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Italy: Sicily

Secrets of Sicily Cycling

Trip code: C07MR

Average customer rating 4.6 / 5(27 verified reviews)

Self-Guided Cycling
7 nights hotel-to-hotel
Steady
CO₂ rating 1/5
Headwater Navigation app

Trip highlights

Visit Baroque churches, charming seaside towns and bustling food markets

Cobalt blue seas, coral-lined grottos and unspoilt sandy beaches

Superb historical monuments: Segesta Amphitheatre, Selinunte Archaeological Park

Enjoy a slow pace of life amongst windmills, the coast and salt pans

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Trip details

This holiday provides a wonderful introduction to Sicily’s western coast, an undiscovered part of the island renowned for its beautiful, unspoilt coastline, pristine nature reserves, spectacular Baroque architecture and sumptuous regional cuisine.

What's included

Included

  • 7 nights in 3-star equivalent, 3-star and 4-star accommodation
  • All breakfasts and 1 evening meals
  • Bike fitting and briefing at the start of your holiday
  • Headwater navigation app
  • Bike hire included
  • Luggage transfers between hotels

Not included

  • Flights
  • Local taxes/fees
  • Travel insurance

Your bike

Hand-picked for the route, hire included

Botecchia, Lite Cross or equivalent. Your bike hire is included in the price of your holiday and comes equipped with the relevant essentials, plus rear pannier, phone holder and handlebar bag.

Travel options

Our travel specialists can arrange flights, rail and transfers to this holiday from wherever you are. Call us to plan your journey. +44 1606 720099

Itinerary

Route map, with each night's stop marked
The full route, night by night. Select the map to view it full screen.

Day 1 · —Arrive in Castellammare Del Golfo

Arrive in Castellammare Del Golfo

Arrive at Castellammare del Golfo with its glittering coastlines and authentic Sicilian ‘feel’. Enjoy an afternoon in one of Sicily’s most picturesque seaside towns.

You stay at Sopra La Mura Boutique Hotel

Sopra le Mura
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Sopra La Mura Boutique Hotel

Castellammare del Golfo

  • Air conditioning
  • American Express
  • Hairdryers
  • Mastercard
  • Minibar
  • Shops
  • Television
  • Visa cards
  • Wifi access

Located in a historic building a stone’s throw from the port of Castellamare del Golfo, the elegant Sopra le Mura Hotel has been recently renovated with scrupulous attention to every detail. Guests can enjoy the on-site bar and free WiFi is featured throughout the property.

The rooms include a flat-screen TV. Certain rooms include a seating area to relax in after a busy day.

Breakfast is a real taste experience: the buffet is a triumph of varieties, shapes, colors and flavours of local products of the highest quality, ranging from sweet to savory for the happiness of all palates.

During summer months, guests can enjoy the use of a sun lounger and parasol at a nearby partner beach.

Day 2 · 20km/12.4miCastellammare del Golfo - Segesta-Calatafimi

Castellammare del Golfo - Segesta-Calatafimi

From the fortress-studded shores of Castellammare Del Golfo you reach the archaeological site of Segesta. After admiring its Grecian temple and amphitheatre, make your way to Agriturismo Pocaroba, where there’s time for a dip in the pool before your evening meal.

Elevation

Castellammare del Golfo - Segesta-Calatafimi elevation profile

You stay at Baglio Pocaroba

Pool at Baglio Pocaroba
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Baglio Pocaroba

Near Bruca

  • Air conditioning
  • Hairdryers
  • Mastercard
  • Swimming pool
  • Television
  • Visa cards
  • Wifi access

The term baglio derives from the ancient French ‘bail’, meaning courtyard. In Sicilian it literally
means a large cobbled courtyard, which effectively defines this simple 19th century restored
farmhouse with a large enclosed courtyard. The baglio is surrounded by vineyards and orchards
and also comes with a swimming pool.

