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Updated May 2026. Originally published November 2025.

If you’re planning a trip to Florence, this Florence itinerary will help you make the most of your time. I just spent a full week in the city (my third time visiting Florence), and I’ve narrowed down the best way to spend 3 days in Florence with a carefully thought-out itinerary.

Florence is one of those cities that really requires some planning due to its popularity. On my first trip to Florence, I definitely chose to do things on the fly with no planning, and regretted it. So this trip, I took no chances and planned out my entire week there so I wouldn’t miss anything. The result? I fell in love with Florence, and it’s a city that I can’t wait to return to.

I’ve taken the best of all my trips and put together a carefully thought-out itinerary for 3 days in Florence. I’ve considered peak crowds, slow blocks of time to explore, and included what I think are the sights not to miss when in Florence.

So, if you’re looking for a concise and considerate itinerary, read on to plan your days in Florence with this guide.

Short on Time? Here is the Ultimate Florence Itinerary (3 Days):

Where to Stay

For a fist time visit, I recommend staying in Centro Storico, Sant’Ambrogio (Santa Croce), or Oltrarno, which will put you within walking distance to everything. See my where to stay in Florence guide, for my detailed recommendations.

  1. Centro Storico, for iconic sights and a central stay
    Hotel Savoy ($$$), Bernini Palace ($$$ / Where I Stayed), Hotel Number Nine ($$ / Where I Stayed), The Artists’ Palace Florence ($$), Casa G. Firenze ($$), Numeroventi ($$), or a 2-bedroom luxury apartment with Duomo view
  2. Sant’Ambrogio (Santa Croce), for a local feel and the city’s best dining and markets
    Plaza Hotel Lucchesi ($$$), La Maison du Sage ($$), Residenza La Musa Amarcord ($$), Nove Guest House ($), or a 2 Bedroom Casa-Cosi Apartment (Where I Stayed)
  3. Oltrarno, for artisan studios and fewer crowds across the river
    Hotel Lungarno ($$$), Hotel Palazzo Guadagni ($$), AdAstra Suites ($$), Casa Botticelli ($$), SoprArno Suites ($$), or a 1 Bedroom Apartment with Fresco Walls (Where I Stayed)

Day 1: Santa Croce, Local Markets, and Sunset Views

  • Morning: Piazza Santa Croce to see the Basilica (~8:30am), then coffee at Ditta Artigianale or an affogato at Vivoli Gelateria. Explore local shops like AquaFlor perfumery, Misuri leather, and The Gallery Michelangelo, then visit the Scuola del Cuoio S.r.l. leather school and Mercato di Sant’Ambrogio.
  • Afternoon: Lunch at Cibreo Trattoria (book ahead). After, coffee at Coffee Mantra then take a photo at the Fotoautomatica booth on Via dell’Agnolo. End the afternoon at the Museo Nazionale del Bargello.
  • Evening: Gelato at Gelateria dei Neri, then stop by the La Buchetta Food & Wine 2 wine window. Take a cab to Piazzale Michelangelo (arrive ~40 minutes before sunset for the best light). Dinner at Vini e Vecchi Sapori, Il Latini, or Trattoria Sostanza.
  • Morning: Breakfast at Vintage Café (~7:30 am). Use your Brunelleschi Pass for early entry to climb Brunelleschi’s Dome. Visit the Museo dell’Opera del Duomo and Cathedral of Santa Maria del Fiore, then Basilica di Santa Maria Novella. After, stop into Officina Profumo-Farmaceutica di Santa Maria Novella for perfume.
  • Afternoon: Lunch at Trattoria Sostanza or a quick pizza at Mister Pizza. After go to Piazza della Repubblica, browse the Odeon Theatre bookshop, and stop Rivoire for chocollate or Caffè Gilli for coffee. After walk to Piazza della Signoria for open-air sculptures, then tour the Uffizi Gallery.
  • Evening: Watch the sunset from Ponte Vecchio (arrive 30 minutes before sunset for best light). Have a pre-dinner drink at Picteau or Signorvino, then dinner at Trattoria Camillo or Il Latini.

