9-Day Italy Self-Drive Road Trip With Itinerary from Pisa to Florence and La Spezia and surrounding area

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Experience the freedom of the open road in Italy as you embark on an unforgettable 9-day road trip! This experience caters to every traveler, featuring destinations like Pisa, Florence, Gaiole in Chianti, Siena, Riomaggiore, Manarola, La Spezia, Corniglia, Vernazza, and Lucca.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 2 nights in Pisa, 4 nights in Florence, and 2 nights in La Spezia. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Pisa, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Ponte Vecchio and Leaning Tower Of Pisa are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Piazza Del Duomo, Pisa, learn more about the unique Piazzale Michelangelo, and immerse yourself in the vibrant atmosphere of Cathedral Of Santa Maria Del Fiore.

As you hit the open road and drive through Pisa, Florence, Gaiole in Chianti, Siena, Riomaggiore, Manarola, La Spezia, Corniglia, Vernazza, and Lucca, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Knights' Square
Leaning Tower of PisaPiazza del Duomo, PisaPonte VecchioUffizi GalleryPalazzo Vecchiopiazza della Signoria
piazzale MichelangeloBasilica of Santa Croce in FlorenceCathedral of Santa Maria del FioreGalleria dell'AccademiaCentral MarketOltrarno
Villa Calcinaia - Conti CapponiCapannelleCastello di Brolio
Porta Camollia, SienaFortezza MediceaBasilica of San DomenicoSiena Cathedralpiazza del CampoPubblico Palace
Santuario di Nostra Signora di MonteneroRiomaggioreChurch of San Giovanni Battista of RiomaggioreCastle of RiomaggiorePresepe di ManarolaManarola Overlook Viewpoint

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Day 1

Day 1

  • Pisa - Arrival day
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  • Knights' Square
  • More

Say hello to Pisa! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Pisa for 1 night before you continue your adventure!

Pisa 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 Knights' Square, 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 Pisa. 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 Pisa, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at Anima di Grano Pizzeria Napoletana Pisa Italy, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, il Mercante is another top choice with a popular menu. You could also check for a table at La Ghiotteria. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Pisa tonight.

Unwind after your meal by stepping into Jeffer Cocktails & Friends. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Le Parisien Wine Bar offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Las Volta Cocktailbar, another top-rated bar in the area.

Raise a toast to the start of your 9-day road trip in Italy!

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Day 2

Day 2

  • Pisa
  • Florence
  • More

Drive 88 km, 1 hour 40 min

  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Ponte Vecchio
  • Uffizi Gallery
  • Palazzo Vecchio
  • piazza della Signoria
  • More

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Pisa and Florence. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 4 nights.

Today, you'll explore some of the most beautiful places in Pisa, including a monument, a public square, a historical landmark, an art gallery, a palace and much more! Start your day with a visit to Leaning Tower Of Pisa. This iconic monument is a must-visit in the city. When you’re ready for your next discovery, continue to Piazza Del Duomo, Pisa, which may be one of the most UNESCO world heritage-listed places you will experience today.

One of the best things about exploring Pisa 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 Ponte Vecchio, a timeless historical landmark in the city. If you’re up for more discoveries, don’t forget to reserve some time for Uffizi Gallery and Palazzo Vecchio. End your day with a visit to Piazza Della Signoria, an extraordinary public square that’s sure to leave a lasting impression.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Make sure to reserve a table at Ristorante Oliviero 1962, an iconic dining spot in Florence. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Di Poneta Novoli, a popular restaurant in Florence. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Caffe San Firenze, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Cap off your dinner by heading to Manifattura, ideal for a leisurely evening with a drink in hand. Se·sto On Arno Rooftop Bar is another bar that offers an enjoyable setting. Similarly, Il Vinile is also a popular place to go on a night out, perfect for relaxing and socializing.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 3

Day 3

  • Florence
  • More

Drive 6 km, 1 hour 28 min

  • piazzale Michelangelo
  • Basilica of Santa Croce in Florence
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • Central Market
  • Oltrarno
  • More

Day 3 of your road trip across Italy promises a magnificent time exploring Florence. You have 3 nights left in Florence. Take the opportunity to experience more of the best attractions and activities in the city.

