A cycling holiday can be many things; from slow, scenic rides between vineyards to a full-on week of climbs and distance. Whether you’re a regular rider or someone just looking for a more active break, cycling trips are one of the most flexible (and satisfying!) ways to explore. And with so many options out there, it’s worth knowing what kind of trip suits you, what to expect, and what you’ll actually need to pack.

Types of Cycling Holidays

There’s no one-size-fits-all when it comes to bike trips. Some are built around leisurely sightseeing, while others are all about the challenge. Here are the main types worth knowing about:

Leisure & Scenic Tours

These are designed for relaxed rides — think flat terrain, countryside trails, and routes that prioritise scenery over speed. Perfect for those who want to explore without pushing their limits … best enjoyed with a stop or two at local cafés, bars and landmarks.

Road Cycling Breaks

For those who love mileage and elevation, road cycling holidays focus on routes with smooth tarmac, big climbs, and fast descents. You’ll often find these based around popular cycling regions, with detailed route maps and optional support vans.

Gravel & Off-Road Adventures

A favourite for more adventurous riders. Gravel holidays often cover mixed terrain — forest trails, coastal paths, and backroads — and are ideal for bikepacking setups or anyone who wants to get off the beaten track.

City Breaks by Bike

Sometimes the best way to explore a city is on two wheels. Bike-friendly destinations like Amsterdam, Copenhagen or even London offer great infrastructure, hire schemes, and plenty to see within easy pedalling distance.

Group Tours vs Self-Guided

You can either book a structured tour (with guides, support, and set routes), or go self-guided, where you plan your own rides or follow a pre-planned map at your own pace. Group trips can be sociable and stress-free, but solo or DIY trips offer more flexibility.

Top Destinations to Consider

Here are a few great places that suit different types of cycling holidays — each one with something unique to offer.

Mallorca, Spain

A classic for road cyclists, thanks to its quiet roads, smooth climbs, and mild climate. Routes like Sa Calobra are well known, but there are flatter options too. Great for spring or autumn riding.

Loire Valley, France

Perfect for leisurely rides between vineyards, châteaux and riverside villages. The terrain is flat and the signposted trails make it easy to follow — ideal for couples or families who want relaxed days in the saddle.

The Hebrides, Scotland

If you’re after big skies, quiet roads and wild landscapes, the Outer Hebrides deliver. Great for gravel riders and bikepackers. Accommodation can be sparse, so it suits those happy to plan ahead or wild camp.

Amsterdam, Netherlands

One of the easiest cities to cycle, with an infrastructure that puts bikes first. A great option for first-time cycling travellers or those looking for a city break without the usual footslog.

Tuscany, Italy

Rolling hills, olive groves and rustic towns. The terrain can be punchy but not overwhelming. Works well for hybrids or e-bikes. Plus, the post-ride food is always a win.

Planning Tips & What to Pack

No matter where you go or how far you’re riding, a bit of prep goes a long way. Here’s what to keep in mind.

Gear & Clothing

Keep it simple: padded shorts, gloves, a lightweight waterproof, and layers you can add or peel off as needed. A basic tool kit (tyre levers, spare tube, pump or CO2) is a must, even on short routes. If you’re touring, consider panniers over backpacks to keep the load off your back.

Bike Hire vs Bring Your Own

Hiring locally can save the hassle of boxing your bike and worrying about damage. But if you’re picky about fit or plan to ride a lot, bringing your own might make more sense. Just make sure you’ve checked airline rules and booked transport.

Navigation Tools

Apps like Komoot, Strava or RideWithGPS are brilliant for planning and following routes — even offline. Download your maps in advance just in case reception is patchy. Paper maps still have their place too, especially in remote areas.

Accommodation

In more remote destinations, book ahead — especially if you’re relying on bike storage or want to stay near trail access. In busier regions, flexibility is easier, but it still helps to know where your next stop is.

Pacing & Expectations

It’s easy to be over-ambitious when planning, but remember: cycling on unfamiliar roads, with new terrain, can be more tiring than expected. Check elevation, not just distance. And factor in breaks — for lunch, photos, or just getting lost on purpose.

Cycling holidays aren’t about racing through your route — they’re about finding a new way to travel, to see more, and to slow down in all the right ways. Whether you're up for a long-haul adventure or just a weekend loop with a good view and a better lunch, there’s a trip out there to suit! A bit of planning will make it smoother. The rest? Isn’t that the fun part.