Tuscany Travelers Recommend - page 2

Not just famous as the home of da Vinci and Michelangelo, Florence also once hosted Galileo Galilei, whose contributions to physics and astronomy changed the world. Here are a few sites in Florence that pay homage to this influential scientist.

Galileo Museum (Museo Galileo)

Dedicated to the life and discoveries of Galileo, this site includes two important early telescopes and other historic scientific tools. Don't miss viewing Galileo's preserved fingers, which have been on display at the museum since 2010.

How to Visit

Take a science tour of Florence to get an in-depth look at the city's scientific history.

Santa Croce Basilica

This Franciscan church is the final resting place of so many important Italian figures that it has earned the nickname "Temple of the Glories of Italy." The tombs of Galileo, Michelangelo, and Dante can be seen here.

How to Visit

A guided tour of the mausoleum includes commentary on the lives of those buried there, as well as a look at the ornate church and its masterful artwork by Giotto, Brunelleschi, and Donatello.

Leaning Tower of Pisa

Galileo hails from Pisa, home of the famous Leaning Tower. It's said that Galileo formed some of his experiments around gravity with plans to drop objects from the tower.

How to Visit

Join a half-day tour of Pisa from Florence and gain priority access to the Leaning Tower.

While Florence’s medieval center offers a welcome break from the modern world, the city's museums and Renaissance palaces draw 21st-century crowds. Spend less time waiting in line at these under-the-radar attractions, and discover some unexpected surprises along the way. 

Museo del Bargello

Instead of jockeying for prime viewing positions at the Accademia or Uffizi with everyone else, get your sculpture fix at this lesser-known Palazzo del Podesta, a treasure trove of Renaissance art. You won't feel rushed while browsing galleries that exhibit works by the likes of Michelangelo and Donatello. 

Palazzo Strozzi

See what's on at this reimagined Medici palace, which hosts exhibitions that range from classical music, live theater, Renaissance retrospectives, and contemporary art shows. The building itself is a work of art, and there’s rarely a line to get in. 

Villa Bardini

The gardens of this medieval villa provide green space to relax in a mostly stone city. Views from here rival those of the popular Piazzale Michelangelo, but you're likely to share the space with only a few other visitors. Plus, the same admission ticket grants you access to the neighboring Boboli Gardens behind Palazzo Pitti. 

Basilica di Santo Spirito

Don't be fooled by the unassuming exterior of this church, which was built by Brunelleschi of Duomo fame. Basilica di Santo Spirito is adorned with priceless frescoes and altarpieces, including an early crucifix by Michelangelo. It's a short walk from the Ponte Vecchio but nestled in the quieter Oltrarno district, home to fewer crowds. 

San Gimignano

Escape the city altogether on a day trip to the Tuscan countryside, which typically stop at the UNESCO World Heritage-listed hill town of San Gimignano. Get lost in a maze of medieval streets or climb more than 200 steps for view of Tuscany’s Elsa Valley.

Pisa is home to one of the most recognized landmarks in the world, as well as lesser known architectural masterpieces. With two days, here are a few ways you can experience the grandeur and grace of Pisa, as well as coastal or countryside destinations beyond the city limits.

Day 1: Pisa Opening Acts and Headliners

**Morning:**Begin not with Pisa’s blockbuster Square of Miracles (Piazza dei Miracoli) and Leaning Tower—crowded with visitors in the morning hours—but with its historic center. Join a walking, Segway, or bike tour that visits gems like the Knight’s Square (Piazza dei Cavalieri) and Church of Santa Maria della Spina.

**Afternoon:**No visit to Pisa is complete without a deep dive into its cathedral complex, a UNESCO World Heritage Site that includes the Duomo, Leaning Tower, baptistery, museum, and cemetery. Visit as part of a tour that includes time-saving, skip-the-line entry and a guide to put this work of Gothic architecture into historic context.

**Night:**Now that you’ve seen Pisa’s cultural treasures, sample its culinary ones. Taste Tuscan street food classics like cecina and porchetta with a food and wine tour of the historic center. Or, get hands-on by opting for a cooking class that includes a practical lesson and informal meal. 

Day 2: The Coast and Countryside

**Morning:**Pisa is well-positioned for striking out toward the coast or countryside. Popular day trips include excursions to the colorful Cinque Terre fishing villages on the coastline of neighboring Liguria, the medieval hill towns of Siena and San Gimignano, or even the bustling Tuscan capital city of Florence.

**Afternoon:**Those who want to have a leisurely morning can opt for an afternoon jaunt. Half-day tours from Pisa generally concentrate on the surrounding Tuscan hills, with tastings in the area’s wineries or visits to less far-flung towns, such as Lucca to the north or Volterra to the south.

**Night:**Enjoy your final evening in Pisa in the Piazza dei Miracoli. Settle in for dinner or a glass of wine at one of the al fresco restaurant tables around the perimeter of the square and savor the view by night when the Leaning Tower and Duomo are dramatically illuminated.

Check the Leaning Tower off your list of must-sees in Italy, and explore Pisa’s less famous but equally lovely historic center. Afterward, head farther afield to the postcard-ready coastal villages of the Cinque Terre and the captivating landscapes of Tuscany. Here are your options for three days in Pisa.

Day 1: Pisa great and small

An image that has become a touchstone of popular culture, the Leaning Tower of Pisa is one of the most iconic monuments in the world. Spend the first hours of the day enjoying the city’s historic center on a guided walking, Segway, or bike tour of sights such as the Renaissance Knights’ Square (Piazza dei Cavalieri) and pocket-size Santa Maria della Spina. Once the crowds have dispersed, take on the sprawling cathedral complex with a guided tour that includes skip-the-line access to ensure you have ample time to savor the Duomo, Leaning Tower, Baptistery, Opera del Duomo Museum, and Camposanto cemetery. End your day with a food tour, wine tasting, or private cooking class to sample Tuscan cuisine.

