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Horse riding holidays in Italy

Rolling Tuscan hills, Sicilian coastlines, medieval villages and vineyards

Horse Riding Holidays in Italy

Italy is a treasure trove for riders: rolling Tuscan hills, dramatic Sicilian coastlines, medieval villages, vineyards, olive groves, ancient forests and rich cultural traditions. It’s a horse riding holiday destination where scenery, history, food and adventure blend into one unforgettable journey.

Across Italy, riders can explore world-famous landscapes on horseback, from Tuscany’s postcard-perfect countryside to Sicily’s rugged mountains, volcanic trails and turquoise shores. Think long canters through open farmland, peaceful rides between vineyards, and centuries of history under your horse’s hooves.

The horses you’ll ride in Italy are surefooted, responsive and well-trained, making Italy an ideal destination for beginner, intermediate and advanced riders. Add in Italy’s legendary cuisine, boutique agriturismos, warm hospitality and expert guides, and this passionate nation delivers world-class horseback riding tours unlike anywhere else.

At a Glance

Best time to ride

February to November

Most popular regions

Tuscany, Sicily (fly into Rome, Florence or Palermo)

Riding level

Beginners through to advanced riders

Average temperature

18°C – 30°C / 64°F – 86°F

Holiday styles

Point-to-point journeys, luxury stays, food and wine experiences, cultural riding tours

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Exclusive to Globetrotting

Italy

Tuscany

Beginner Intermediate Strong Intermediate Advanced
Next ride: 3 Mar - 7 Mar, 2026
From €2,090 EUR3 nights

Italy

Sicily

Strong Intermediate Advanced
Next ride: 4 Apr - 11 Apr, 2026
From €1,780 EUR7 nights

Why Ride in Italy

Iconic & Diverse Riding Landscapes

From Tuscany’s rolling hills, vineyards, cypress-lined lanes and medieval hamlets to Sicily’s volcanic landscapes, coastal tracks and ancient forests.

Rich Equestrian Heritage

Italy’s connection to horses goes back thousands of years. Riders can explore bridle paths shaped by Roman roads, feudal estates and traditional rural farming culture, and authentically Italian.

Food, Wine & Slow Living

Italy is the ultimate destination for travellers who love to ride and indulge. Think long days in the saddle followed by fresh pasta, regional wines, artisanal cheeses and farm-to-table feasts.

Tailored Riding for All Levels

Whether you love relaxed countryside meanders, beach canters or wine-country treks, Italy’s expert guides customise each day to match your pace, ability and comfort level.

Tuscany, Italy, Globetrotting Horse Riding Holidays

Susanne K

3 months ago • United States

5 rides with Globetrotting

‘Living la dolce vita under the Tuscan sun, surrounded by fabulous food, wine, and, did I mention, horses? The videos hardly do justice to the riding on the Tuscan Trail. We climbed straight up a hill to the medieval town of Vetulonia, enjoyed long, extended canters through olive groves and forests, and tackled a thrillingly steep downhill ride to the crystal-clear blue waters of the coast. Cantering along a deserted shoreline, splashing in the autumn sun and sparkling sea, honestly, life does not get much better than this!’

Tuscany, Italy, Globetrotting Horse Riding Holidays
Susanne K United States 5 rides with Globetrotting
Tuscany, Italy, Globetrotting Horse Riding Holidays

Patricia Y

3 months ago • United States

2 rides with Globetrotting

‘I don’t have enough superlatives to describe this ride. I’ll start with our hosts, Gio and Patrick. They ensured that everyone was well-housed and well-fed. We never lacked for conversation and laughed all week. Our guides, Ariana and Githe, were also amazing. They are outstanding horsewomen and clearly have a love for what they’re doing. Our accommodations were gorgeous. Every meal was delicious. The rides took us through beautiful countryside and along the sea. If you like these things, this is as close to a perfect vacation as you can get.’

