A holiday with friends can be a hugely rewarding experience. Get it right, and you’ll come away with memories that you’ll look back on fondly forever. Organizing a big group of people on a holiday can be stressful – but if you’re all on the same wavelength when it comes to holidaying preferences, the results are usually worthwhile.
Several destinations stand out as worthwhile for a holiday with friends. Let’s take a look at four of the best.
Scottish Highlands
You don’t have to travel far if you want to experience captivating scenery. You can take a car or hire out a minibus, and explore the region, and all the hiking opportunities it presents. If you aren’t insured to drive, then you can take out temporary car insurance to cover yourself during the trip. This makes it easy to share driving duties when driving your friend’s car.
Greece
Greece offers an amazing balance between Mediterranean sunshine, history, culture and wonderful food. If you’re looking for a seaside trip, then one of the Greek islands is almost certain to appeal. Amorgos, Ikarai and Antiparos all have something going for them.

Route 66
It’s probably the most famous road in the world, adjoining Gallup, New Mexico, and Winslow, Arizona. What Route 66 has going for it is its wide open space: you’ll spend quite a lot of time driving through what seems to be a deserted wasteland. The sense of freedom you get is quite arresting – but after all, that’s what America is all about.
In total, the route covers 2,278 miles, which means a two-week trip. If you want to stop along the way and actually enjoy yourselves, however, you might take a little longer. At two weeks, you need to do around 160 miles a day. At four weeks, you need to do around 80 – which is a little bit more manageable.
Thailand
If you’d like a taste of East Asia, then Thailand is probably the most practical way to experience it. There is plenty of jungle to get lost in, built-up city culture and nightlife to explore, and festivals – especially around Bangkok and Phuket. The most expensive part of the trip is going to be your flights, which generally means that a longer trip will provide greater value than a shorter one. Get out there and make some memories!
