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Deals on vacations and trips to Caribbean Islands
Save when you book Caribbean Islands package deals
Caribbean Islands flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/58c51bdd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Villas at Simpson Bay Resort
Save 100% on your flight
per person
Aug 5 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Philipsburg (SXM)
A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.
![La Playa Orient Bay](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/12b2cb64_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
La Playa Orient Bay
Save 100% on your flight
per person
Aug 7 - Aug 12
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Philipsburg (SXM)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Families will appreciate the onsite laundry facilities and babysitting.
![Esmeralda Resort](https://images.trvl-media.com/lodging/1000000/30000/24700/24664/ce674f8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Esmeralda Resort
per person
Aug 15 - Aug 18
found 14 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Philipsburg (SXM)
This hotel features 15 outdoor pools, a restaurant, and a bar/lounge. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the playground and onsite laundry facilities.
![Oceans at Divi Little Bay](https://images.trvl-media.com/lodging/75000000/74270000/74267800/74267774/af69b7d2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Oceans at Divi Little Bay
per person
Aug 15 - Aug 18
found 14 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Philipsburg (SXM)
This hotel's 4 restaurants and 3 outdoor pools are some of the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. Dry cleaning, luggage storage, and concierge services are also on offer.
![Coral Beach Club Villas & Marina](https://images.trvl-media.com/lodging/3000000/2310000/2307500/2307470/382d7a38_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Coral Beach Club Villas & Marina
Oyster Pond
Save 100% on your flight
per person
Sep 21 - Sep 28
found 1 day ago
Roundtrip flight included
New York (JFK) to Philipsburg (SXM)
This Mediterranean resort features a full-service spa, a marina, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare.
Top Caribbean Islands hotels deals
![Grand Hyatt Baha Mar](https://images.trvl-media.com/lodging/8000000/7780000/7779300/7779293/72a260e8_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Grand Hyatt Baha Mar
One Baha Mar Boulevard, Nassau, New Providence
Free Cancellation
Reserve now, pay when you stay
The price is $507 per night
$507
per night
Jul 19 - Jul 20
This luxury resort features a golf course, free water park access, and a casino. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Bring the family and enjoy the lazy river, children's club, and mini golf.
Pet friendly
Breakfast available
![Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive](https://images.trvl-media.com/lodging/24000000/23540000/23535100/23535027/abd73326_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Playas de Bavaro, Higuey, Punta Cana, La Altagracia
The price is $553 per night
$553
per night
Jul 7 - Jul 8
This all-inclusive property features free water park access, a full-service spa, and 10 restaurants. There's fun for all ages with a free kid's club and a children's pool, and babysitting is an added bonus. Enjoy the 5 outdoor pools and free perks like buffet breakfast and free self parking.
Breakfast included
Pool
![Fairmont El San Juan Hotel](https://images.trvl-media.com/lodging/1000000/10000/1600/1592/99d8d575_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Fairmont El San Juan Hotel
6063 Isla Verde Avenue, Carolina
Free Cancellation
Reserve now, pay when you stay
The price is $496 per night
$496
per night
Jul 7 - Jul 8
This luxury resort features a casino, a full-service spa, and a nightclub. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy a meal in one of the 6 restaurants and perks like free WiFi.
Pet friendly
Breakfast available
![Majestic Colonial Punta Cana - All Inclusive](https://images.trvl-media.com/lodging/2000000/1270000/1265400/1265372/26319629_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Majestic Colonial Punta Cana - All Inclusive
Carretera El Macao, Punta Cana, La Altagracia
The price is $413 per night
$413
per night
Jul 7 - Jul 8
This all-inclusive property features a private beach, a casino, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the 3 outdoor tennis courts and free perks like buffet breakfast and free self parking.
Hot Tub
Breakfast included
![Barceló Bávaro Palace - All Inclusive](https://images.trvl-media.com/lodging/3000000/2440000/2438600/2438582/deee2bbb_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Barceló Bávaro Palace - All Inclusive
Carretera Bávaro Km. 1, Playa Bávaro, Punta Cana, La Altagracia
The price is $437 per night
$437
per night
Jul 29 - Jul 30
This all-inclusive property features a private beach, a golf course, and a full-service spa. Enjoy a day at the beach snorkeling, or relax with sun loungers. Bring the family and enjoy the water park, free kid's club, and bowling alley.
Breakfast included
Pool
![Nickelodeon Hotels & Resorts Punta Cana, Gourmet All Inclusive by Karisma](https://images.trvl-media.com/lodging/14000000/13150000/13145600/13145542/346a9101_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Nickelodeon Hotels & Resorts Punta Cana, Gourmet All Inclusive by Karisma
Uvero Alto, Punta Cana
The price is $479 per night
$479
per night
Jul 7 - Jul 8
This smoke-free property features free water park access, a full-service spa, and 9 restaurants. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a lazy river and a free kid's club, and families will appreciate the onsite laundry facilities.
Hot Tub
Pool
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View all propertiesLowest 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.
Popular places to visit
Eagle Beach
4.5/5(1,687 reviews)
Nothing says vacation like spending a lazy day at Eagle Beach, a popular beach in Oranjestad-West. Make time to visit the shops and casinos while you're in the area.
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Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art scene.
Bavaro Beach
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Nothing says vacation like spending a lazy day at Bavaro Beach, a popular beach in Punta Cana. Discover the top-notch restaurants and great live music in this romantic area.
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