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How to Spend SEVEN DAYS in Tuscany: The Best 7-Day Itinerary

How to Spend SEVEN DAYS in Tuscany: The Best 7-Day Itinerary

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Planning a week in Tuscany? You’re in for a real treat!

Tuscany is one of those places that somehow lives up to every expectation—think Renaissance cities, hilltop towns, vineyard-covered landscapes, and meals that linger long after the plates are cleared. But with so much to see (and taste), figuring out how to structure your time can feel overwhelming, especially if you only have a week.

That’s where this itinerary comes in. We’ve mapped out a balanced seven-day plan that blends iconic sights with slower, more immersive experiences, like local tasting, scenic train journeys, and evenings meant for lingering. Whether it’s your first visit or a long-awaited return, this itinerary helps you experience Tuscany at a pace that actually feels enjoyable. Let’s start planning your perfect week!

Don’t Miss Out On Our Top Choice!

A-vineyard-in-Tuscany-on-a-wine-tour-from-Florence-Italy

The tour we loved the most and suggest booking ASAP is this one!

Our personal FAVORITE thing we did was this wine tasting tour in the Tuscan countryside! Having a designated driver and expert guide allowed us to relax, taste excellent wine, and take in the region’s beauty.

Check out the 7,300+ reviews and book this tour here!

Table Of Contents
  1. Don’t Miss Out On Our Top Choice!
  2. Itinerary Overview
  3. Day 1
  4. Day 2
  5. Day 3
  6. Day 4
  7. Day 5
  8. Day 6
  9. Day 7
  10. Thanks for reading!
  11. Stay safe in Europe & avoid scams!
  12. Why We Book Tours with Viator
  13. Renting a Car in Italy
  14. AIRALO e-SIM Up To 15% Off With Code "DTRAVEL15"
  15. What’s an eSIM?

Itinerary Overview

The Leaning Tower of Pisa in Pisa Italy (2)
Visit the Leaning Tower of Pisa
Statue of David at Accademia Museum in Florence Italy
See Michelangelo’s David

Tuscany is a mix of historic cities, rolling countryside, and renowned wine regions, and this itinerary is designed to help you experience the highlights without feeling overwhelmed. Over seven days, you’ll base yourself in Florence, Siena, and Lucca, using each city as a hub for nearby sights and countryside escapes.

There are a few ways to get around Tuscany. You can rent a car and drive through the hills, base yourself in larger cities and take day trips, or mix the two. For this itinerary, given that seven days is a relatively short window, we chose not to rent a car and relied on trains and guided tours. 

This makes it easier to enjoy wine regions and scenic routes without the stress of driving or navigating unfamiliar roads. With transportation taken care of, you can focus on what Tuscany does best—great food, incredible wine, and unforgettable landscapes! 

Oval Square in Lucca Italy
Lucca, Italy

Here’s a quick overview of how to spend seven perfect days in Tuscany:

Day 0: Arrive in Florence, get settled, and ease into Tuscany with a relaxed evening stroll and your first taste of Italian cuisine.

Day 1: Explore Florence’s historic heart with a Duomo Dome climb, Giotto’s Campanile, and St. John’s Baptistry, enjoy local market wandering and iconic piazzas, then wrap up the day with a sunset food tour through Florence’s neighborhoods.

Day 2: Dive deeper into Florence’s Renaissance legacy with skip-the-line visits to the Uffizi and Accademia, cross the Ponte Vecchio into Oltrarno, catch sunset at Piazzale Michelangelo, and enjoy a classic Florentine dinner.

Day 3: Slow the pace with a small-group wine tasting tour in the Chianti Classico countryside, sampling local wines and Tuscan specialties, followed by a relaxed afternoon in Florence and a final pizza night in the city.

Day 4: Travel to Siena and explore its medieval charm, wandering Piazza del Campo, touring the Siena Cathedral, climbing the Torre del Mangia for sweeping views, and ending the day with a hands-on Tuscan cooking class.

Day 5: Spend a full day wine tasting in Montalcino, visiting Brunello-producing wineries, enjoying a countryside lunch, and stopping at the Abbey of Sant’Antimo, before returning to Siena for a cozy dinner.

Day 6: Head to Lucca for a slower final stretch, check in and explore the historic center, tour the city by horse-drawn carriage, enjoy aperitivo at a local wine bar, and dine at a historic osteria.

Day 7: Choose how to end your Tuscany adventure with a day trip to Pisa, another wine tasting tour near Lucca, or a scenic escape to Cinque Terre, before finishing up with a relaxed farewell dinner in Lucca.

Day 1

Breakfast – Caffè Scudieri Firenze

Caffè Scudieri in Florence Italy 2
Photo credit: Caffè Scudieri

What better way to kick off a trip to Florence than breakfast with views of the Duomo? Now look, this café doesn’t have the best reviews ever, but it more than makes up for that with its top-notch location. Besides, the coffee and pastries are pretty good, so just enjoy an Italian-style breakfast while soaking up the lovely views.

Morning – Visit the Piazza del Duomo

The Piazza del Duomo is the heart of Florence’s historic center, and it’s actually one of the most visited areas in all of Europe! This iconic square is surrounded by a few can’t-miss sites, so spend the morning exploring.

