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Cycling Holidays Worth Adding to Your Bucket List

There’s something uniquely rewarding about exploring the world on two wheels. A cycling holiday combines the thrill of adventure with the chance to connect deeply with new places. Unlike traditional travel, biking allows you to move at your own rhythm—whether it’s coasting along a shoreline, weaving through farmland, or pushing yourself up mountain paths. Beyond the physical challenge, these trips offer mental clarity, cultural immersion, and unforgettable moments.

Here are some dream-worthy cycling trips that stand out for their landscapes, culture, and sense of discovery.

1. Croatia – A Six-Day Ride Through Istria

Cycling in Istria is like pedalling through a postcard. Over six days, riders can journey past olive groves, rolling vineyards, and historic seaside villages. The route offers a balance between leisurely rides and cultural experiences, with plenty of stops to enjoy Mediterranean cuisine and local wines. This trip is ideal for those who want to pair scenic rides with the region’s rich traditions.

2. Cambodia – An Eleven-Day Adventure from Siem Reap to Kampot

For travellers craving both challenge and cultural depth, Cambodia delivers. An 11-day ride from Siem Reap to Kampot takes you through lush countryside, vibrant markets, and, of course, the world-famous temples of Angkor. It’s a demanding journey at times, but the reward lies in seeing the country from a perspective few visitors experience—up close and at a slower pace.

3. Italy – Five Days in Lombardy’s Cycling Heartland

Pisogne, set in Lombardy, offers an unforgettable five-day holiday designed for intermediate cyclists. Expect lakeside views, alpine villages, and routes that highlight the area’s artistic and culinary heritage. Between scenic rides, there’s time to indulge in Italian gastronomy and meet local artisans. Every day promises a blend of physical challenge and cultural immersion.

4. Spain – Six Days in the Rioja Wine Region

Imagine combining your love of cycling with world-class wine. A self-guided six-day trip through Rioja makes this possible. The route takes you past endless vineyards, historic wineries, and charming towns. The freedom of self-guided travel means you can linger where you like—whether that’s sampling a glass of Tempranillo or enjoying a leisurely picnic amid the vines.

5. United Kingdom – A Weekend in Surrey

For those looking for a shorter escape, a two-day cycling loop through Surrey is a great option. With routes that pass Reigate Castle, Denbies Wine Estate, and stretches of tranquil countryside, this quick trip offers a refreshing break from city life. Add in cosy pubs and historic landmarks, and you’ve got the perfect weekend retreat without venturing too far from London.

Cycling in Cinque Terre – A Coastal Gem

While not technically a “bucket list” trip for me—since it’s my local backyard—it deserves a mention. The trails along the Ligurian Coast provide breathtaking views of the Mediterranean and the famous colourful villages of Cinque Terre. Routes range from gentle vineyard paths to more demanding climbs with sweeping panoramas. Cycling here offers not just exercise but an authentic taste of Italy’s coastal culture.

Tips for Planning Your Cycling Getaway

A successful cycling holiday starts with preparation. Choose a destination that matches your skill level and interests, whether you’re after leisurely rides or rugged mountain terrain. Make sure your bike suits the conditions and pack essentials like helmets, repair kits, and panniers. Research your routes carefully, noting elevation, road conditions, and accommodation options.

Booking lodging in advance—especially during peak seasons—avoids unnecessary stress. Plan rest days to recover and explore local attractions off the bike. Stay mindful of nutrition and hydration by carrying high-energy snacks and ensuring regular water stops. Finally, always check local cycling rules and consider insurance that covers biking activities to give yourself peace of mind.

Final Thoughts

Cycling holidays are more than just trips; they’re journeys that connect you with landscapes, cultures, and people in a way few other experiences can. Whether it’s sipping wine in Rioja, exploring Cambodia’s ancient temples, or riding along the Mediterranean coast, each adventure adds something unforgettable to your story.

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