This 8-night, self-guided cycling holiday provides a wonderful introduction to Sicily’s south-east, a part of the island renowned for its beautiful, unspoilt coastline, spectacular Baroque architecture and sumptuous regional cuisine.
Your journey takes you along a mix of inland and coastal routes, starting amidst the Baroque splendour of Ragusa and Modica and ending in stunning Siracusa on the east coast. You’ll cycle through lush valleys filled with olive trees, almond groves, vineyards and citrus orchards and patchwork puzzles of dry-stone-wall farms, as you cycle between UNESCO World Heritage Sites rebuilt in the typical late Baroque style after the famous 1693 earthquake.
You’ll take in plenty of Inspector Montalbano country – a treat for fans of the fictional detective series – including Scicli with its atmospheric streets and hilltop mausoleum as well as the charming fishing villages of Punta Secca and Sampieri. Following the scenic Mediterranean Route cycleway you’ll head towards the sea, taking in sublime coastline, punctuated by golden sandy beaches and picturesque fishing villages such as Portopalo di Capo Passero and pretty Marzamemi with its Arab history. After passing through Nero D’Avola wine country your holiday finishes in beautiful Siracusa, an ancient Greek city whose ‘historical heart’ is the island of Ortigia, accessed by a bridge from the mainland. Ortigia’s grand squares, narrow medieval streets and romantic palaces and castles are a delight to behold.
Key Information
Trip Code
C08BS
Ways to Travel
Self-Guided Holidays
Countries
Italy
What's Included
All continental breakfasts and 3 evening meals
Management by your local Headwater-appointed agent
Navigation app
Luggage transfers between hotels
5 days of Cycling
Terrain:
The majority of the route is tarmac, with a couple of streches of gravel along the way. Most of the rides are along quiet roads, with a couple of stretches of dedicated cycle tracks.
Inspector Montalbano country - visit the haunts of the famous TV detective
Authentic Baroque architecture and UNESCO World Heritage Sites
Superb regional food and excellent Nero D'Avola wines
Itinerary
First Destination:
Ragusa
Next Destination:
Siracusa
Meals included:Breakfast
Meals included:Breakfast
Meals included:Breakfast
Meals included:Breakfast, Dinner
Meals included:Breakfast
Meals included:Breakfast, Dinner
Meals included:Breakfast, Dinner
Meals included:Breakfast
Meals included:Breakfast
First Destination:
Ragusa
Next Destination:
Siracusa
Arrive at your luxury 4 star hotel in Ragusa. (Staying at the De Stefano Palace, Half Board)
Meals included:Breakfast
We strongly recommend spending some time in the UNESCO World Heritage Site of Ragusa Ibla before setting off this morning. The simply stunning old town of Ragusa, rebuilt in 1693 after a huge earthquake, is full of enchanting Baroque architecture, along with a number of tempting cafes and restaurants for lunch. Follow your visit with a climb above Modica, skirting Modica Alta (the upper part of the city), before passing quaint, dry-stone-wall farms through a rich, fertile valley of cacti and pomegranate orchards as you weave your way to Cava d’Ispica – a verdant gorge full of thousands of caves and grottoes, stretching for 13 kilometres between Modica and Ispica! (Staying at the Hotel San Giorgio, Breakfast only)
Meals included:Breakfast
Often referred to as the Baroque capital of Sicily, the atmospheric city of Modica sits in a dramatic setting, perched between limestone cliffs. This UNESCO-listed city is home to an impressive 29 churches including two grand Baroque cathedrals, along with charming narrow streets peppered with cafes, restaurants and a number of tempting chocolate shops! Modica’s chocolate is one of the Ragusa area’s most famous products and to this day it’s still made to ancient Aztec methods. Make sure you sample some at Antica Dolceria Bonajuto, the oldest chocolate factory in Sicily! (Staying at the Hotel San Giorgio, Breakfast only)
Meals included:Breakfast