Day 2: Coastal beauty

Take a day trip to the nearby Cinque Terre, five tiny fishing villages clinging to the coastal cliffs of neighboring Liguria. Travel among the colorful hamlets on foot via the panoramic footpath, by train via the local route that hugs the coastline, by boat—or by motor vehicle on a full-day tour that includes transport. Most itineraries include time to linger over a lunch of Ligurian specialties, such as fresh seafood and pasta tossed with pesto genovese. Later, relax on the beach and soak up some Mediterranean sun.

Day 3: The Tuscan hills

It’s back to Tuscany for your final day, using Pisa as a base to explore the pastoral countryside and hill towns of the surrounding region. Popular Tuscan day trips from Pisa include jaunts to San Gimignano and medieval Siena, often with a wine-tasting stop in the Chianti hills. True oenophiles might opt for a day dedicated to touring Tuscan wineries and sampling the most prestigious regional labels. Or, combine wine tasting with art, choosing a tour that stops by Florence and the Uffizi Galleries. If you prefer a slower pace, spend a leisurely morning in Pisa, then join a half-day tour to a nearby city such as Lucca or Volterra.

Many of the world’s greatest artists lived and worked in Florence during the Renaissance, making the UNESCO-listed city is a time capsule of creativity. You’ll find art and sculptures in museums, medieval palaces, churches, and piazzas. Here are some of Florence’s best cultural offerings.

Admire Masterpieces at Some of Europe’s Best Museums

As the birthplace of the Renaissance, Florence boasts the world's greatest collection of Renaissance art. You could easily spend your entire vacation exploring museums but if you only have limited time, the Uffizi Gallery and Accademia Gallery—home of Michelangelo’s David statue—are must-sees. Smaller collections at the Bargello, Palatine Gallery, Orsanmichele, and Museo dell'Opera del Duomo are also well worth a look.

Step Inside Art-filled Churches

Museums may get most of the attention, but you don’t need a ticket to see all of Florence’s artistic treasures. Churches across the city are free to the public, and many boast frescoes and altarpieces by Michelangelo, Donatello, and Titian. Santa Maria del Fiore (the Duomo) is deservedly the most famous basilica, but smaller churches such as Santa Maria Novella, the Medici Chapel, and Basilica di Santo Spirito also hold priceless gems.

Attend a Classical Music Concert

Small concerts held throughout Florence pay tribute to Renaissance maestros. Often held in medieval churches, these performances take advantage of centuries-old acoustics. Check the event listings at Santa Monaca Church or St. Mark’s Anglican Church, both popular venues.

Follow Medici Footsteps at Regal Palazzos

The Medici family ruled Florence during its artistic peak, and the clan’s former palaces and offices showcase the ultimate in Renaissance luxury. Admire private art collections, jewels, costumes, and period furnishings at the Palazzo Vecchio and Palazzo Pitti, or enjoy some fresh air and royal landscaping on a stroll through the Boboli and Bardini Gardens.

Land of jewel-like medieval towns, rolling vineyards, and a wealth of UNESCO-listed architectural sites, Tuscany is one of the most famous regions in the world. With two days, you’ll have time to dip into its charm before moving on its capital city of Florence or the rest of Italy. Here are your best options for spending two days in Tuscany.

Day 1: Chianti

**Morning:**If Tuscany is Italy’s most famous region, Chianti is its scenic crown jewel. Your first day, focus on this paradise of food, wine, and views. Start by joining a driving or Vespa tour along the scenic SS222, which passes some of the most picturesque hilltowns, like Greve in Chianti, Panzano in Chianti, Radda in Chianti, and Castellina in Chianti.

**Afternoon:**No jaunt through Chianti is complete without sampling the area’s food and wine. Visit some of the small family-run cellars hidden in the hills on a wine tour, or explore the wine country by horseback or on bike, stopping for tastings. Foodies can opt for a farmhouse cooking class to learn how to prepare classic Tuscan dishes.

**Night:**End your day in San Gimignano, a spectacularly preserved medieval hilltown that is particularly beautiful in the evening, after the bus-tour crowds depart. Stroll through the old town to take in its 14 soaring towers, Collegiate Church of Santa Maria Assunta, and Piazza Duomo, before relaxing over dinner at a local trattoria.

Day 2: Pisa and Lucca

**Morning:**The Leaning Tower of Pisa is on everyone’s must-see list, but resist the urge to head straight to the Duomo and its famous bell tower in the morning, when these popular attractions are overflowing with bus-tour crowds. Instead, join a guided walking, Segway, or bike tour of Pisa’s handsome historic center, the Piazza dei Cavalieri, and Santa Maria della Spina. 

**Afternoon:**Once the morning crowds have gone, head to Pisa’s famed cathedral complex on a guided tour that includes skip-the-line tickets. This glorious UNESCO World Heritage Site includes the gothic Duomo and baptistry, the iconic Leaning Tower, the Opera del Duomo Museum, and the Camposanto cemetery.

**Night:**From Pisa, continue on to Lucca, a lovely walled town that has a refreshing un-touristed feel. Take a walking or biking tour through the old town to visit the Duomo, Guinigi Tower, the Church of San Michele in Foro, and other highlights. End your two-day Tuscan adventure by joining the locals in the evening passeggiata (stroll) along Via Fillungo. 

Soaring high above the medieval center of San Gimignano, the town’s 14 towers form one of the most remarkable skylines in Tuscany. This UNESCO World Heritage Site hill town is beloved for its intact historic center, excellent food and wine, and endless views over the pastoral countryside. Here’s how to experience its singular appeal in just one day.

Morning: Historic Center

The compact historic center of San Gimignano is considered one of the most enchanting in Tuscany, with medieval streetscapes virtually frozen in time since the town’s 14th-century heyday and more than a dozen of its original 72 towers still standing. Join a small-group or private walking tour to appreciate gems such as the Large Tower (Torre Grossa) and the Collegiate Church of Santa Maria Assunta. Stroll through Cathedral Square (Piazza Duomo) and Cistern Square (Piazza della Cisterna), take in the medieval city walls, and explore the ruins of the 16th-century fortress while learning about the rise and fall of this town along the ancient Via Francigena.

