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$444+ Cheap flights from Salisbury, MD (SBY) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
SBY — SJU
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
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 January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/27. 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 1/27$444
This American Airlines deal was found by Cheapflights users on 1/28. 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 3/192:38 pm
SBY
-
SJU
1 stop9h 14m
American Airlines
Mon 3/235:00 am
SJU
-
SBY
1 stop9h 13m
American Airlines
Deal found 1/28$484
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sun 2/16:30 am
SBY
-
SJU
2 stops9h 31m
American Airlines
Sat 2/284:52 pm
SJU
-
SBY
1 stop6h 49m
American Airlines
Deal found 1/28$510
This American Airlines deal was found by Cheapflights users on 1/27. 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 3/56:00 am
SBY
-
BGI
1 stop7h 50m
American Airlines
Thu 4/23:32 pm
BGI
-
SBY
2 stops22h 41m
American Airlines
Deal found 1/27$617
This American Airlines deal was found by Cheapflights users on 1/28. 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 3/282:38 pm
SBY
-
GCM
2 stops21h 02m
American Airlines
Sun 4/54:38 pm
GCM
-
SBY
2 stops19h 47m
American Airlines
Deal found 1/28$653
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/236:00 am
SBY
-
FPO
1 stop7h 08m
American Airlines
Mon 3/21:58 pm
FPO
-
SBY
1 stop8h 23m
American Airlines
Deal found 1/28$698
This American Airlines deal was found by Cheapflights users on 1/28. 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 1/296:30 am
SBY
-
SJU
2 stops16h 29m
American Airlines
Wed 2/411:38 am
SJU
-
SBY
2 stops9h 57m
American Airlines
Deal found 1/28$843
This American Airlines deal was found by Cheapflights users on 1/28. 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 2/126:00 am
SBY
-
SJU
1 stop16h 40m
American Airlines
Mon 2/165:02 pm
SJU
-
SBY
1 stop6h 39m
American Airlines
Deal found 1/28$1,057

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 January 29, 2026.

Round-trip from

$444
(American Airlines)
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 January 29, 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

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

$444

SalisburySan Juan

SBY - SJU

SBYSJU

Salisbury-Ocean City

Thu 3/19

2:38 pm-11:52 pm

1 stop9h 14m

San Juan Luis Munoz Marin Intl

Mon 3/23

5:00 am-2:13 pm

1 stop9h 13m

$484

SalisburyBridgetown

SBY - BGI

SBYBGI

Salisbury-Ocean City

Thu 3/5

6:00 am-2:50 pm

1 stop7h 50m

Bridgetown Grantley Adams Intl

Thu 4/2

3:32 pm-2:13 pm

2 stops22h 41m

$617

SalisburyGeorge Town

SBY - GCM

SBYGCM

Salisbury-Ocean City

Sat 3/28

2:38 pm-10:40 am

2 stops21h 02m

George Town Owen Roberts Intl

Sun 4/5

4:38 pm-1:25 pm

2 stops19h 47m

$653

SalisburyFreeport

SBY - FPO

SBYFPO

Salisbury-Ocean City

Mon 2/23

6:00 am-1:08 pm

1 stop7h 08m

Freeport Grand Bahama Intl

Mon 3/2

1:58 pm-10:21 pm

1 stop8h 23m

$698

SalisburySan Juan

SBY - SJU

SBYSJU

Salisbury-Ocean City

Thu 2/12

6:00 am-4:20 pm

2 stops9h 20m

San Juan Luis Munoz Marin Intl

Mon 2/16

5:02 pm-10:41 pm

1 stop6h 39m

$1,057

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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 $81). 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 January 29, 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
11,205 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

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
11,205 reviews
American Airlines
7.2
Good
11,205 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Crew

8.0

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 15h 27m. 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 $81). 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$368Average$581FlexibilityNo cancel feeOn-time71%

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