Travel Inspiration, Travel Planning

July 7, 2025

How to Choose Your Perfect January 2026 Getaway (+ Our Favorite Luxury Destinations)

The holidays are done. The wrapping paper is recycled. And suddenly… your calendar feels a little
too quiet, and you’re thinking about 2026 travel destinations.

Whether you’re team “pass me the SPF” or “where’s my après ski?”, January is the perfect time
to recharge- with a luxury escape that matches your mood.

In this post, we’re breaking down how to choose your ideal January getaway, plus our favorite warm and cold-weather destinations, complete with hotel recommendations and sample experiences to
get you dreaming.

How to Decide: Warm vs. Cold for January Travel

Not sure whether to reach for your sandals or ski gear? Here’s a little clarity to help you choose based on how you want to feel:

You’ll Love a Warm-Weather Escape If:

  • You’re burnt out from the holidays and want total relaxation (read: no schedules, no
    scarves)
  • You’re craving an easy, breezy trip with sunshine, spa days, and beach cocktails
  • You want to avoid complicated travel days and stick to direct flights or passport-free
    destinations
  • You’re itching for something far-flung, exotic, or honeymoon-worthy after a busy season

You’ll Love a Cold-Weather Escape If:

  • You want cozy vibes, mountain air, and a reason to wear that cute knitwear
  • You love snow sports—or love watching other people do them from the hot tub
  • You want something festive, charming, and quieter than peak holiday weeks
  • You’ve done the beach trip and want to experience something different this winter

Sunny Escapes for January 2026:

Cabo San Lucas, Mexico

Best for: Couples, friend groups, or anyone who wants zero planning stress
Where to Stay: Waldorf Astoria Los Cabos Pedregal or Chileno Bay Resort
What to Do:

  • Set sail on a private whale-watching tour (January is peak season!)
  • Sip margaritas poolside and book a beachside massage
  • Take a sunset cruise to El Arco and toast to the new year

Sri Lanka (+ Optional Maldives Extension)

Best for: Honeymooners, bucket list travelers, or anyone wanting a big, bold trip
Where to Stay: Amanwella, Ceylon Tea Trails, and Vakkaru Maldives (if you’re adding on)
What to Do:

  • Relax on the beaches of Mirissa or Tangalle
  • Ride the scenic train from Kandy to Ella through tea country
  • Spend a few dreamy days in the Maldives to round out the trip

Puerto Rico

The Vibe: Easy, close-to-home island energy
Best for: Families, couples, or anyone short on PTO
Where to Stay: Dorado Beach, a Ritz-Carlton Reserve or Fairmont El San Juan
What to Do:

  • Wander the historic streets of Old San Juan
  • Hike to waterfalls in El Yunque Rainforest
  • Kayak through a glowing bioluminescent bay under the stars

Porto, Portugal

The Vibe: Cultural, cozy, and a little bit unexpected
Best for: Solo travelers, food and wine lovers, or couples looking for charm over chaos
Where to Stay: The Yeatman or Torel Avantgarde
What to Do:

  • Tour the historic port wine cellars in Vila Nova de Gaia
  • Cruise the Douro River and take in the tile-covered facades
  • Cozy up in a café after wandering Ribeira’s colorful streets

Snowy Escapes for January 2026:

Whistler, British Columbia

The Vibe: Ski town chic with a luxurious edge
Best for: Snow lovers, active travelers, and après fans
Where to Stay: Four Seasons Whistler or Fairmont Chateau Whistler
What to Do:

  • Spend the day skiing or snowboarding fresh powder
  • Book a snowmobile or dog sledding tour
  • Enjoy village shopping and end with fondue + fireside cocktails

Nagano, Japan

The Vibe: Quiet, peaceful, and soulfully snowy
Best for: Culture-seekers who want more than just a ski pass
Where to Stay: KAI Alps by Hoshino Resorts
What to Do:

  • Visit the famous snow monkeys soaking in the hot springs
  • Stay in a traditional ryokan with your own private onsen
  • Explore temples and try your hand at Japanese tea ceremony

Jackson Hole, Wyoming

The Vibe: Rustic luxury meets wild winter wonderland
Best for: Nature lovers, ski families, or travelers who want mountain town vibes with a five-star feel
Where to Stay: Amangani or Caldera House
What to Do:

  • Take a sleigh ride through the National Elk Refuge
  • Book a private wildlife safari
  • Relax in the hot tub with snow falling around you (pure magic)

Your January, Your Way

Whether you’re sipping sangria on a beach or bundled up in the mountains with mulled wine, a January getaway is the perfect antidote to post-holiday burnout.


Our advice? Don’t wait. January is peak season for both warm-weather resorts and snowy escapes—which means the best suites, flights, and experiences are already booking up.


📩 Want help deciding which destination is the best fit for you? Fill out my contact form. I’ll design a getaway that’s stress-free, high-touch, and full of exactly the kind of rest you need.

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