Afternoon: The Wine Country

One of the biggest draws of San Gimignano is its captivating setting deep in the Tuscan hills, surrounded by some of the region’s most prestigious wine country. Set off in the afternoon to explore the countryside and sample wine at nearby wineries. For a lighthearted twist, you can tour the vineyard-covered hills by Italy’s iconic Fiat 500 car or Vespa scooter. Dedicated gourmands can also opt for a cooking class or truffle hunt followed by a cooking lesson to learn how to prepare Tuscan classics and enjoy the results during a celebratory dinner. Alternatively, head farther afield in the afternoon to visit the historic town of Siena, home to the famed Palio, or Volterra, with its fascinating Etruscan history.

Night: The Flavors of Tuscany

Cap off your day in San Gimignano by sampling local specialties during a romantic candlelight dinner in the historic center or in a scenic winery outside of town. Enjoy artisan cheeses and charcuterie from the region, traditional Tuscan dishes such as ribollita (Tuscan bread soup) and truffle pasta, and local wines paired with each course. Whether you choose to dine in town or in the countryside, be sure to catch the sunset over the rolling landscape at dusk, when the golden light creates a postcard-perfect view.

Discover perfectly preserved medieval villages and captivating landscapes by taking two days to explore the historic center of San Gimignano and surrounding wine country plus the delightful town of Siena, Volterra, or Montalcino. Here are your best options for pairing striking cityscapes with scenic Tuscan countryside in two days.  

Day 1: The Towers of San Gimignano

**Morning:**Begin first thing in the morning by getting to know San Gimignano’s delightful medieval center, a UNESCO World Heritage Site, on a walking tour. Learn about the history of its 14 towers, and visit highlights such as the Large Tower (Torre Grossa), Collegiate Church of Santa Maria Assunta, Cathedral Square (Piazza Duomo) and Cistern Square (Piazza della Cisterna), and ruins of the 16th-century fortress.

**Afternoon:**San Gimignano is surrounded by some of the loveliest landscapes and most prestigious wine country in Tuscany. Tour the countryside by Fiat 500 car or Vespa scooter or with a more traditional wine tour stopping at nearby wineries. Foodies can join a truffle hunt and cooking class or a lesson in preparing pasta, pizza, or gelato followed by a convivial dinner.

**Night:**In addition to excellent wine, traditional Tuscan food is at the heart of San Gimignano. Be sure to sample some of the most beloved local dishes over a romantic candlelight dinner in town or in a winery in the surrounding hills. Sample cheeses and charcuterie,ribollita (Tuscan bread soup), truffles, and area wines. 

Day 2: Tuscany’s Hill Towns

**Morning:**Set your sights farther afield today and explore the hill town of Siena, home to a UNESCO-listed historic center, exquisite Gothic cathedral, and the rolicking Palio festival. Beat the crowds by booking skip-the-line tickets to the cathedral (duomo) complex so you have plenty of time to explore the cathedral, crypt, baptistry, museum, and Piccolomini Library.  

**Afternoon:**Ancient-history buffs can instead opt to tour Volterra, a former Etruscan stronghold with fascinating archaeological ruins and museum. Explore the historic center on foot to take in the medieval city hall and Via Porta all’Arco, known for its artisan book binderies, leather and bronze workshops, jewelers, and more.

**Night:**True wine aficionados can cap off the day with a jaunt to Montalcino to sample its prestigious Brunello di Montalcino, one of the most popular Italian varietals. This area of Tuscany is known for its Fiorentina, an impressively thick steak cooked over wood coals and the perfect foil to the bold local red.

Discover one of Tuscany’s best preserved medieval towns in the historic city center of Siena, a UNESCO World Heritage Site. Then, pair those urban piazzas with scenic countryside as you explore the surrounding wine country of Chianti and Val d’Orcia. Here are your best options for spending two days in Siena.

Day 1: Siena, Inside and Out

**Morning:**Begin your day by getting to know the Siena Cathedral (Duomo di Siena) from top to bottom. Beat the crowds by booking skip-the-line tickets so you don’t have to wait to enter the complex and can take your time exploring the Gothic church, crypt, baptistry, museum, and Piccolomini Library. 

**Afternoon:**From Siena’s soaring cathedral, move on to its medieval historic center, centered around the Piazza del Campo. Join a private walking tour to take in all the town highlights in just a few hours, from the imposing Palazzo Pubblico and Torre del Mangia to the cobbled lanes lined with shops.

**Night:**After a day of art and architecture, it’s time to unwind with an evening of food and wine. An informal cooking class or wine tasting workshop offers a hands-on way to learn about—and sample—Tuscany’s regional cuisine and cap off your first day in Siena.

Day 2: Wine, Crafts, and Views

**Morning:**You’ve seen the sights in town, now head for the hills. Join a wine-tasting day trip to Montalcino or San Gimignano, or travel by Vespa scooter or vintage Fiat 500 to the wineries just outside Siena. Outdoor enthusiasts can join a hiking or e-bike wine tour with tastings and lunch.

**Afternoon:**Siena is famous for its prestigious wine, traditional crafts, and fairytale scenery. You’ve crossed wine off the list, so devote the afternoon to learning the history of majolica production with a ceramics workshop, or join a guided photography tour to capture choice shots of the town and its views.

**Night:**Make your final evening memorable by watching the sun set over the medieval old town and rolling countryside beyond. Head to the panoramic Piazza del Mercato with a night tour, or climb to the top of the Torre del Mangia for sweeping views across the Sienese hills.

The Leaning Tower of Pisa is one of the most iconic landmarks in Italy, but there is more to this Tuscan city than its famously listing bell tower. Here’s how to spend the day exploring Pisa’s cathedral and adjacent tower in Piazza dei Miracoli, as well as its historic center—with time left over for some foodie fun. 

