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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 12 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) 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.
![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/10c17989_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Simpson Bay Resort, Marina & Spa
Pelican Key
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Philipsburg (SXM)
This smoke-free resort features a private beach, a full-service spa, and a marina. 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 waterslide, 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
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
![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 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/b262fcc7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Philipsburg (SXM)
This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.
Top Caribbean Islands hotels deals
![Grand Hyatt Baha Mar](https://images.trvl-media.com/lodging/8000000/7780000/7779300/7779293/72e0926f_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 $450 per night
$450
per night
Jun 23 - Jun 24
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.
![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 $293 per night
$293
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.
Pool
Spa
![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
Free Cancellation
Reserve now, pay when you stay
The price is $462 per night
$462
per night
Jun 23 - Jun 24
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.
Pool
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 $341 per night
$341
per night
Jul 2 - Jul 3
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.
On private beach
Pool
![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
Jun 22 - Jun 23
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.
On private beach
Pool
![Serenade Punta Cana Beach & Spa Resort - All Inclusive](https://images.trvl-media.com/lodging/45000000/44450000/44442700/44442694/96017d26_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Serenade Punta Cana Beach & Spa Resort - All Inclusive
Carretera Cabeza de Toro, Punta Cana, La Altagracia
Free Cancellation
Reserve now, pay when you stay
The price is $292 per night
$292
per night
Jul 7 - Jul 8
This all-inclusive property features a private beach, free water park access, and a full-service spa. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the 3 outdoor pools and free perks like buffet breakfast and free self parking.
On private beach
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.
Port of San Juan
4.5/5(2,281 reviews)
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
4.5/5(3,857 reviews)
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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