Day 3: Oltrarno Artisans, Pitti Palace, and Food Tour Finale

  • Morning: Coffee at Ditta Artigianale Via dello Sprone Specialty Coffee or PRAE for pastries and cinnamon rolls. Tour Pitti Palace when it opens (~8:15 am) then walk through the Boboli Gardens. After, browse nearby boutiques on Via Romana and Santo Spirito, like Miato, Le Telerie Toscane di
  • Afternoon: Lunch at Dalla Lola, then gelato at Sbrino and S. Forno bakery, then head to Basilica di Santo Spirito, then stop by the vintage shops Recollection by Albrici or Momo Vintage. End with a drink at Loggia Rooftop Bar.
  • Evening: Sunset food tour through Oltrarno or book a final dinner at Trattoria Camillo, Sabatino, or La Casalinga. End the night with a walk along the Arno River.

Things to Do

  1. Uffizi Gallery Guided Tour
  2. Florence Sunset Food Tour in Oltrarno
  3. Galleria dell’Accademia Guided Tour
  4. The Best of Florence Walking Tour
  5. Florence: Pasta Cooking Class with Unlimited Wine

Day Trips

  1. Quick Tuscan Escape: San Gimignano & Wine Experience
  2. Siena, San Gimignano & Chianti Day Trip with Lunch
  3. Chianti Wine Tour with Tuscan Lunch & San Gimignano

Travel Trips

  1. Get Cell Data Before You ArriveWe use Holafly unlimited data eSIMs (5% discount!) for all international travel.
  2. Book an Airport Transfer in AdvanceWe use Welcome Pickups for our private transfers to and from the airport.
  3. Rent a Car for Day TripsWe use Discover Cars for our rental cars in Europe, choose full coverage insurance, and opt for trusted companies like Alamo, Hertz, or Sixt.

Helpful Guides to Plan Your Trip

For more on Florence, read my guide to the best things to do in Florence, my in-depth guide to where to stay in Florence, which covers the best neighborhoods to base yourself with curated hotels and apartments by vibe, budget, and travel style, and my Oltrarno neighborhood guide!

If you’re planning on visiting Tuscany, start with my Tuscany itinerary and guide to the best towns to base yourself in Tuscany, my regional guide to Val d’Orcia, and my guides to San Gimignano, Siena, Pienza, Montepulciano, and Montalcino!

The Ultimate Florence 3 Day Itinerary for First Timers


Florence Travel Tips Before You Arrive

The Ultimate 3-Day Florence Itinerary
Arno River

Download Important Apps for Transportation and Communication

  • Google Maps — The most useful app for navigating Florence. I recommend saving the city map offline and saving places there.
  • AppTaxi — the best app for hailing a taxi in Florence.
  • Trenitalia — The best app for train routes and schedules in Italy.
  • WhatsApp — Super helpful to have; many hotels and restaurants use it to communicate and make reservations.
  • Google Translate — Always useful for translation
  • The Fork — One of the more popular booking platforms for restaurants, the app makes it easy to get a reservation.
  • Glovo — If you want food delivery, Glovo is the app to use. We will often get meal delivery to our hotel front desk or to the bottom of the apartment floor.

Get an eSIM Card for Connectivity

I highly recommend getting a Holafly unlimited data eSIM for cell data. I get one for every international trip and their service and speed is much better than my cell provider’s international plan. For more on my experience with Holafly, read my review on why Holafly is the best eSIM for Europe.

Download Google Maps Offline

Another helpful tip for Florence is to have your Google Maps saved offline. It’s helpful when you’re inside buildings and don’t have cell service and allows you to still look up things.

Make All of Your Reservations in Advance

If there is one single tip I can give, it is to make all reservations the minute you have your dates. Don’t underestimate how busy Florence will be at any time of the year, with popular attractions often selling out months in advance. Restaurants book up quickly as well, so keep an eye on those that you would like to book.

Book the Bruneschelli Pass First Thing

One of the first things to book and schedule if you plan to climb to the top of the Brunelleschi’s Dome in the Duomo is the Brunelleschi Pass. This pass allows you to climb up; it’s a ticketed and timed entrance with several slots throughout the day, with the most popular being the first slot and last. And then your pass is valid for 3 days to the other sights after your ticketed entrance time up the Dome. If you get the pass, it gives you entrance to all of the monuments of Piazza Duomo: Brunelleschi’s Dome, Giotto’s Bell Tower, the Baptistery, the Opera del Duomo Museum, and the Church of Santa Reparata.

