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Flights to the Caribbean

Lush landscapes, stunning white and golden sand beaches, amazing gastronomy and adventure await in these incredible islands.  So, get away to sun and sand with great fares to Caribbean destinations.

Popular Caribbean destinations

Philadelphia (PHL)to

San Juan (SJU)
01/11/26 - 01/17/26

Round trip

Economy

from
$205Fare subject to changes
Updated: 12 hours ago

Philadelphia (PHL)to

San Juan (SJU)
04/18/26 - 04/28/26

Round trip

Economy

from
$314Fare subject to changes
Updated: 12 hours ago

Philadelphia (PHL)to

Oranjestad, Aruba (AUA)
05/11/26 - 05/21/26

Round trip

Economy

from
$561Fare subject to changes
Updated: 6 hours ago

Philadelphia (PHL)to

Oranjestad, Aruba (AUA)
04/20/26 - 04/24/26

Round trip

Economy

from
$571Fare subject to changes
Updated: 9 hours ago

Miami (MIA)to

Santo Domingo (SDQ)
01/20/26 - 01/27/26

Round trip

Economy

from
$242Fare subject to changes
Updated: 1 hour ago

Miami (MIA)to

Santo Domingo (SDQ)
01/14/26 - 02/05/26

Round trip

Economy

from
$243Fare subject to changes
Updated: 10 hours ago

Dallas (DFW)to

San Juan (SJU)
01/21/26 - 01/24/26

Round trip

Economy

from
$291Fare subject to changes
Updated: 2 hours ago

Dallas (DFW)to

San Juan (SJU)
01/30/26 - 02/07/26

Round trip

Economy

from
$371Fare subject to changes
Updated: 8 hours ago

Miami (MIA)to

Port-of-Spain, Trinidad (POS)
02/03/26 - 03/03/26

Round trip

Economy

from
$294Fare subject to changes
Updated: 19 hours ago

Chicago (ORD)to

Oranjestad, Aruba (AUA)
03/25/26 - 03/31/26

Round trip

Economy

from
$493Fare subject to changes
Updated: 6 hours ago

Chicago (ORD)to

Oranjestad, Aruba (AUA)
02/22/26 - 02/26/26

Round trip

Economy

from
$522Fare subject to changes
Updated: 10 hours ago

Miami (MIA)to

Nassau (NAS)
02/04/26 - 02/08/26

Round trip

Economy

from
$322Fare subject to changes
Updated: 5 hours ago

Miami (MIA)to

Nassau (NAS)
01/21/26 - 01/25/26

Round trip

Economy

from
$341Fare subject to changes
Updated: 10 hours ago

Miami (MIA)to

Port-of-Spain, Trinidad (POS)
01/19/26 - 01/26/26

Round trip

Economy

from
$294Fare subject to changes
Updated: 8 hours ago

Philadelphia (PHL)to

Nassau (NAS)
05/31/26 - 06/04/26

Round trip

Economy

from
$570Fare subject to changes
Updated: 4 hours ago

Philadelphia (PHL)to

Nassau (NAS)
04/11/26 - 04/17/26

Round trip

Economy

from
$575Fare subject to changes
Updated: 8 hours ago

Charlotte (CLT)to

Turks and Caicos (PLS)
03/22/26 - 03/27/26

Round trip

Economy

from
$512Fare subject to changes
Updated: 20 hours ago

Charlotte (CLT)to

Turks and Caicos (PLS)
02/24/26 - 03/03/26

Round trip

Economy

from
$529Fare subject to changes
Updated: 20 hours ago

Charlotte (CLT)to

Bridgetown, Barbados (BGI)
04/06/26 - 04/10/26

Round trip

Economy

from
$493Fare subject to changes
Updated: 22 hours ago

Miami (MIA)to

St. Maarten/St. Martin (SXM)
01/27/26 - 02/01/26

Round trip

Economy

from
$251Fare subject to changes
Updated: 14 hours ago

See More Flights to Caribbean by Country

Flights to Anguilla

Flights to Antigua and Barbuda

Flights to Aruba

Flights to Bahamas

Flights to Barbados

Flights to Bermuda

Flights to British Virgin Islands

Flights to Cayman Islands

Flights to Curacao

Flights to Dominica

Flights to Dominican Republic

Flights to Grenada

Flights to Jamaica

Flights to Martinique

Flights to Puerto Rico

Flights to Saint Kitts and Nevis

Flights to Saint Lucia

Flights to Saint Maarten

Flights to Saint Vincent and the Grenadines

Flights to Trinidad and Tobago

Flights to Turks and Caicos Islands

Flights to U.S. Virgin Islands

Hotels, rental cars and vacation packages

Caribbean hotels

Hotels in Caribbean

Search for a comfortable hotel today wherever your trip takes you.

Caribbean car rental

Caribbean rental cars

Book your rental car before you arrive in Caribbean.

vacation packages to Caribbean

Caribbean vacation packages

Save with vacation packages and book a hotel and flight together!