Our self guided cycling holidays in Sicily are based on the west coast and south-east of the region, encapsulating beautiful coastlines, spectacular Baroque architecture, and sumptuous regional cuisine. With fantastic, hand-picked hotels and your luggage transported for you, everything is organised so that you can simply focus on your stunning surroundings and enjoy your cycling holiday in Sicily to the full.
Enjoy plenty of the famous TV detective Inspector Montalbano's favourite haunts, including atmospheric Scicli, and in-between pedalling through towns and old fishing villages, savour a fresh fish lunch in the salty sharp air, admire ornate cobbled streets, and discover nature reserves and saltwater lagoons, rich in birdlife.
Let us help you book your dream self-guided Sicily cycling tour
Ready to discover the very best cycling trails Sicily has to offer? With Headwater, you can book a self-guided cycling holiday of the region with ease - and we'll take care of all the logistics for you. Start your booking today or, if you have any questions, get in touch with us and a member of the team will be happy to help.
Our cycling tours of Sicily offer routes that incorporate stunning coastlines, ancient ruins, exceptional food stops and the best of the island's traditional architecture. Here are a few of the things you can see on a trip with us.
Opt for our cycling tour of Baroque Sicily and you'll enjoy an eight-night stay in one of the island's most culturally diverse regions. The lower right corner of Sicily is ripe with Roman and Greek architecture, with the city of Syracuse - a place Cicero once considered the most beautiful of all Greek cities - one of the highlights. Across southeast Sicily, you'll see a stunning portfolio of Baroque architecture, unscathed natural coastline and be spoilt with some of the best food around.
Western Sicily is home to the island's economic and tourist capital in Palermo, but much of the west coast remains largely untouched and undiscovered. Our cycling holidays in western Sicily look to uncover the secrets behind this historically rich region. See the famous 3rd century BC temple at Segesta, and marvel at over two-and-a-half millennia of history at Selinunte Archaeological Park.
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
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Where appropriate, we grade our holidays based on distance, terrain, elevation gain, remoteness, etc and categorise them into 4 relative groups. This is ultimately subjective and may vary slightly day to day; for more advice, please see the specific trip page or call one of our friendly team.
Absolutely. Sicily is one of the best locations in Europe to experience on two wheels.
Why? An ideal climate in the months either side of summer make it a wonderful spring or autumn getaway. The hilly, mountainous landscapes filled with ancient Greek, Roman and 17th century Baroque architecture, scrumptious Sicilian cuisine, and an unspoilt coastline make it a truly unforgettable spot to visit.
The sensational landscapes and terrains of Sicily make it a cyclist's paradise no matter where you head, but many repeat visitors to the island certainly have their favourites. Palermo in the west is Sicily's central hub and also a font of Baroque architecture. And Noto, found at the very tip of the southeast coast in Syracuse, is rife with architectural and academic history among many great cycling trails.
Rest assured, our cycling tours of Sicily take in some of the very best areas the island has to offer.
Taking on the entirety of Sicily by bike would be a wonderful but rather mammoth challenge. So, we've created weeklong-plus packages that focus on a specific region of the island and the best parts within it. You can spend seven nights on the west coast or eight nights in the southeast Baroque region, and in that time we're confident you'll see everything you want while enjoying a relaxing tempo to your trip.
There are four ways to start your Sicily cycling tour booking with us:
Your packing list for a cycling holiday in Sicily should be centred around the typical clothing and equipment you would take for a warm weather cycling excursion. With that said, it's always worth packing for colder and wetter weather too, just in case. You should also check on the activity level of your chosen trip and make sure you have all the supplies and support equipment to meet your needs across your travels.
Bear in mind that we take care of the bike hire for you, and that Sicily is geared towards cyclists and cycling tourism. So, if you do happen to forget anything, you will likely be able to find it during your trip.
The annual window for cycling in Sicily is relatively broad, but even the most hardened cyclists will usually steer clear of the island's hottest conditions across the peak summer months of July and August. To enjoy a more moderate, but still beautifully balmy climate, we'd recommend visiting in spring, early summer or autumn – and that's exactly when you can book both of our bike tours of Sicily.
You can trust us to deliver when it comes to making your Sicily cycling tour the trip of a lifetime. Our 40-plus years of experience in creating handpicked adventure holidays make us one of the UK's industry experts, and we're passionate about making your trip the best it can possibly be.