How Many Days in Florence

Florence is one of those places you could really spend a week+ exploring each neighborhood and seeing every sight — but I know it’s not realistic for travelers to spend this much time on a 2-3 week trip in Italy. So my recommendation is a full three days to visit Florence, allowing for a leisurely pace to see the main sights, do a tour, and explore. Any extra time could be used for a day trip, or even consider an extra night to do so.

How to Get Around Florence

Walking is the easiest way to get around Florence, with the longest length of walking will always be a maximum of 30-40 minutes if you’re fully traversing the city. I’ve also used Lime scooters to get somewhere faster. Florence also has a good public transportation system with buses and trams, though I’ve never personally needed to use it.

Cash and Credit Cards in Florence

I found that almost all vendors in Florence accept credit cards. However, you will come across the occasional smaller shop or street vendor that’s cash-only. So I always recommend keeping 20-50 euros on hand just in case.

How to Get From Florence International Airport to Florence

By Plane

Florence is easy to reach by air, by flying into Florence’s Amerigo Vespucci Airport (FLR), which is about 15 minutes from the city center by taxi or tram. The other hack is that if you’re not able to get a good flight into FLR, you could fly into Pisa International Airport (PSA) and hire a taxi transfer or take the hour-long train (on our most recent trip, we flew into Pisa from Sardinia and decided to book a private transfer with Welcome Pickups, which was great).

Travel Tip: For easy, reliable private transfers, we always book with Welcome Pickups. It’s a seamless way to arrange a private driver in advance for airport rides, day trips, or hotel-to-hotel transfers across Europe.

By Train

Santa Maria Novella is the main train station in Florence. It’s a major hub with high-speed trains to and from most major cities in Italy.

By Car

You can easily drive to Florence, but know that the city center is mostly ZTL, a restricted area for residents only. If you cross into the ZTL, you will receive a fine by mail about 3-36 months after the fact (I’ve done it, not worth it!). So plan accordingly if you do come by car. My ideal itinerary is to start or end in Florence, picking up or dropping off your rental car at Florence Train Station to avoid the car in the city.

Don’t Forget These Things


Where to Stay in Florence, Italy

I have an entire guide to where to stay in Florence, breaking down the neighborhoods and personal recommendations for hotels and apartments. In my experience, Florence’s best locations to stay are either in the Centro Storico for proximity to the main sights, or in a local neighborhood like Sant’Ambrogio (Santa Croce) or Oltrarno.

Where I Stayed

  • Best Location For Sights: Firenze Number 9 (Centro Storico $$$) — A well-done, boutique hotel in the heart of the city. Set with its own hammam spa and supper club, it’s a chic getaway that really is footsteps of everything.
  • Best Local Stay: Apartment in Sant’Ambrogio ($$) — A well-priced apartment with two bedrooms, we were a few steps from the markets and felt like we were in the middle of a local neighborhood. It’s a great location and easy to explore the rest of the city.
  • Best Neighborhood Stay: Apartment in Oltrarno ($) — A very budget stay in the heart of Oltrarno, simple yet a good space to come home to after a day of exploring.

Best Hotels by Neighbhorhood

  1. Centro Storico, for iconic sights and a central stay
    Hotel Savoy ($$$), Bernini Palace ($$$ / Where I Stayed), Hotel Number Nine ($$ / Where I Stayed), The Artists’ Palace Florence ($$), Casa G. Firenze ($$), Numeroventi ($$), or a 2-bedroom luxury apartment with Duomo view
  2. Sant’Ambrogio (Santa Croce), for a local feel and the city’s best dining and markets
    Plaza Hotel Lucchesi ($$$), La Maison du Sage ($$), Residenza La Musa Amarcord ($$), Nove Guest House ($), or a 2 Bedroom Casa-Cosi Apartment (Where I Stayed)
  3. Oltrarno, for artisan studios and fewer crowds across the river
    Hotel Lungarno ($$$), Hotel Palazzo Guadagni ($$), AdAstra Suites ($$), Casa Botticelli ($$), SoprArno Suites ($$), or a 1 Bedroom Apartment with Fresco Walls (Where I Stayed)

Day 1: Exploring Santa Croce, Smaller Gems, and Epic Views

Morning

When it comes to starting your day in Florence, the heart of Santa Croce is home to the Basilica of Santa Croce and a wonderful place to begin. The piazza in the morning is nearly empty, and the sun comes right over the top of the iconic marble facade. To begin the day, I want to recommend something a touch different — an affogato to begin.