Brunelleschi’s Dome from the top in Florence Italy 1
The view from the top!
The Last Judgement inside Brunelleschi’s Dome Florence Italy 1
“The Last Judgement” mural inside Brunelleschi’s Dome

The Duomo and Brunelleschi’s Dome Climb

In every photo of Florence’s skyline, one structure always steals the show—Brunelleschi’s Dome. This morning, it’s time to experience it up close with a skip-the-line Dome climb that takes you straight to one of the best viewpoints in the city. Book this small-group tour for 9 am and be sure to reserve well in advance, as spots fill up quickly. Just note that the climb isn’t available on Sundays, so if needed, you can easily swap days one and two.

The real highlight here is the climb itself. After entering the Duomo without waiting in long lines, you’ll begin the ascent up 463 steps, winding your way between the inner and outer shells of the Dome. Along the way, you’ll get an up-close look at Vasari’s frescoes before emerging at the top for what many consider the greatest view in Florence. Bring your camera—you’ll definitely want it.

This experience runs from April through October—conveniently, the best time to be in Florence anyway. Just know that the climb is a bit of a workout, so you’ll want decent mobility, and the Cathedral does enforce a dress code. Make sure shoulders and knees are covered so you don’t get turned away at the door.

There’s no wonder this tour has over one THOUSAND 5-star reviews. It’s an unforgettable way to experience Florence’s most iconic landmark—literally from the top!

The Giotto’s Campanile belltower seen in Florence Italy
That’s Giotto’s Campanile on the right. Are you ready to climb it?

Giotto’s Campanile

Ready for even more amazing views? Good, because Gitto’s Campanile, the striking bell tower next to the Duomo, offers one of the best panoramic views of Florence! 

Now, I won’t lie to you, climbing the tower’s 414 steps is a pretty intense workout. So if you’re not in the mood for even more climbing or suffer from heart or respiratory issues, then you can just admire the bell tower’s beautiful exterior. 

If you do want to go up, tickets cost €20 per person. It’s best to reserve tickets online rather than chance it on the day. We suggest booking entry for 12 pm so that you can visit after the morning tour ends at 11:20 am, with a little breathing room just in case. Your visit should take around 45 minutes in total. 

St. John’s Baptistry

St. John’s Baptistry is one of Florence’s oldest and most important religious sites. It’s a distinctive octagonal building that’s clad in green and white marble, while the interior boasts a gorgeous golden ceiling. It’s a must-visit while in Florence, and entry is included with tickets to Gitto’s Campanile, so there’s no reason not to go and check it out!

We recommend spending about 30 minutes here. That should be enough time to admire the breathtaking mosaics and beautiful architecture that have been inspiring artists for centuries.

Lunch – Semel Street Food

A-sandwich-out-the-front-of a shop in Florence Italy
You can eat in the restaurant or take it to go!

About a 15-minute walk from the baptistry is Semel Street Food. It’s a tiny, rustic gem that serves up some of the best sandwiches in Florence! I had the cheese, pear, and truffle sandwich, and it was absolutely incredible. Best of all, you can wash your lunch down with a glass of their €1 house wine. It would be rude not to, really! 

Afternoon – Mercato di Sant’Ambrogio and more piazzas

The Mercato di Sant'Ambrogio in Florence Italy
The Mercato di Sant’Ambrogio is a great local market
The Fountain of Neptune in Piazza della Signoria Florence Italy
The Fountain of Neptune in Piazza della Signoria

Mercato di Sant’Ambrogio

Right around the corner from Semel Street Food, you’ll find the Mercato di Sant’Ambrogio. We love this market because it has an authentic, local feel, and there are usually way fewer tourists here than at Mercato Centrale.

This is where locals shop for fresh produce, meats, and cheeses, so it’s worth taking the time to wander around and see what’s on offer. In fact, you could always grab lunch here instead of Semel Street food if you prefer, or just grab some extra treats and snacks for later on! 

Piazza della Signoria

Piazza della Signoria is one of Florence’s most iconic squares, so we recommend spending a few hours exploring its rich history and lively atmosphere. We love coming here to marvel at the impressive Palazzo Vecchio and the stunning Fountain of Neptune, which is a true Renaissance masterpiece.

The square is also home to the Loggia dei Lanzi, an open-air gallery filled with incredible statues, including Cellini’s Perseus with the Head of Medusa. It’s definitely worth checking out!

Other sights to check out for the afternoon

Basilica di Santa Croce in Florence Italy
Basilica di Santa Croce is the final resting place of Michelangelo

Honestly, visiting Mercato di Sant’Ambrogio and Piazza della Signoria could easily take up your whole afternoon. However, if you move at a fast pace and end up with some extra time on your hands, then we recommend checking out one or two of the following:

  • Piazza della Repubblica: Another lively square with a rich history, known for its grand arch, elegant cafés, and street performers. It’s a great place to relax, shop, or enjoy a gelato – yum!
  • Basilica di Santa Croce: This stunning Gothic church is the final resting place of Michelangelo, Galileo, and Machiavelli. The frescoes and cloisters are definitely worth checking out, especially if you’re someone who appreciates art and architecture.
  • Cappelle Medicee: The Medici Chapels are part of the Basilica of San Lorenzo, and they house the lavish tombs of the powerful Medici family. The New Sacristy mausoleum here was designed by Michelangelo, and it features some of his most striking sculptures.

Evening – Take a Food Tour

Food tour Florence Italy Bailey pasta noodles
We had so much good food!
A wine window in Florence Italy-2
One of the famous wine windows of Florence

After a full day of sightseeing, the last thing you may want to do is stress over where to eat—especially in a city with so many great options. Instead, let someone else handle dinner and book this sunset food tour, which is a fun, effortless way to end your first day in Florence.

