Day Trips from Florence to Val d'Orcia

Escape to the heart of Tuscany with this private ride from Florence to the golden hills of Val d’Orcia. Enjoy a relaxed day of breathtaking views, charming villages, and optional wine tasting, all tailored to your pace. Your first stop is Montepulciano, a hilltop gem known for its Renaissance architecture, winding streets, and sweeping vineyard views. Continue with a Val d'Orcia scenic stop, where you can pause for photos or even enjoy a spontaneous wine tasting—many wineries welcome same-day visits. Next, explore Pienza, a beautifully planned Renaissance town offering elegant streets, artisan shops, and stunning countryside panoramas. This fully private tour includes hotel pickup and drop-off with a professional, English-speaking driver. Your itinerary is 100% customizable, making it easy to adapt the day to your interests. Optional tastings and meals are not included in the price.

Journey to the origins some of Italy’s most celebrated ‘vino’ on a private, full-day tour designed for wine lovers and connoisseurs. Visit the medieval town of Montalcino at the famed of Brunello di Montalcino wine. Taste this prized elixir at a winery. Learn about the area’s history and winemaking heritage from a private guide and meet local producers. Price is per group, with a maximum of either 3 or 8 passengers, depending on season and vehicle type.

Get a taste of Tuscan landscape, wine, and food on this full-day private tour from Florence. Led by an English-speaking driver, discover the regions of Chianti and Val d’Orcia, soaking up the local flavor with several wine tastings. Explore the charming towns of Castellina and Montepulciano, and savor a traditional Tuscan lunch at a farmhouse in Montalcino.

Discover Tuscany's most iconic hilltop gems on this full-day excursion from Florence. Organizing a trip to the region’s scattered medieval villages can be challenging without local insight or a grasp of the Italian language. This group experience covers the logistics, so you can spend your time basking in the beauty of Val d'Orcia, sipping wine at a rural vineyard, and exploring medieval fortresses along the way.

Cross the Tuscan hills in search of fine wine, local food, and unforgettable views. This small group tour from Florence takes in UNESCO heritage sites, charming medieval towns, and a landscape that captivated Renaissance painters. Stop in Montalcino for a lunch of local fare and a tasting of some of the best wines in the world. And head to Montepulciano to wander its picturesque palazzos and visit the historical wine cellars.

Discover the essence of Tuscany on the Brunello di Montalcino Wine Tour, a full-day adventure through Val d’Orcia. Marvel at rolling hills and cypress trees as you visit a boutique winery for an organic Brunello tasting, learning about the winemaking process directly from passionate artisans. Enjoy a farm-to-table lunch featuring local ingredients, and explore charming hilltop villages like Pienza or Monticchiello. This tour is designed for wine enthusiasts seeking authentic experiences, all within a picturesque setting. - Full-day tour lasting 10 hours through the stunning Val d'Orcia region - Taste organic Brunello wines at a family-owned boutique winery - Enjoy a delicious farm-to-table lunch with sweeping valley views - Explore quaint hilltop towns for an intimate glimpse of local life

Experience the essence of Tuscany on this immersive Brunello tour through Val d’Orcia. This tour is specially crafted for Brunello enthusiasts and curious wine lovers eager to experience the elegance and rich story behind Tuscany’s most iconic red. This tour offers much more than wine tasting — it is a celebration of Tuscany’s landscape, heritage, and the passionate people who bring Brunello di Montalcino to life.

Sip wine and go back to medieval times during this small-group guided tour that includes an authentic Tuscan lunch. Wander the streets of the ancient, hilltop town of Montalcino known for its wine before touring the Brunello di Montalcino winery. Learn how biodynamic wines are made and sample varieties straight from the barrel. After lunch, visit a second winery to sip samples and eat Tuscan fare.

Join this full-day sensory-filled journey through Val d'Orcia with exquisite wine and cheese tastings. Spend your day immersed in Tuscany's charming medieval towns while enjoying the world-renowned Nobile di Montepulciano and award-winning Pecorino di Pienza. And don't forget about the lunch and refreshing alcoholic beverages included. All these wonderful experiences will take place in a comfortable air-conditioned vehicle. It's a full-day adventure you won't want to miss.

Get a taste of Tuscany's culinary legacy on this wine and food tour from Florence. Led by a guide, travel through the Tuscan hills in a 4WD vehicle, stopping to visit historic wine estates and cellars along the way. Sample specialities at each stop, and enjoy a 3-course meal in the Tuscan countryside before returning to Florence. With several touring options available, find one that'll suit your schedule and budget.

Experience the sights and flavors of Tuscany on a full-day tour from Florence that takes you through the Val d'Orcia region to three historic villages. Admire the elegant Renaissance architecture, explore the village of Pienza independently, and savor the bounty of the region with tastings of local wines in Montepulciano.

Save time planning your perfect Tuscan outing with this full-day guided tour to Val d’Orcia from Florence. Travel through the picturesque countryside in your comfortable coach and discover the enchanting towns of Pienza and Montalcino. You’ll explore the interactive Temple of Brunello museum before sitting down to a delicious gourmet lunch paired with three glasses of local wine.

Discover some of the highlights of Tuscany on this day trip from Florence by coach. Visit historical hill towns Pienza, Montalcino, and Montepulciano; admire the gorgeous, vineyard-covered scenery of Orcia Valley (Val d’Orcia); and enjoy cheese and wine tastings as you stop at local wineries and other venues. It’s a great day out in the Italian countryside.

Tuscany has played backdrop to countless movies, but getting around the stunning region—and knowing where to find filming locations—takes local know-how. Discover a hand-picked selection on this full-day, small-group adventure. From the vampires of the Twilight saga to Diane Lane in "Under the Tuscan Sun," you’ll enjoy free time to explore iconic sites in Siena, Montepulciano, and Cortona. Even better, a light lunch and wine tasting are included.

The Val d’Orcia is one of Tuscany's most picturesque areas, but scarce public transportation and confusing rural roads make exploring on your own tricky. Leave the driving to a professional and focus on views of the UNESCO-listed landscape on this tour of Pienza and Montepulciano from Florence. Marvel at historic architecture and rolling hills, plus enjoy a light lunch and tasting of local Vino Nobile di Montepulciano wines.

Taste your way through Tuscan wine country on a private, full-day tour from Florence. Travel through the scenic Orcia Valley and visit the birthplaces of several prized Italian wines. Explore the medieval villages, tour historic wine cellars and vineyards, or savor a farm-fresh lunch (own expense): your private driver and guide customizes the itinerary for you. Price is per group, based on a maximum of 7 passengers per vehicle.