The Ultimate 3-Day Florence Itinerary
Vivoli

Down the street, tucked in a small corner, is the iconic Vivoli Gelateria. What it’s most known for is its affogato, popular in pistachio or vanilla, and one of the longest lines in the city by midday. So I’d recommend coming here first thing, as it opens at 8 am (9 am on Sundays). Espresso and gelato are basically a cappuccino right? If affogato doesn’t sound good, I’d get a coffee and pastry at Ditta Artigianale down the street.

From there, spend the morning in the Santa Croce neighborhood. It’s one of my favorites for exploring the artisan shops. I’d hunt for places like AquaFlor, a perfumery known for its artisanal scents and products, in a beautiful store. Around the corner is Misuri and The Gallery Michelangelo, set on Piazza di Santa Croce; both are great places to shop for leather products.

But if you’re really after a custom leather piece, don’t skip a visit to Scuola del Cuoio S.r.l.. An actual leather school where artisans work and sell their pieces. You can even customize with initials or order unique pieces. As you finish up in this area, make your way over to Mercato di Sant’Ambrogio — one of the best local markets in Florence (I’d pick this over Mercato Centrale), where the locals actually shop for produce and goods.

Afternoon

For lunch today, book a table at Cibreo Trattoria, a longstanding institution next door to Mercato di Sant’Ambrogio. Founded in 1979, it’s one of the places you can’t miss in Florence for its chicken and ricotta meatballs, cibreo (classic Tuscan chicken giblets), and housemade pastas.

Afterward, if you need a coffee, stroll over to Coffee Mantra or Ditta Artiginale Coffee. Coffee Mantra is one of the better of the local coffee shops, and Ditta Artiginale is an easy win for coffee or matcha, even.

As you make your way to your next destination of Museo Nazionale del Bargello, walk along Via dell’Agnolo to stop at one of the Fotoautomatica. These restored photo booths have several locations across the city, and this one doesn’t usually have super long lines. Just remember to check recent Google reviews if it’s in working order, and be patient, as it takes 4 minutes to print the photos!

Museo Nazionale del Bargello is one of my favorite quiet gems in Florence, a museum that is often overlooked for the larger ones. It is housed in the oldest public building in Florence, centered around a beautiful inner courtyard. You’ll find masterpieces from Donatello to Michelangelo here, and it’s rarely busy.

Evening

The Ultimate 3-Day Florence Itinerary
La Buchetta Food & Wine 2

As you begin your next adventure to sunset, consider a gelato stop or a wine window stop. The gelato place I would head to is Gelateria dei Neri — just before the Ponte alle Grazie, it’s one of the best gelatos in town.

For a wine window, these very popular spots to get wine at, there’s one at La Buchetta Food & Wine 2 around the corner, which has white or red wines. And if you really have time, do both the gelato and a glass of wine to fill up for sunset!

The Ultimate 3-Day Florence Itinerary
Piazzale Michelangelo

Before dinner, this is a good time to catch the sunset tonight from the most beautiful viewpoint in Florence, Piazzale Michelangelo. It’s about a 30-minute walk up the steep hill from Ponte alle Grazie. Know that it gets very busy. I arrived about 40 minutes before actual sunset, and it was already quite crowded.

After sunset, I’d look at making a reservation at one of these three places for dinner: Vini e Vecchi Sapori, Il Latini, or Trattoria Sostanza. Vini e Vecchi Sapori is my recommendation. Be sure to call in advance or have your accommodations call for you, or walk by to get a reservation. It’s in the Centro Storico, and has about a dozen tables in a classic osteria.


Day 2: The Classics: Duomo Complex, Brunelleschi’s Dome, Uffizi, and More

Morning

Today is a big day for sights. Get your best walking shoes on, as I have put together “the best of Florence” in terms of places not to miss. I’d kick off the day with breakfast and coffee at Vintage Cafe, one of the few places close to the Duomo to open before 8 am.

To begin the day, book in the 8 am timed slot to climb Brunelleschi’s Dome. By booking the Brunelleschi Pass, which gives you entrance to the Dome Walk and then the complex, you’ll be able to see all of these sights right there. The Cathedral of Santa Maria del Fiore is home to Brunelleschi’s Dome and one of the must-do experiences if you’re not afraid of heights, can walk 400+ steps, and are NOT claustrophobic. It is an absolute jaunt to get to the top of the dome, but the views of Florence are so worth it.