We recommend booking the 6:30 pm tour so you don’t have to rush through your afternoon plans. The experience begins in Piazza Santo Spirito, right in the heart of the artsy Oltrarno neighborhood. From there, you’ll walk through several of Florence’s trendiest districts, tasting your way through the city as you go.

Over the course of the evening, you’ll sample 14+ dishes, ranging from classics like wild boar and traditional Tuscan soups to some seriously good gelato. One of our favorite parts was learning about cucina povera, the Tuscan tradition of zero-waste cooking, which gives real insight into how local cuisine developed over time. Negroni fans are also in for a treat, thanks to a hands-on demo and tasting.

Of course, no food tour in Florence would be complete without wine. Along the way, you’ll stop at iconic wine windows to sample regional favorites like Chianti Classico and Super Tuscan wines. Ringing the bell and being served through tiny openings in centuries-old walls is a uniquely Florentine experience.

With thousands of five-star reviews and an experience that delivers on every level, this food tour is a standout way to wrap up your first day in Florence!

Where to Stay in Florence

Donati Luxury Tower in Florence Italy
Photo credit: Donati Luxury Tower

Since you’ll be spending the first few days of this itinerary based in Florence, choosing a centrally located hotel will make sightseeing easy and keep walking time to a minimum. Whether you’re after a luxury stay, something mid-range, or a solid budget option, these picks are all well-located and great for a multi-night stay.

Luxury – $$$

Donati Luxury Tower Suites sits right in the historic center, inside a beautifully restored building. Rooms are elegant and modern, with some offering Duomo views. It’s a splurge, but the location and design make it worth it. Prices typically start around €420 per night, depending on your selections. Check your travel dates and secure this stay on Booking.com.

Mid-range – $$

Hotel Porta Faenza is a charming, moderately priced option in the historic district, within walking distance of major sights and the train station. Rooms are cozy and full of character, with rates generally ranging from €150–€380 per night, depending on room size. Check availability and book this room on Booking.com.

Budget – $

B&B Lorenzo&Lorenzo Vol.2 proves you don’t need to spend a fortune to stay central. Rooms are simple, clean, and comfortable, and the relaxed atmosphere makes it a great budget-friendly base. Prices usually range from €65–€180 per night, and you can reserve this stay on Booking.com.

To see even more options, check out all the hotels in Florence here!

Related Read: Need more help picking out a location? Check out our Where to Stay in Florence guide for a breakdown of neighborhoods and our top hotel recommendations.

Day 2

Breakfast – Mò Sì Caffetteria Alla Vecchia Maniera

Croissants-eaten for breakfast in Florence Italy
Croissants for breakfast? Yes, please!

Mò Sì Caffetteria Alla Vecchia Maniera is a fantastic breakfast spot just a 10-minute walk from the meeting point for this morning’s tour. We love the fresh croissants here and the amazing bomboloni, which are big Italian doughnuts with a creamy custard filling. Make sure to say “hi” to the resident dog, Nina, as you enjoy your sweet treats and coffee.

Morning – Uffizi and Accademia Museums

The Statue of David at Accademia Museum in Florence Italy
The famous David by Michelangelo
Uffizi Gallery painting in Florence Italy
There are some incredible oil paintings at the Uffizi Gallery

Florence is known around the world for its magnificent art and Renaissance history. Some of the most famous and significant pieces from the era are housed in Florence’s Uffizi and Accademia museums.

To make the most of your time at these amazing museums, you must go with a professional guide. On this half-day small group tour, you will get just that, plus skip-the-line entrance to both the Accademia and Uffizi Galleries. The lines to these places get crazy, so this is a HUGE advantage! Then, after the tour ends, you can stay in the Uffizi Museum and continue exploring by yourself for as long as you like.

Book this tour for 9 am and spend the morning marveling at iconic artwork and sculptures. I’m not an art buff by any means, but I was left in awe at the masterpieces within these museums and loved discovering the history behind them. I learned so much about things I normally would have walked right past if I didn’t have our expert guide, and seeing Michelangelo’s iconic “David” sculpture was a real highlight! 

Booking this tour is so worth it for the skip-the-line access alone, in my opinion, as it’s such a great time-saver, and the thousands of 5-star reviews seem to agree with us! Just remember that it’s very popular, so make sure you book in advance!

Lunch – La Fettunta

A-pasta-dish-eaten in Florence Italy
Honestly, all of the food is amazing!

For an authentic Florentine lunch, La Fettunta is the clear choice. Plus, it’s a short walk from the Uffizi Galleries, where this morning’s tour ends, so it’s a no-brainer! 

The traditional dishes here truly are outstanding. My favorite is the lasagna bolognese, and if you’ve got room for dessert, then the panna cotta is absolutely heavenly. The trattoria is open for lunch from 12–3:30 pm, before closing again until dinner. You shouldn’t have any problems, but keep an eye on the time just in case!

Afternoon – Ponte Vecchio and Oltrarno

Ponte Vecchio bridge in Florence, Italy, on the Arno River (5)
The iconic Ponte Vecchio bridge
Boboli Gardens in Oltrarno Florence Italy
We loved strolling through the Boboli Gardens in Oltrarno

Ponte Vecchio

From the restaurant, it’s just a few minutes’ walk to the iconic Ponte Vecchio bridge. It dates back to the 14th century and is the only bridge in Florence that wasn’t destroyed during World War II, so it’s definitely a must-see. What makes this bridge striking is that there are little blocks of shops stacked on top of it. Once upon a time, these shops were mostly butchers, but these days they’re goldsmiths and jewelers, so enjoy some window shopping while you’re here.

