Relaxed 10-Day Italy Self-Drive Road Trip With Itinerary from Florence to Rome and Siena

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Sit back and enjoy a relaxed 10-day road trip in Italy with this laid-back self-drive vacation.

This self-drive package allows you to travel through picture-perfect landscapes in Italy at a relaxed pace. Get a dose of comfort, fun, and recreation in Florence, Orvieto, Rome, Siena, and Pisa. Make yourself at home at top-rated hotels and stay 4 nights in Florence, 4 nights in Rome, and 1 night in Siena. Finally, taste the local food and enjoy a refreshing drink at the most popular restaurants and bars along your road trip route in Italy.

Freedom of choice is key to a relaxing road trip in Italy. For your self-drive vacation, we’ll offer you a selection of the best rental vehicles with CDW insurance. Upon arrival in Florence, you’ll collect your rental car of choice. From there, you’ll begin your 10-day journey across Italy and discover its unique culture, history, and diverse scenery.

Experience the essence of leisurely self-drive exploration across Italy with our handpicked selection of accommodations. From relaxed stays at renowned 5-star hotels offering magnificent views to comfortable 3-star options that cater to budget-conscious travelers, we ensure your journey is optimized for relaxation and comfort. Discover the perfect place to stay and unwind as you embark on a laid-back adventure in Italy.

We’ll introduce you to some of the best travel destinations in Italy. This relaxed road trip features the stunning Trevi Fountain. Another highlight of this self-drive tour is the captivating Colosseum.

Traveling leisurely through Italy means you could spend as much time as you want at the magnificent Pantheon. With this travel plan, you could also soak in the atmosphere of the memorable Piazza Navona. Get close to the spectacular St. Peter's Basilica and the wonderful Ponte Vecchio. You’ll have plenty of time to take in each attraction's unique features, learn its unique history, and appreciate it to the fullest.

Enjoy strolling through Italy's shopping hotspots near your accommodation. Visit shops, discover the locals’ way of life, or try various specialties. Don't forget to bring home a piece of the country that will remind you of your relaxing vacation in Italy.

Between sightseeing, you can make the most of your downtime and join a popular tour in Italy. This relaxed road trip also gives you plenty of time to stroll through Italy's shopping hotspots. Through these experiences, you'll have plenty of opportunities to discover the locals’ way of life and soak in the rich cultural heritage of the Italy.

This self-drive vacation package includes everything you need for a stress-free, easy road trip through Italy. You’ll have a cozy place to stay for 9 nights, with a selection of top-rated breakfast and restaurant options nearby. We'll also provide you with the best rental car you can use throughout the 10 days of your self-drive road trip in Italy. On top of all that, you also have the option to add flights to your travel plan and personalize each day of your itinerary by adding tours and tickets.

This self-drive package includes 24/7 travel support and a step-by-step guide. You can access the guide at any point of your journey through our mobile app, where you can also keep and organize your travel documents.

Spend an amazing 10-day vacation in Italy and get to know more about this fantastic destination. Choose your travel dates and plan a laid-back and relaxed road trip in Italy today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Central Market
piazza della SignoriaPalazzo VecchioUffizi GalleryPonte Vecchiopiazzale Michelangelo
Basilica of Santa Croce in FlorenceGalleria dell'AccademiaCathedral of Santa Maria del FioreBasilica of Santa Maria Novella
Well of St PatrickOrvieto CathedralOrvieto subterraneaTorre del Moro Orvieto
Trevi FountainPiazza di SpagnaSpanish Stepspiazza del PopoloVilla Borghese
Foro ItalicoAltare della PatriaRoman ForumColosseumCircus Maximus

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Day 1

Day 1

  • Florence - Arrival day
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  • Central Market
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Your relaxed road trip through Italy starts when you reach the incredible city of Florence, where you'll stay for 3 nights. You'll pick up your rental car in Florence and begin your adventure in Italy.

Florence is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Central Market, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Florence. Make yourself at home and enjoy some downtime before heading out again.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Florence, it's often a good idea to reserve a table in advance.

Treat yourself to a delightful dinner at Ristorante Oliviero 1962, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Di Poneta Novoli? It's another excellent option with a diverse menu. Consider reserving a table at Caffe San Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

As the day is coming to an end, stop at some of Florence’s best bars to celebrate this day of your slow-paced adventure in Italy.

