Tuscany, Italy 13-Day Trip Itinerary

Arrive in Florence

Arrive at Florence Peretola Airport (FLR) from Madrid.

Collect your luggage and proceed to your pre-booked transfer or taxi to your accommodation in Florence.

Hotel Check-in & Freshen Up

Check into your hotel, settle in, and take some time to freshen up after your journey.

Information for your accommodation for these 5 nights is provided below.

Oltrarno Evening Stroll

Enjoy a leisurely evening stroll through the Oltrarno district, known for its artisan workshops and charming atmosphere.

Cross Ponte Vecchio for iconic views.

Traditional Tuscan Dinner

Savor your first Tuscan dinner in a traditional trattoria in the Oltrarno district.

Enjoy local specialties like Pappardelle al Cinghiale or Bistecca alla Fiorentina.

Florence Duomo Climb

Climb to the top of Brunelleschi's Dome for breathtaking panoramic views of Florence.

Remember to book in advance!

Piazza della Signoria & Palazzo Vecchio

Explore the political heart of Florence.

Admire the Loggia dei Lanzi and the exterior of Palazzo Vecchio, home to Michelangelo's David replica.

Lunch at Mercato Centrale

Experience the bustling atmosphere of Mercato Centrale.

The ground floor offers fresh produce, while the upstairs food court has various gourmet stalls.

Ponte Vecchio & Artisan Shops

Walk across the iconic Ponte Vecchio, browsing the unique jewelry shops.

Continue exploring the artisan workshops in the Oltrarno district.

Authentic Gelato Tasting

Indulge in authentic Italian gelato.

Seek out a 'gelateria artigianale' for the best quality.

Dinner near Ponte Vecchio

Enjoy a romantic dinner at a restaurant with views of the Arno river, close to Ponte Vecchio.

Uffizi Gallery Visit

Immerse yourselves in Renaissance art with a visit to the Uffizi Gallery.

See masterpieces by Botticelli, Leonardo da Vinci, and Michelangelo.

Book tickets online well in advance to avoid long queues.

Light Trattoria Lunch

Enjoy a light lunch at a charming trattoria near the Uffizi Gallery.

Tuscan Cooking Class

Participate in a hands-on Tuscan cooking class.

Learn to prepare classic dishes like pasta, sauces, and tiramisu, and enjoy the fruits of your labor for dinner.

Many cooking schools offer classes, often including a market visit. Prices vary based on duration and inclusions.

Dinner from Cooking Class

Enjoy the delicious meal you prepared during your cooking class, accompanied by local wine.

Pick Up Rental Car / Chauffeur Service

Pick up your pre-booked rental car in Florence, or meet your private driver for a day trip to the Chianti region.

Renting a car offers flexibility, but a private driver allows both of you to enjoy wine tastings fully. Consider 'Hire in Italy' for a chauffeur service. Booking: https://www.tripadvisor.com/Attraction_Review-g187895-d4040199-Reviews-Hire_in_Italy-Florence_Tuscany.html

Drive to Chianti Region

Enjoy the scenic drive through the rolling hills and vineyards of the Chianti Classico region.

Col d'Orcia Wine Tasting & Tour

Visit Col d'Orcia, an organic vineyard and winery in Montalcino.

Enjoy an estate tour and a wine tasting experience, focusing on their renowned Brunello di Montalcino.

Book tours and tastings on their website. They are closed on Sundays. Booking: https://www.tripadvisor.com/Attraction_Review-g635634-d3670563-Reviews-Col_d_Orcia-Montalcino_Tuscany.html

Lunch in Greve in Chianti

Have lunch in the charming town of Greve in Chianti, exploring its unique triangular piazza and local shops.

Second Chianti Winery Visit

Enjoy another wine tasting experience at a different Chianti winery, perhaps focusing on Chianti Classico.

Consider smaller, family-run estates for a more intimate experience.

Return to Florence

Drive back to Florence.

Return your rental car if applicable.

