working holiday destinations

Best 2021 working holiday destinations

With remote work policies coming into the mainstream, remote workers are the new tourists. Governments are adapting their visa policies to support extended stays for remote work, and an increasing number of workers are taking advantage of their employers’ remote work policies, enabling them to work from all around the world. In October of last year, over a third of 20,000 travellers surveyed had already been considering booking extended stays to work from different destinations, and more than half would extend any business trip so they could enjoy leisure time at their destination. There are a number of benefits—both for you, and your work—by travelling around your 9-5. We came up with 7

Many countries are still open to travel, and hotels are offering deals to attract travellers who are looking to book extended stays. Here are 5 of the best places to consider for your working holiday this year. (Before you book, make sure you’re up to date on travel restrictions for both departure and arrival countries. UK travel restrictions and guidelines are available on the government website.)


Italy - working holiday destination
Snapped at Accademia bridge on the Grand Canal with a view to the Giorgio Maggiore church

Visiting Italy over the course of a few weeks rather than in a matter of days gives you the time you need to truly immerse yourself in la bella vita. Where a short city break may leave you deciding between a chilled out pasta-making class and a day trip to Pompeii and Mount Vesuvius, a long-stay gives you time to enjoy the best of everything. Go back in time to the Renaissance in the Emilia-Romagna region, full of striking architecture. Go coastal to Monopoli, the ‘heel of Italy’s boot’ for breathtaking sea views. Sail along the canal in Venice and treat yourself to slurpy spaghetti dinners or pizzas sizzling with cheese. 

Hotels with long stay deals in Italy

Enjoy your workation in style at La Perla Bianca Luxury Spa in Oria, an exquisite 5 bedroom property complete with a sauna, hot tub and outdoor patio pool. Or, feel at ease in Villa San Teodoro in Bevagna, a serene property with neutral tones complete with an outdoor swimming pool. 

See more long stay deals in Italy, starting at 15€/day.


Greece - working holiday destination
A bird’s-eye view of Cape Drastis on the island of Corfu in Greece

Is the island life for you? As if waking up to the glittering Aegaen sea, honey drizzled over some greek yogurt and a fresh cup of coffee wasn’t enough, Greece has so much to offer. Hark back to the beginning of civilisation as we know it at the Acropolis, sail from the coast in Kallithéa to explore the island of Samos. Absorb the best of what the country has to offer; glorious ancient ruins, soft sandy beaches, and the cuisine, from Moussaka to tzatziki and hot feta. 

Hotels with long stay deals in Greece

Live it up on the beachfront property Aristea Hotel Rethymnon in Rethymno Town. Chill out on your balcony, by the pool, or work up a sweat in the gym. Enjoy your stay with added benefits like workstation and printer access, a fruit basket on arrival and high speed wifi. Wake up in heaven in Virginia Luxury Villas in Samos and saunter into the village to get a pastry from one of the most popular bakeries in Paleokastron, or stay in with free high speed wifi, gym access and a pool.

Explore deals for long-term stays in Greece from 12€/day.


Kenya - working holiday destination
Shimmering blue water at the shore of Malindi, Kenya

This East African haven is all about scenic beauty and sprawling wildlife reserves, with parades of elephants, rhinos and leopards. But Kenya is about much more than animals and vast national parks—there are also some wonderful hiking opportunities and crystal clear waters at Diani Beach, perfect for a refreshing post-work swim. 

Hotel deals in Kenya

For beach lovers, Diani Bay Resort in Diani Beach is just a quick drive away from the shore, and has an outdoor pool on site. Added perks include restaurant discount and a welcome drink upon arrival. Dine under the stars at Sails Beach Bar and Restaurant—one of the top seafood spots in Diani Beach; or enjoy a meal by the beach complete with live music at Nomad Restaurant

More long stay deals starting at 15€/day in Kenya and other overseas destinations.

South Africa

South Africa - working holiday destination
A secluded beach on a nature reserve in Robberg, South Africa

South Africa is the ideal spot for nature enthusiasts, explorers and animal lovers. It’s got a beachy coastline with sparkling blue and white beaches, waters filled with hippos, sharks, and whales, nature reserves prowling with regal wildlife, and peaks with views a hiker can only dream of like the Cape of Good Hope or the Blyde River Canyon. Find that work-life balance in the hills of Drakensburg, where days are productive, quiet, and that little bit calmer—even from the “office”—and evenings are spent lounging on a balcony overlooking the green naturescapes. 

Hotel deals in South Africa

Overlooking a gorgeous mountain peak and flush with nature, Antbear Lodge in Drakensburg offers a true South African experience. Enjoy its traditional decor, as well as the spa and wellness centre. Work and roam there with free breakfast, lunch, and dinner included. 

Get a long stay working holiday deal in South Africa, or choose from many other popular overseas destinations starting at 15€/day.


Tanzania - working holiday destination
Relaxation personified on the island of Zanzibar

A little slice of paradise on the Indian Ocean, Tanzania is a nature domino—the beach flows into the safari, and then flows into the mountains. With scenery so surreal and animals roaming coastal plains, it looks like it could be Photoshopped. Experience luxury Kiwengwa-style, where the ocean is so pure, you can see the sandy seabed as you swim. 

Long-stay hotel deals in Tanzania

Mvuvi Boutique Resort is an idyllic boutique hotel in Zanzibar right on the doorstep of Kiwengwa beach and the blue waters of the Indian Ocean. Complete with benefits like private beach access and restaurant discount.

See more long-stay deals in Tanzania and other overseas destinations starting at 15€/day.

Extended stays: The new way to travel

With the remote work trend in full swing, many hotels are equipping themselves with facilities suited to work, so now it’s commonplace to have access to coworking spaces and high-speed wifi. 

Opting for long-stay travel means that even if a country requires 2 weeks quarantine upon arrival, you reap the benefits of a hotel experience, the beautiful change of scenery outside your window, and the perks that usually come with negotiating multi-week stays—from free breakfasts, extra restaurant discounts, or a complimentary bottle of wine here and there. 

In our new reality, it’s important to stay safe while travelling. Keep up to date with measures, restrictions, and requirements of your country of residence and that of your planned destination. 

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