I’d budget around 1.5 hours to do the climb to Brunelleschi’s Dome, see the views from the top terrace around it, and then descend. After that, I would go see the Museo dell’Opera del Duomo di Firenze, which opens early enough to see right after the Dome. This museum is the best way to learn about the Duomo Complex and its historic buildings. After that, get in line to enter the Cathedral of Santa Maria del Fiore, which opens daily at 10:15 am (except Sunday). You will see a sliver of the cathedral as you climb up to the dome, so you may choose not to do it.

Travel Tip: I would not climb or wait for Giotto’s Bell Tower, as the view is virtually the same from the dome.

After your time at the Duomo Complex, I’d head over about 10 minutes walk to the Basilica of Santa Maria Novella. It’s an easy, often less crowded sight with a paid entrance upon arrival. Head into the church, go far into the private grounds, and explore the galleries. The Museum of Santa Maria Novella sits around a quiet interior cloister, which is beautiful.

While over here, I’d go to Officina Profumo-Farmaceutica di Santa Maria Novella, which is connected to the Basilica courtyard (accessible from the street side). The perfumery was founded by the Dominican friars of the Basilica, and it’s the world’s oldest pharmacy still in operation. Today, it’s known for its perfumes (I pick up a few each trip!) and beauty products.

Afternoon

The Ultimate 3-Day Florence Itinerary
Mister Pizza

For lunch today, I have a few suggestions depending on what you feel like. My number one for a sit-down if you can’t get a dinner reservation is Trattoria Sostanza for its famous butter chicken and the seasonal omelet — this is my #1 meal in all of Florence.

If you want something easier and quicker, consider stopping into Mister Pizza or getting sandwiches at Maledetti. Both of these are in the city center as well, so they’re in proximity to the rest of the day. The rest of the afternoon is set to explore the Centro Storico.

I would walk down to Piazza della Repubblica and explore the side streets. I’d pop into Odeon Theatre while here, a quick 15-minute stop to see the amazing bookstore and cinema, and a very quiet space in Florence. If you need a pick-me-up, I’d do the hot chocolate at Rivoire or get a coffee at Cafe Gilli.

Finally, make your way down to Piazza della Signoria, where you’ll be making your way to your next important sight: The Uffizi Gallery. My recommendation is to book the later slot for entry into the Uffizi, say the 4 or 4:30 pm. Often, the museum will sort of quiet down, and you do need a time slot reservation to get in. Know that your time slot will still require about a 20-minute wait in line to get in through security and ticketing.

Travel Tip: My one regret about the Uffizi Gallery was not having booked a guided tour with a historian to learn the art history. There are some incredible pieces here, like Botticelli’s The Birth of Venus to Caravaggio’s Medusa, to the Annunciation by Leonardo da Vinci. I would recommend booking this well-rated Uffizi guided tour for quick access and an informative experience.

Evening

The Ultimate 3-Day Florence Itinerary
Arno River

After your time at the museum, head over to sunset from Ponte Vecchio. It’s the oldest bridge and the only one not destroyed in World War 2, and is famous for the shops along it. The views from here are lovely at sunset. You could also consider getting a drink at a bar like Picteau or Signorvino.

For dinner tonight, if you’ve done Vini e Vecchi Sapori or Trattoria Sostanza, I would try to get a reservation at Trattoria Camillo or Il Latini. Trattoria Camillo is one of the best trattorias in town, and Il Latini is all things Florentine steak (Bistecca alla Fiorentina) — a must try when in Florence.


Day 3: A Day in Oltrarno, Pitti Palace, Boboli Gardens, Shopping, Food Tour

Morning

I absolutely fell in love with Oltrarno — a neighborhood full of artisans, local trattorias, and just so many gems. I feel like a full day here gives the best experience, as you can do a variety of things. Begin with coffee at Ditta Artigianale Via dello Sprone Specialty Coffee, or go to PRAE for coffee and its famous cinnamon rolls.

