Top 10 Digital Nomad Destinations on Kayak for Winter 2023

With endless possibilities and stunning places to work remotely, it can be hard to choose where to set up your next “office.” That’s why we’ve rounded up the top-trending destinations around the world — perfect for exploring, adventuring, and, of course, getting some work done.

10. Mexico City, Mexico

14% search increase
Mexico City continues to captivate digital nomads with its creative energy, world-class cuisine, and vibrant neighborhoods. Roma and Condesa are top choices for remote workers, offering leafy streets filled with cafes, co-working spaces, and mezcal bars perfect for post-work hangouts. Whether you’re inspired by art, architecture, or tacos al pastor, CDMX has something for everyone.

9. Honolulu, Hawaii

16% search increase
If working with an ocean view sounds like your dream setup, Honolulu delivers. With its warm climate, laid-back lifestyle, and plenty of cowork-friendly cafés, the Hawaiian capital is ideal for mixing productivity with paradise. Plan your trip between May and October to avoid the rainier season — and don’t miss out on a sunset surf session after logging off.

8. San Juan, Puerto Rico

19% search increase
San Juan blends Caribbean charm with the convenience of staying on U.S. soil. Digital nomads love the island’s beachside co-working spots, lively nightlife, and easy-going rhythm. After work, unwind with a mojito made from local Don Q rum while watching the sunset over the historic Old Town or the oceanfront.

7. Puerto Vallarta, Mexico

19% search increase
A favorite among remote workers seeking sun and sea, Puerto Vallarta strikes the perfect balance between relaxation and productivity. Its coworking spaces, like Vallarta CoWork, are just steps away from the beach — making it easy to transition from spreadsheets to swims. The city’s friendly vibe and colorful culture make every day feel like a mini-vacation.

6. Milan, Italy

21% search increase
Italy’s fashion capital isn’t just about style — it’s also an increasingly popular workcation destination. Remote workers are drawn to Milan’s cosmopolitan feel, elegant architecture, and nearby escapes to Lake Como or the Alps. Settle into a neighborhood like Brera or Porta Romana to live like a true local, enjoying world-class coffee breaks and aperitivos after hours.

5. Dublin, Ireland

21% search increase
Dublin’s mix of tech innovation and historic charm makes it an attractive hub…