Oltrarno

After crossing the Ponte Vecchio bridge, you’ll find yourself in the Oltrarno district. This area boasts a unique local charm, and we always love visiting the lively Piazza Santo Spirito to enjoy a coffee or an aperitif while soaking in the atmosphere. 

Meanwhile, the stately Boboli Gardens are the perfect place for a peaceful stroll. The gardens are right behind the Palazzo Pitti, a 15th-century Renaissance palace. Tickets for the Boboli Gardens cost €10, while the Palace costs €16, but you can get a combined entry for €22 if you’d like to explore them both.

Sunset –  Piazzale Michelangelo

Piazzale Michelangelo view at sunset in Florence Italy
You can’t beat this sunset view!

For sunset, head to Piazzale Michelangelo, as this is our favorite spot in Florence to take in panoramic city views. You can get here using either bus 12 or 13 from the city center, or by hiking up from Piazza Poggi or Porta Romana, which takes about 10 minutes. 

Once you arrive, enjoy the gorgeous vistas of Florence and check out the bronze replica of Michelangelo’s David. There’s also a restaurant here, La Loggia, so we suggest enjoying a coffee or a cocktail out on the terrace as you take in the beautiful views.

Dinner – The Antico Ristoro di Cambi

Steak-eaten-in-Florence Italy for dinner
Dinner time!

Tonight’s dinner spot, The Antico Ristori di Cambi, is roughly a 30-minute walk from Piazzale Michelangelo. We enjoyed ambling down from the Piazzale Michelangelo, but you can always catch a car if you’d rather not walk. This place is super homey with an authentic atmosphere, and the service was super friendly. We shared a Fiorentina steak here, and it was cooked to perfection, with a side of delicious fried artichokes—yum!

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    Day 3

    Morning – Go wine tasting in the Chianti Classico region

    Wine barrels in Chianti Tuscany Italy
    The barrels used to store wine
    Wine drank at Fattoria Poggio Alloro on a tour of Tuscany from Florence Italy
    Cheers!

    Today is all about slowing down and enjoying one of Tuscany’s biggest highlights—wine tasting in the Chianti Classico countryside. This small-group tour from Florence takes you straight into rolling hills dotted with vineyards, olive groves, and classic cypress trees, all without the stress of driving.

    You can book either a morning or afternoon departure, depending on your travel style. We opted for the morning tour, which met at 8:45 am near the Santa Maria Novella train station and had us back in Florence by about 2 pm—perfect timing for a relaxed afternoon afterward.

    The experience includes visits to two wineries in the Chianti Classico region, making it fun to compare how each estate approaches winemaking. At both stops, you’ll tour the cellars, learn about traditional production methods, and then get to the very best part—tasting. 

    In total, we sampled eight wines, paired with local olive oil, cheeses, fresh bruschetta, and other Tuscan specialties that really brought out the true flavors of the region. Nothing ever felt rushed, and the small group size kept everything relaxed, conversational, and easygoing—exactly how a day in Tuscany should feel.

    Between tastings, you’ll enjoy scenic drives through the countryside and have time to browse winery shops for bottles or gourmet souvenirs to take home. It’s a relaxed, delicious introduction to Tuscany’s wine culture—and easily one of the highlights of our week.

    Afternoon – Relax or explore the Historic Center on your own

    Palazzo Vecchio, the town hall of Florence, Italy (3)
    Palazzo Vecchio and the town hall of Florence

    After a morning spent wine tasting in the Chianti countryside, the rest of the afternoon is yours to enjoy at whatever pace feels right. Depending on how generous those pours were, this might be the perfect time to head back to your hotel for a short rest before dinner.

    If you’re still feeling energized, use this free time to wander through Florence’s historic center without an agenda. This is a great opportunity to browse souvenir shops, pop into a café or wine bar you may have passed earlier in the trip, or simply stroll the streets and soak up the atmosphere. Sometimes the most memorable moments in Florence come from slowing down and letting the city surprise you.

    Dinner – LiVio Pizzeria

    Bailey-eats pizza in Florence Italy
    Final meal in Florence? Pizza, of course!

    We always like to plan a special meal for our last night in a destination, and LiVio Pizzeria fits that bill perfectly! We had an amazing pizza here and enjoyed some of the best tiramisu that we’ve ever had. This spot is located on a busy street, and we really enjoyed the lively local atmosphere, not to mention the super attentive and friendly service. We come back here every time we’re in Florence!

    Day 4

    Morning – Travel from Florence to Siena

    Two-trains-at-the train station in Florence Italy
    Time to travel!

    This morning, it’s time to leave Florence behind and head to Siena, one of Tuscany’s most charming medieval cities. The train journey from Florence to Siena takes about 1.5 hours and runs very frequently—up to 16 times per day—making it an easy and convenient transfer.

    There’s a direct route that departs hourly, so you won’t need to worry about changing trains along the way. Tickets typically cost between €13–€17, and you can check schedules and reserve your seats online in advance for peace of mind.

    We recommend catching an 8 or 9 am train so you can make the most of your first day in Siena. Aim to arrive at the station about 30 minutes early to give yourself plenty of time to find your platform and settle in. Before you know it, you’ll be rolling through the Tuscan countryside and into Siena—ready to explore.

    Mid-day – Explore Siena

    Campo Square with Mangia Tower Siena Italy on a tour from Florence
    Piazza del Campo and the Torre del Mangia
    Siena Cathedral in Siena Italy
    The Siena Cathedral

    After arriving in Siena and checking into your hotel, you’ll have a few hours to explore the city at a relaxed pace. Siena is compact and easy to navigate on foot, making it ideal for wandering without a strict plan. This mid-day stretch is all about soaking up the atmosphere, getting your bearings, and easing into the city before the afternoon activities ahead.