Tuscany, Italy, Globetrotting Horse Riding Holidays
Patricia Y United States 2 rides with Globetrotting

Candace M

3 months ago • Canada

1 ride with Globetrotting

‘My first Globetrotting experience was absolutely perfect. Gio and the staff provided a comfortable, fun and safe experience that left me wanting more! Every part of the holiday, from the riding, accommodation and meals to the table-side chats, was unforgettable. I highly recommend this ride. The hospitality was amazing and made everyone feel comfortable and welcome. Gio and the team topped off the experience by sharing history and stories from the surrounding communities. I rode Lady Ambra. She was a perfect fit for me. Her confidence, sure-footedness and personal flair were ideal for this type of ride. The guides and support staff were fantastic: fun, knowledgeable and always making sure everyone was comfortable and well taken care of. I couldn’t have asked for better service. Every ride was different and exciting, but my favourite part was riding to the surrounding communities. It could not have been a better experience.’

Candace M Canada 1 ride with Globetrotting
Tuscany, Italy, Globetrotting Horse Riding Holidays

Linda T

4 months ago • United States

3 rides with Globetrotting

‘I expected beautiful scenery, great horses, and amazing food in Tuscany, but what I didn’t expect was how special our hosts, Gio and Patrick, and their entire Globetrotting team would make us feel. Every detail reflected the care they put into creating a peaceful, welcoming environment—mini’s grazing on the lawn, friendly dogs always there to snuggle with, and the comfy, stylish Club House where we gathered before and after rides, and for many of our meals. Gio and Patrick made it a priority for us to truly experience the region, riding to and dining at local wineries, farms, and with artisans. Their commitment to supporting the local community made every stop along the way feel authentic and personal. Our guides were the perfect mix of sweet and sassy—knowledgeable, confident, and completely in tune with both the horses and the terrain. My horse, Priscilla, was a dream all week and has turned this warmblood owner into a devoted Haflinger fan. The rides, the horses, the food, the people, and the endless attention to detail all came together for an unforgettable Tuscan adventure shared with my closest friends—an experience we’ll cherish forever.’

Tuscany, Italy, Globetrotting Horse Riding Holidays
Linda T United States 3 rides with Globetrotting
Tuscany, Italy, Globetrotting Horse Riding Holidays

Lynda G

4 months ago • New Zealand

‘The Tuscany Ride is an incredible experience! The staff, horses, accommodation and food are all high quality. The ride itself was beautiful and immersed us in the land and the people. I highly recommend this adventure!’

Tuscany, Italy, Globetrotting Horse Riding Holidays
Lynda G New Zealand

Sandy S

4 months ago • Singapore

1 ride with Globetrotting

‘The Tuscany Ride was amazing, and our host, Gio, could not have done a better job. Every detail was taken care of. The food was amazing, as was the presentation, and our accommodations were outstanding. The horses were saddled for us each day, and all were very well behaved and trained. Every meal at the ranch was thoughtfully planned out. Our restaurant excursions and private luncheons on the ride were amazing. I rode Njoror, a 5-year-old gelding. He was super safe, strong, willing, and kind. When I return, I will ask for him again. The guides were extremely knowledgeable about the area, history, and riding abilities. Both were very friendly and fun! My favourite day was when we rode for about two hours up to an old Roman village and walked through the cobblestone streets while the large bell tolled at noon. This was the best Globetrotting experience yet!’

Sandy S Singapore 1 ride with Globetrotting
Tuscany, Italy, Globetrotting Horse Riding Holidays

Tara S

4 months ago • Canada

1 ride with Globetrotting

‘Gio Ranch was beyond amazing. Everyone there was so kind and helpful; it truly could not have been better. My daughter and I took part in the four-day riding programme and had an absolutely wonderful time. Every meal was a fantastic experience, and I had the pleasure of riding Dea, a calm yet spirited horse who responded beautifully when asked. Our guides were exceptional—kind, knowledgeable, and incredibly supportive throughout. All the people at Gio Ranch contributed to making this the most perfect holiday. We will definitely be returning.’

Tuscany, Italy, Globetrotting Horse Riding Holidays
Tara S Canada 1 ride with Globetrotting