Morning: First, The Town

You may think that hitting the headliners in Piazza dei Miracoli (Square of Miracles) is best done first thing in the morning, but most bus tours pull into town as Pisa’s Leaning Tower, Cathedral (Duomo), and baptistery are opening. It’s better to begin your day with a walking, Segway, or bike tour of the city’s historic center to bring to life the art and architecture of Knights’ Square (Piazza dei Cavalieri), the Romanesque Church of San Sisto, and the Gothic Church of Santa Maria della Spina. Then when crowds have thinned, move on to Pisa’s cathedral complex, a UNESCO World Heritage Site.

Afternoon: Second, The Show-Stoppers

Most visitors stop in Pisa exclusively for the bragging rights of having seen the Leaning Tower, but you’ll be glad you’ve put off the pleasure of visiting the star attractions in Piazza dei Miracoli until the less-crowded afternoon hours. Now’s the time to get to know the complex from top to bottom with a guided tour that includes skip-the-line tickets, so you have time to savor, in relative peace, the beauty and history of the Leaning Tower and its cathedral and baptistery, along with the complex’s Opera del Duomo Museum and Monumental Cemetery. 

Night: Finally, The Feast

Though the Leaning Tower is by far its biggest draw, Pisa is an important city in Tuscany and the perfect spot to sample the region’s traditional cuisine. Take a food tour through the historic center to taste street foods like porchetta and cecina, or dive into a cooking lesson to prepare—and then eat—classic local dishes. Alternatively, spend art of the day exploring other Tuscan locales. Popular side trips include the Cinque Terre on the coast; the hill towns of Pienza, San Gimignano, Siena, and Montepulciano; the villages and countryside of Chianti; or the lively walled city of Lucca.

Siena is more than just a postcard-perfect medieval hilltown. The UNESCO-listed gem is also the ideal base for exploring Chianti, the Val d’Orcia, and the Crete Senesi—a quintessential Tuscan landscapes dotted with tiny villages and rolling vineyards. Here are a few ways to take in Siena and the surrounding countryside in three days.

Day 1: Explore the Town

Delve into the rich culture and history of this time-capsule town by devoting the day to exploring Siena’s delights, large and small. Begin your visit with skip-the-line access to the soaring Gothic Siena Duomo. Early morning tickets leave you time to linger in the magnificent church and savor works by Donatello, Michelangelo, and Bernini (and help you avoid the tour-bus crowds that flock to the complex later in the day).

Afterwards, get to know the medieval center of the city with a walking or Segway tour that touches on its architectural treasures, such as the Piazza del Campo, Palazzo Pubblico, Mangia Tower (Torre del Mangia), and Basilica of San Domenico. Some tours also provide insight into the town’s famous Palio festival with a stroll through the contrade districts, and most pause in the Piazza del Mercato for photo ops from the scenic overlook and a chance to explore the quiet artisan-lined back streets.

Day 2: Outside the Walls

Located just outside Siena’s imposing medieval city walls, the undulating Crete Senesi region offers some of the most striking views in Tuscany. Admire this landscape from the air on a hot-air balloon flight or from the ground with a guided hike through the hills. Foodies can combine countryside and cuisine by joining a truffle hunt or a cooking class, and wine lovers can visit the local wineries on a tuk-tuk, all-terrain vehicle, or e-bike winery tour.

True oenophiles may want to head a bit further afield to sample prestigious Chianti or Brunello di Montalcino wines where they are produced. Opt for a day trip that provides transportation, and you can imbibe with peace of mind. Most wine-tasting tours include stops at a winery or two for tastings as well as free time in the scenic hill towns like Radda, Castellina, or Montalcino and an informal Tuscan lunch.

Day 3: Adventures Across the Border

After exploring the city and its surroundings, take advantage of Siena’s strategic location in the center of Tuscany, and take a day trip to the furthest reaches of the region—or even across the border into Umbria, Liguria, or Emilia-Romagna. Unforgettable Tuscan destinations include the hill towns of San Gimignano, Volterra, and Montepulciano and the scenic streets of Pienza.

You can also make a break for the Ligurian coast with a guided tour of the fishing villages of Porto Venere and the Cinque Terre and or double-down on art and culture by taking in the frescoed museums and churches of Cortona and Assisi, located on the border between Tuscany and Umbria. Alternatively, you can rev your engines with a guided tour of the Ferrari Museum near Modena and enjoy tastings of local balsamic vinegar and Parmigiano-Reggiano cheese. Then head back to Siena for one last night enjoying the city’s enotecas and wine bars.

Arezzo is as Tuscan as you can get, both in spirit and in location. In addition to a Hollywood-ready medieval center, the town overlooks four valleys—Val Tiberina, Casentino, Valdarno, and Valdichiana—and is within striking distance of Cortona and Siena. Here are a few ways to see Arezzo and the finest Tuscan hill towns and countryside in three days.

Day 1: In and Around Arezzo

Get to know Arezzo’s handsome historic center and pretty countryside in a single day, beginning with a guided walking tour of the town’s cultural highlights in the morning. Take in the main Piazza Grande, lined with Vasari’s Renaissance Loggia and Romanesque apse of the Church of Santa Maria della Pieve, and stop by the Church of San Francesco and the cathedral to admire Piero della Francesca’s 16th-century frescoes. In the afternoon, wine lovers can tour a winery set in the rolling vineyards and taste the area’s excellent vintages, while foodies can learn how to create classic Tuscan dishes with a local chef.

Day 2: Cortona’s Simple Pleasures

Experience the charm of Cortona, made famous in Under the Tuscan Sun, with a themed walking tour of the historic center that includes locations featured in the book and film, such as Piazza Garibaldi and Piazza della Repubblica. Art aficionados can visit the Diocesan Museum and the Church of San Domenico to see three works by Fra’ Angelico, all dating from 1436. Afterwards, head outside of town to visit two elegant Renaissance churches: Giorgio Vasari’s domed Santa Maria Nuova and the Santa Maria delle Grazie al Calcinaio, home to the Madonna del Calcinaio image, said to perform miracles. Lake Trasimeno is just a few minutes away, its quiet shores offering a welcome break from sightseeing and the perfect way to end the day.

