Fearing the seasonal slump that winter brings? Breathe some much-needed warmth into your life by trading snow and shivers for sunshine and sandals with these handpicked holiday escapes. Only a flight or two away, these destinations will have you slipping your toes in some warm sand instead of bulky winter boots before the first flake hits the ground.
Escape Winter with these Warm Western Hemisphere Destinations
Sure, annual hotspots like Aruba, Cancun, and Miami are still solid options for a toasty trip away from dropping digits. But if you take a second look at the neighboring island or city down the road, you’ll find locales with the same exact high temps paired with lower prices and fewer crowds. Try one of these often overlooked destinations for your next warm-weather getaway.
Willemstad, Curaçao
Rounding out the C of the ABC islands. Curaçao can be considered the best option in the archipelago for adventure seekers than lil’ bro Bonaire and commercialized Aruba. Curaçao falls somewhere in the middle of its two neighbors -- both on the map and with its island offerings. Willemstad, the isle's main gateway and largest city, has been designated as a UNESCO site due to its European style charm and architectural styles. Beyond the colonial colors of Willemstad, you’ll find pastel blue beaches and coves to match, allowing for world-class scuba and snorkeling. Just 40 miles off the coast of South America, its location outside of the hurricane belt allows for year-round travel.
Average Winter Temperatures:
January – 86° High / 76° Low
February – 86° High / 76° Low
March – 87° High / 76° Low
See all of our fares to Willemstad (CUR) from all over the U.S. and Canada.
Providenciales, Turks & Caicos
Home to the world’s best beach according to TripAdvisor’s latest Travelers’ Choice Awards. What better place to stay than Grace Bay in Turks & Caicos for a warm-weather holiday? The addition of nonstop flight options from Southwest and JetBlue has turned this British Overseas Territory into an easy destination to sneak away to for a few days, or longer. If flight connections weren't easy enough, no need to scratch your head on conversion rates in charming Turks & Caicos as it's one of the several islands in the Caribbean that uses the U.S. Dollar as the official currency. To see a list of other destinations that utilize the greenback as their currency of choice click here.
Average Winter Temperatures:
January – 81° High / 73° Low
February – 81° High / 73° Low
March – 81° High / 73° Low
See all of our fares to Providenciales (PLS) from all over the U.S. and Canada.
Tulum, Mexico
The yin to nearby neighbor Cancun’s yang, bohemian Tulum is home to some of the Yucatan Peninsula’s best Mayan ruins and a short ride to many of the area’s stunning cenotes. Tulum is a perfect base for travelers looking to avoid the monotony of an all-inclusive resort. With hassle-free connections to Cancun International Airport (CUN), and flight prices to Mexico the lowest we’ve seen in recent years. Tulum is perfect for cultural and culinary escapes with an artistic vibe.
Average Winter Temperatures:
January – 83° High / 70° Low
February – 84° High / 70° Low
March – 86° High / 71° Low
See all of our fares to Tulum from nearby Cancun (CUN) from all over the U.S. and Canada.
North Shore, Oahu, Hawaii
We've been seeing fantastic flight deals to Hawaii all year, so why not take advantage of one of them to flashback to those sunny summer vibes. Avoid the traffic and tourist traps at overcrowded Waikiki and circle around to Oahu's North Shore. As the laid-back side of the island, January brings some action to the often-overlooked area. Surf fans flock to the North Shore to witness the worlds’ best surfers take on the Banzai Pipeline and other big wave tournaments that barrel in starting in December and January. If for some odd reason you do find yourself missing the chill of winter, head over to Haleiwa for some for onolicious shave ice to cool you down.
Average Winter Temperatures:
January – 79° High / 60° Low
February – 79° High / 60° Low
March – 80° High / 61° Low
See all of our fares to the North Shore via nearby Honolulu (HNL) from all over the U.S. and Canada.
St. Thomas, U.S. Virgin Islands
No passport? No problem. Fly down to the U.S. Virgin Islands for a timely tropical getaway, without even needing to worry about exchange rates. Lately, we’ve noticed prices from many East Coast airports in the $250 range, and some deals from the West Coast as low as $320 roundtrip. Allowing for a budget-friendly flight to majestic Magens Bay where you can sink your toes into shimmering sand instead of some slushy snow. While most visitors to St. Thomas arrive on cruise ships and don’t venture beyond the port, those flying down will have the freedom to explore this picture-perfect island.
Average Winter Temperatures:
January – 82° High / 73° Low
February – 82° High / 73° Low
March – 82° High / 74° Low
See all of our fares to St. Thomas (STT) from all over the U.S. and Canada.
