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Price

2026


7 Nights


  • €1,555 per person, sharing

  • Non Rider - €1,295 per person, sharing


5 Nights


  • €1,170 per person, sharing

  • Non Rider - €980 per person, sharing



Riding and Cultural Trail - Special Departures 2026

  • 7 nights - €1,995 per person, sharing

Dates & Prices
ITALY

Pippa's Paddock Sicily - 3 Itineraries

Overview

Discover the magic of an equestrian holiday in the heart of Sicily at Pippa’s Paddock. Surrounded by rolling hills, olive groves, and breathtaking Mediterranean landscapes, this countryside escape offers the perfect mix of horse riding, local culture, and relaxation.

Set against a backdrop of stunning mountains and valleys, this peaceful spot is ideal for those craving both adventure and tranquillity. With a pleasant climate all year round, there’s never a bad time to visit and explore the beauty of Sicily on horseback.


The horses are friendly, well-trained, and suitable for all experience levels. Whether you’re a beginner or a seasoned rider, you’ll be matched with the perfect horse to ensure a safe and enjoyable ride. Explore scenic trails that wind through vineyards, ancient ruins, and picturesque countryside. Guided rides offer a chance to delve into local history while enjoying the natural beauty, and private lessons are available for those wanting to sharpen their skills or boost their confidence in the saddle.

There’s more to enjoy beyond the riding. Take time to visit charming nearby villages, sample local wines on a tasting tour, or uncover the region’s rich historical treasures. If you prefer to unwind, the tranquil setting is perfect for relaxing by the pool and soaking in the peaceful atmosphere.


Mark and the team extend a warm welcome, sharing their passion for horses and the local area. Their expert guidance and personalised approach ensure every guest feels right at home. With a wealth of local knowledge and a commitment to providing unforgettable experiences, they make every stay special.


Whether you want to explore the countryside on horseback, immerse yourself in Sicilian culture, or simply relax and recharge, this equestrian escape offers a perfect blend of exciting riding with different outings and activities to create a true taste of what Sicily offers. The package represents incredible value for money and authentic hospitality.



Rides and Excursions
Some of the activities you can look forward to during your stay:

  • Full day ride to a beautiful Sicilian country house where you will be treated to a delicious multi-course lunch.

  • Full day ride through unspoilt valley to visit Pino and his restored 18th Century Watermill.

  • Afternoon in Corleone followed by dinner.

  • Visit to the mystical fort of Sclafani Bagni and the tiny 2500 year old Arab town including a trip and dip into the thermal sulphur spring.

  • Visit to Valley of the Temples, a UNESCO World Heritage site followed by dinner in a lovely restaurant in the historical town centre.

  • Enjoy an afternoon in Cefalu relaxing on a private beach, swimming in the Med or sipping drinks on your sunlounger.

  • Overnight stay in Palermo at the Pippa’s Paddock B&B.

  • Waterparks, adventure parks and lots more...



Riding and Cultural Trail - Special Departures 2026


New for 2026, this exclusive Riding & Culture Trail offers a unique opportunity to experience Sicily in a deeper and more immersive way, combining beautiful riding with carefully curated cultural experiences, local food and authentic Sicilian hospitality.


This one-off departure has been designed to showcase not only the wonderful riding at Pippa’s Paddock, but also the history, traditions and landscapes that make this part of Sicily so special.


This 7-night experience blends daily riding with excursions to some of Sicily’s most fascinating locations. You will ride through rolling countryside, olive groves and quiet rural tracks, while also enjoying visits to historic towns, vineyards and cultural sites.


As with all stays here, the experience is hosted personally by Mark, Pippa and the team, ensuring a relaxed, friendly atmosphere with excellent food, great horses and plenty of local insight throughout the week.


The riding follows the same ethos as the standard Pippa’s Paddock stays, with well-schooled, sure-footed Sicilian horses suited to intermediate and experienced riders. Days are varied, combining scenic rides from the farm with longer excursions into the surrounding countryside.