Day 3: Sightseeing in Siena

Spend your third day exploring stately Siena and its large yet perfectly preserved medieval center. Start at the cathedral complex with skip-the-line tickets to view the church, baptistery, museum, and library, taking in masterpieces by Bernini, Donatello, and Michelangelo. Afterwards, explore Siena’s grand historic center with a walking or Segway tour of highlights, including Palazzo Pubblico, Torre del Mangia, Basilica di San Domenico, and sweeping Piazza del Campo—site of the city’s rolicking annual Palio festival and horse race. Photography buffs will want to capture the views over the Crete Senesi landscape from the scenic overlook in Piazza del Mercato; most tours also visit local artisan workshops.

More than just the quintessential Tuscan village, San Gimignano is also the ideal base for exploring the pastoral countrysides and gem-like towns of Chianti, the Val d’Orcia, and the Crete Senesi. Here’s how to take in San Gimignano and the surrounding vineyards, olive groves, and villages in three days.

Day 1: San Gimignano

Savor the time-capsule atmosphere of San Gimignano today, and explore the town’s delights inside and outside the medieval city walls. On a morning walking tour, explore the historic center, a UNESCO World Heritage Site, taking in its 14 soaring towers, Collegiate Church of Santa Maria Assunta, Piazza Duomo, Piazza della Cisterna, and the remains of the town’s 16th-century fortress. In the afternoon, set off to explore the surrounding Chianti hills by Fiat 500 car or Vespa scooter, or join a wine tour to taste local labels at scenic hillside wineries. Hands-on foodies can learn how to re-create classic Tuscan dishes during a cooking class or truffle hunt followed by a cooking lesson.

Day 2: Siena, the Crete Senesi, and the Val d’Orcia

On your second day, head to Siena’s historic center to take in its architectural masterpieces and views across the undulating Crete Senesi and Val d’Orcia. Avoid the tour-bus crowds by beginning with a skip-the-line tour of the city’s exquisite Gothic cathedral, home to works by Donatello, Michelangelo, and Bernini, as well as the cathedral’s crypt, baptistry, museum, and Piccolomini Library. Afterwards, get to know the medieval center with a tour of the Piazza del Campo, Palazzo Pubblico, Torre del Mangia, and Basilica di San Domenico. Learn about the Palio festival, one of the most historic celebrations in Italy, and take a stroll through the contrade districts.

Day 3: The History and Workshops of Volterra

Though less famous than Siena, the Tuscan hill town of Volterra is no less storied. If anything, the history of this delightful center not far from San Gimignano stretches even further back than its medieval neighbor, with origins that can be traced to the Etruscans eight centuries before Christ. Ancient-history enthusiasts will enjoy touring the captivating archaeological ruins and museum dedicated to this enigmatic culture, which was later assimilated into the Roman empire. Walking tours also take in the historic center, with its 13th-century Palazzo dei Priori city hall, cathedral decorated with works by Andrea della Robbia and Benozzo Gozzoli, and Roman theater from the first century BC. A highlight is Via Porta all’Arco, lined with artisan workshops turning out paper, leather, bronze, and gold.

Situated in the heart of Tuscany, Siena is just a stone’s throw from several of Italy’s most celebrated wine-producing regions. Wine lovers who make their base here will have plenty of chances to learn about—and taste—sought-after labels and rare vintages. Here’s what you need to know about wine tasting in Siena.

Must-Try Varietals

Wine lovers in this part of Italy can choose from among a number of famous wine-producing regions. North of town, between Siena and Florence, is the famous wine region of Chianti. Chianti is well known for its production of medium-bodied Chianti Classico reds, which are made using at least 80% sangiovese grapes, with the rest made of up blends that may include canaiolo, colorino, cabernet sauvignon, syrah, and merlot.

South of Siena lies Montalcino, where Italy’s famous Brunello di Montalcino wine is made using 100% sangiovese grapes. Also south of Siena is Montepulciano, whose Vino Nobile di Montepulciano red is again made mostly of sangiovese, with small amounts of other varietals such as canaiolo and mammolo blended in. White-wine lovers may want to make the journey northwest to the hill town of San Gimignano to try Vernaccia di San Gimignano, made using the white vernaccia grape.

Must-Do Experiences

• See medieval castles such as Castello Monteriggioni and Castello Di Meleto during a wine tour of Chianti.

• Hike to a winery on the vineyard-surrounded Via Francigena ancient pilgrimage route.

• Learn about the production of Brunello di Montalcino and Chianti wines during winery tours.

• Train your palate during a guided wine-tasting workshop.

• Drive a vintage Italian car through the Tuscan countryside before stopping at a local winery for a multicourse meal accompanied by Tuscan wines.

With three days to explore Tuscany, you’ll be able to savor picture-perfect hill towns, scenic vineyards, and world-class art and architecture while also visiting the iconic Leaning Tower of Pisa. Here’s how to make the most of three days in Tuscany. 

Day 1: Siena, the Crete Senesi, and the Val d’Orcia

Begin by visiting one of the most beautifully intact historic towns in Tuscany: Siena. With a historic center rich in architectural masterpieces and views across the rolling landscape of Crete Senesi and the woodlands of Val d’Orcia, Siena offers both culture and scenery. Start the day with a skip-the-line tour of the city’s exquisite Gothic cathedral to admire works by Donatello, Michelangelo, and Bernini before moving on to the crypt, baptistry, museum, and Piccolomini Library. Then take a deep dive into the city’s medieval center with a tour of the Piazza del Campo, home to the Palazzo Pubblico and Torre del Mangia, and the Basilica di San Domenico. 

In the afternoon, strike out through the surrounding countryside by vintage Fiat 500, bike, or horseback to savor some of the most unforgettable vistas in Tuscany and stop at picturesque towns like Pienza, Montepulciano, and Montalcino.