A visit to Oltrarno in Florence is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.

Get ready to discover some of the most iconic wonders in Florence, including an observation deck, a church, an art gallery, a food market and much more! Start your day at Piazzale Michelangelo. This visually striking observation deck is a top-rated place to see in Florence. Then, wander over to Basilica Of Santa Croce In Florence. If instagrammable sites excite you, this church will be right up your alley. Nearby, you’ll also find Cathedral Of Santa Maria Del Fiore. This romantic 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, Galleria Dell'accademia is an interesting spot in the city that will captivate you with its unique charm. When you’re done at the art gallery, don’t forget to check out the visually striking Central Market. Take a moment to appreciate the fascinating details of this interesting food market.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Extend your evening after a delightful meal by visiting Bar 50 Rosso, which offers the perfect atmosphere for a night out. Moreover, Bitter Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 4

Day 4

  • Florence
  • More

Drive 148 km, 3 hours 13 min

  • Villa Calcinaia - Conti Capponi
  • Capannelle
  • Castello di Brolio
  • More

On day 4 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 2 nights more, there’s no need to rush. Experience Greti, Gaiole in Chianti, and San Regolo to the fullest today with this curated day itinerary!

Today’s itinerary in Florence covers several incredible sights, including a winery and a castle. Start your adventure at Villa Calcinaia - Conti Capponi. This curiosity-inducing winery is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the romantic wonders of Capannelle, a must-see winery in the hamlet.

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 Castello Di Brolio. This beloved castle offers an enriching experience. These sights offer a fulfilling end to a perfect day.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Florence.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Dine in style at Ristorante Buca Mario, a top recommendation for dinner tonight. Or, for a change of pace, Agricola Toscana boasts a menu that's sure to impress. Also, be sure to check out Eataly Firenze. Known as a local hotspot, it’s a great choice for tonight in Florence.

Unwind after your meal by stepping into Gosh*. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Antico Caffè Del Moro - Art Bar Firenze offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Quelo Bar, another top-rated bar in the area.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 5

Day 5

  • Florence
  • More

Drive 155 km, 3 hours 4 min

  • Porta Camollia, Siena
  • Fortezza Medicea
  • Basilica of San Domenico
  • Siena Cathedral
  • piazza del Campo
  • Pubblico Palace
  • More

Greet day 5 of your road trip in Italy with a smile and start your day with a hearty breakfast. You will return to Florence for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Siena.

Savor the day by visiting some of the best places to see in Florence, including a monument, a church, a public square, a palace and much more! Start your adventure at Porta Camollia, Siena. This beloved monument is a must-visit for travelers looking for a unique holiday experience. Make your way to Fortezza Medicea (siena) located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Basilica Of San Domenico. Its historic features will captivate you. After the church, continue your tour of the city with a visit to Siena Cathedral. Visitors usually appreciate the enchanting features of this church. Next up is Piazza Del Campo, a highly recommended public square. For a change of pace, head to Pubblico Palace. As one of the most worthwhile attractions in Florence, this palace is the perfect place to end your self-guided sightseeing tour.

When you’re done exploring for the day, you’ll return to Florence and your accommodation.

As you explore more of Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Savor the flavors at Tijuana, a top pick for dinner tonight. Alternatively, Djària - American Bar beckons with its unique menu offerings. Also, consider The Florence Irish Pub. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Head back to your accommodation in Florence and get some rest in preparation for another magical day of your road trip in Italy!

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Day 6

Day 6

  • Florence
  • La Spezia
  • More

Drive 180 km, 4 hours 5 min

  • Santuario di Nostra Signora di Montenero
  • Riomaggiore
  • Church of San Giovanni Battista of Riomaggiore
  • Castle of Riomaggiore
  • Presepe di Manarola
  • Manarola Overlook Viewpoint
  • More

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Riomaggiore and Manarola, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in La Spezia. You’ll stay here for 2 nights.

