Search Cheap Flights to
Caribbean from $208

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Cheap round-trip flights to Caribbean

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
JetBlue Airways
Delta
American Airlines
JetBlue Airways
JetBlue Airways
Delta
JetBlue Airways
Delta
Caribbean Airlines
Copa
American Airlines
Cayman Airways
Air Canada
United
Avianca

Flights to Caribbean starting at $208

Have you been telling yourself, “2023 is the year I travel more and sit less”? Well, here we are and there you are. So, where are you going? Looks like a flight to Caribbean is calling. Good thing we can help you bag that flight out of town for cheap, so you can get your resolutions resolved.

Travel like you mean it

When you land it’s not straight to the tourist traps for you. You have things to do and see in Caribbean that aren’t on a map or in the “Best of. . .” guides. You know this region is filled with hidden haunts, locals-only know favorites, and the off-beat-so-weird-it’s-amazing places. And you plan to find every last one of them. Good thing you’ll save a grip of cash on your flight so you can daytrip far and wide.

You won’t have to wing it

So how do you score that killer deal on a flight to Caribbean? Easy, go through us. These aren’t pie in the sky deals, but ones you can actually score. Filter flights to Caribbean by:

  • Hotwire Hot Rate: Do you have a flexible schedule? Hit up the Hotwire Hot Rate and land a super cheap flight to Caribbean. We’ll reveal the airline and exact time after you book.
  • Price: How low can we go? Find out. We have prices from $208 to $827.
  • Duration: Want to get to Caribbean as fast as you can? Or maybe you don’t mind taking your time to save a few bucks here and there.
  • Departure or Arrival: Like to arrive in the a.m. to get your day going? Or are you a night owl that knows the best fun happens late night? The choice is yours.

So are you going to live up to those travel plans or kick the can to next year? Book your flight to Caribbean today and get going.

Last Minute Hotel Deals in Caribbean

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
The price is $191 per night from Oct 2 to Oct 3
$191
per night
Oct 2 - Oct 3
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast, and room service. Our guests praise the pool and the property condition in our reviews. ...
8.6/10 Excellent! (1,003 reviews)
"Excellent"

Reviewed on Sep 21, 2023

Hotel El Convento
Sheraton Old San Juan Hotel

Sheraton Old San Juan Hotel

4 out of 5
100 Brumbaugh Street, San Juan
The price is $149 per night from Oct 11 to Oct 12
$149
per night
Oct 11 - Oct 12
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast, and room service. Popular attractions Port of San Juan and Condado Beach ...
7.8/10 Good! (1,000 reviews)
"They are doing a lot of upgrades, but still was nice. They gave us welcome drink coupon and a food and drink voucher. Great location by the cruise terminal!"

Reviewed on Sep 6, 2023

Sheraton Old San Juan Hotel
The Reef at Atlantis

The Reef at Atlantis

4.5 out of 5
Paradise Beach Drive, Paradise Island, New Providence
Stay at this 4.5-star luxury resort in Paradise Island. Enjoy free WiFi, a private beach, and a marina. Our guests praise the pool and the property condition ...
8.6/10 Excellent! (1,003 reviews)
"The front desk staff was Excellent. Staff throughout the grounds was very helpful. If I looked lost, someone would ask how could they help. Overall great experience! Shuttle service was great. I know the taxi drivers are not Atlantis employees, however taxi service was questionable. I was over charged ..."

Reviewed on Sep 22, 2023

The Reef at Atlantis
Save an average of 15% on thousands of hotels when you're signed in
Boutique Hotel Palacio

Boutique Hotel Palacio

3.5 out of 5
Calle Duarte 106, Santo Domingo, Distrito Nacional
The price is $89 per night from Sep 26 to Sep 27
$89
per night
Sep 26 - Sep 27
Stay at this 3.5-star business-friendly hotel in Santo Domingo. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Regional Museum of Archaeology ...
8.6/10 Excellent! (1,000 reviews)
"Safety,very good food places to go and eat, quite and the peoples are very nice and friendly. This country is a good place to retire and enjoy yourself"

Reviewed on Sep 18, 2023

Boutique Hotel Palacio
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.