Keep the evening going at Manifattura, a great choice for enjoying the after-dinner hours with a drink. You could also go to Se·sto On Arno Rooftop Bar, which offers a similarly pleasant setting and great drinks. Another option is Il Vinile, which provides an inviting environment for unwinding after a busy day out.

Raise a toast as you look back into the highlights of today’s laid-back and relaxed road trip adventure in Italy. Enjoy your first taste of Florence as you soak in the city’s unique vibe.

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Day 2

Day 2

  • Florence
  • More

Drive 6 km, 45 min

  • piazza della Signoria
  • Palazzo Vecchio
  • Uffizi Gallery
  • Ponte Vecchio
  • piazzale Michelangelo
  • More

Day 2 introduces you to many popular attractions and activities in Florence, further proving that leisurely self-drive tours in Italy are extraordinary.

Today’s itinerary in Florence covers several incredible sights, including a public square, a palace, an art gallery, a historical landmark, an observation deck and much more! Start your adventure at Piazza Della Signoria. This famous public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the visually striking wonders of Palazzo Vecchio, a must-see palace in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Uffizi Gallery. This impressive art gallery offers an enriching experience. For a change of pace, head to Ponte Vecchio, where you can take in visually striking features. Conclude your self-guided sightseeing tour with a visit to Piazzale Michelangelo. These sights offer a fulfilling end to a perfect day.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Florence offers a wide selection of experiences for every traveler.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

If you feel like it, head out to a bar to celebrate another fantastic day in Florence and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar 50 Rosso, known for its inviting atmosphere. Bitter Bar is another great option if you’re looking for a place to get the night started. Similarly, Archea Brewery provides a great setting to enjoy the night away.

Toast to another unforgettable and relaxing road trip adventure in Italy!

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Day 3

Day 3

  • Florence
  • More

Drive 4 km, 56 min

  • Basilica of Santa Croce in Florence
  • Galleria dell'Accademia
  • Cathedral of Santa Maria del Fiore
  • Basilica of Santa Maria Novella
  • More

Day 3 of your relaxed road trip through Italy means 24 hours of making the best memories in Florence. You’ll go sightseeing at famous attractions in Florence. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Florence!

Get ready to discover some of the most iconic wonders in Florence, including a church and an art gallery. Start your day at Basilica Of Santa Croce In Florence. This inviting church is a captivating place to see in Florence. Then, wander over to Galleria Dell'accademia. If noteworthy sites excite you, this art gallery will be right up your alley. Nearby, you’ll also find Cathedral Of Santa Maria Del Fiore. This culturally significant church is a favorite among visitors.

Florence offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Basilica Di Santa Maria Novella, Firenze (fi) is a well-known spot in the city that will captivate you with its unique charm.

Make the most of your time in the country by joining activities that let you discover more about Italy. Check out all of the tours you can join this day of your leisurely self-drive holiday in Italy and ensure the experience of a lifetime.

Bring home unique finds from Florence's bustling shopping hub, Mercato Centrale. Enjoy a leisurely exploration of unique stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Mercato Centrale offers plenty of options, including primary services, unique landmarks, and community events.

Exploring the food culture in Florence offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Treat yourself to a wonderful meal at Ristorante Buca Mario, a top-rated dining spot in Florence. If you're in the mood for something new, try Agricola Toscana, another premier location with a delectable menu. You might also want to book a table at Eataly Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Hang out and unwind at some of the top bars in Florence.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Gosh* stands out as an excellent choice for a post-dinner cocktail. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers an ideal atmosphere to enjoy the pleasures of the night. Quelo Bar is also a great option that provides a perfect setting for a relaxing evening.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

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Day 4

Day 4

  • Florence
  • Rome
  • More

Drive 289 km, 3 hours 59 min

  • Well of St Patrick
  • Orvieto Cathedral
  • Orvieto subterranea
  • Torre del Moro Orvieto
  • More

Day 4 of your easy and relaxed road trip through Italy gives you the opportunity to travel leisurely and experience more than one place in one day. You will start your day by exploring some of the best sights in the village of Orvieto. By the end of the day, you’ll drive in the direction of the city of Rome, where you’ll stay at a top-rated hotel of your choice for 4 nights.

Set out on a day brimming with fun adventures, breathtaking views, and picturesque spots. Start at the interesting Well Of St. Patrick, a picture-perfect monument in Florence. Next, go to Orvieto Cathedral.

After visiting Well Of St. Patrick and Orvieto Cathedral, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Orvieto Underground. This heritage-rich cave system offers a unique experience. Torre Del Moro Orvieto is another noteworthy attraction worthwhile a visit.

