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Caribbean from $158

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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
JetBlue Airways
Spirit Airlines
Delta
Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
JetBlue Airways
Spirit Airlines
Caribbean Airlines
Bahamasair
Caribbean Airlines
Copa
United
American Airlines

Flights to Caribbean starting at $158

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 $158 to $485.
  • 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! (1,003 reviews)
Convenient location to enjoy historic San Juan and national park forts. Parking is abysmal on the weekends, but ok on weekdays.

Reviewed on Oct 21, 2025

Opens in a new windowHotel 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! (1,995 reviews)
Location is great when coming for business purposes. Beautiful hotel, very high prices for F&B

Reviewed on Oct 24, 2025

Opens in a new windowBritish 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! (1,231 reviews)
Very updated hotel! Bartender was amazing. Front desk was amazing Area is in the heart of everything Close by shopping and dinning Close to port and airport

Reviewed on Oct 26, 2025

Opens in a new windowHotel 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! (1,423 reviews)
Beautiful beach views and access. Spacious and clean rooms. Easy transport from Reef to other Atlantis hotels.

Reviewed on Oct 22, 2025

Opens in a new windowThe 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.