Start today with a feel-good freewheel through a valley rich in pomegranates, cacti and quaint little farmsteads, on your way to the unmissable little town of Scicli. Overlooked by an imposing rock on which sits the magnificent Church of San Matteo, Scicli, like the other towns in the area, has been totally rebuilt in a pure Sicilian Baroque style following the 1693 earthquake. Wander its atmospheric streets and you’ll feel like you’re on the set of Inspector Montalbano – Via Mormino Penna is where you’ll find the fictional police station from the TV show! Be sure to check out the impressive, hilltop cemetery, just out of town, full of mausoleums and surrounded by magnificent pines and tall cypress trees. You reach the coast and continue to Cava d’Aliga and Sampieri, a picturesque fishing village with a lovely sandy beach and another of Montalbano’s favoured locations. Continue along the coastline to Pozzallo, home to no less than four Blue Flag beaches. You stay at the Hotel Danieli (breakfast and evening meal included)
Meals included:Breakfast, Dinner
Cutting inland you’ll cycle through pantani, a series of saltwater lagoons rich in birdlife such as mallards, flamingos, herons and storks, on your way to today’s highlight – the Isola delle Correnti (the ‘Island of Currents’). The southernmost point of Sicily’s mainland, this isolated, seemingly adrift island is also the point at which the Ionian and Mediterranean seas meet. It’s quite a sight to behold! Continue to the beautiful old fishing village of Marzamemi – one of Sicily’s prettiest – with its colourful wooden boats, fishermen’s houses and charming buildings such as the Baroque church of San Francesco di Paola. Marzamemi became the centre of Sicily’s tuna fishing industry under its Arab influence and it keeps the tradition alive today, using artisanal fishing methods to produce a number of delicacies including canned tuna, smoked swordfish and marinated anchovies! You stay at the Villa Giulia (breakfast included)
Meals included:Breakfast
Making your way to Noto you’ll head inland on a virtually traffic-free road that winds its way through olive groves, vineyards, almond trees, sugar cane and beautifully perfumed citrus orchards – idyllic surroundings for a picnic lunch. You stay at the Villa Favorita (breakfast and evening meal included)
Meals included:Breakfast, Dinner
Your hotel is located in a lovely courtyard setting with an outdoor pool and superb views over Noto. If you can tear yourself away from the 4 star luxury, you could cycle to the nearby seaside resort of Lido di Noto for a lazy day on the beach, or opt for our recommended cycle ride into atmospheric Noto itself. Perhaps the most beautiful of all the cities you visit on this holiday, Noto’s current centre was rebuilt after the 17th century earthquake and is considered a Baroque masterpiece as well as being an UNESCO World Heritage Site. Wander down the Corso Vittorio Emmanuele, overlooked by Noto’s elegant cathedral, and explore the side streets filled with an array of fine architecture and cafes serving delicious local treats such as the savoury arancini and sweet cannoli. (Staying at the Villa Favorita, Half Board)
Meals included:Breakfast, Dinner
What a final day! You’ll follow the coast to the stunning city of Siracusa, built on an ancient Greek settlement and boasting a treasure trove of temples, amphitheatres and an ancient castle. On the way you’ll cycle through Avola – home of the famous Nero D’Avola red wine grape. You’ll also enjoy views of the majestic Mount Etna, and discover Plemmirio, an important area for flora and fauna and whose waters are home to a number of species including tuna, sea urchins, dolphins and sperm whales. After passing the Murro di Porco Cape, a striking landmark in the 1943 Conquest of Sicily, a final stretch takes you along the Bay of Siracusa and into the city itself. (Staying at the Grand Albergo Alfeo, Breakfast only)
Meals included:Breakfast
Leave Siracusa or maybe spend extra nights in the Island’s second city.
Meals included:Breakfast
Dates & Prices
Skip the hassle: We’ll handle your trip from start to finish, with competitive flight prices, deposit-only payments, and full ATOL protection available.
