Flights to Caribbean Starting at $44

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Top places to visit in Caribbean

Cheap flights to Caribbean from $44 One Way, $73 Round Trip

$73 return flights and $44 one-way flights to Caribbean were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Sep 30
EWR
Newark
SJU
San Juan
$44
Spirit Airlines
Sun, Nov 7
EWR
Newark
SJU
San Juan
$47
Frontier Airlines
Tue, Nov 16
EWR
Newark
NAS
Nassau
$55
Frontier Airlines
Sat, Oct 2
EWR
Newark
SJU
San Juan
$58
United
Sat, Oct 2
EWR
Newark
SJU
San Juan
$58
JetBlue Airways
Sat, Nov 6
EWR
Newark
AUA
Oranjestad
$60
Spirit Airlines
Sat, Jan 1
JFK
New York
NAS
Nassau
$70
JetBlue Airways
Sun, Oct 10
JFK
New York
SJU
San Juan
$70
JetBlue Airways
Sun, Oct 24
JFK
New York
SJU
San Juan
$70
Delta
Tue, Oct 12
JFK
New York
SJU
San Juan
$73
American Airlines
Fri, Nov 12 - Tue, Nov 16
EWR
Newark
SJU
San Juan
$73
Spirit Airlines
Sun, Nov 7 - Wed, Nov 10
EWR
Newark
SJU
San Juan
$94
Frontier Airlines
Wed, Feb 9
JFK
New York
MBJ
Montego Bay
$109
JetBlue Airways
Sun, Nov 7 - Mon, Nov 8
EWR
Newark
SJU
San Juan
$109
United
Tue, Sep 21 - Tue, Sep 21
EWR
Newark
SJU
San Juan
$109
JetBlue Airways
Wed, Oct 6 - Wed, Oct 6
JFK
New York
SJU
San Juan
$111
JetBlue Airways
Fri, Oct 1 - Wed, Oct 20
JFK
New York
SJU
San Juan
$117
Delta
Fri, Oct 8
JFK
New York
AUA
Oranjestad
$119
JetBlue Airways
Fri, Nov 5 - Sat, Nov 6
JFK
New York
SJU
San Juan
$120
American Airlines
Sat, Oct 2 - Sat, Oct 9
EWR
Newark
AUA
Oranjestad
$175
Spirit Airlines
Wed, Nov 10 - Thu, Nov 11
EWR
Newark
SDQ
Santo Domingo
$203
Frontier Airlines
Mon, Jan 10 - Fri, Jan 14
JFK
New York
NAS
Nassau
$239
Delta
Wed, Feb 9 - Sun, Feb 13
JFK
New York
MBJ
Montego Bay
$255
JetBlue Airways
Mon, Nov 15 - Wed, Nov 17
JFK
New York
PUJ
Punta Cana
$277
JetBlue Airways

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
BOSSan JuanSep 26 - Oct 2$115
JFKSan JuanSep 25 - Oct 2$159
EWROranjestadSep 25 - Oct 2$220
MIANassauSep 26 - Sep 29$229
BOSPunta CanaSep 26 - Sep 29$279
JFKOranjestadSep 25 - Sep 28$286
JFKMontego BaySep 25 - Oct 7$300
JFKPunta CanaSep 25 - Oct 22$313
BOSNassauSep 25 - Oct 9$324
EWRSantiago de los CaballerosSep 26 - Oct 3$339
JFKSantiago de los CaballerosSep 26 - Oct 13$353
EWRKingstonSep 25 - Oct 2$432
YYZSantiago de los CaballerosSep 26 - Oct 10$480
LHRNassauSep 26 - Oct 4$813
LGWOranjestadSep 25 - Dec 4$1,181
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Caribbean Accommodation Deals

Comfort Suites Paradise Island

Comfort Suites Paradise Island

4 out of 5
Paradise Island Drive, Paradise Island, New Providence
The price is $251 per night from Sep 20 to Sep 20
Situated near the beach, this hotel is within a 10-minute walk of Versailles Gardens and Cabbage Beach. Paradise Island Golf Club and Queen's Staircase are also ...
4/5Very Good! (52 reviews)
"Our stay was great. The front desk assistance to the restaurant staff - very friendly and eager to please - even with covid restrictions in place - we had an enjoyable trip - safe. We especially loved the special of going to the Atlantis everyday - that was so nice. We will most definitely go back ..."

Reviewed on Jul 22, 2021

Comfort Suites Paradise Island
Coral by the Sea Hotel

Coral by the Sea Hotel

2.5 out of 5
Calle Rosa 2, Carolina
Fully refundableReserve now, pay when you stay
The price is $108 per night from Sep 20 to Sep 20
Located in Isla Verde, this hotel is within a 10-minute walk of Isla Verde Beach, Pine Grove Beach, and Carolina Beach. Balneario de Carolina and Playa Ultimo ...
2.9/5 (60 reviews)
"it was clean, walking distance to the beach, stores, and restaurants. near to the airport and places to visit."

