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$249+ Cheap flights from Salisbury, MD (SBY) to Caribbean

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 2/28. Fares are subject to change and may not be available on all flights or dates of travel.
SBY — SJU
Mar 25 — Apr 11
Wed 3/25
Wed 4/1
1 adult, Economy
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Cheap flight deals from Salisbury to Caribbean

Cheapest flights from Salisbury to Caribbean
Explore the most affordable flight options available from Salisbury to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 23, 2026.

This American Airlines deal was found by Cheapflights users on 2/20. 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.
Sat 5/26:26 pm
SBY
-
SJU
1 stop16h 22m
American Airlines
Sat 5/97:25 am
SJU
-
SBY
1 stop12h 45m
American Airlines
Deal found 2/20$321
This American Airlines deal was found by Cheapflights users on 2/22. 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.
Mon 3/97:43 am
SBY
-
SJU
2 stops9h 28m
American Airlines
Fri 3/135:00 am
SJU
-
SBY
1 stop9h 13m
American Airlines
Deal found 2/22$366
This American Airlines deal was found by Cheapflights users on 2/20. 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.
Thu 5/76:38 am
SBY
-
SJU
1 stop15h 27m
American Airlines
Mon 5/116:00 am
SJU
-
SBY
1 stop16h 54m
American Airlines
Deal found 2/20$400
This American Airlines deal was found by Cheapflights users on 2/22. 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.
Wed 4/12:38 pm
SBY
-
SJU
1 stop9h 14m
American Airlines
Wed 4/157:25 am
SJU
-
SBY
1 stop14h 43m
American Airlines
Deal found 2/22$444
This American Airlines deal was found by Cheapflights users on 2/22. 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.
Tue 3/247:43 am
SBY
-
BGI
2 stops13h 41m
American Airlines
Tue 3/313:32 pm
BGI
-
SBY
2 stops22h 41m
American Airlines
Deal found 2/22$607
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Thu 3/54:26 pm
SBY
-
BGI
2 stops22h 34m
American Airlines
Thu 4/24:31 pm
BGI
-
SBY
2 stops20h 54m
American Airlines
Deal found 2/19$730
This American Airlines deal was found by Cheapflights users on 2/19. 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.
Mon 4/64:26 pm
SBY
-
BGI
2 stops22h 10m
American Airlines
Fri 4/103:28 pm
BGI
-
SBY
1 stop26h 31m
American Airlines
Deal found 2/19$740

Find flight deals from Salisbury to Caribbean

Keep the following information in mind while searching for Salisbury to Caribbean flight deals. Data was last updated February 23, 2026.

Round-trip from

$321
(American Airlines)

One-way from

$249
(American Airlines)
From Salisbury-Ocean City to Caribbean
Search Deals
One-way flight from Salisbury-Ocean City to Caribbean
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Salisbury to Caribbean 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 February 23, 2026.
Use the filters below to find and compare flights from Salisbury to Caribbean that are best for you.

Fly from

Salisbury

Fly to

Caribbean

Route

Depart

Return

Price

SalisburySan Juan

SBY - SJU

SBYSJU

Salisbury-Ocean City

Mon 3/9

7:43 am-5:11 pm

2 stops9h 28m

San Juan Luis Munoz Marin Intl

Fri 3/13

5:00 am-2:13 pm

1 stop9h 13m

$366

SalisburySan Juan

SBY - SJU

SBYSJU

Salisbury-Ocean City

Thu 5/7

6:38 am-10:05 pm

1 stop15h 27m

San Juan Luis Munoz Marin Intl

Mon 5/11

6:00 am-10:54 pm

1 stop16h 54m

$400

SalisburyBridgetown

SBY - BGI

SBYBGI

Salisbury-Ocean City

Tue 3/24

7:43 am-9:24 pm

2 stops13h 41m

Bridgetown Grantley Adams Intl

Tue 3/31

3:32 pm-2:13 pm

2 stops22h 41m

$607

SalisburyBridgetown

SBY - BGI

SBYBGI

Salisbury-Ocean City

Thu 3/5

4:26 pm-4:00 pm

2 stops22h 34m

Bridgetown Grantley Adams Intl

Thu 4/2

4:31 pm-1:25 pm

2 stops20h 54m

$730

SalisburyBridgetown

SBY - BGI

SBYBGI

Salisbury-Ocean City

Mon 4/6

4:26 pm-2:36 pm

2 stops22h 10m

Bridgetown Grantley Adams Intl

Fri 4/10

3:28 pm-5:59 pm

1 stop26h 31m

$740

SalisburySan Juan

SBY - SJU

SBYSJU

Salisbury-Ocean City

Sat 2/28

7:18 am-12:52 am

1 stop16h 34m

$249

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Best time to book a flight from Salisbury to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Salisbury 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 Salisbury to Caribbean

What is the cheapest month to book a flight from Salisbury, Maryland to Caribbean?

Currently, January is the cheapest month in which you can book a flight from Salisbury, Maryland to Caribbean (average of $73). Flying from Salisbury, Maryland to Caribbean in December is currently the most expensive (average of $166). 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.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated February 23, 2026.
Read through reviews of airlines operating flights from Salisbury to Caribbean, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,339 reviews

Food

6.4

Boarding

7.5

Crew

8.0

Entertainment

6.9

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,339 reviews
American Airlines
7.2
Good
11,339 reviews

Food

6.4

Boarding

7.5

Crew

8.0

Entertainment

6.9

Comfort

7.2

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

Related info for your journey

Find useful and relevant information for your journey from Salisbury to Caribbean. 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 Salisbury to Caribbean?

    Salisbury-Ocean City (SBY) is the airport you will fly out of if you book a flight from Salisbury to Caribbean. It is only a 5.0 mi journey to Salisbury-Ocean City (SBY) from Salisbury’s city center.

  • How long is the flight from Salisbury, Maryland to Caribbean?

    There are many flights that can get you from Salisbury, Maryland to Caribbean in 9h 28m. Fly via American Airlines to get the fastest option. Airlines will cover a distance of 1488 mi.

  • What are the most popular routes from Salisbury, Maryland to Caribbean?

    The most popular flight routes from Salisbury, Maryland to Caribbean are Salisbury-Ocean City - San Juan Luis Munoz Marin Intl, Salisbury-Ocean City - Bridgetown Grantley Adams Intl and Salisbury-Ocean City - Freeport Grand Bahama Intl.

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

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

  • How can I find direct flights from Salisbury to Caribbean?

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

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

    Yes. Cheapflights offers flight deals from Salisbury to Caribbean 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 Salisbury, Maryland to Caribbean?

    Currently, January is the cheapest month in which you can book a flight from Salisbury, Maryland to Caribbean (average of $73). Flying from Salisbury, Maryland to Caribbean in December is currently the most expensive (average of $166). 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.

See more FAQs

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Top airline flying from Salisbury to Caribbean

Discover the top airline that operate flights from Salisbury to Caribbean. 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 February 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$368Average$585FlexibilityNo cancel feeOn-time71%

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