Day 3 · 44km/27.3miSegesta-Calatafimi - Trapani

Segesta-Calatafimi - Trapani

Leave the olive covered foothills behind, you’ll cycle inland towards Trapani. Spend the afternoon exploring its intricate Baroque churches, museums and shops that sell hand harvested sea salt, coral jewellery and tuna products.

Elevation

Segesta-Calatafimi - Trapani elevation profile

You stay at Room of Andrea – Palazzo Platamone

Hotel Room Mate Andrea - Palazzo Platamone
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Room of Andrea – Palazzo Platamone

Trapani

  • Air conditioning
  • ATM
  • Bank
  • Hairdryers
  • Market
  • Mastercard
  • Tea & coffee
  • Television
  • Visa cards
  • Wifi access

With its great location right next to the beach and the historic centre of Trapani, this lovely 4 star hotel is located in the spectacular Palazzo Platamone, built in the early 20th century by the Marquess Enrico Platamone.

Some of the rooms are decorated in neoclassical style, retaining the original details of that era and all offer the modern facilities that will make your stay very comfortable. The hotel also has a bar and a terrace with dip pool.

Day 4 · —Free day exploring

Free day exploring

A great opportunity to explore the area with many options available for you whilst in Trapani. Spend time exploring this beautiful coastal city or take a cable car to the picturesque medieval village of Erice overlooking the Salt pans. Alternatively, ride the hydrofoil to enjoy a day exploring one of the Egadi Island which offer plenty of opportunities to snorkel around coral reefs, cycling or walking.

You stay at Room of Andrea – Palazzo Platamone

Hotel Room Mate Andrea - Palazzo Platamone
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Room of Andrea – Palazzo Platamone

Trapani

  • Air conditioning
  • ATM
  • Bank
  • Hairdryers
  • Market
  • Mastercard
  • Tea & coffee
  • Television
  • Visa cards
  • Wifi access

With its great location right next to the beach and the historic centre of Trapani, this lovely 4 star hotel is located in the spectacular Palazzo Platamone, built in the early 20th century by the Marquess Enrico Platamone.

Some of the rooms are decorated in neoclassical style, retaining the original details of that era and all offer the modern facilities that will make your stay very comfortable. The hotel also has a bar and a terrace with dip pool.

Day 5 · 57km/35.4miTrapani - Marsala

Trapani - Marsala

Today you can cycle at a relaxed pace with views overlooking the Mediterranean Sea whilst admiring the Egadi Islands in the distance. If you haven’t already done so, on your way to Trapani, spend time exploring the Saline of Trapani and Paceco. Then it’s onto Mozia, an ancient city on San Pantaleo Island off the West Coast of Sicily and visit its striking archaeological ruins. A short ride away, you will reach Marsala where the fortified wine originates from.

Elevation

Trapani - Marsala elevation profile

You stay at Hotel Carmine

Hotel Carmine
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Hotel Carmine

Marsala

  • Air conditioning
  • American Express
  • Diners Club
  • Hairdryers
  • Mastercard
  • Minibar
  • Television
  • Visa cards
  • Wifi access

Located in an elegant, historic building, Hotel Carmine offers a central position, within walking distance from the Convento del Carmine and the central square of Marsala.

Renovated in 2005, the hotel retains some of its original and historic Sicilian furniture creating a charming atmosphere throughout the hotel.

Stay in cosy rooms with modern comforts such as a minibar and air conditioning. Rooms feature exposed wood-beamed or vaulted ceilings. Some offer original ceramic-tiled floors. Wi-Fi is free. Some rooms overlook the internal courtyard while others offer a view of the street or the quiet garden.

Start your day with the hotel’s free buffet breakfast and end it by relaxing in the hotel lounge. During the summer you can enjoy your breakfast in the garden.

Day 6 · 33km/20.5miMarsala - Mazara del Vallo

Marsala - Mazara del  Vallo

Visit Marsala’s local wineries and explore the town at your own leisure before setting off on today’s panoramic coastal cycle towards Mazara del Vallo, with its vibrant fishing port and Arab Kasbah and home of the bronze statue the ‘Dancing Satyr’.