The Ultimate 3-Day Florence Itinerary
Boboli Gardens

The first experience of the day is heading to the Pitti Palace and Boboli Gardens. I’d recommend the first entrance to beat the crowds, to see the famous palace that is famed for the Medici Family. Behind it, the Boboli Gardens are attached, so it’s wonderful to see both together. In the palace, you’ll find everything from a modern art gallery, the Palatine Gallery with incredible masterpieces, to even a Costume Gallery (you can’t miss this!). Give yourself at least 3 hours to do both, if not 4 hours.

After time a the Pitti Palace, be sure to exit out the front and head across the street to Sdruccioli de’Pitti. There are three amazing stores here, like Miato for its textiles, La Casa Della Stampa Di Sarubbi Lorenzo for its prints, and Le Telerie Toscane di Giulia G. for its tablecloths. All three are amazing, and as you make your way to your lunch spot, stop by Giuliano Ricchi Jewelry at Piazza Santo Spirito for handmade charms.

Afternoon

The Ultimate 3-Day Florence Itinerary
Dalla Lola

For lunch, I’d head straight to Dalla Lola for a local corner trattoria. Their fried raviolis, miso gnocchi, and seasonal dishes were amazing and just felt like a very cozy meal. If you need a sweet treat, my favorite gelato in the neighborhood is Sbrino – Gelatificio Contadino, about a 5-minute walk away. And of course, you can’t miss S. Forno, a local bakery and alimentari to stock up on pantry essentials.

From there, head to Basilica di Santo Spirito, the main Renaissance basilica of this side of the Arno River. It’s home to the crucifix carved by a young Michelangelo (ca. 1492), when he was just about 17 years old. There are some wonderful artworks in here alongside the Baroque altar.

For the afternoon, I’d go for a stroll along the side streets for some amazing vintage shopping. Two stores I loved were Recollection by Albrici and Momo Vintage. Momo Vintage is more denim, jackets, and classic vintage. Albrici has more luxury goods, from designer bags to an incredible silk collection.

To end your afternoon in Oltrarno, head straight to Loggia Rooftop Bar for early sunset drinks. It has a great atmosphere, and it’s right where your next activity will begin.

Evening

For tonight, book this sunset food tour in Oltrarno. Led by a knowledgeable local guide, you’ll get to explore more of Oltrarno’s gems from local wine bars to trattorias. It was one of my favorite things I did while in Florence, and I can’t recommend it enough while there.

You will get a bit of food and drinks, but if you feel like you need a late-night dinner, why not? I’d look at snagging the later reservations at either Trattoria Camillo, Trattoria Sabatino, or Trattoria La Casalinga.


Bonus Day: Day Trips for a 3 Day Itinerary in Florence

If you have extra time in Florence, some of the best things to do include day trips out of the city.  If you don’t want to self-drive or navigate buses, the tours listed below are the easiest and best option to see these areas. All of the group tours are under $200 a person, with most being $50-75 per person.

San Gimignano

The Ultimate 3-Day Florence Itinerary
View of San Gimignano from Torre Grossa

San Gimignano is one of the most popular towns in Tuscany. I’ve visited twice and think it’s ideal for a half-day visit. If you go, be sure see Duomo di San Gimignano and climb the Torre Grossa for the most amazing views of the Tuscan countryside. See my guide to San Gimignano for all of my recommendations!

Popular San Gimignano Tours from Florence
  1. Quick Tuscan Escape from Florence: San Gimignano & Wine Experience (5 hours)
  2. Siena + San Gimignano + Monteriggioni Day Trip (10.5 hours)
  3. Day Trip with Free Time in San Gimignano and Siena (9 hours)

Siena

The Ultimate 3-Day Florence Itinerary
Siena

If I was going to recommend one city to visit as a day trip, it would be Siena. I spent 4 days here with my family this past fall, and it was the highlight of our time in Tuscany. The history and architecture are incredible, and it’s small enough to get a good sense of it on a day trip. While you’re there, I’d make sure to see the Duomo, Piccolomini Library, Piazza del Campo, and Torre del Mangia. See my guide to Siena for all of my recommendations!

Popular Tours from Florence
  1. Siena + San Gimignano + Pisa + Winery Lunch (12 hours / Most Booked Tour!)
  2. Siena + San Gimignano Small Group Tour with Lunch (10 hours)

Chianti

The Ultimate Guide to Florence, Italy: The Best Things to Do
Chianti

On our first trip to Tuscany, my husband and I rented a car and spent a day road tripping through the Chianti. That day, we’d stumbled upon Osteria Le Panzanelle, and our lunch there is one of my favorite memories. If you choose to drive yourself, Greve and Radda are a couple hilltop towns worth seeing. See my one-day road trip guide to Chiani for how we spent the day!