You will stay in comfortable, rustic accommodation with a relaxed, homely feel. Meals are a highlight of the experience, with simple breakfasts at the farm and many lunches and dinners enjoyed out at carefully selected local restaurants. This gives a real flavour of Sicilian cuisine and culture, with Mark hosting and sharing his knowledge of the region.



 

Location

Sicily, Italy

Airport

Catania (CTA) or Palermo (PMO), Sicily

Duration

Flexible

When to go

Open all year

Riding level

All levels

Weight 

95 kg / 15 stone / 209 lbs

Group size

8 max

Accommodation

Lodge

Included

All riding, full board accommodation, daily excursions with dining out (with drinks) and transfers on arrival.

Extras

Single supplement

  • 6 nights - €250

  • 4 nights - €200

Excluded

Flights, airport transfer on departure, cocktails and tips.

Price guarantee

All our riding holidays hold a price guarantee. We believe in your piece of mind on price when you book with us and will refund the difference should you find the same riding holiday elsewhere at a lower price.

Exchange rate

Rates are subject to daily exchange rate fluctuations, please refer to our Terms and Conditions for full details.

Transfers

Arrival transfer included and you will be met by your hosts at the airport. Departure transfer is €125-150 (depending on airport) for up to 3 persons. Alternatively, your hosts are happy to drop you off at the local train station that runs services to most airports.

Departure dates

Open all year round. For available dates, please enquire by submitting a booking form or call us.


Riding and Cultural Trail - Special Departures 2026


15 - 23 May or 16 - 24 May

29 September - 6 October

Riding & Itinerary

Sample One week Itinerary


Please note this is a sample itinerary—activities will vary depending on duration of the stay, the time of year, weather and guest interests. 5 Nights itinerary will be similar.



Day 1
Arrive and settle into your cosy accommodation. Meet the team and get to know the horses. After a light lunch, prepare for a relaxed afternoon ride through the rolling countryside. In the evening, head to a local restaurant for a delicious Sicilian dinner hosted by Mark.



Day 2
Start the day with breakfast before a morning ride through olive groves and vineyards. Return for a refreshing drink and light snack. After a short rest, drive to a smal private club by a lake where you can swim or make use of their canoes and pedalos. 

Next is a visit to a renowned horse training centre with beautiful horses imported from all over the world, followed by a castle tour with dinner in the castle restaurant.



Day 3
Begin with breakfast, then saddle up for a morning ride followed by lunch on the terrace at Pippa's Paddock. 

After a post lunch break, pack a small bag and head off to Palermo where you will dine out and enjoy the city's bustling cafes, bars, galaterias, restarants and nightlife of the city that never really sleeps.

Stay overnight at the B&B owned by Pippa's Paddock in the heart of the beautiful historic centre.



Day 4
Morning spent sightseeing in Palermo followed by lunch at a quaint taverna in the forgotten part of the historic centre.

Afternoon in Palermo then head back to the ranch for a light home coooked dinner.



Day 5
Morning ride after breakfast. Each ride takes us in different directions with changing scenery and experiences.

Back for a light lunch and quick change before deaprting for the afternoon excursion.

Today's visit is to the town of Corleone, made famous in the 'Godfather' film. Yes, this is the real place of the true 'Don Corleone' and you will learn the full story of the rise of the Sicillian 'Cosa Nostra'.

Stop for dinner half way home at the local village pizzeria.



Day 6
After breakfast, set off on a full day's ride to a friend's country house. the ride there takes around 3 hours and you will enjoy a delicious 4 course lunch on arrival.

There is a short cut for the ride home so a couple of hours hack back. 

A light dinner at Pippa's Paddock followed by drinks - if there is enough energy we can pop into town for a few at the local bars.



Day 7
A morning ride after breakfast follwed by lunch. Then depending on the time of year we might go to a lovely beach resort of visit the Valley of the Temples. Both are incredibly beautiful and dinner will out near to either place.