Santiago, Chile
Situated the furthest south on this list, Santiago isn’t quite as easy a jaunt as other destinations. But intrepid travelers who make the trek will be welcomed with peak South American sunshine for making the trip below the equator. With summer in full swing in the Southern Hemisphere, Santiago is a superb choice for those looking for a cultural and culinary city break all while rocking comfy short sleeves and shorts. Need to work on that tan? The UNESCO listed beachside burg of Valparaiso is just a touch over an hour away from Santiago. Situated on the Pacific Coast and dotted with multiple beach options is perfect for a side trip, pick up a bottle of top-notch Chilean wine and enjoy the rays. American and LATAM offer nonstop flights from Dallas (DFW), Miami (MIA), Los Angeles (LAX), and New York (JFK) to the Chilean capital. While flight prices can skew toward the higher side, we’ve seen some nice price drops as of late, so fingers crossed that they keep on popping up.
Average Winter Temperatures:
January – 87° High / 53° Low
February – 86° High / 52° Low
March – 83° High / 49° Low
See all of our fares to Santiago (SCL) from all over the U.S. and Canada.
Tucson, Arizona
Skip congested Phoenix and pay the southwestern gem of Tucson a visit this winter. Home to the University of Arizona, this college town offers a lot more than student bars and cheap eats. Albeit colder than most destinations on this list, Tucson’s reasonable winter weather allows visitors to spend more time outdoors exploring the Arizona desert without frying up like a skillet during other periods of the year. Take in the local flora and fauna during a hike at Saguaro National Park or hit the links at Omni Tucson National’s notable Catalina Course that regularly hosts PGA events during the winter stretch. If you consider yourself an airplane aficionado or #avgeek like myself, a trip to the “largest airplane boneyard in the world” at Davis-Monthan AFB is a must for getting a glimpse at planes of yesteryear. If active planes are more of your thing, Allegiant Air is adding new nonstop routes to Tucson International (TUS) this month. Added seasonal service from Delta, Alaska, and Southwest make a trip to Tucson too easy.
Average Winter Temperatures:
January – 66° High / 42° Low
February – 70° High / 45° Low
March – 75° High / 48° Low
See all of our fares to Tucson (TUS) from all over the U.S. and Canada.
Punta del Este, Uruguay
A hotspot for the Argentine elite for decades, Punta del Este, Uruguay has earned its status as the Monaco of South America. Catering to the international jet set crowd, Punta del Este features flashy shows, shops, and slots in its high-end hotels and casinos. If you’re the type who likes to live in the lap of luxury, hob-nobbing with film and sports stars, and sunning yourself next to supermodels, then upscale Punta del Este might be the "winter" wonderland you're dreaming of. Punta del Este has its own regional airport; however, airfares to the Uruguayan capital of Montevideo (located two hours west) offer the best itineraries and prices.
Average Winter Temperatures:
January – 78° High / 66° Low
February – 78° High / 67° Low
March – 75° High / 64° Low
See all of our fares to Montevideo (MVD) and Punta del Este (PDP) from all over the U.S. and Canada.
Guanacaste Province, Costa Rica
Nearly anywhere you visit in Costa Rica will provide a nice reprieve from waning winter temperatures. But to get a jumpstart on your warm-weather getaway skip flying to inland (and colder) San Jose (SJO), and opt for flights to the gateway to Guanacaste, Liberia International Airport (LIR). Experience “Pura Vida” in this northwestern corner of paradise on the country’s Pacific Coast. With little rain and consistently warm temps throughout the winter, this region of Costa Rica offers the most bang for your buck when it comes to experiencing the nation’s natural beauty. Guanacaste is home to some of the countries most pristine beaches, preserves like Rincon de la Vieja National Park where you can trek next to an active volcano, and a bounty of areas for wildlife spotting.
Average Winter Temperatures:
January – 92° High / 72° Low
February – 93° High / 73° Low
March – 95° High / 75° Low
See all of our fares to Liberia (LIR) from all over the U.S. and Canada.
Key West, Florida
As Boyz II Men famously crooned, it’s the “End of The Road” in Key West, where you can’t go any further south in the continental U.S.A. for a winter escape. A famous haunt of Ernest Hemmingway, Tennessee Williams, and king Parrot Head himself Jimmy Buffet, this unique subtropical paradise has morphed into a character of its own. Affectionately dubbed the Conch Republic by locals, the island city serves as an ideal base for free spirits looking for an escape from the humdrum of "everyday life." Enjoy a slice of this eclectic island and pie’s namesake (Key Lime) by catching a spectacular sunset from Mallory Square or with a few umbrella drinks followed up with trying to count the toes on the famous polydactyl cats.
Average Winter Temperatures:
January – 75° High / 67° Low
February – 76° High / 67° Low
March – 78° High / 70° Low
See all of our fares to Key West (EYW) from all over the U.S. and Canada.
Header image by Denis Belitsky via shutterstock.com