how to start planning your travel adventures for the year ahead

October 8, 2026

There’s something particularly giddy about opening a new calendar and knowing there are a few adventures waiting for you somewhere in the months ahead. They don’t all need to be booked, paid for and planned, of course, as some of the pleasure comes from simply knowing you’ve got so many options.

A little forward thinking and holiday planning, however, can help you decide where you’d like to go, what you actually want from your time away and how those trips might fit around everything the year ahead is likely to throw your way.

Start with how you want to feel
It’s tempting to begin travel planning by scrolling through destinations, but starting with the experience can lead you somewhere more interesting. Maybe you’re craving a week where the most strenuous decision is choosing which beach to visit or perhaps you’d prefer a long weekend filled with galleries, restaurants and streets you’ve never walked before. Both equally valid options that offer completely different experiences.

Think about who you’ll be travelling with too, because a romantic break for two has a very different rhythm from a family holiday or a trip with friends. Even holidaying in a familiar destination can feel completely different depending on whether you want to explore from breakfast until bedtime or leave plenty of room for slow mornings and long lunches.

Build a wish list rather than a timetable
A travel wish list is a good way to collect those half-formed ideas that usually disappear into forgotten browser tabs. Include the ambitious ones alongside the easily achievable trips. Japan might sit next to Edinburgh, an island-hopping adventure next to a quiet weekend in the countryside.

The point isn’t to promise yourself you’ll do everything in a single year. It’s about creating a pool of possibilities. When a free weekend appears or you start discussing the summer holiday, you’ve already got ideas worth exploring rather than automatically booking the same familiar trip again.

Look further ahead
Once a few favourites begin to emerge, it’s worth looking at the calendar. Coordinating annual leave, school holidays and several people’s schedules becomes much easier when you’re thinking months ahead rather than trying to make everything work at the last minute.

If next year is already on your radar, browsing 2027 holidays can help turn a vague idea into something more tangible. You don’t necessarily have to book immediately. Sometimes simply seeing what’s possible makes it easier to decide which trips deserve a place on the calendar. As plans become firmer, it’s also sensible to check current travel advice from the government for any destinations you’re considering, particularly when looking further afield.

Keep a few weekends empty
Finally, don’t go too far. The danger of becoming an enthusiastic planner is accidentally planning the fun out of the year. A calendar packed months in advance leaves very little room for that sunny Friday when someone suggests escaping for the weekend.

So, leave some blanks. Get the bigger adventures on the horizon, keep a wish list simmering in the background and allow the occasional trip to happen simply because the opportunity presents itself. The best travel year is rarely the one with the meticulously planned holiday itinerary.

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