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
Optional Single Supplement
+USD 600 Available upon Request
USD 2675 (excl. flights)
Saturday 11 Apr 2026 to Sunday 19 Apr 2026
Saturdayto
Sunday
Availability
Guaranteed (On Request)
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2645 (excl. flights)
Saturday 18 Apr 2026 to Sunday 26 Apr 2026
Saturdayto
Sunday
Availability
On Request
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2645 (excl. flights)
Saturday 25 Apr 2026 to Sunday 03 May 2026
Saturdayto
Sunday
Availability
Guaranteed (On Request)
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2645 (excl. flights)
Saturday 02 May 2026 to Sunday 10 May 2026
Saturdayto
Sunday
Availability
On Request
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2900 (excl. flights)
Saturday 09 May 2026 to Sunday 17 May 2026
Saturdayto
Sunday
Availability
On Request
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2900 (excl. flights)
Saturday 16 May 2026 to Sunday 24 May 2026
Saturdayto
Sunday
Availability
Guaranteed (On Request)
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2900 (excl. flights)
Saturday 23 May 2026 to Sunday 31 May 2026
Saturdayto
Sunday
Availability
On Request
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2900 (excl. flights)
Saturday 30 May 2026 to Sunday 07 Jun 2026
Saturdayto
Sunday
Availability
Guaranteed (On Request)
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2900 (excl. flights)
Friday 05 Jun 2026 to Saturday 13 Jun 2026
Fridayto
Saturday
Availability
On Request
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
Only 4 spaces left!
Optional Single Supplement
+USD 573 Available upon Request
USD 2940 (excl. flights)
Saturday 06 Jun 2026 to Sunday 14 Jun 2026
Saturdayto
Sunday
Availability
Guaranteed (On Request)
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2900 (excl. flights)
Friday 12 Jun 2026 to Saturday 20 Jun 2026
Fridayto
Saturday
Availability
Sold Out
This departure is guaranteed to go ahead and is now fully booked, although we may have people holding spaces without payment. Please contact our Sales team for further information.
This departure is guaranteed to go ahead and is now fully booked, although we may have people holding spaces without payment. Please contact our Sales team for further information.
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2900 (excl. flights)
Book with USD 725 deposit
Saturday 29 Aug 2026 to Sunday 06 Sep 2026
Saturdayto
Sunday
Availability
Guaranteed (On Request)
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
Optional Single Supplement
+USD 600 Available upon Request
USD 2675 (excl. flights)
Book with USD 668 deposit
Saturday 05 Sep 2026 to Sunday 13 Sep 2026
Saturdayto
Sunday
Availability
On Request
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
Optional Single Supplement
+USD 600 Available upon Request
USD 2945 (excl. flights)
Book with USD 736 deposit
Saturday 12 Sep 2026 to Sunday 20 Sep 2026
Saturdayto
Sunday
Availability
On Request
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2900 (excl. flights)
Book with USD 725 deposit
Saturday 19 Sep 2026 to Sunday 27 Sep 2026
Saturdayto
Sunday
Availability
On Request
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2900 (excl. flights)
Book with USD 725 deposit
Saturday 26 Sep 2026 to Sunday 04 Oct 2026
Saturdayto
Sunday
Availability
On Request
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2900 (excl. flights)
Book with USD 725 deposit
Saturday 03 Oct 2026 to Sunday 11 Oct 2026
Saturdayto
Sunday
Availability
Guaranteed (On Request)
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
This departure is guaranteed to go ahead and can be booked, although some components will need to be requested. Please click Continue to proceed with booking or contact our Sales team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2900 (excl. flights)
Book with USD 725 deposit
Saturday 10 Oct 2026 to Sunday 18 Oct 2026
Saturdayto
Sunday
Availability
On Request
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2900 (excl. flights)
Book with USD 725 deposit
Saturday 17 Oct 2026 to Sunday 25 Oct 2026
Saturdayto
Sunday
Availability
On Request
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
This trip is available on request. Please proceed with your booking online or contact our Sales Team for assistance.
Optional Single Supplement
+USD 573 Available upon Request
USD 2900 (excl. flights)
Book with USD 725 deposit
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Book Your Flights With Us
Window or aisle? Premium seat with extra legroom? Adding a stopover en route? We’ll sort the flights that fit your plans. With access to thousands of routes - major airlines and regional gems alike, we’ll help you fly from your preferred airport, at times that suit you. Secure your flights and trip together and enjoy peace of mind knowing everything's organized with one team here to help if plans change.
You’ll stay in a wonderful mix of accommodation including a charming villa hotel boasting fabulous views over Noto from its outdoor pool terrace and a minimalist design hotel in the centre of bustling Portopalo. Given the wonderful local cuisine on offer, including such Sicilian specialities as Pasta alla Norma and Pasta con le Sarde, we’ve included three evening meals on this holiday, leaving you free to dine out on the remaining nights.