    Wander through Piazza del Campo

    Your first stop should be Piazza del Campo, the heart of Siena and one of the most iconic squares in Italy. Surrounded by elegant medieval buildings and dominated by the Torre del Mangia, this is where Siena’s history, culture, and daily life all come together. We love starting here on a first visit—it’s the perfect place to slow down, people-watch, and get a feel for the city. If you’re planning to climb the Torre del Mangia later, this is also a great time to purchase your ticket, as availability can be limited.

    After wandering the square, stop for lunch at Il Bargello, a cozy trattoria just a few minutes’ walk away and conveniently located near the Cathedral Complex. It’s an easy, no-detour lunch stop that still feels local and relaxed. The menu focuses on classic Tuscan dishes made with fresh, local ingredients, and the outdoor tables offer lovely views of the surrounding streets and glimpses of the Torre del Mangia. If you’re visiting during peak season or the lunch rush, booking ahead is a smart idea—this spot fills up quickly.

    Tour the Siena Cathedral

    After lunch, head to the Siena Cathedral (Duomo di Siena), one of the city’s most impressive landmarks. Tickets should be reserved in advance, as the Cathedral Complex is extensive and very popular. If you’re short on time, the Cathedral Pass (€7–10) grants access to the Cathedral and the beautifully frescoed Piccolomini Library.

    For a more in-depth visit, the OPA Si Pass (€16–18) includes entry to additional areas such as the Baptistery of San Giovanni, the Cathedral Museum, the Piccolomini Library, and the Crypt. While you could easily spend hours exploring everything, we recommend choosing just one or two extras so you still have time to enjoy the rest of Siena at an unhurried pace.

    Looking down at Siena from the top of Torre del Mangia Italy
    The view from Torre del Mangia
    Piccolomini Library in Siena Cathedral Italy Siena
    Inside the Siena Cathedral

    Climb the Torre del Mangia

    If you followed our tip this morning and bought your ticket early, you’re all set to climb Siena’s tallest tower: the Torre del Mangia. Just a couple of minutes from lunch, this slim, brick tower rises from the heart of Piazza del Campo and offers panoramic views of the entire city—and beyond.

    But fair warning: there’s no elevator. You’ll need to tackle over 400 narrow steps, and the stairwell can feel a bit tight. That said, once you reach the top, you’re rewarded with 360-degree views that more than make up for the effort. It’s one of those experiences that truly feels like you’ve earned the view.

    Allow about 30–45 minutes for the full climb and photo break at the top. If you’re good with heights and up for a workout, this is the most iconic way to see Siena from above.

    Evening – Take a cooking class

    Bailey-and-Daniel-at-a-cooking-class-in-Siena-Italy
    Aprons on and ready to cook!
    Pasta made during a cooking class in Siena Italy
    The finished product!

    After soaking in Siena’s epic views, wind down your day with an experience that’s full of flavor and tradition. This hands-on Tuscan cooking class is a great way to shift gears, from sightseeing to slow cooking, local drinks, and plenty of laughter.

    The meeting point is just a 7-minute walk from Torre del Mangia, making it easy to head there straight after your afternoon viewpoint. The class runs from 4–8 pm and conveniently doubles as dinner.

    We were welcomed into the kitchen like old friends by Francesco and Julia, whose warmth set the tone. The class kicked off with pappa al pomodoro, a humble tomato and bread soup that filled the room with comforting aromas. Then came the tricky art of hand-rolling pici pasta. Francesco made it look easy—ours had a bit more “character,” but tasted just as good.

    For the main course, we made pici all’aglione, a garlicky tomato sauce brought to life with rosemary and rich local olive oil. We sat down to enjoy porchetta, roasted potatoes, pici, and plenty of bread to dip into our homemade soup.

    Just when we thought we were done, Julia arrived with Siena’s signature sweets, including chewy ricciarelli and slices of panforte that somehow found room.

    Whether you’re a home cook or just love Italian food, this class is a delicious way to end the day. But don’t just take our word for it—read glowing reviews here and see why travelers love this experience!

    Where to Stay in Siena

    A hotel room with a view at the Grand Hotel Continental Siena Italy
    Photo Credit: Grand Hotel Continental Siena

    Since you’ll be spending the next couple of nights in Siena, staying within or just outside the historic center will make it easy to explore on foot and fully soak up the city’s medieval charm. These well-located picks cover luxury, mid-range, and budget stays without overcomplicating your decision.

    Luxury – $$$

    Grand Hotel Continental Siena is the top choice for a splurge-worthy stay right in the historic center. Set inside a beautifully preserved 17th-century palace, this elegant hotel features frescoed ceilings, antique details, and refined service—just steps from Piazza del Campo. Prices typically range from €400–€600 per night. Check availability and book this stay on Booking.com.

    Mid-range – $$

    Albergo Chiusarelli offers a comfortable, well-priced stay in a classic 19th-century building, just a short walk from Siena’s main sights. Rooms blend traditional style with modern touches, and the included breakfast is a nice bonus. Rates usually fall around €120–€150 per night. You can book this hotel on Booking.com.

    Budget – $

    Albergo Cannon d’Oro is a great budget-friendly option right in the historic center. Housed in a 13th-century building, it’s full of character with stone arches, wooden beams, and views over the city. Prices average around €100 per night, and you can reserve your stay on Booking.com.

    To browse more options, check out all the hotels in Siena here!