Relaxed Dinner in Florence

Enjoy a relaxed dinner in Florence, perhaps in a quiet restaurant after a full day of wine tasting.

Accademia Gallery & David

Visit the Accademia Gallery to see Michelangelo's iconic David.

Also explore the collection of musical instruments and other sculptures.

Book tickets online in advance to avoid long queues.

San Lorenzo Market Exploration

Explore the outdoor stalls of San Lorenzo Market, browsing leather goods, souvenirs, and local crafts.

Afterwards, grab a quick, authentic street food lunch.

Gelato Making Class

Indulge your sweet tooth with a fun gelato-making class, learning the secrets of this beloved Italian dessert. Enjoy your homemade creations.

Many culinary schools offer shorter, focused classes on gelato or pasta.

Sunset at Piazzale Michelangelo

Head to Piazzale Michelangelo for spectacular panoramic views of Florence, especially beautiful at sunset.

This is a must-do for couples.

Romantic Florentine Dinner

Enjoy a romantic farewell dinner in Florence, perhaps trying a restaurant known for its exquisite Florentine cuisine.

Transfer to Siena & Check-in

Travel from your accommodation in the Chianti/Florence area to Siena.

Check into your hotel in Siena, drop off luggage, and get settled.

Explore Piazza del Campo

Wander through Siena's magnificent main public space, the Piazza del Campo, famous for its unique shell shape and as the site of the Palio horse race.

Take in the surrounding architecture.

Enjoy a coffee or aperitivo at one of the cafes lining the square.

Palazzo Pubblico & Torre del Mangia

Visit the Palazzo Pubblico, Siena's impressive town hall, and climb the Torre del Mangia for panoramic views of the city and surrounding Tuscan countryside (optional, tickets needed).

Book tickets for the Torre del Mangia in advance as spots can be limited. The Civic Museum inside the Palazzo is also worth exploring.

Traditional Sienese Lunch

Enjoy a delicious Tuscan lunch at a local trattoria near Piazza del Campo, savoring local specialties like Pici pasta or Ribollita soup.

Ask your hotel for recommendations or look for places off the main tourist streets for a more authentic experience.

Siena Cathedral Visit

Explore the stunning Siena Cathedral (Duomo di Siena), a masterpiece of Italian Gothic architecture, known for its intricate façade, striped marble, and impressive interiors.

Consider purchasing the 'Opa Si Pass' for access to the Cathedral, Crypt, Baptistery, and Museum. Dress respectfully (covered shoulders and knees).

Dinner in Siena

Enjoy a romantic dinner in Siena, perhaps with views of the illuminated city or in a cozy wine bar.

Look for restaurants offering outdoor seating for a pleasant evening atmosphere.

Basilica Cateriniana San Domenico

Visit the Basilica di San Domenico, home to the head of St.

Catherine of Siena, and enjoy impressive views of the city from its terrace.

Wander Siena's Medieval Streets

Get lost in the charm of Siena's narrow, winding medieval streets.

Discover artisan shops, hidden courtyards, and local life.

Explore Contrade (neighborhoods) and their unique flags and traditions.

Light Lunch in Siena

Enjoy a light lunch at a local osteria or grab some delicious street food to save time for your afternoon activity.

Tuscan Cooking Class

Immerse yourselves in Tuscan culinary traditions with a hands-on cooking class.

Learn to prepare classic dishes like pasta, sauces, and dessert, then enjoy the fruits of your labor.

Many schools offer classes in English. This is a fantastic way to learn about local ingredients and techniques. Booking well in advance is essential.

Relaxed Dinner in Siena

Enjoy a final dinner in Siena after your cooking adventure, perhaps trying something new or revisiting a favorite spot.

Drive to Val d'Orcia & Scenic Stop

Check out of your Siena hotel and begin your scenic drive into the Val d'Orcia region.

Stop at a panoramic viewpoint, perhaps along the iconic SP146, for breathtaking photos of the rolling hills.

Explore San Quirico d'Orcia

Visit the charming medieval town of San Quirico d'Orcia.