Essential Information
Cycling Conditions Classification: Self–Guided Average daily distance: 44.4km (28miles) No. of days cycling: 5 Terrain and route: The majority of the route is tarmac, with a couple of streches of gravel along the way. Most of the rides are along quiet roads, with a couple of stretches of dedicated cycle tracks. Vehicle Support: This is a self-guided trip for those who prefer to cycle independently, but with our assistance to take out the stress of the logistics and planning. We arrange your accommodation, provide you with a map and route notes so that you can cycle at your own pace, while your bags are transported from one hotel to the next.
It is important that you are happy reading maps and following route notes, we make these as accurate as possible and they are regularly checked.
As this is a self-guided holiday there is no group and no leader. There maybe others on the same departure date as you, but you will not be organised together. The routes notes contain a 24-hour emergency assistance telephone number should you need it and in emergencies, the hotels are normally able to dispatch a taxi or pick you up themselves. They may wish to charge for this service.
When your bike is delivered you will be asked to sign a disclaimer form for the hire of the bike. The agent will also require your credit card details as a guarantee in the event of damage/loss of the bike (caused by deliberate, negligent or reckless acts.)
Alternative Air Travel Alternative flights, onward rail to your holiday area, and connecting private transfers can be arranged from most UK airports. If you would like to use one of the many ‘low cost’ airlines, we can book these on your behalf (£30 admin fee per person). We can also book UK shuttles to connect with your onward flight, please call for details and prices.
Alternative transfers If you require alternative transfers (because you will be arriving at a different time to our standard flights), then we can usually arrange these for you (there may be an additional charge).
Italy
Travellers from the UK, US and EU normally do not need a visa to enter Italy. Please note, visa requirements often change and it is your responsibility to obtain any required visas for this trip. Therefore, we recommend that you check with the nearest embassy or consulate of your chosen destination(s), including any countries you may be transiting or transferring through.
Some local governments provide guidance on what visas their citizens need. To help, we’ve gathered a selection of useful links below.
Please note: it is compulsory to carry ID with you at all times in Italy.
Sicily’s typically southern Italian cuisine is interspersed with many more exotic dishes reflecting the island’s jumbled cultural past. Italian dishes like pasta alla norma (made with tomatoes, aubergine and grated ricotta) are often found on menus along with couscous (a north African speciality), or even pasta con le sarde (a pasta dish dating back to Phoenician times made from sardines, raisins, pine nuts, fennel, saffron, parsley and capers).
The Arabs introduced citrus groves to the island and a popular drink today is granita made with crushed ice and lemon. This was traditionally drunk with sweet bread dipped in it as a lunchtime snack by Sicilian peasants. Fish is of course also abundant. Local specialities include pesce spada alla ghiotta (swordfish cooked with tomatoes, capers, onion, celery and potatoes) or tonno fresco alla brace (grilled fresh tuna).
Sicily is famed for its desserts. Why not try cannolo, a crunchy pastry tube filled with ricotta cheese and studded with candied fruits, pistachio and chocolate? Or cassata, the Arab influenced cake made with ricotta cheese, candied fruit and chocolate pieces.
Sicily is not traditionally famous for its wines, so it is surprising to learn that the island boasts one of the largest wine producing areas in the whole of Italy. Look out for the Etna DOC label and Corvo di Salaparuta. One of Sicily’s most popular wines is Alcamo Bianco – a soft white which goes well with fish dishes. Let’s not forget the Marsala wine, a fortified wine made in Sicily which takes its name after the town where it is mostly produced. Marsala is most commonly used in cooking to create nutty, rich caramelised sauces.
Sicily has a good all year round climate, with plenty of sunshine and warm/hot temperatures. The summer departures ought to have daily hot sunshine and temperatures can reach 30 to 35 degrees Celcius. The earlier and later departures are likely to be cooler with a slightly higher chance of rain. In late summer there is the possibility of heavy thunderstorms, but these are usually short-lived.
As a certified B Corp, we’re on a mission to improve our social and environmental impact across all our adventures.
This ‘nature positive’ approach is designed to help nature and communities thrive in harmony through practical solutions, such as reducing carbon and waste on our trips, supporting conservation projects through the Exodus Adventure Travels Foundation, and rewilding 100 square metres for every Exodus traveller.
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