Reviewed on Jul 23, 2021

Coral by the Sea Hotel
Breezes Resort Bahamas

Breezes Resort Bahamas

3 out of 5
1 Breezes Lane,, Cable Beach, Nassau, New Providence
Fully refundableReserve now, pay when you stay
The price is $224 per night from Sep 20 to Sep 20
Located in Nassau, this beachfront hotel is next to a golf course and within 9 mi (15 km) of Queen Elizabeth Sports Center, Queen's Staircase, and Straw Market. ...
3.9/5Good! (137 reviews)
"Oo"

Reviewed on Sep 7, 2021

Breezes Resort Bahamas
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Sign up, it's freeSign in
Comfort Suites Seven Mile Beach

Comfort Suites Seven Mile Beach

3.5 out of 5
West Bay Road, 22 Pipers Way, Seven Mile Beach
Situated in Seven Mile Beach, this beach hotel is within 1 mi (2 km) of Camana Bay, Cayman Crazy Golfing Mini Golf, and The Strand Shopping Center. Cayman Maritime ...
4.4/5Excellent! (78 reviews)
"Everyone that works at this hotel are slways very friendly and helpful with everything...Stayed at this hotel more then once..."

Reviewed on Mar 27, 2020

Get rates
Comfort Suites Seven Mile Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our Top Caribbean Apartment Hotels

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
The price is $111 per night from Sep 26 to Sep 26
Nestled on the beach, this Pelican Key resort is within a 5-minute walk of Hollywood Casino and Lay Bay Beach. Kim Sha Beach and Paradise Plaza are also within ...
4.3/5Excellent! (87 reviews)
"Great place good food and super clean!"

Reviewed on Jul 23, 2021

Simpson Bay Resort, Marina & Spa
Amsterdam Manor Beach Resort

Amsterdam Manor Beach Resort

4 out of 5
J.E. Irausquin Boulevard 252, Noord
Fully refundableReserve now, pay when you stay
The price is $189 per night from Sep 22 to Sep 22
Nestled on the beach, this Noord hotel is 0.1 mi (0.1 km) from Leeward Antilles and 1.5 mi (2.5 km) from Links at Divi Aruba. Eagle Beach and Palm Beach are ...
4.7/5Exceptional! (83 reviews)
"This property is updated, quiet, and so conveniently located. The staff was amazing and so helpful!"

Reviewed on Jul 15, 2021

Amsterdam Manor Beach Resort
Divi Aruba Phoenix Beach Resort

Divi Aruba Phoenix Beach Resort

4 out of 5
J E Irausquin Boulevard 75, Noord
The price is $249 per night from Sep 20 to Sep 20
Nestled on the beach, this Noord resort is within a 5-minute walk of Leeward Antilles and Palm Beach. Eagle Beach and Manchebo Beach are also within 3 mi (5 ...
4.2/5Very Good! (69 reviews)
"We had a lovely stay at the Divi resort. Our suite was more spacious than we anticipated and the ocean view from our balcony was stunning! The staff were all quite friendly and accommodating. My only complaint was that the mattress was surprisingly uncomfortable given how pleased we were with everything ..."

Reviewed on Jul 1, 2021

Divi Aruba Phoenix Beach Resort
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Sign up, it's freeSign in
Eagle Aruba Resort & Casino

Eagle Aruba Resort & Casino

3.5 out of 5
J. E. Irausquin Boulevard 248, Oranjestad
Fully refundableReserve now, pay when you stay
The price is $155 per night from Oct 1 to Oct 1
Offering direct access to the beach, this Oranjestad hotel is in the entertainment district and within 3 mi (5 km) of Eagle Beach and Paseo Herencia Shopping ...
4.3/5Excellent! (112 reviews)
"We loved the Eagle, clean and friendly staff!!"

Reviewed on Sep 5, 2021

Eagle Aruba Resort & Casino
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Score Epic Caribbean Accommodation Deals

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
Fully refundableReserve now, pay when you stay
The price is $189 per night from Sep 20 to Sep 20
Located in Old San Juan, this luxury hotel is steps from San Juan Cathedral and San Juan Gate. Castillo San Felipe del Morro and Castillo de San Cristobal are ...
4.6/5Exceptional! (56 reviews)
"Great location and historical feel of Old San Juan. Good amenities with Bose speakers for great radio station listening. Pool and Jacuzzi on the rooftop although small is great for quick relax or if you are with kids. I wish they had a simple breakfast included for the price. Otherwise great ..."