Walk through its historic center, explore the Collegiata dei Santi Quirico e Giulitta, and enjoy the Horti Leonini gardens.

Don't miss the picturesque Cipressi di San Quirico d'Orcia nearby for iconic photo opportunities. Booking: https://www.tripadvisor.com/Attraction_Review-g668217-d2353453-Reviews-San_Quirico_d_Orcia-San_Quirico_d_Orcia_Tuscany.html?m=66827

Lunch in Pienza

Drive to Pienza, the 'ideal Renaissance town' and a UNESCO World Heritage site.

Enjoy lunch at a restaurant with views of the valley.

Pienza is famous for its Pecorino cheese!

Pecorino Cheese Tasting

Visit Caseificio Val d'Orcia for an authentic experience learning about and tasting the famous Pecorino cheese produced in the region.

You might even see the cheesemaking process.

Contact them in advance to arrange a tasting and tour. Booking: https://www.tripadvisor.com/Attraction_Review-g1221569-d12583125-Reviews-Caseificio_Val_d_Orcia-Contignano_Radicofani_Tuscany.html?m=66827

Check-in to Relais Val d'Orcia

Arrive at your luxurious accommodation in the heart of Val d'Orcia.

Settle in and enjoy the serene surroundings.

Dinner with Val d'Orcia Views

Enjoy a delightful dinner at a restaurant with panoramic views of the Val d'Orcia countryside, savoring regional dishes and local wine.

Col d'Orcia Winery Tour & Tasting

Visit Col d'Orcia, an organic vineyard and winery in Montalcino, famous for its Brunello wine.

Enjoy a guided tour of the estate and cellars, followed by a tasting of their exquisite wines.

Book your visit well in advance, especially for Saturday. They are closed on Sundays. Booking: https://www.tripadvisor.com/Attraction_Review-g635634-d3670563-Reviews-Col_d_Orcia-Montalcino_Tuscany.html?m=66827

Lunch in Montalcino

Head into the charming hilltop town of Montalcino for a traditional Tuscan lunch.

Explore the local shops offering Brunello wine, olive oil, and local produce.

Explore Montalcino Fortress

Visit the imposing Fortezza di Montalcino, a 14th-century fortress offering incredible views of the Val d'Orcia.

You can walk along its ramparts and visit the Enoteca inside for more wine tasting.

Mulino Val d’Orcia Olive Oil Mill

Visit Mulino Val d’Orcia, an olive oil mill and farm.

Learn about olive oil production and enjoy a tasting of their high-quality extra virgin olive oil.

It's best to call ahead or email to arrange a visit and tasting. Booking: https://www.tripadvisor.com/Attraction_Review-g644280-d15011104-Reviews-Mulino_Val_d_Orcia-Pienza_Tuscany.html?m=66827

Relax at Relais Val d'Orcia

Return to your accommodation and enjoy some leisure time.

Relax by the pool, stroll through the vineyards, or simply take in the beautiful sunset views.

Fine Dining in Val d'Orcia

Indulge in a fine dining experience, perhaps at your hotel's restaurant or a highly-rated establishment nearby, celebrating the local flavors and wines.

Reservations are highly recommended for fine dining, especially on a Saturday evening.

Morning Scenic Drive & Photography

Enjoy a leisurely morning drive through the iconic Val d'Orcia landscape.

Stop at various viewpoints to capture the beauty of the rolling hills, cypress trees, and picturesque farmhouses.

Pack your camera! The light in the morning is often beautiful for photography.

Stroll in a Val d'Orcia Village

Visit another charming Val d'Orcia village such as Monticchiello or Radicofani.

Enjoy a peaceful stroll, admire the architecture, and browse local artisan shops.

Last Val d'Orcia Lunch

Savor a final delicious lunch in the Val d'Orcia region, perhaps trying a dish you haven't yet experienced or revisiting a favorite local spot.

Afternoon Relaxation at Relais

Spend a relaxed afternoon at Relais Val d'Orcia.