Rental Car Tip: We use Discover Cars for our rental cars in Europe, choose full coverage insurance, and opt for trusted companies like Alamo, Hertz, or Sixt.

If you’re into wine, Chianti is a great option for a guided tour, as they’ll provide all the transportation. I’ve put together a short list of the best wine tour options below.

Popular Tours from Florence
  1. Chianti Wine Tour with Pickup (5 hours)
  2. Chianti Half-Day Wine Tour (5.5 hours)
  3. Chianti Wineries Tour with Tuscan Lunch and San Gimignano (8 hours)

Have More Time? What Else to See in Florence

Visit the Galleria dell’Accademia di Firenze for The David

I know it may seem like a crime not to include the Galleria dell’Accademia di Firenze to see the David, but after doing it once, I’m not sure I’d squeeze it into a limited itinerary. The main reason is that the museum itself doesn’t have a lot other than the David, so if you’re going to do a museum, I’d look at the Uffizi or Pitti Palace first. The other element is the waiting lines to get in, even with a timed entrance is quite long, with the only workaround being to do a guided tour. So with three days, it’s not something I’d prioritize unless you’re really keen to see the original — if not, see the copy of Michelangelo’s David in its original spot in Piazza della Signoria.

Take a Tour or Two

As a millennial traveler, I’ve really come to enjoy taking tours in new cities. The reason is that you get connected with a local guide or expert who understands the dynamics of culture and history. I feel like a walking tour is a wonderful introduction, a food experience, an invitation to the culture, and a sightseeing tour by transport, a convenient way to the city. In addition to the sunset food tour in Oltrarno I already mentioned, I would consider adding these tours to your time:

  1. Florence: Pasta Cooking Class with Unlimited Wine (3 hours)
  2. The Best of Florence Walking Tour in a Small Group (2 hours)
  3. The Best Tour in Florence: Renaissance and Medici Tales (2 hours)

Museo Sant’Orsola Firenze

One of my favorite finds on the recent trip was Museo Sant’Orsola Firenze, a small museum outside of the historic center. It is a modern art exhibit inside an old convent. It’s never busy, so if the art seems interesting to you, it’s a nice side quest to go to.

Palazzo Vecchio

I visited Palazzo Vecchio on my first trip to Florence. It was built in the 13th century, initially used as the seat of government for the Florentine Republic, and later became a Medici residence. Inside, you can visit the museum, the Medici apartments, and climb the Arnolfo Tower. They offer guided tours or audio guides. I’d plan about 1.5 to 2 hours for a full visit.

Orto Botanico Giardino dei Semplici – Università di Firenze

Another favorite find was the Orto Botanico Giardino dei Semplici botanical gardens. The gardens themselves and the interior spaces were really just peaceful and stunning. There was virtually no one there when we went midday, and it felt like a nice green space to enjoy after a few days in the city.


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I use Booking.com for hotels and Airbnb for vacation rentals. They have the biggest inventory and consistently offer the best rates.

2. Book Your Rental Car

Self-driving is the best way to explore most destinations. I use Discover Cars for our rental cars, select full coverage insurance, and opt for a reputable company like Alamo, Hertz, or Sixt.

3. Book Your Tours & Experiences

I use Viator, Airbnb, and Get Your Guide to find the best tours and experiences. They are my favorite tour search engines. I always check all three as their inventory varies depending on the destination.

4. Book Your Private Transfers

For easy, reliable private transfers, I use Welcome Pickups. It’s my go-to for arranging a driver in advance — whether it’s an airport pickup, a hotel-to-hotel transfer, or a day trip. The experience is seamless, with English-speaking drivers and upfront pricing, so you can travel stress-free at every stage of your trip.

5. Get Cell Data for Your Trip

I use Holafly for international cell data. Their unlimited data eSIMs are easy to install, activate instantly on arrival, and let you skip local SIM cards and expensive roaming fees.

6. Don’t Forget Travel Insurance

I never leave the country without travel insurance. It provides comprehensive protection in case anything goes wrong (ie. illness, injury, theft, or cancellations).

My favorite companies that offer the best coverage and rates are:


Xx,
Jessica

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