Day 2: Chianti and San Gimignano

Head to Tuscany’s Chianti countryside and take a driving or Vespa tour through the sleepy hilltowns of Greve in Chianti, Panzano, Radda in Chianti, and Castellina in Chianti. In the afternoon, focus on the region’s beloved cuisine: Wine tours by car, bike, or horseback are all great options for exploring the vineyard-covered hills dotted with tiny cellars where you can sample some of the area’s best wines. This is also an ideal area to join a hands-on cooking class in the countryside and learn to prepare classic Tuscan dishes.

From Chianti, continue on to San Gimignano to take in its delightful medieval old town in the quieter hours of the evening. Tour highlights like the city’s 14 historic towers, the Collegiate Church of Santa Maria Assunta, and Piazza Duomo on foot before tucking into a Tuscan dinner.

Day 3: Pisa and Lucca

On your final day, make your way to one of Tuscany’s headliners: the Leaning Tower of Pisa. Topping Italy’s list of highlights, this bell tower can be uncomfortably crowded in the morning, so begin your day with a guided tour of Pisa’s historic center on foot or via Segway or bike. In the afternoon, join a tour that includes skip-the-line tickets to take in the spectacular UNESCO-listed Piazza dei Miracoli. Follow your guide through the gothic Duomo and adjacent baptistry, the Leaning Tower, the Opera del Duomo Museum, and the Camposanto cemetery to fully appreciate these architectural masterpieces. 

End your three days in the exquisite (and much less crowded) town of Lucca. Take a walking or biking tour of the highlights in the historic center before capping off the day with an evening “passeggiata” (stroll) along Via Fillungo. 

As the capital of Tuscany and birthplace of the Renaissance, Florence is a highlight for art lovers, foodies, and history buffs alike. The following cultural experiences are on sale for a limited time and offer the personal touch of a private tour, plus a chance to explore lesser-known spots and learn from an insider's perspective. Here are your options.

Highlights

• Admire spectacular views over Florence from Brunelleschi's Dome, Florence's most famous architectural landmark.

• See top attractions such as Palazzo Vecchio, the Duomo, and the Uffizi Gallery along with secrets sights and hidden landmarks on a guided walking tour.

• Marvel at Renaissance masterpieces with skip-the-line access to the Opera del Duomo and Misericordia museums.

• Learn about historic Florentines such as the Strozzi, Bartolini Salimbeni, and Medici families as you admire their lavish palazzos and sip prosecco in the palace gardens.

• Enjoy a taste of Tuscany at Sant'Ambrogio Market (Mercato di Sant'Ambrogio) and sample regional specialties such as prosciutto, stracchino cheese, fresh pasta, and gelato.

• Travel in the comfort of a private vehicle and enjoy the undivided attention of your tour guide.

Once the sun goes down in Florence, the city’s Renaissance charm really shines; daytrippers depart and locals head out for an aperitivo, dinner, concert, or evening passeggiata (stroll). Here’s how to experience the best of Florentine nightlife.

Wine Tastings and Aperitivo Experiences

Florence is in the heart of Tuscany, one of Italy’s most prolific wine-producing regions. A wine tasting tour is the perfect way to combine the city’s culinary culture with its nightlife, and sample regional labels in some of the top wine bars in Florence. Alternatively, get an insider’s look at the trendy side of Florence during an aperitivo tour, which typically reveal fashionable cafés and bars during the Italian version of happy hour.

Florence by Night Tours

Take in top Florence sights without the distraction of crowds on a night tour. Marvel at the dramatically-illuminated Duomo, Piazza della Signoria, and Ponte Vecchio on a walking, Segway, or e-bike tour, which tend to stop in Piazzale Michelangelo for panoramic city views. Skip the hassle of following a map and instead explore the city with a guide to learn about its history and architecture, and get insider tips on where to go for dinner afterward.

Dinner on the Town

Florentines don’t tend to dine until late evening, so you can kick off your night with a wine tasting or night tour and still have time to linger over a Tuscan meal. Sit down for a Renaissance-style meal accompanied by traditional music, or connect with a Florentine host and master classic Italian recipes during a home dining experience.

Opera in Surprising Places

Florence is home to several historic churches that have been converted into concert venues, which makes for soaring acoustics and architectural grandeur. Whether you’re an opera expert or a newbie, you can enjoy the most famous arias performed on any evening of the week. Book your ticket in advance for a performance in order to avoid disappointment.

With one of the best preserved medieval cityscapes in Tuscany, Siena’s historic center boasts lively piazzas, soaring Gothic churches, and picturesque cobbled alleys. It’s also the backdrop to the raucous Palio festival and horse race held here each summer. Here’s how to discover this captivating city’s main highlights in just one day.

Morning: Explore the Historic Center

Consider the old town of Siena as an open-air museum centered around the Piazza del Campo and Siena Cathedral (Duomo di Siena), a Gothic masterpiece and one of Siena’s most impressive sights. The historic center, a UNESCO World Heritage Site, is compact and easily visited in a few hours. Put the city’s important urban landmarks, such as the Palazzo Pubblico and Torre del Mangia, into context by joining a small-group or private walking, bike, or Segway tour. Many tours offer a skip-the-line entrance to the Duomo to maximize your time. And, some guided tours include a stop at the Contrada Museum to learn about Siena’s famed Palio horse race, as well as a gelato break.

Afternoon: Taste the Flavors of Tuscany

Set deep in the Tuscan hills, Siena is the perfect spot to discover this region’s traditional cuisine. Spend your afternoon taking a food tour in the city center that samples some of the area’s best cheeses and salami, local truffles, and the city’s famed panforte and ricciarelli sweets. Oenophiles can opt for a wine tour to learn about the prestigious varietals produced in the vineyards of nearby Chianti, and those who want a more hands-on experience can join an informal cooking class to learn how to prepare Tuscan classics.

Night: Head for the Hills

The beauty of Siena’s historic center is matched by that of the surrounding rolling landscape, perhaps most striking at dusk. As the setting sun casts a golden light over the countryside, strike out for a scenic driving tour through the vineyard-covered hills of Chianti, with stops for wine tastings and dinner at a tiny hilltop village. Alternatively, saddle up and explore the environs on horseback, an option if traveling with older kids and an unforgettable way to top off your day of culture and cuisine in Siena.

