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Caribbean from $199

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Cheap round-trip flights to Caribbean

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

Frontier Airlines
Delta
JetBlue Airways
American Airlines
JetBlue Airways
American Airlines
Delta
JetBlue Airways
JetBlue Airways
Copa
Delta
JetBlue Airways
Caribbean Airlines
Caribbean Airlines
Air Canada
avianca

Flights to Caribbean starting at $199

Have you been telling yourself, “2025 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 $199 to $545.
  • 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
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,001 reviews)
"The perfect hotel!"

Reviewed on Aug 13, 2025

Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St, Nassau
Stay at this 4-star beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 8 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
8.6/10 Excellent! (1,886 reviews)
"Antonya at the front desk was excellent"

Reviewed on Aug 14, 2025

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street, San Juan, Puerto Rico
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,094 reviews)
"In the heart of San Juan. You can walk to and from cruise port and experience the history of San Juan. The location has access to free or low cost public transport, dinning all around in walking distance and the hotel has free cold breakfast."

Reviewed on Aug 14, 2025

Hotel Rumbao, a Tribute Portfolio Hotel
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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 full-service spa, and a private beach. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (1,397 reviews)
"Overall it was a heck of a visit! My Family truly enjoyed the trip and everything about the stay. The only thing that could improve is the access to better tasting water on the refill stations. Overall though you all and the facilities were Outstanding!"

Reviewed on Aug 13, 2025

The Reef at Atlantis
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.