Set out on a day brimming with family-friendly attractions, romantic experiences, and scenic views. Start at the locally appreciated Nostra Signora Di Montenero, a romantic church in Florence. Next, go to Riomaggiore.

After visiting Nostra Signora Di Montenero and Riomaggiore, have a stroll along Florence's streets and take in the local charm. Continue your sightseeing by heading to Church Of San Giovanni Battista Of Riomaggiore. This stunning church offers a unique experience. Castle Of Riomaggiore is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Presepe Di Manarola, one of the most masterful places to visit in Florence. If you still have some time left for sightseeing, we also recommend stopping by Manarola Overlook Viewpoint.

At the end of the day, you will drive to La Spezia, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of La Spezia's most popular restaurants, and connect with friendly locals for an authentic adventure.

Have a fantastic dining experience at The Colombaio Park, a highly recommended choice for tonight's dinner.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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Day 7

Day 7

  • La Spezia
  • More

Drive 65 km, 2 hours 5 min

  • Sentiero Azzurro
  • Cinque Terre National Park
  • Ruins of Doria Tower
  • More

On day 7 of your road trip, you’ll start and end your day in La Spezia, where you'll stay for 1 night more.

Today’s route brings family-friendly attractions, romantic experiences, and natural wonders. The first attraction of today is Sentiero Azzurro. This beloved hiking area is a mesmerizing place to see in La Spezia. Continue your discovery at Cinque Terre National Park, a mesmerizing national park with stories to tell.

As you stroll around La Spezia, take in the distinct atmosphere and learn what makes this village so unique. Maximize your sightseeing with a visit to Ruins Of Doria Tower. This worthwhile monument offers a symbolic encounter with La Spezia. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in La Spezia.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in La Spezia.

After a day of adventure, treat yourself to an exquisite dinner at one of La Spezia's best restaurants.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 8

Day 8

  • La Spezia
  • Pisa
  • More

Drive 108 km, 1 hour 57 min

  • Piazza dell'Anfiteatro
  • Guinigi Tower
  • St Martin Cathedral
  • Piazza Napoleone
  • Walls of Lucca
  • Porta San Pietro
  • More

Embark on another extraordinary experience on day 8 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Lucca. At the end of the day, you will enjoy the comforts of a top-rated hotel in Pisa, which will be your home away from home for 1 night.

Start by visiting Piazza Dell'anfiteatro, a prime spot to begin your journey. This visually striking public square is sure to impress. Next on your list is Guinigi Tower, another must-visit landmark and locally appreciated monument renowned for its romantic features.

While exploring and sightseeing, take time to savor the culture of La Spezia by sampling some local delicacies. When you’re ready for more sightseeing, head to St Martin Cathedral. This awe-inspiring church is an essential place to visit for anyone looking for the full La Spezia experience. We also recommend visiting Piazza Napoleone, a notable public square. Nearby, you'll also find Mura Di Lucca, ready to add charm to your journey. End your self-guided sightseeing tour with a stop at Porta San Pietro and wrap up your day with its picture-perfect appeal.

When you’re done exploring for the day, you’ll drive to your hotel in Pisa. Check in and spend some time relaxing before you head out to tour the city.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Pisa. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Enjoy a lovely dining experience at Ristorante Capodimonte Pisa, a popular restaurant in Pisa. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Pisa at La Locanda Dei Pisani Doc Pisa, 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 Baribaldi Pisa. It’s yet another ideal choice to enhance your time in Pisa tonight.

After enjoying a fulfilling meal, continue your evening at Bar Mocambo, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Tree offers a welcoming atmosphere for easing into the nightlife. Similarly, Chupiteria provides an excellent environment for a relaxed and enjoyable evening.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

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Day 9

Day 9

  • Pisa - Departure day
  • More
  • Palazzo Blu
  • More

Day 9 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Pisa before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, we recommend visiting Palazzo Blu, a heritage-rich art gallery before you head out.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Pisa's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Pisa.

You’ll then say farewell to Pisa. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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