10 Cheapest Warm-weather Destinations to Escape the Cold This Winter

"When temperatures dip and daylight feels scarce, the promise of sunshine becomes hard to resist-especially when it doesn't come with a sky-high price tag. To identify the cheapest warm-weather destinations to visit this season, we partnered with the team at , which analyzed flight searches made between Sept. 1 and Dec. 4, 2025, for travel dates spanning Dec. 21, 2025, through Feb. 28, 2026, departing from U.S. airports. Airfare prices reflect round-trip, economy itineraries, while hotel rates are nightly averages based on standard, double-occupancy rooms. All prices are averages, subject to change."

"Florida offers the best bang for your buck this winter, with seven out of 10 cities landing among the top 10 warm-weather destinations with the lowest trip costs,"

"And with Jamaica welcoming visitors after a tough hurricane season, travelers can enjoy the sun while supporting recovery, all on a reasonable budget."

Flight searches made between Sept. 1 and Dec. 4, 2025, were analyzed for travel dates spanning Dec. 21, 2025, through Feb. 28, 2026, departing from U.S. airports. Airfare prices reflect round‑trip, economy itineraries. Hotel rates represent nightly averages for standard, double‑occupancy rooms. All prices are averages and subject to change. Florida delivers strong affordability this winter, with seven of the top 10 cheapest warm‑weather cities located in the state. Jamaica is reopening to visitors after a difficult hurricane season and presents reasonably priced options that allow travelers to enjoy sunshine while supporting local recovery efforts.

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