Horseback ride and Poolside Day chillout with Tuscan Lunch

If you’re dreaming of swapping Florence’s bustling streets for some peaceful Tuscan scenery, this tour might be just what you’re looking for. It’s billed as a chance to enjoy a midday escape to nature, combining a gentle horseback ride, relaxing by a gorgeous pool, and savoring a hearty Tuscan meal—plus a visit to a local wine and olive oil producer.

What immediately catches our eye is the personalized experience—it’s only for your group, which means less chaos and more tailored attention. We also love that it includes round-trip transportation from Florence, making logistics one less thing to worry about. But as with any day trip, it’s worth noting that this costs around $447 per person, which is on the higher end for a single day—but if you’re craving a peaceful, scenic break, it might well be worth it.

One potential consideration is that this tour runs about a full day and is geared toward those ready to spend several hours outside. While it’s suitable for most, those with limited mobility or less enthusiasm for riding or swimming might want to consider their comfort level.

Overall, if you’re after a balanced mix of adventure, relaxation, and local flavor, this experience feels particularly suited for travelers who want a break from city sightseeing and are open to a leisurely day in the Tuscan countryside.

Key Points

• Private group experience ensures intimacy and tailored attention.
• Accessible for all skill levels during horseback riding, with helmets and protection gear provided.
• Includes transportation, a delicious Tuscan lunch, and a visit to a local wine and olive oil producer—value-packed for a day trip.
• Relaxing poolside time with sunbeds, umbrellas, and towels makes for a perfect chillout.
• Round-trip from Florence makes planning easy, no need to rent cars or navigate public transport.
• Most travelers book about two weeks in advance, so planning ahead helps secure your spot.

A Detailed Look at the Experience

Starting Point and Transportation

The tour kicks off at Piazza dei Cavalleggeri in Florence at 9:30 am. From there, a private, air-conditioned vehicle whisks you away to the rolling Chianti hills. The private transfer is a huge plus—it takes the hassle out of figuring out logistics and ensures you arrive comfortably and on time.

The group is small and exclusive, so you won’t feel like just another face in a crowd. The driver is also knowledgeable about the area, adding some local color to the journey even before you arrive.

The Horseback Ride

Once at the countryside estate, you’ll get a brief prep session—no stress if you’re a novice, as guides are experienced in tailoring the experience to your skill level. The horseback ride lasts about 1 hour, but the total time including prep might be a bit longer.

The scenery is described as stunning, with views that make it easy to forget the city noise. Even if you’ve never been on a horse before, the guide will be patient and clear, making this accessible to beginners. As one reviewer put it, “we had a thorough lesson with Ester who was very patient.”

For more experienced riders, the trail offers enough variation to keep things interesting, without feeling strenuous. The helmets and safety gear provided are a thoughtful touch, especially for families or first-timers.

Poolside Relaxation

After riding, you’ll have plenty of time to unwind by the estate’s private swimming pool. The pool is described as spacious and surrounded by lush greenery, offering a real sense of tranquility. You can lounge on sunbeds, soak up the Tuscan sun, or take a quick shower or dip in the water.

This downtime is one of the highlights for many guests, giving you a chance to truly relax after the riding. The pool has umbrellas, towels, and changing rooms—everything you need to feel comfortable. The only thing to keep in mind is that if you’re not a sunbather, you might find the poolside atmosphere a bit quiet, but that’s part of the charm for many.

The Tuscan Lunch

Around 1 pm, everyone gathers under a marquee at the poolside restaurant for lunch. The meal is hearty and authentically Tuscan: a choice of fresh pasta, cheeses, cold cuts, and crispy bruschettas. The wine flows freely—Chianti, of course—and water is included.

Vegetarians aren’t left out; a special menu is available that’s just as delicious. According to reviews, the food is fresh, generous, and well-prepared, making this a true taste of local flavors. The quality of the wine is praised, with guests mentioning how good the Chianti was, adding to the overall experience.

Visiting a Local Producer

Late in the afternoon, before heading back to Florence, there’s an optional visit to a local Chianti wine and olive oil producer. For those interested, it’s an opportunity to sample and perhaps purchase some of the products tasted at lunch. The visit is flexible—your driver will confirm if it fits into the schedule.

Return to Florence

The driver returns you to the original meeting point, with the tour wrapping up in the late afternoon or early evening. Guests have appreciated the personalized timing based on the group’s preferences.

What We Loved About This Tour

The knowledgeable guides make a huge difference—they’re friendly, patient, and passionate about sharing their love of Tuscany. The scenery is breathtaking, full of rolling hills, vineyards, and cypress trees, making the horseback ride truly memorable.

The lunch and wine are more than just a meal—they’re an authentic taste of the region, served in a relaxing setting. Guests who’ve tried local products say the quality is excellent and well worth the trip.

The poolside chillout is a welcome addition—many travelers find it the perfect way to unwind after the horseback ride. The exclusive setting means you’re not fighting crowds or feeling rushed.

What Could Be Better?

While the experience is lovely, it is a full day, so it might not suit those with limited energy or mobility issues. The cost might seem steep compared to other shorter tours, but considering the private transport, food, and activities included, many find it fair value.

Who is This Tour Best For?

This experience is ideal for couples, small groups, or friends looking for a peaceful escape from Florence’s crowds. It suits those who appreciate nature, good food, and wine, and enjoy a leisurely pace. If you’re after a more active or adventurous riding experience, check if the trail matches your expectations, but beginners and intermediate riders will feel comfortable.

Travelers who enjoy culinary experiences and local products will also appreciate the visit to the regional producer. It’s not a tour for those who prefer urban sightseeing or strict schedules, but rather for those craving a relaxing, scenic day out.

Frequently Asked Questions

Is transportation included?
Yes, round-trip private transportation from Florence is part of the package, making it straightforward to plan your day.

Can I participate if I’m a beginner rider?
Absolutely. The horseback riding is suitable for all skill levels, with guides providing a thorough lesson if needed.

Are vegetarian options available?
Yes, vegetarian guests are welcomed with a dedicated menu that’s equally delicious.

What should I bring?
Bring your swimsuit and towel for poolside relaxation, sunscreen, and comfortable clothes for riding. The tour provides raincoats if the weather turns.

How long does the whole experience last?
The day typically runs from around 9:30 am to late afternoon, giving you plenty of time to enjoy each part without feeling rushed.

Is this tour suitable for children?
Children over 14 can participate, but for younger kids, it’s best to contact the provider directly.

Final Thoughts

If you’re after a day that combines gentle adventure, stunning scenery, and authentic Tuscan flavors, this horseback ride and poolside experience hits the right notes. It’s especially good for travelers who prefer a small, private setting and want to enjoy a relaxed, indulgent day outside the city.

While it’s not a budget option, the inclusion of transport, a substantial lunch, wine, and the exclusive pool area make it a worthwhile splurge for a special day in Tuscany. It’s an experience that leaves many guests feeling refreshed, inspired, and with a few lovely souvenirs to take home.

Whether you’re celebrating a special occasion or just looking to treat yourself, this tour offers a rare chance to enjoy Tuscany’s natural beauty and flavors in comfort and style.

If you’re open to a calm, scenic, and delicious escape from Florence, this experience could be just what you need. Just be prepared for a full day of relaxation and gentle adventure.