One of Tuscany’s gems, the lovely city of Lucca is packed with churches and palaces and known for its wealth of culture and culinary pedigree. Stroll the city’s defensive walls, sip locally made wine, and even plan a northern Italian day trip. Here’s how to spend three days in Lucca.

Day 1: Sightseeing in Style

Orient yourself in the city and discover its major attractions with a morning walking tour. Learn more about its past (which dates all the way back to ancient Etruscan times), and browse the shops lining the pedestrianized Via Fillungo. After a spritz and a snack at a local café, take in the views from tree-topped Guinigi Tower (Torre Guinigi). As evening descends, explore Lucca’s defensive walls, the best-preserved Renaissance-era fortifications in Italy. Horse-and-carriage rides offer an especially romantic way to soak up the ambiance and the city views.

Day 2: Art, Food, and Wine

Begin your second day on a leisurely note with a breakfast of buccellato (a local sweet bread studded with raisins) and a cappuccino, then dive into local culture at the Casa Puccini (once home to the Lucca-born composer) or the Lucca Center of Contemporary Art. Following your cultural break, it’s time for a culinary excursion—the hills surrounding Lucca are known for olive-oil and wine production. Spend the afternoon visiting local winemakers, and enjoy guided tastings of the region’s top varietals. Upon returning to Lucca, you can shore up in a family-owned trattoria for a languorous feast or—for a hands-on, personal experience—book a dinnertime cooking class in the home of a local chef.

Day 3: A Day Trip to Remember

While Lucca is a tremendously likeable place to pass the time, its convenient location in Tuscany means it’s also an excellent jumping-off point for further adventures. On your third and final day in town, see another side of the region when you plan an inspiring day trip. Nearby Pisa, with its Piazza dei Miracoli UNESCO World Heritage Site, is one of the most accessible options for a getaway, while trips to historical Siena and lofty San Gimignano offer the ideal opportunity to visit some of Tuscany’s other heavy-hitters. Alternatively, you can spend a full day out along the Cinque Terre: one of Italy’s most in-demand destinations, renowned for its vertiginous, coastal beauty. Coach and private-car tours offer a hassle-free way to explore the UNESCO site and make it easy to wend your way among Vernazza, Corniglia, Manarola, and the region’s other vibrant fishing villages.

Florence is famous for its art, architecture, and museums, yet its elaborate and expertly tended parks and gardens are also well worth exploring. From palace grounds to public green spaces, here’s where to find verdant tranquility in the busy city.

Boboli Gardens

Set on 11 acres (4.45 hectares, Boboli is the largest garden in Florence and widely considered to be one of the finest royal gardens in all of Europe. It is located at the Pitti Palace—former home of the Medici family—and is full of blossoming green space, impressive fountains, and fine Italian sculptures.

**How to Visit:**Choose a design- and storytelling-focused tour or one best suited for families with kids. Both explain the history of the palace and the Medici family, and provide details of the varied plants. The Boboli Gardens are also part of private or small-group tours of Florence’s gardens.

Bardini Garden

Bardini is lesser known but no less spectacular than the larger Boboli Gardens. Located in the hilly Oltrarno neighborhood, Bardini offers visitors a wonderful view of the city as well as a baroque staircase, an enchanting wisteria tunnel, and Italian Renaissance landscape design.

**How to Visit:**Bardini Garden and the Villa Bardini are both visited on tours of Florence’s gardens. Choose a private tour or a small-group tour.

Cascine Park

Cascine is the largest public park in Florence, with 395 acres (160 hectares) laced with popular walking and cycling paths. Located on the banks of the Arno River, it was once the Medici family’s property, and was used for hunting and farming.

**How to Visit:**Pedal through Cascine Park—and Renai Park as well—on a cycling tour of Florence’s green spaces. Tours include a mountain bike and helmet.

Rose Garden

Located on a hill overlooking the city, Florence’s Rose Garden is open year-round but is most stunning during the month of May, when all the flowers—including 400 varieties of rose—are in bloom.

**How to Visit:**You can visit the Rose Garden, located just below the Piazzale Michelangelo, on your own or as part of an art tour that also visits the San Miniato al Monte.

One of Tuscany’s true gems, Lucca is an accessible city with charm to spare. From its Renaissance-era defensive walls and soaring towers to its charming churches and convivial bars and restaurants, the city is the perfect destination for day-trippers seeking la bella vita. Here’s how to make the most of your 1-day visit.

Morning: Immersive City Sightseeing

Lovely Lucca is, in many ways, the land that time forgot—and is all the better for it. The winding, narrow streets of the city center are largely car-free, but you don’t need a hop-on-hop-off-bus tour to discover its sights. Do as the native Lucchesi do and explore the city by bike; wend your way past churches, towers, and atmospheric piazze. Alternatively, walking tours provide a slower, more immersive way to see the sights, while horse-and-carriage rides offer a romantic option for circling the city by its Renaissance-era defensive walls.

Afternoon: Authentic Cooking and Dining

From homemade pasta to local wine, Lucca is the perfect destination for foodies and would-be cooks. Once you’ve worked up an appetite from your sightseeing excursion, indulge in a traditional, multicourse Italian meal. Visit a local trattoria, or, if you prefer a hands-on experience, sign up for a cooking class held in the home of a Lucca resident. You won’t just learn the secrets behind classic Lucchese dishes—you’ll also see a local’s-eye view of the Tuscan city.

Evening: A Classical Concert

Giacomo Puccini, the opera composer whose masterworks include Madama Butterfly, La Bohème, and Tosca, was a native Lucchese, and if you listen closely, you can still hear some of his most famous and beautiful melodies wafting over the city. End your day in Lucca on a high note—quite literally—when you book tickets to an evening of classical, Puccini-penned music. Venture into one of Lucca’s atmospheric churches, and listen to classically trained singers and musicians perform his best-known arias.

