Caribbean Islands Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Our guide on where to stay in Caribbean Islands

Find the best Caribbean Islands areas and neighborhoods for the activities you enjoy most. Learn more about Caribbean Islands
San Juan

Old San Juan

4/5(1 area review)

The interesting museums and waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Castillo de San Cristobal might round out your trip.

Find hotels in Old San Juan

Caribbean Islands Holiday

Our pick of the best Caribbean Islands Hotel Deals

Grand Hyatt Baha Mar

Grand Hyatt Baha Mar

4.5 out of 5
One Baha Mar Boulevard Nassau New Providence
Fully refundableReserve now, pay when you stay
The price is NZ$856 per night from 22 Feb to 23 Feb
NZ$856
22 Feb - 23 Feb
includes taxes & fees
8.6/10 Excellent! (4,739 reviews)
Loved everything about my stay. The room, the ease of check in, the food - snack and dinner. The lazy river and staff at the water park were kind, funny, and professional. I will be back and my stay will be longer so u can experience even more delight.

Reviewed on 31 Jan 2026

Grand Hyatt Baha Mar
Serenade Punta Cana Beach & Spa Resort - All Inclusive

Serenade Punta Cana Beach & Spa Resort - All Inclusive

4.5 out of 5
Carretera Cabeza de Toro Punta Cana La Altagracia
The price is NZ$734 per night from 22 Feb to 23 Feb
NZ$734
22 Feb - 23 Feb
includes taxes & fees
7.8/10 Good! (6,645 reviews)
Room was very clean and modern. The shower stall was the size of a room and everything worked efficiently. The staff was very friendly and the food the best. Overall total satisfaction.

Reviewed on 26 Jan 2026

Serenade Punta Cana Beach & Spa Resort - All Inclusive
Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive

5 out of 5
Playas de Bavaro Punta Cana La Altagracia
The price is NZ$859 per night from 1 Mar to 2 Mar
NZ$859
1 Mar - 2 Mar
includes taxes & fees
8.2/10 Very Good! (6,458 reviews)
Lopesan exceeded our expectations in every way. The resort is beautiful, spacious, and extremely well maintained. Rooms are modern and spotless, the food is high quality with great variety, and the service is consistently professional and friendly. The pools and beach area are stunning and never ...

Reviewed on 31 Jan 2026

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
See all 85,279 properties in Caribbean Islands
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.

Discover the most popular places to visit in Caribbean Islands

Luquillo Beach featuring a sandy beach

Luquillo Beach

Sample local street food or doze under a palm tree on this picturesque stretch of coast.

Luquillo Beach
El Yunque National Forest

El Yunque National Forest

4/5(1 review)

This tropical rainforest offers many great hiking options, including stunning mountain views and beautiful waterfalls.

El Yunque National Forest
Mambo Beach At Willemstad In Netherlands Curacao. Idyllic Beach. Nature Landscape. Willemstad At Netherlands Curacao. Tourism Background. Island Seascape.

Mambo Beach

4/5(1 review)

Nothing says holiday like spending a lazy day at Mambo Beach, a popular beach in Willemstad. Stroll along the seaside or visit the shops in this romantic area.

Mambo Beach

Frequently asked questions

Can I cancel my flight booking to Caribbean Islands due to COVID-19?
Head to our Customer Service Portal for important info about cancelling or changing your flight because of COVID-19. Also, check the terms and conditions of your preferred carrier before booking your seat.
What's the best way to find cheap flights to Caribbean Islands that have flexible change policies?
We know that travel schedules can change from one day to the next, so booking a flexible ticket with Expedia is always a smart move. Just tick the "No change fee" box under the "Flexible change policies" filter. Your low-priced, flexible flight to Caribbean Islands is just a few clicks away.
What are some of the general tips for travellers to Caribbean Islands during the COVID-19 outbreak?
With new rules, restrictions and safety measures to follow, travel looks a bit different at present. Here's what you should know before you hop on that plane to Caribbean Islands:
  • Before booking anything, find out if any travel bans or restrictions apply — in both your destination and origin. Get the latest updates by checking government and travel websites.
  • Requirements state that you must wear a face mask throughout your travel experience, including at security checkpoints. Be ready to adjust your mask to verify your identity when asked by a TSA employee.
  • Rather than handing a TSA employee your boarding pass, position it straight on the reader yourself. Then, hold it up for inspection.
  • You can now take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on luggage. This will need to be removed for screening.
  • Put any personal items (phone, wallet and keys) in your carry-on rather than a bin to minimize handling during the screening process.
  • Transport your food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on means it's less likely a TSA employee will need to open your bag for inspection.

Which airlines fly to Caribbean Islands?
JetBlue is a widely known airline servicing Caribbean Islands. Search for airfares to Las Americas Intl. Airport (SDQ) and you'll have 503 JetBlue flights each month to choose from.
How can I find cheap tickets to Caribbean Islands?
One of the easiest ways to find cheap tickets to Caribbean Islands is to be flexible with your travel dates. Search for your flights, then click "flexible dates" at the top of your results. You'll see the cheapest prices for nearby days. The best price for a flight to Caribbean Islands in the last seven days was . Booking ahead of time will generally help you get an even bigger bargain.
How much is a flight to Caribbean Islands?
The cost of a round-trip airfare to Caribbean Islands in the last seven days varied between and . If you were travelling one way from (), you could have nabbed a low-cost fare from just .
What are the most popular airports to fly into in Caribbean Islands?
Caribbean Islands's primary airport is Las Americas Intl. Airport (SDQ). Get your next awesome adventure underway by booking a seat on one of the 1471 monthly flights to this destination.
When is the cheapest time to fly to Caribbean Islands?
Leave for Caribbean Islands earlier in the week and you'll usually be rewarded with lower-cost fares. Tuesday is typically the cheapest day to hop on a plane, followed closely by Monday. If you're eager to avoid the costliest flights, steer clear of Saturdays.
How much is a plane ticket to Caribbean Islands?
In the last seven days, airfares to Caribbean Islands fluctuated between and . Prices rise as your travel date nears, so snap up a good deal today.
What months are the cheapest to book a flight to Caribbean Islands?
Snap up a ticket in February to enjoy inexpensive flights to Caribbean Islands. The festive month of December is often the most expensive time to buy an airfare.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.