Caribbean Islands Holidays

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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 Pier 4 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
The price is NZ$892 per night from 3 Jan to 4 Jan
NZ$892
3 Jan - 4 Jan 2026
includes taxes & fees
8.6/10 Excellent! (4,664 reviews)
Great spot. Pricey. Dining is super pricey. Breakfast buffet $60 plus tax and tip (15%) and the extra tip that actually goes to the employee. Has everything you need but you pay!

Reviewed on 15 Dec 2025

Grand Hyatt Baha Mar
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$895 per night from 11 Jan to 12 Jan
NZ$895
11 Jan - 12 Jan 2026
includes taxes & fees
8.2/10 Very Good! (6,307 reviews)
A big aspect this resort had to offer was the entertainment. The poolside/ beach games and activities arranged by the entertainment staff were amazing and made my experience so much fun. Pikachu (along with all the other entertainers) were always such good energy and always made things so enjoyable! ...

Reviewed on 12 Dec 2025

Lopesan Costa Bávaro Resort Spa & Casino - All Inclusive
Hotel Riu Republica - Adults only - All Inclusive

Hotel Riu Republica - Adults only - All Inclusive

4 out of 5
Playa Arena Gorda Punta Cana
7.2/10 Good! (5,279 reviews)
Staff was great

Reviewed on 15 Dec 2025

Get rates
Hotel Riu Republica - Adults only - All Inclusive
See all 84,901 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
Sapphire Beach which includes a sandy beach and tropical scenes

Sapphire Beach

Enjoy sunbathing, swimming and fun-filled watersports at this peaceful arched bay.

Sapphire Beach
El Yunque National Forest

El Yunque National Forest

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

El Yunque National Forest

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.

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