    Day 5

    Full day Tuscany wine tasting in Montalcino

    Daniel-and-Bailey-take-a-selfie-at-a-winery-near-Siena Italy
    We love wine tasting!
    Sant Antimo Abbey seen on a wine tour from Siena Italy
    Sant Antimo Abbey

    Siena is surrounded by amazing vineyards, so set aside today for this unforgettable journey into the heart of Tuscan wine country. Running from 9:30 am to 6:30 pm, this small-group tour delivered everything we hoped for—rolling vineyards, rich reds, and long, leisurely meals. Just consider grabbing a quick bite at your hotel before heading out, as lunch won’t be served until later in the day.

    Our guide, Giuliana, brought the region to life with her deep knowledge and easy charm. We started at a local winery near Montalcino, walking through sun-drenched vines before heading inside to taste Rosso and Brunello di Montalcino. Learning about the aging process and DOCG rules gave us a new appreciation and a few good reasons to take a bottle or two home.

    After some free time to explore the town of Montalcino, we made our way to a family-run winery for lunch. Sitting down to bruschetta, homemade pasta, and generous pours of wine felt less like a tasting and more like a long lunch with friends. 

    The afternoon stop at the Abbey of Sant’Antimo was a peaceful surprise. Surrounded by olive trees and quiet hills, the ancient stone church gave us a moment of calm, and if you’re lucky, you might even hear monks chanting inside.

    By the time we wrapped up the final tasting, we weren’t just drinking wine—we understood it. With stunning views, incredible flavors, and thoughtful storytelling throughout, this tour was one of the best parts of our time in Tuscany.

    Why We Book Tours with Viator

    Viator is a trusted online booking system for tours around the world! We almost always book our tours using Viator for a couple of reasons:

    • Free cancellation on most tours – Most of the tours on Viator allow you to cancel and get a full refund up to 24 hours in advance. This is handy in case plans change, or if booking an outdoor activity, the weather forecast is looking grim.
    • Reserve now and pay later – You can secure your spot on some of the most popular tours well in advance and not pay until closer to the day of the tour.
    • Lowest price guarantee – If you happen to find the same tour at a lower price elsewhere, Viator will refund you the price difference.
    • Pay in your chosen currency – Avoid costly international transaction fees by choosing to pay in your home currency.
    • Peace of mind – When booking with tour operators you find in person on the street or in small booking offices, you are often promised one thing and given another. This online platform holds tour operators accountable with a written description of inclusions as well as the opportunity for customers to leave reviews.

    Check out the Viator website here! Or, for more info, read our detailed review about Viator here.

    Dinner – Compagnia dei Vinattieri

    Dinner eaten in Siena Italy
    So yummy!

    You’ll return from your countryside tour around 6:30 or 7 pm, just in time to unwind with a relaxed dinner at Compagnia dei Vinattieri. This cozy spot is tucked away on a quiet street near the center, making it the ideal place to decompress after a full day of sipping, swirling, and sightseeing.

    Despite its elegant underground setting, the vibe is friendly and laid-back. The menu leans classic Tuscan, with options like wild boar pappardelle, grilled meats, and seasonal specials. The prices are moderate, and the drink list (unsurprisingly) is excellent. And if you’re still up for a glass, the staff can help you pick something local to round out your day.

    Day 6

    Morning – Travel from Siena to Lucca

    The cityscape of Lucca Italy
    The town of Lucca

    This morning, you’ll make your way from Siena to Lucca for the final leg of your Tuscany itinerary. The train journey takes about 2.5 hours and runs roughly every 30 minutes throughout the day. Most routes require one train change, but the connections are straightforward and easy to manage.

    Tickets typically cost around €14, and we recommend booking in advance so you can choose a departure time that fits your plans. A 9 am train works especially well, getting you into Lucca at around 11:30 am—perfect timing to check in, grab lunch, and start exploring without feeling rushed.

    Once you arrive, you’ll immediately notice the shift in pace. Lucca feels calmer and more intimate than Siena, setting the tone for a relaxed final stretch of the trip.

    Afternoon – Check into your hotel and get lunch

    Historic center of Lucca Italy
    The historic center
    Fiaschetto2020 in Luca Italy 1
    Photo credit: Fiaschetto2020

    Once you arrive in Lucca, check into your hotel and take a moment to get settled. The rest of the day is intentionally light, so there’s no need to rush—Lucca is best enjoyed at a slower pace.

    For lunch, head to Fiaschetto, a casual local favorite known for its simple, flavorful sandwiches made with fresh ingredients. It’s the perfect quick stop after travel, whether you grab something to go or sit for a relaxed bite.

    If you have a little time before the afternoon tour, wander through Lucca’s historic center. The compact streets are easy to explore, and this is a great chance to soak up the city’s laid-back atmosphere. Conveniently, the meeting point for the next experience is just a three-minute walk from Fiaschetto, making this an easy and stress-free transition into the afternoon.

    Late afternoon – Explore Lucca on a horse-drawn carriage

    Lucca Horse Carriage - Carrozza Lucca in Lucca Italy
    Photo credit: Lucca Horse Carriage – Carrozza Lucca
    Lucca Horse Carriage - Carrozza Lucca in Lucca Italy 1
    Photo credit: Lucca Horse Carriage – Carrozza Lucca

    One of the most charming ways to experience Lucca is from a horse-drawn carriage, and this private tour gives you a relaxed, 360-degree look at the city’s history—without wearing out your feet. Even better, your guide is joined by Luigi, Lucca’s beloved carriage horse, who’s become something of a local icon.

