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Caribbean from $183

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

Flights to Caribbean starting at $183

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 $183 to $536.
  • 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 $329 per night from May 18 to May 19
$329
includes taxes & fees
May 18 - May 19
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 ...
8.6/10 Excellent! (1,006 reviews)
"Absolute old world charm in the middle of all the action and yet our room was surprisingly quiet with the double doors shut. Staff were welcoming and friendly. We enjoyed our stay and would recommend to friends!"

Reviewed on Apr 14, 2025

Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St, Nassau
The price is $242 per night from Apr 21 to Apr 22
$242
includes taxes & fees
Apr 21 - Apr 22
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 ...
8.4/10 Very Good! (1,483 reviews)
"Great location and friendly staff for a good price."

Reviewed on Apr 15, 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
The price is $262 per night from May 12 to May 13
$262
includes taxes & fees
May 12 - May 13
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 ...
8.8/10 Excellent! (878 reviews)
"Historic hotel, excellent food! Across the street from our cruise ship."

Reviewed on Apr 13, 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! (1,307 reviews)
"Hotel staff is friendly and helpful. Resort eminities (pools, waterpark, etc) are very nice enjoyable and well maintained. Beaches are out of the world. All the related services and accessories like towels, Beach/pool chairs, shuttle bus, etc are well maintained and accessible without any fuss. There ..."

Reviewed on Apr 12, 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.