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Six destinations that are better without an itinerary

No plan? No problem. From the compact charms of Porto to laidback, stay-up-late Miami, these six – very different – destinations suit a more spontaneous approach


06/08/2026Updated 07/08/2026

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Words: Elizabeth Winding

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While it’s tempting to plan every detail of a trip, there is another way to travel: living in the moment and waiting to see where it takes you. Often, it’s those chance discoveries that really make a break, from the backstreet café with the friendly cat to the park where you watch the world go by, or the bar you take cover in one rainy afternoon, only to stay until closing. Freed of the tyranny of pre-booked tickets, must-see sights and table reservations, you might just find that having zero plans is often the best plan of all.

Keen to give it a try? These six cities are an excellent place to start.

Which Italian destination should you visit?

Blessed with stunning natural scenery, a warm Mediterranean climate, rich history, fascinating culture and delicious food, Italy is a perennial favourite destination for good reason. But with so many worthwhile places to visit, choosing where to go for your next holiday can seem overwhelming. From ancient monuments in Rome to glamorous beach clubs on Sardinia’s Costa Smeralda, the options are endless. So, which Italian destination should you visit next? Take our quiz to find out.




Region

Number of Countries 

Key Destination

UK & Ireland 

2

Dublin, Belfast, Shannon, Edinburgh, Glasgow, Manchester, Birmingham

Europe 

32

Paris, Amsterdam, Berlin, Barcelona, Rome, Athens, Madrid, Vienna

Middle East & S. Asia

14

Dubai, Abu Dhabi, Doha, Delhi, Mumbai, Maldives, Bangkok

Far East & Australasia

11

Singapore, Hong Kong, Tokyo, Bangkok, Sydney, Melbourne, Auckland

North America 

2

New York, Los Angeles, San Francisco, Boston, Toronto, Vancouver

Caribbean & S. America 

25

Barbados, Turks & Caicos, Rio de Janeiro, Mexico City, Lima, Buenos Aires

Africa

14

Cairo, Johannesburg, Cape Town, Nairobi, Mauritius, Marrakech