In the city of Rome, you’ll find plenty of stay options that will accommodate your need for rest and relaxation after spending your day on the road. Our top recommendations perfectly complement your relaxed road trip vacation in Italy.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Rome.

Dive into a culinary adventure like no other in Rome by booking a table at La Pergola. This popular restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another culinary dining option, venture to Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Enoteca La Torre, a top local restaurant known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Unwind after your meal by stepping into La Botticella Of Poggi Giovanni. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Almalu Trastevere offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Viminale Di Pepi Maurilio, another top-rated bar in the area.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Italy!

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Day 5

Day 5

  • Rome
  • More

Drive 8 km, 1 hour 2 min

  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • piazza del Popolo
  • Villa Borghese
  • More

On day 5 of your leisurely self-drive tour across Italy, you’ll go deep into Rome, where you'll stay for 3 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Rome, and meet locals along the way!

Today, you'll explore some of the most beautiful places in Rome, including a monument, a public square, and a park. Start your day with a visit to Trevi Fountain. This timeless monument is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Di Spagna, which may be one of the most enchanting places you will experience today.

One of the best things about exploring Rome on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Spanish Steps, a spectacular public square in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Del Popolo and Villa Borghese.

Italy makes the perfect setting for a calming but fun exploration. Aside from amazing sights, Italy also offers plenty of tours to enhance your relaxed road trip experience.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Rome, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Italy.

Continue your lively evening at Sant' Eustachio Caffè, a perfect place for winding down or revving up the night, depending on which mood you’re in. Yellowsquare Rome is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Caffè Portofino ensures a night out tailored to your taste.

Savor the rest of the night and celebrate another incredible relaxed road trip adventure in the magical Rome!

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Day 6

Day 6

  • Rome
  • More

Drive 17 km, 1 hour 28 min

  • Foro Italico
  • Altare della Patria
  • Roman Forum
  • Colosseum
  • Circus Maximus
  • More

Day 6 introduces you to many popular attractions and activities in Rome, further proving that leisurely self-drive tours in Italy are extraordinary.

Today’s route brings fun adventures, picturesque spots, and history-rich sites. The first attraction of today is Foro Italico. This interesting sports complex is a respected place to see in Rome. Continue your discovery at Altare Della Patria, a culturally significant monument with stories to tell.

As you stroll around Rome, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Roman Forum. This world-famous archeological site offers a breathtaking encounter with Rome. Next, make your way to Colosseum to add another highlight to your day. After that, visit Circus Maximus, a captivating archeological site that’s sure to impress. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Rome.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Italy by joining a traveler-approved tour in Rome. There are so many fun and eye-opening activities to try out in Rome that will make your slow-paced self-drive tour in Italy more memorable. Check out all the most recommended and top-rated tour options in the city of Rome to find the best options for you!

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Italy. When you're not appreciating the best places to visit in Rome, explore the city like a local by trying out the best restaurants in the area.

Savor the flavors at Hotel de Russie, a top pick for dinner tonight. Alternatively, La Taverna Italiana beckons with its unique menu offerings. Also, consider The Parrot Bar. With its consistent customer satisfaction, it’s an excellent option for dining in Rome tonight.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Rome. The bars in Rome make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Continue your evening by exploring the vibrant nightlife scene at The Apartment Bar Roma, a prime destination for a thrilling night out. Also, don’t forget to check out Hotel Hassler Roma, a bar that offers unique local touches.

A leisurely self-drive holiday in Rome can’t get any better than this! Toast to another amazing day in Italy!

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Day 7

Day 7

  • Rome
  • More

Drive 6 km, 57 min

  • Castel Sant'Angelo
  • Piazza Navona
  • Pantheon
  • largo di Torre Argentina
  • Campo de' Fiori
  • More

Day 7 of your relaxed road trip through Italy means 24 hours of making the best memories in Rome. You’ll go sightseeing at famous attractions in Rome. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Rome!

Brace yourself for today’s incredible lineup of attractions in Rome, featuring fun adventures, romantic experiences, and breathtaking views. Start at Castel Sant'angelo, a top-rated castle in the city. Then, head to Piazza Navona and soak in the ambiance of this romantic public square.

There are many interesting places to see in Rome, and when you are ready for more, go to Pantheon. This is one of the city’s most timeless culturally significant spots of interest. After exploring the monument, visit the notable Largo Di Torre Argentina. Not far away, you'll also find Campo De' Fiori. This public square is a historic highlight in Rome.