Nicknamed “The City of 100 Churches,” charming Lucca is packed with centuries-old religious landmarks and lofty towers and is ringed by the best-preserved Renaissance-era defensive walls in Italy. Two days in town is enough time to discover its highlights as well as indulge in the finer things. Here’s how to plan your trip.

Day 1: Culture and Sightseeing

**Morning:**Hop-on-hop-off-bus tours aren’t Lucca’s style—large swaths of the city are car-free—but there are other ways to discover its major landmarks. For a traditional Lucchese experience, zip between palaces and piazze on a bike tour. Alternatively, walkable Lucca can be easily explored on foot.

**Afternoon:**After pausing for a focaccia or other light bite, spend the afternoon exploring Lucca’s green spaces. The city’s defensive walls are its defining feature and offer a pretty place to walk, while the Palazzo Pfanner’s lavish gardens reward wanderers. You can also summit the lofty Torre Guinigi, a tower that offers panoramic views—and has trees growing on its top.

**Evening:**Following a busy day of sightseeing, a tranquil evening of classical music provides the perfect way to unwind. Composer Giacomo Puccini was born in Lucca, and you can still watch singers and symphonies bring his operatic arias to life.

Day 2: Food and Wine

**Morning:**Lucca is a city with a serious culinary pedigree—and there’s no better introduction to its gastronomic offerings than a local-led cooking class. Head to a bustling market in the morning to shop for ingredients before making a multicourse feast with the guidance of a chef.

**Afternoon:**After your home-cooked meal, experience another side of Lucca’s gastronomic plenty with an afternoon wine tour. Follow your guide between authentic local bars at aperitivo hour, or even venture beyond city limits for several hours to drop by a local winery.

**Evening:**Once evening descends, toast your stay with a late dinner. Lucca’s walkable center is brimming with family-owned trattorias and other charming restaurants. If the weather is fine, grab a table on the terrace and enjoy the unhurried hospitality.

With two days in Arezzo, not only can you enjoy the town’s notable art, architecture, and vibrant, lived-in historic center, but you’ll still have time left over to discover the quintessentially Tuscan town of Cortona, well-known to fans of Under the Tuscan Sun. Here’s how to combine them for two days of Tuscan discovery.

Day 1: Authentic Arezzo

Morning: Begin by taking in the cultural highlights in Arezzo, home to important medieval and Renaissance palaces and churches. Take a guided walking tour of the historic center to discover masterpieces such as Vasari’s elegant Loggia lining the Piazza Grande and Piero della Francesca’s magnificent 16th-century frescoes in the cathedral and Church of San Francesco.

Afternoon: Set in the heart of Tuscany, Arezzo is a prime spot to sample the region’s iconic food and wine; a hands-on cooking class in town or the surrounding countryside is a fun way to learn how to prepare classic Tuscan dishes. Oenophiles can instead head to the vineyard-covered hills for a winery tour and tasting.

Night: Enjoy the charm of Arezzo as the sun sets by heading to the Medici fortress above town for views over the valley, or relaxing at a sidewalk restaurant or café in the Piazza Grande. Photography enthusiasts can capture this and other striking Tuscan scenes during a nighttime photography walking tour in the historic center.

Day 2: Captivating Cortona

Morning: Cortona may be half the size of Arezzo, but it rivals its neighbor in scenic charm. Explore the medieval town center made famous in Under the Tuscan Sun —the bestseller later made into a film—by joining a themed walking tour through its pocket-size squares and tiny churches, including San Damiano, frescoed by Fra’ Angelico.

Afternoon: With its popularity as a tourist destination, it’s no surprise that Cortona is thick with excellent eateries. You can linger over lunch or, better, learn to make the area’s delicious dishes at home by joining a cooking class in town. If you’d rather spend a few hours at the beach, the placid waters of Lake Trasimeno are just minutes away.

Night: Your Tuscan immersion is drawing to a close, so be sure to toast your final evening by watching the sun set over the valley and Lake Trasimeno. One of the most panoramic spots in town is outside the pretty cathedral, with a sweeping view over the hills of Tuscany and neighboring Umbria.

Arezzo’s historic center is so meticulously preserved that it was the setting for the Academy Award–winning film Life Is Beautiful. Though its art and architecture are a delight to explore, this small Tuscan city remains refreshingly authentic, bustling more with locals than tourists. Here’s how to soak up the atmosphere in just one day.

Morning: A Historic Center Straight from Central Casting

It’s no surprise that Arezzo was chosen to play the role of the quintessential Tuscan town for Roberto Benigni’s 1997 hit film. With its mix of rustic medieval and elegant Renaissance architecture, lively main Piazza Grande, and friendly small-town character, this vibrant city in the hills southeast of Florence was typecast. The compact historic center can be easily visited in a morning; join a private guided walking tour to fully appreciate Arezzo’s architectural treasures such as the 16th-century Loggia Vasariana and the Romanesque Church of Santa Maria della Pieve, as well as masterpieces painted by Piero della Francesca in the 1500s to decorate the Church of San Francesco and Arezzo Cathedral (Duomo di Arezzo).

Afternoon: Tuscan Cuisine in and Around Arezzo

Tuscany is synonymous with excellent food and wine, and Arezzo is set in its culinary heart. Use your afternoon to discover the secrets to traditional Tuscan cuisine with a hands-on cooking class in the town center or a country estate. Most classes pair a practical lesson with an informal meal featuring the Tuscan classics you’ve prepared together. Wine lovers can opt for a winery tour and tasting instead, with a jaunt to Arezzo’s vineyard-covered hills. Alternatively, spend the afternoon exploring the nearby hill town of Cortona with a guided walking tour or local cooking class.

Night: Arezzo Under the Stars

Arezzo is lovely by day, but after the sun sets the city takes on a magical air. Shutterbugs can capture this evening glow by taking a photography walking tour through the historic center to experiment with different night-photography techniques, light settings, and framings of the city’s medieval monuments strikingly illuminated after sunset. Others can simply settle in at one of the animated restaurants or cafés lining Piazza Grande to people watch over a relaxing meal or glass of Tuscan wine.