    Because this is a private tour, you can choose a start time that works best for you. We recommend booking it for around 2 pm, which allows plenty of buffer time for your morning travel and lunch. Once you’re settled into the carriage, you’ll glide through Lucca’s historic streets while your guide shares stories spanning over 2,500 years of history.

    Along the way, you’ll pass some of the city’s most famous sights, including Piazza Napoleone, the Church of San Michele, the Duomo di San Martino, and the unique Piazza Anfiteatro. You’ll also roll down Via Fillungo, Lucca’s main shopping street, before circling the entire Lucca city walls, where you’ll enjoy elevated views over rooftops, gardens, and even the Orto Botanico.

    The route also includes views of Palazzo Pfanner’s gardens, the famous Torre Guinigi, and the ancient moat along Via del Fosso. It’s informative, relaxing, and surprisingly fun—perfect for your first afternoon in Lucca.

    Aperitivo – Enoteca Vanni

    After your carriage tour, ease into the evening with an aperitivo at Enoteca Vanni, a cozy wine bar that’s ideal for a pre-dinner stop. It’s just a five-minute walk from the end of the tour and opens at 4 pm, making the timing feel effortless.

    This is a great place to sip a glass of Tuscan wine and nibble on a few small bites while watching the evening unfold. The selection is excellent without being overwhelming, and the relaxed vibe makes it easy to linger—especially after a day of sightseeing. Think of this as your transition from exploring Lucca to fully settling into its slower evening rhythm.

    Dinner – Osteria Baralla

    Pasta-eaten in Lucca Italy
    You can’t go wrong with anything!

    For dinner, head to Osteria Baralla, a historic Lucca institution that’s been serving traditional Tuscan cuisine since 1860. The restaurant opens at 7 pm, giving you the perfect excuse to take a leisurely stroll along Lucca’s famous walls or wander through the historic center before sitting down to eat. It’s a popular spot, so booking ahead is a smart move if you can.

    Inside, the atmosphere feels warm and old-school in the best way, with cozy dining rooms that reflect the restaurant’s long history. The menu focuses on classic Tuscan dishes done right—think hearty pastas, rich sauces, and seasonal ingredients prepared without fuss. It’s a comforting, memorable way to end the day, offering a true taste of Lucca and a feeling of stepping back in time as you enjoy your final evening in the city.

    Where to Stay in Lucca

    Hotel Ilaria & Residenza dell'Alba Lucca in Lucca Italy
    Photo credit: Hotel Ilaria & Residenza dell’Alba Lucca

    Lucca is a compact and easy city to explore, and staying within the city walls offers a particularly memorable experience—though it does come with a higher price tag. That said, there are also some great options just outside the historic center that still have plenty of charm and offer better value. These picks work well for a relaxed, multi-night stay.

    Luxury – $$$

    Hotel Ilaria is a fantastic luxury option located just inside Lucca’s historic walls. The rooms are stylish and comfortable, and the location makes it easy to explore the city on foot while enjoying a quieter, more refined stay. Prices typically range from €120–€500 per night, depending on the season and room type. Check availability and book this luxury stay on Booking.com!

    Mid-range – $$

    For a solid mid-range choice slightly outside the historic center, Hotel San Marco offers good value, comfortable rooms, and an easy walk into the old town. Nightly rates usually fall between €100–€370 per night, making it a great balance of comfort and affordability. Find the best rates and lock in your room on Booking.com.

    Budget – $

    Hotel Rex is a reliable budget-friendly option near the train station, ideal for easy arrivals and departures. Rooms are simple, clean, and practical, with prices generally ranging from €80–€150 per night, depending on the time of year. Check out this spot on Booking.com.

    Want more great options? Check out all the hotels listed for Lucca here!

    Day 7

    Daniel at the Leaning Tower of Pisa in Pisa Italy
    The famous shot at the Leaning Tower of Pisa
    The Leaning Tower of Pisa in Pisa Italy (1)
    So cool!

    For your final day in Tuscany, you’ve got a few great options depending on how you want to wrap up the trip. Whether you’re craving iconic sights, another indulgent wine experience, or a scenic coastal escape, these day trips from Lucca make it easy to end your journey on a high note.

    Visit Pisa

    If you want something easy and iconic, Pisa is just a 30-minute train ride from Lucca. Trains run frequently, and tickets usually cost less than €5, making this a simple half-day outing. You don’t need a ton of time here, which makes Pisa perfect if you want to keep your final day relaxed.

    The main sights are clustered together in Piazza dei Miracoli, where you’ll find the Leaning Tower of Pisa, Pisa Cathedral, and the Baptistery. Whether you choose to climb the tower or just snap a few classic photos, it’s a fun box to check off. Pisa is also home to Tuscany’s main international airport, so this option works especially well if you’re heading there for a flight later in the day.

    Wine-and-charcuterie-board-on-a-tour from Lucca Italy
    More wine? Why not!
    A-vineyard-seen-on-a-tour-of-Tuscany-from Lucca-Italy
    Walking through the vineyards in Tuscany

    Go wine tasting (again!)

    What’s that saying? “When in Tuscany, do what the Tuscans do” (and that’s drink wine!)

    If you’re not quite ready to say goodbye to Tuscany’s wine scene, this full-day wine and olive oil tour from Lucca is a fantastic way to savor your final day. Running from 10 am to around 4 pm, the tour takes you into the gently rolling hills just outside the city, where vineyards and olive groves stretch across the countryside. It’s an easy escape that feels worlds away from the city in the best way.