Another way to make your easygoing and relaxed road trip in Italy more special is by joining unique tours and activities. Rome offers a wide selection of experiences for every traveler.

When you’re not driving and exploring some of the best places in Italy, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Rome.

Enjoy a lovely dining experience at Sofitel Roma Villa Borghese, a popular restaurant in Rome. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Rome at Centro, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Ristorante Tema. It’s yet another ideal choice to enhance your time in Rome tonight.

Before calling it a day, visit one of the best bars in Rome. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Free your mind of worries as you enjoy the taste of freedom on your laid-back, relaxed road trip adventure across Italy.

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Day 8

Day 8

  • Rome
  • Siena
  • More

Drive 242 km, 2 hours 57 min

  • St Peter's Basilica
  • More

Day 8 of your relaxed road trip across Italy promises an exciting agenda full of discovery. You’ll start your day in the city of Vatican City and drive in the direction of the city of Siena for some laid-back sightseeing. You’ll end your day in the city of Siena, where you’ll stay for 1 night.

Start your adventure at St. Peter's Basilica. This wondrous major basilica is a must-visit for travelers looking for a unique holiday experience.

After a day of exploration, relax at one of the top hotels or accommodations in Siena. Staying in the city enhances your laid-back road trip experience in Italy by offering a comfortable and welcoming environment to recharge in this charming destination.

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

Savor the flavors at Enoteca I Terzi, a top pick for dinner tonight. Alternatively, Ristorante Tar-Tufo beckons with its unique menu offerings. Also, consider Antica Trattoria Papei. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

Before calling it a day, visit one of the best bars in Siena. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Meet Life Cafè, a well-loved spot among locals and tourists. Or, head to Maudit Pub. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Bar Impero Siena, another top-rated place in the area.

Raise your glass and relax after another big day of your leisurely paced road trip in Italy!

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Day 9

Day 9

  • Siena
  • Florence
  • More

Drive 216 km, 3 hours 30 min

  • piazza del Campo
  • Siena Cathedral
  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Campo santo
  • More

On day 9 of your laid-back and relaxed road trip adventure, you’ll have the chance to visit more than one remarkable area in Italy. Since this self-drive tour offers freedom and flexibility, you can decide how much time you want to spend in each place to enjoy the memorable travel destinations in Italy.

Siena is home to plenty of attractions that offer fun adventures, romantic experiences, and breathtaking views! Start at Piazza Del Campo, a widely recognized public square that is worthwhile a visit in the city. Nearby, you’ll find Siena Cathedral, enchanting visitors with its history-steeped appeal. Continue your exploration at Leaning Tower Of Pisa. This monument is one of the city’s most globally renowned spots.

Enjoy the freedom of exploring Siena at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Piazza Del Duomo, Pisa. After exploring the public square, head to the worthwhile Campo Santo.

You’ll be staying at the incredible city of Florence in this laid-back road trip in Italy. You'll stay here for 1 night.

Exploring new places makes you hungry. Luckily, Florence has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Treat yourself to a wonderful meal at Tijuana, a top-rated dining spot in Florence. If you're in the mood for something new, try Djària - American Bar, another premier location with a delectable menu. You might also want to book a table at The Florence Irish Pub. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Florence.

Grab a drink and enjoy every passing minute of this night of your relaxed road trip experience in Italy!

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Day 10

Day 10

  • Florence - Departure day
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  • Oltrarno
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Day 10 of your relaxed road trip in Italy is your departure day. If you have a flight to catch, you’ll drop off your rental car well in advance before your departure. Choose a late flight to enjoy a stress-free last day in Florence.

Make the most of your final day in Italy by visiting Florence’s iconic markets and shopping establishments in the buzzing Via de' Tornabuoni. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy. You can also browse through boutiques for stylish fashion choices. Elevate your style with pieces from high-end retail stores.

At the top of the list of things to do today is to explore Oltrarno, a neighborhood that captures the true essence of Florence. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Unwind and look back at the past 10 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Florence or just grab something light to keep you going.

Savor the flavors at Ristorante Buca Niccolini, a top pick for dinner tonight. Alternatively, Essenziale beckons with its unique menu offerings.

Give yourself enough time to wave goodbye to Florence and begin your journey home. The unforgettable experiences you’ve collected along your 10-day relaxed road trip in Italy is a story you will tell for the rest of your life.

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