Reviewed on Sep 6, 2021

Hotel El Convento
British Colonial Hilton - Nassau

British Colonial Hilton - Nassau

4 out of 5
Number One Bay St, Nassau
The price is $175 per night from Sep 21 to Sep 21
Located in Downtown Nassau, this beachfront hotel is in the city center, just steps from Christ Church Cathedral and Pirates of Nassau Museum. Straw Market and ...
4/5Very Good! (67 reviews)
"Very convenient abs friendly. Property needs a lot of updating."

Reviewed on Jul 11, 2021

British Colonial Hilton - Nassau
Sheraton Old San Juan Hotel

Sheraton Old San Juan Hotel

4 out of 5
100 Brumbaugh Street, San Juan
Fully refundableReserve now, pay when you stay
The price is $151 per night from Sep 20 to Sep 20
Located in Old San Juan, this hotel is steps from Pier 3, Port of San Juan, and Teatro Tapia. Pier 1 and Museo del Mar are also within 5 minutes.
4.1/5Very Good! (80 reviews)
"None"

Reviewed on Aug 21, 2021

Sheraton Old San Juan Hotel
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Sign up, it's freeSign in
The Reef at Atlantis

The Reef at Atlantis

4.5 out of 5
Paradise Beach Drive, Paradise Island, New Providence
Located in Paradise Island, this beachfront resort is next to a golf course, 0.7 mi (1.2 km) from Paradise Lagoon Beach South, and 2 mi (3.3 km) from Paradise ...
4.3/5Excellent! (65 reviews)
"Staff was super polite and helpful. Wish the slides were completely open but understand the need to make adjustments during covid and distrancing. Plan dinner ahead of time."

Reviewed on Jul 17, 2021

Get rates
The Reef at Atlantis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Caribbean

Barceló Bávaro Palace - All Inclusive
Great for families

Barceló Bávaro Palace - All Inclusive

4.5 out of 5
Carretera Bávaro Km. 1, Playa Bávaro, Punta Cana, La Altagracia
The price is $158 per night from Sep 22 to Sep 22
Located in Punta Cana, this beachfront property is connected to the convention center and within 2 mi (3 km) of Bavaro Beach, Palma Real Shopping Village, and ...
4/5Very Good! (223 reviews)
Families like: kids pool, waterslide, kids club, playground
Travelers say...
"Excellent customer service great staff. The resort is beautiful and extremely clean.Also great staff very friendly and attentive!!! I highly recommend it for next vacation to stay at this resort."

Reviewed on Aug 28, 2021

Barceló Bávaro Palace - All Inclusive
Majestic Colonial Punta Cana - All Inclusive
Great for families

Majestic Colonial Punta Cana - All Inclusive

4 out of 5
Carretera El Maca, Punta Cana, Punta Cana
Located in Punta Cana, this beachfront property is next to a golf course, 1.1 mi (1.8 km) from Arena Gorda Beach, and within 9 mi (15 km) of Macao Beach and ...
4.4/5Excellent! (163 reviews)
Families like: kids pool, kids club, playground, game room
Travelers say...
"Everything was wonderful after the upgraded my room."

Reviewed on Sep 17, 2021

Get rates
Majestic Colonial Punta Cana - All Inclusive
Hilton Rose Hall Resort and Spa – All Inclusive
Great for families

Hilton Rose Hall Resort and Spa – All Inclusive

4.5 out of 5
Rose Hall, Montego Bay, Saint James
Fully refundable
The price is $254 per night from Oct 4 to Oct 4
Nestled on the beach, this Montego Bay property is within 1 mi (2 km) of Cinnamon Hill Golf Course and Rose Hall Great House. The Shoppes at Rose Hall and Montego ...
4.3/5Excellent! (136 reviews)
Families like: outdoor pools, free waterpark access, kids club, playground
Travelers say...
"I love the property! All the staff was great!"

Reviewed on Sep 18, 2021

Hilton Rose Hall Resort and Spa – All Inclusive
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Sign up, it's freeSign in
Majestic Elegance Punta Cana - All Inclusive
Great for families

Majestic Elegance Punta Cana - All Inclusive

4.5 out of 5
Playa Bavaro - Punta Cana, Punta Cana, La Altagracia
Located in Punta Cana, this beachfront property is next to a golf course and within 1 mi (2 km) of Arena Gorda Beach and Hard Rock Golf Club at Cana Bay. Punta ...
4.5/5Wonderful! (164 reviews)
Families like: kids pool, kids club, playground, game room
Travelers say...
"Overall experience was good. Rooms need some upgrade, air conditioning was not working properly and the housekeeper was kind enough to get us an dehumidifier but it couldn’t stop the humidity and the funny smell in the room that was coming from the air conditioner. The other properties in the hotel ..."

Reviewed on Aug 30, 2021

Get rates
Majestic Elegance Punta Cana - All Inclusive
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.