    The day includes visits to two small, independent wineries, where you’ll meet the winemakers themselves and learn about both traditional techniques and modern innovations. Walking through the vineyards and cellars adds real context to what ends up in your glass, making each tasting feel more meaningful. 

    Along the way, you’ll sample organic wines paired with pecorino cheese, cold cuts, local olive oil, and other Tuscan specialties, capped off with a relaxed light lunch enjoyed right in the countryside.

    With transportation included, there’s no need to navigate winding back roads—you can simply sit back, sip, and enjoy the scenery. It’s a laid-back, delicious way to fully immerse yourself in Tuscany’s food and wine culture one last time before heading home.

    Vernazza-in-Cinque-Terre-Italy on a tour from Lucca
    The views in Cinque Terre can’t be beat
    Views-of-Manarol-Cinque-Terre-Italy on a tour from Lucca
    We loved visiting all of the small villages

    Take a day trip to Cinque Terre

    For a dramatic change of scenery, this small-group day trip to Cinque Terre from Lucca is hard to beat. Think colorful cliffside villages, sparkling blue water, and views that look like they belong on a postcard—and the best part is you get to enjoy it all without juggling train schedules or navigating narrow coastal roads.

    Departing in the morning (with 7:45–9:00 am start times) and returning around 5:00 pm (lunch included), the tour mixes travel by air-conditioned minivan, train, and boat—so long as the weather plays along. 

    A friendly, knowledgeable tour leader keeps everything running smoothly as you hop from village to village, sharing stories and local insight along the way. Every stop seems to outdo the last, with pastel-colored houses clinging to cliffs, tiny harbors dotted with boats, and sweeping views over the Ligurian Sea.

    You’ll have plenty of time to wander the historic fishing villages, snap photos, and soak up the scenery, all while discovering why Cinque Terre is a UNESCO World Heritage Site. With effortless logistics and unforgettable coastal views, this is a picture-perfect way to wrap up your Tuscany adventure—especially if ending by the sea sounds like your kind of finale.

    Dinner – Osteria Dal Manzo

    Seafood clam pasta eaten in Lucca Italy
    A great meal to end your trip

    After returning to Lucca from your final day trip, take some time to freshen up before heading out for one last meal. Osteria Dal Manzo opens at 7:30 pm and is a great choice for a relaxed, celebratory dinner to close out your Tuscany itinerary.

    This welcoming osteria focuses on hearty Tuscan flavors and quality ingredients, making it the perfect place to reflect on the week over good food and wine. The atmosphere is casual but inviting, and the menu is designed for lingering—exactly what you want on your final night in Italy. Whether you opt for a comforting pasta dish, a well-cooked meat course, or simply enjoy a glass of local wine, it’s a satisfying way to end the journey.

    Renting a Car in Italy

    Driving our rental car along the Amalfi Coast in Italy

    Renting a car in Italy is one of the best ways to explore the country beyond the cities—think charming Tuscan villages, dramatic Amalfi Coast drives, and hidden gems in the countryside. While Italy’s roads can be a little chaotic (especially in cities), with the right preparation, renting a car here can be an unforgettable and rewarding experience!

    We always use Discover Cars when booking our rentals, and highly recommend them. They compare dozens of providers to find you the best rates, include important filters like “automatic transmission,” and offer affordable full insurance coverage. For more info, you can read our in-depth Discover Cars review here.

    Tips for Renting a Car in Italy

    • Drive on the right: Italians drive on the right-hand side of the road and overtake on the left. Right turns on red are illegal, and you must often yield to vehicles coming from the right at intersections.
    • Stay alert and confident: Italian driving can feel aggressive in cities—expect assertive drivers, scooters weaving through traffic, and liberal horn use (often just a form of communication). Stay calm and practice defensive driving.
    • Insurance is a must: We highly recommend adding full coverage insurance when booking. Minor damage like scratches and dents is common, especially in cities, and Discover Cars’ full protection gives you peace of mind at a low cost!
    • Mind the ZTL zones: Many city centers have restricted traffic zones called ZTLs. Entering without a permit can result in a fine. Check with your hotel and use GPS with ZTL alerts.
    • Choose the right vehicle: Roads in Italy can be narrow and parking tight, so a compact car is usually best. Most rentals are manual, but if you need an automatic, you can easily filter for one when booking with Discover Cars. 

    What You Need to Rent a Car in Italy

    • A valid driver’s license from your home country.
    • If you’re from outside the EU, you’ll likely need an International Driving Permit (IDP).
    • A credit card in the driver’s name is typically required for the security deposit.
    • You must be at least 18 years old, but renters under 25 may incur a young driver surcharge.

    Ready to hit the road? Book your car with Discover Cars here and discover the freedom of exploring Italy on your own terms!

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    Thanks for reading!

    Daniel-and-Bailey-take-a-selfie-at-a-vineyard-near-Florence Italy
    Thanks for reading!

    A week in Tuscany is truly a dream vacation. Between the historic cities, delicious wine, and overall relaxed vibe – it’s hard to beat! This itinerary hits all the highlights, so follow along, and you’ll make the most of your time.

    Before you go, check out the rest of our Italy blogs. We are here to help you plan a memorable trip, whether you’re looking for more multi-day itineraries, where to stay guides, or lists of top things to do. Here are a few more blogs to inspire your next destination, cheers!

    How to Spend TWO DAYS in Cinque Terre, Italy: The Best 2-Day Itinerary

    Where to Stay in Genoa, Italy: 4 Best Areas & Hotels

    18 Best Things to Do in Italy