Enjoy the pool, read a book on the terrace, or simply soak in the peaceful atmosphere before your journey back towards Florence.

Farewell Dinner in Val d'Orcia

Enjoy a farewell dinner in the heart of Val d'Orcia, reflecting on the beautiful landscapes and culinary experiences of the region.

Mercato Centrale Exploration

Immerse yourselves in the vibrant atmosphere of Florence's Central Market.

Explore the ground floor for fresh produce, cheeses, and meats, then head upstairs to the food court for a wide array of local delicacies.

A perfect spot for people-watching and trying various Tuscan street foods.

Tuscan Cooking Class

Participate in a hands-on cooking class focusing on traditional Tuscan dishes.

Learn to prepare pasta from scratch, classic sauces, and a delightful dessert, culminating in enjoying your creations for lunch.

Many classes include a market visit beforehand. Book well in advance as these are popular.

Pitti Palace & Boboli Gardens

Explore the grand Pitti Palace, once the residence of the Medici family, and wander through the magnificent Boboli Gardens, an early example of the 'Italian garden' style with its sculptures and fountains.

Wear comfortable shoes for walking through the extensive gardens. The gardens offer panoramic views of Florence.

Oltrarno Aperitivo

Enjoy a relaxing aperitivo in the Oltrarno district, known for its artisan workshops and bohemian vibe.

Sip on a refreshing Spritz or local wine while savoring some stuzzichini (snacks).

Try La Casa del Vino for a traditional experience or a bar along Piazza Santo Spirito for a lively atmosphere.

Dinner in Oltrarno

Indulge in a final traditional Florentine dinner at a cozy trattoria in the Oltrarno, enjoying local specialties like Ribollita or Bistecca alla Fiorentina.

Seek out a family-run trattoria for an authentic experience. Reservations are recommended.

Climb Brunelleschi's Dome

Ascend to the top of Brunelleschi's Dome for breathtaking panoramic views of Florence and the surrounding Tuscan countryside. Marvel at Vasari's frescoes from above.

Requires a timed reservation, often booked weeks in advance. The climb is strenuous but rewarding.

Leather Market & Shopping

Explore the San Lorenzo Market's outdoor section for leather goods, souvenirs, and local crafts.

Alternatively, browse high-end boutiques on Via de' Tornabuoni for luxury items.

Bargaining is common at the San Lorenzo Market. Check quality carefully when buying leather.

Authentic Gelato Tasting

Indulge in authentic Italian gelato.

Seek out a 'gelateria artigianale' that uses natural ingredients for a truly exquisite experience.

Look for gelaterias with natural colors, covered containers, and a focus on seasonal flavors.

Relax at Bardini Gardens

Escape the crowds and enjoy the tranquility of the Bardini Gardens.

These lesser-known gardens offer stunning views, beautiful terraces, and a lovely wisteria tunnel (seasonal).

Entrance is often included with a Boboli Gardens ticket. A peaceful alternative to the more crowded Boboli.

Riverside Farewell Cocktails

Enjoy farewell cocktails at a bar with views of the Arno River, perhaps near Ponte Vecchio, reminiscing about your Tuscan adventures.

Consider La Terrazza Rooftop Bar or one of the many bars along Lungarno degli Archibusieri for picturesque views.

Romantic Farewell Dinner

Savor a final romantic dinner at one of Florence's acclaimed restaurants, enjoying sophisticated Tuscan cuisine and fine wines.

Book a table at a restaurant like Trattoria Mario (casual, traditional) or La Giostra (more upscale) for a memorable last meal.

Leisurely Breakfast

Enjoy a final Italian breakfast at your hotel or a local café, savoring a cappuccino and a pastry.

Packing & Hotel Check-out

Finalize packing and complete the check-out process from your hotel.

Transfer to Florence Airport

Arrange for a taxi or private transfer from your hotel to Florence Peretola Airport (FLR) for your departure.

Airport Check-in & Security

Complete check-in procedures and go through airport security for your flight back to Madrid.