Elevation

Marsala - Mazara del  Vallo elevation profile

You stay at Mahara Hotel

mahara hotel
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Mahara Hotel

Mazara del Vallo

  • Air conditioning
  • American Express
  • Diners Club
  • Mastercard
  • Shops
  • Swimming pool
  • Television
  • Visa cards
  • Wifi access

Just a 10-minute walk from the centre of Mazara del Vallo, on Sicily’s south-west coast, this modern Hotel was rebuilt from an old winery belonging to the eighteenth-century English family Hopps. The relaxed atmosphere and the excellent local cuisine based on fish, makes it the perfect destination.

Ghilbi restaurant is recommended by Italy’s most prestigious food guides and serves traditional Sicilian dishes for lunch and dinner. Drinks are available in the lounge bar, with sofas and internet access.

All elegant rooms are spacious and air conditioned. Each includes satellite TV and a minibar. Many offer full views of the Mediterranean Sea with either a balcony or terrace. The hotel has free Wi-Fi and a free shuttle to partner beaches.

The wellness centre is complete with a Turkish bath, chromotherapy shower and hot tub. The outdoor swimming pool, open from April until October, is equipped with a terrace and sun loungers.

Day 7 · 43km/26.7miMazara Del Vallo - Selinunte

Mazara Del  Vallo - Selinunte

Most of today’s cycle will be along the coast before heading inland towards vineyards and aromatic olive groves. You end the day in Selinunte where you can visit one of the largest archaeological parks in Europe before heading to your hotel in Marinella di Selinunte. With seven Grecian temples spanning 1,300 meters east, the Selinunte archaeological site is a true architectural gem.

Elevation

Mazara Del  Vallo - Selinunte elevation profile

You stay at Hotel Admeto

Hotel Admeto, Selinunte
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Hotel Admeto

Selinunte

  • Air conditioning
  • ATM
  • Bank
  • Hairdryers
  • Mastercard
  • Minibar
  • Safe
  • Shops
  • Television
  • Visa cards

The Hotel Admeto boasts a superb location, facing the beach and the glittering sea, and a short walk from the world renowned archaelogical site. The hotel is airy and modern, whilst the contemporary rooms are minimalist in style but comfortable and spacious, with balcony. The hotel also comes with bar and 2 restaurants, one of which is on the top floor with a wonderful panorama over the ruins and the Mediterranean.

Day 8 · —Leave Selinunte

Leave Selinunte

Leave Selinunte or maybe spend extra nights in Palermo.

Extending your holiday

Grand Hotel Piazza Borsa, Palermo

Grand Hotel Piazza Borsa

Palermo

  • Air conditioning
  • American Express
  • Bank
  • Hairdryers
  • Market
  • Mastercard
  • Minibar
  • Other email access
  • Safe
  • Shops

Located just a stone’s throw from one of Palermo’s main streets – the Via Vittorio Emanuele that runs through the heart of the historical centre – the Grand Hotel Piazza Borsa is a stunning conversion of 2 historic buildings. The origins of the hotel date back to the 16th century convent of the Mercedarian Monks; the hotel’s picturesque cloister dates back to this era.

In the early 1800s, the monks joined the convent with the Briuccia family’s neighbouring palazzo. However, by the 1860s, the monks had left Palermo and the building was used as the Sicilian stock exchange – in fact the former trading floor is now the hotel’s Kemonia restaurant.

Today, the Piazza Borsa is a comfortable 4 star hotel, fully equipped for the needs of the 21st century traveller, with a gym and spa (including jacuzzi, sauna, Turkish bath and massage rooms), bar and elegant restaurant.

What our travellers say

Generally we loved our holiday through Headwater. The only disappointment was the rental bikes – we are both very keen cyclists and felt, in the spirit of openness, advertising the bikes as ‘high quality’ is a little wide of the mark. They are heavy, clunky and are more of an entry level city explorer bike rather than biking 200 or so kilometres on. Scenery was beautiful in parts and the route great, however it was disappointing in parts to see so much rubbish dumped on the side of the roads (which we know is no fault of HW). Everything ran incredibly smoothly, mapping was very easy to follow, local support staff were excellent and in constant communication – we felt very safe and looked after 🙂
Would highly recommend and will definitely travel again using HW. The booking process was efficient and very friendly. On the whole we had a fantastic time.