Day 8

Departure day after breakfast. There might be time for one last ride depending on flight times.



Riding and Cultural Trail - Special Departures 2026

Please note this is a sample itinerary and may vary slightly depending on weather and local arrangements.


Day 1 – Arrival in Sicily
Arrive, settle into your accommodation and meet your hosts and fellow riders. Enjoy a welcome dinner and introduction to the week ahead.



Day 2 – First Ride & Getting to Know Your Horse
Meet the horses and head out on your first ride through the surrounding countryside — a lovely introduction to the trails and your horse for the week.
A guided tour of the local town with your host Mark in the afternoon with a refreshment in a local bar.
Then head back for pizza night Pippa’s Paddock style.



Day 3 – Exploring Rural Sicily
Full day riding through remote Sicilian countryside, stopping for a picnic lunch then back on the trail arriving late afternoon at a private country house, your accommodation for the night.
Time for a drive down the mountain to a hot sulphur spring set in the wilderness and have dip, perfect after a long ride!
Stop on the way back in an ancient Arab town for an aperitif.
Dinner is back at the country house, your meal will include lots of home grown ingredients and plenty of their own Merlot wine.



Day 4 – Culture & Local Life
A morning ride to your next destination – a lovely farm guesthouse with a pool. Time for a swim before lunch and a rest.
Late afternoon sightseeing in the local medieval town followed by dinner in a quaint restaurant.



Day 5 – Scenic Countryside Trails
Another morning of riding to you next stopover in the countryside where you will arrive in time for lunch.
Later on enjoy a guided walk around a mountain village with a stop for drinks then return back to your accommodation for a delicious dinner.



Day 6 – Long Trail Ride
Breakfast followed by a full day riding with a picnic lunch.
Arrive late afternoon at your destination for the evening and enjoy a swim in the pool before a beautiful dinner.



Day 7 – Final Ride & Farewell Dinner
Time for a short morning ride back to Pippa”s Paddock. Lunch and relax in the afternoon.
Early evening head to the Valley of the Temples, a World heritage site with an incredible history.
Farewell dinner at a lovely restaurant in the town of Agrigento.



Day 8 – Departure
Breakfast and time for home!



 

Horses

Sicilian Local Breed, with some Andalusian Arab Crosses. 14.2hh – 16.2hh

Riding level

All levels

Type of riding

You must be able to canter in control in open spaces and have an independent seat and hands. Beginners can be catered for on request.

Tack

English style

Weight limit

95 kg / 15 stone / 209 lbs

Group size

8 max

Accommodation & Meals

After a day in the saddle, unwind in the comfortable and cosy accommodation. Each room is designed with rustic charm, offering a peaceful retreat where you can relax and recharge. Wake up to the gentle sounds of the countryside, refreshed and ready for another day of adventure.


Food is a highlight of the experience. Enjoy delicious Sicilian cuisine made from fresh, local ingredients. Breakfasts are simple continental style, while lunch and dinner are often enjoyed off-site at local restaurants, with Mark hosting and sharing his knowledge of the region. This is a wonderful opportunity to savour authentic dishes, experience Sicilian hospitality, and soak up the local atmosphere.

 

Accommodation

Lodge

Single Supplement

Possible to have a single room, a single supplement will apply.

Meals

Inform us about food allergies and intolerances 

Drinks

All drinks except cocktails included.

The Destination

North Sicily is an excellent travel destination, offering a combination of historic cities, stunning beaches, and dramatic mountain scenery. Key highlights include the capital city of Palermo with its rich history and lively markets. The town of Corleone is also a short drive from Pippa's Paddock and makes an interesting destination for a day visit - its history is associated with the mafia and is home to an anti-mafia museum.

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WHAT CLIENTS SAY

"I wanted to say a huge thank you for arranging such a wonderful holiday. Everything was absolutely perfect!"

GLODAGH CAREY
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