anchorage to Caribbean Islands
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One-way flight from Anchorage to Caribbean Islands
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Highest demand for flights based on searches. 4% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Anchorage to Caribbean Islands

Cheapest flights from Anchorage to Caribbean Islands
Explore the most affordable flight options available from Anchorage to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junho 12, 2025.

This FlightHub deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 9/144:45 pmANC - NAS
2 stops20h 45mAir Canada
dom 9/216:30 pmNAS - ANC
2 stops25h 26mAir Canada
Deal found 6/10$744
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 8/3012:42 amANC - SJU
2 stops17h 25mDelta
dom 9/77:30 amSJU - ANC
1 stop15h 29mDelta
Deal found 6/10$764
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 7/11:20 pmANC - SJU
3 stops25h 59mMultiple Airlines
dom 7/68:24 pmSJU - ANC
3 stops27h 24mMultiple Airlines
Deal found 6/10$808
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 6/2611:59 pmANC - SJU
2 stops19h 58mUnited Airlines
seg 6/301:40 pmSJU - ANC
1 stop12h 54mUnited Airlines
Deal found 6/11$820
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 9/148:16 pmANC - NAS
1 stop13h 15mUnited Airlines
dom 9/212:33 pmNAS - ANC
2 stops26h 41mUnited Airlines
Deal found 6/10$851
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 8/107:46 pmANC - SDQ
2 stops15h 39mAmerican Airlines
dom 9/77:00 amSDQ - ANC
2 stops16h 08mAmerican Airlines
Deal found 6/11$883
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 10/1012:40 amANC - STI
2 stops19h 04mDelta
qui 11/206:45 amSTI - ANC
2 stops18h 04mDelta
Deal found 6/10$888
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
seg 7/211:30 pmANC - PUJ
3 stops43h 35mMultiple Airlines
dom 8/101:00 pmPUJ - ANC
3 stops27h 28mMultiple Airlines
Deal found 6/10$927
This FlightHub deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 9/114:45 pmANC - PUJ
2 stops18h 35mAir Canada
sáb 9/204:25 pmPUJ - ANC
2 stops27h 26mAir Canada
Deal found 6/11$959
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qua 12/1011:55 pmANC - PUJ
1 stop13h 23mUnited Airlines
qui 1/82:05 pmPUJ - ANC
1 stop13h 29mUnited Airlines
Deal found 6/10$1,023
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 8/88:41 pmANC - STT
1 stop14h 13mUnited Airlines
ter 8/124:45 pmSTT - ANC
2 stops30h 50mUnited Airlines
Deal found 6/9$1,066
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom 8/108:32 pmANC - SDQ
1 stop12h 50mDelta
dom 9/76:00 amSDQ - ANC
2 stops18h 55mDelta
Deal found 6/10$1,079

Cheapflights Fare Finder

Customize your flight search to find flights from Anchorage to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junho 12, 2025.
Use the filters below to find and compare flights from Anchorage to Caribbean Islands that are best for you.

Fly from

Anchorage

Fly to

Caribbean Islands

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

dom 9/14

4:45 pm-5:30 pm

2 stops20h 45m

Nassau Intl

dom 9/21

6:30 pm-3:56 pm

2 stops25h 26m

$744

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

sáb 8/30

12:42 am-10:07 pm

2 stops17h 25m

San Juan Luis Munoz Marin Intl

dom 9/7

7:30 am-6:59 pm

1 stop15h 29m

$764

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

ter 7/1

1:20 pm-7:19 pm

3 stops25h 59m

San Juan Luis Munoz Marin Intl

dom 7/6

8:24 pm-7:48 pm

3 stops27h 24m

$808

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

qui 6/26

11:59 pm-11:57 pm

2 stops19h 58m

San Juan Luis Munoz Marin Intl

seg 6/30

1:40 pm-10:34 pm

1 stop12h 54m

$820

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

dom 9/14

8:16 pm-1:31 pm

1 stop13h 15m

Nassau Intl

dom 9/21

2:33 pm-1:14 pm

2 stops26h 41m

$851

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

dom 8/10

7:46 pm-3:25 pm

2 stops15h 39m

Santo Domingo Las Americas

dom 9/7

7:00 am-7:08 pm

2 stops16h 08m

$883

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

sex 10/10

12:40 am-11:44 pm

2 stops19h 04m

Santiago de los Caballeros

qui 11/20

6:45 am-7:49 pm

2 stops18h 04m

$888

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

seg 7/21

1:30 pm-1:05 pm

3 stops43h 35m

Punta Cana

dom 8/10

1:00 pm-12:28 pm

3 stops27h 28m

$927

AnchoragePunta Cana

ANC - PUJ

ANCPUJ

Anchorage

qui 9/11

4:45 pm-3:20 pm

2 stops18h 35m

Punta Cana

sáb 9/20

4:25 pm-3:51 pm

2 stops27h 26m

$959

AnchorageSaint Thomas Island

ANC - STT

ANCSTT

Anchorage

sex 8/8

8:41 pm-2:54 pm

1 stop14h 13m

Saint Thomas Island Cyril E King

ter 8/12

4:45 pm-7:35 pm

2 stops30h 50m

$1,066

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 31 results
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Best time to book a flight from Anchorage to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Anchorage with our price prediction graph.
Estimated round-trip 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 from Anchorage to Caribbean Islands

What is the cheapest month to book a flight from Anchorage to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Anchorage to Caribbean Islands (average of $254). Flying from Anchorage to Caribbean Islands in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ANC to EPX?

Find hourly flight availability from Anchorage to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junho 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Anchorage to Caribbean Islands as you normally would.

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 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 junho 12, 2025.
Read through reviews of airlines operating flights from Anchorage to Caribbean Islands, such as Alaska Airlines, Delta and United Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Delta
8.0
Very good
7,946 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Air Canada
7.1
Good
9,537 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Food

7.1

Boarding

8.1

Comfort

7.8

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

Related info for your journey

Find useful and relevant information for your journey from Anchorage to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Anchorage to Caribbean Islands?

    Located just 4.4 mi from the city center, Anchorage (ANC) is the airport most travelers will use when flying to Caribbean Islands from Anchorage.

  • What are the cheapest airlines to fly from Anchorage to Caribbean Islands one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $431. Users have also found prices from $434 and $470 on United Airlines and American Airlines, respectively.

  • What are the most popular routes from Anchorage to Caribbean Islands?

    When deciding which route to take from Anchorage to Caribbean Islands consider Anchorage - San Juan Luis Munoz Marin Intl, Anchorage - Punta Cana or Anchorage - Santiago de los Caballeros as they are the most popular.

  • Can I find deals for flights from Anchorage to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Anchorage to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Anchorage to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Anchorage to Caribbean Islands.

  • Can I find deals for business class flights from Anchorage to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Anchorage to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Anchorage to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Anchorage to Caribbean Islands (average of $254). Flying from Anchorage to Caribbean Islands in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Anchorage to Caribbean Islands

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Top 4 airlines flying from Anchorage to Caribbean Islands

Discover the top 4 airlines that operate flights from Anchorage to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junho 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$500Average$1,105FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$559Average$649FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$732Average$1,000FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$782Average$1,244FlexibilityNo cancel feeOn-time71%

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