Reply from Headwater

Thank you for your feedback we are so pleased you had a lovely holiday and thank you for your comments regarding the bicycles. The bikes do need to be sturdy enough to withhold the usage, the weight of the pannier racks and panniers, the stand, heavier saddles and the suspension – all of which contribute to the overall weight.
Its such a shame that you experienced rubbish that had been dumped on the side of the road. Our team, when planning the routes do try to choose the most scenic routes
I do hope that we will be able to welcome you back to Headwater for another holiday in the future.
Kind regards
Customer Service

Mrs Coupland

We really enjoyed this holiday with you. We were met on arrival at the first hotel by the local rep , who was very helpful. The cycling was very good and with beautiful scenery. The hotels were excellent and very welcoming. Certainly it has given us a taste of Sicily and we will definitely want to visit again.

Mr Browne

Excellent way to see beautiful places. Good routes and well selected hotels

Mr Hunter

We went on the Secrets of Sicily cycling holiday but happened to hit a heatwave which made the first couple of days cycling very hard due to the intense heat and lack of shade, but Headwater were very accomodating and arranged with the accomadations to provide breakfast earlier so that we could leave early in the morning and beat the sun, after that we enjoyed our trip a lot, the cycling was relatively easy and the scenery was lovely especially in the last few days, I thuink this trip would suit people who are interested in history, architecture and local "real" Sicily, we didn’t see another tourist at all while we were cycling, only once we stopped in the cities. The highlights were the meal that we had in the Eco-Tourism hotel, and the small seaside resort of Selinunte on the last day – simply lovely !

Mr Sadler

A very good holiday, much enjoyed.

Mr Beeby

Another great holiday with Headwater!

Ms Harris

please see below

Mrs Curnow

Doing our cycling holiday as a self-guided tour was an excellent way for four of us to travel, to see and experience this part of Sicily.

Ms Karayi

Sicily is a country of contrasts. The archeological sites are amazing, Segentum and Selinunte are fantastic. The roads are not in a great state of repair, and at times we had to wade through mud. The roadsides are disappointingly covered in rubbish, and fly tipping is very prevalent. The roads are also very busy for cycling, and the drivers don’t give you much room. As someone previously mentioned the bikes are not high quality, , heavy and really suitable for short city rides.
I’m sorry I don’t buy into the fact that they need to be sturdy as there are panniers. We carried virtually nothing . We went to the Egadi islands for a few days….they were fantastic, and great cycling, well worth a visit.
Eating out was very expensive.
We travelled in September , temperatures were great, and often a gentle wind.
The hotels were mainly great. It’s worth spending extra time in Palermo, as there are some amazing museums and palaces, The archeological museum has a lot of information on Selinunte.

Mrs Easton

Although rated as 1+, there are a lot of hills on this trip so we were glad we chose ebikes . My ebike started to emitt an enervating wailing sound from the front wheel hub and Philipo came out in a storm that evening to repair it. The scenery was varied and interesting, but there was a fair bit of urban and main road to negotiate, which was not pleasant. The hotel breakfasts were on the whole limited for vegans. We spent a couple of additional nights in Selinute, with a beautiful beach, warm sea and a laid back feel.

Ms Richards
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Positive impact

Carbon score for this trip

15.0

Kg CO₂e

per person, per night

Relative to other Headwater trips

We measure emissions from the parts of the holiday we organise — including accommodation, in-trip transport, meals and activities — and express them as CO₂e per person, per night. Our label doesn’t include your travel to and from the start of the trip. As a Certified B Corp, Headwater is committed to reducing this figure and to positively impacting local communities, the local environment and our staff. Learn more

From£1,379per person