12 chic places around the world for digital nomads to work (and live)

One of the hotels participating in Aruba’s One Happy Workation program, Renaissance Aruba, resides on its own island where guests can work from a private beachfront cabin.Photo: Aruba Tourism Authority


In September 2020, Aruba launched a smart program dubbed One Happy Workation, allowing Americans to stay on the island surrounded by bright blue waters for up to three months, without a special visa. The concept? For all those who fancy traveling and a US passport to live in the charming mountainous enclave like a local. Plus, living standards are second to none, with everything from multi-room villas and condos to boutique hotels and renowned resorts, all featuring high-speed Wi-Fi. Even the private beachfront cabanas alongside the island’s famous flamingos have working internet access.

Ponta del Sol, a colorful municipality on the southwest coast of Madeira, was the first island on which Digital Nomads Madeira Islands conducted a test. Photo: Startup Madeira

Madeira Islands

Launched off the coast of Portugal in February this year, Digital Nomads Madeira Islands – a brainchild of the Madeira regional government, Startup Madeira and longtime teleworker Gonçalo Hall – was specially designed for anyone who hasn’t only need good wi-fi. connection to cross their 9 to 5. The idea is to develop a full-fledged digital nomadic community on Portuguese islands such as Ponta do Sol with red roofs and the colorful rocky beach of Madeira , leading people to picturesque alternatives to the sprawling sprawling cities. Plus, all coworking spaces come with super high-speed internet and, perhaps more importantly, mountain and ocean views through every window. There are also seminars, yoga classes and guided hikes, among other stimulating activities offered through the concept of working from anywhere in Madeira. Hall notes: “What makes the project special is the focus on community. Everything revolves around the community, including events, sharing … etc. Community is the key.

The Roundtree, Amagansett is an underrated winter destination. Photo: The Round Tree, Amagansett

The Round Shaft, Amagansett

There’s hardly a summer spot more popular with New Yorkers than the Hamptons. That said, many of the charming seaside towns, namely Amagansett, actually make a decent pitch for winter retreats to typical summer destinations. And for anyone who doesn’t spend their weekdays in a high-rise office, check into one of The Roundtree’s five stand-alone cottages, Amagansett, for a stylish package that hoteliers call Workcation. And yes, that’s exactly what it sounds like.

The package includes everything from a 15% reduction on the nightly rate (for a minimum stay of three nights) to a welcome glass of champagne. There’s also free laundry service, free midday tea service (which also includes coffee, hot chocolate bombs, and freshly baked cookies), evening s’mores around the fire pit, and a standing desk.


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