14-Day Italy Self-Drive Road Trip With Itinerary from Rimini traveling west to Bologna, Venice, Verona, Florence, Siena, Rome, and Arezzo

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Photo of Aerial view on Rimini. Italian cityscape from above. Lighthouse on water sea canal. Rimini city. Summer vacation.
Photo of Rimini cityscape. Tiberius bridge famous sightseeing in Rimini at dawn. Summer sunrise in Rimini historic center.
Photo of Umbrellas and chaise lounges on the beautiful beach of Rimini in Italy.
Photo of aerial view of umbrellas and chaise lounges on the beautiful beach of Rimini in Italy.
Photo of Bridge on Rimini canal port with boats, modern buildings and old houses.
Photo of Scenic spring view of pier with ancient and modern buildings, ships, yachts and other boats in Rimini, Italy.
Photo of Woman and child outdoors. Mother and daughter going to rest on beach. Rimini, Italy.
Photo of Piazza Tre Martiri Three Martyrs square with traditional buildings with clock and bell tower in old historical touristic city centre Rimini with blue sky background, Emilia-Romagna, Italy
Photo of Umbrellas and chaise lounges on the beautiful beach of Rimini in Italy.
Photo of Blue umbrellas and chaise lounges on the beach of Rimini in Italy.
Photo of Boat in blue water near pier and stone arch Tiberius bridge (Ponte di Tiberio, Augustus Bridge) over Marecchia river in historical city centre Rimini with blue sky white clouds, Emilia-Romagna, Italy.
photo of view of     Bridge of Tiberius, Ponte di Tiberio in Rimini, Italy.
photo oof view of Spectacular morning view of Arch of Augustus. Splendid summer cityscape of Rimini town, Italy, Europe. Traveling concept background.
photo of view of A view down a colourful street in the village area of San Giuliano in Rimini, Italy in summertime
Medieval and Renaissance buildings and structures feature in Bologna, Italy
Photo of panoramic view of Bologna,Italy.
Photo of Channel river in Bologna Italy.
Photo of Fontana di Nettuno or Neptune fountain on Piazza Maggiore square at the morning dusk designed by Tommaso Laureti (1565).
Photo of Bologna main square aerial view from Asinelli tower.
Photo of ancient sanctuary of the Madonna di San Luca, old church on the hill.
Photo of quirky castle in the Emilian Apennines, Bologna, Italy.
Photo of Basilica of SantApolinare in Classe.
Photo of View of Basilica di San Petronio on sunrise.
Photo of Sunset view of a small lake located in a park in the center of Bologna, Italy.
Bologna, Italy. View of Basilica di San Petronio on sunrise
Palazzo Re Enzo. Splendid cityscape of Bologna, Italy.
photo of view of Bologna, Italy.
Bridge Rialto on Grand canal famous landmark panoramic view Venice Italy.
Venetian gondolier punting gondola through green canal waters of Venice, Italy.
photo of view of Venice, Italy.
Couple of tourists on vacation in Venice, Italy.
Colorful carnival masks at a traditional festival in Venice, Italy.
Elegant woman with red sunhat enjoys the view to a canal with passing by gondola in Venice, Italy.
View of Basilica di San Marco and on piazza San Marco in Venice, Italy.
Colorful houses in Burano, Venice, Italy.
Street in Venice.
photo of  view of Colorful houses in Burano, Venice, Italy.
photo of view of View of Grand Canal with Rialto Bridge and gondoliers in Venice, Italy. Landscape with Rialto Bridge and gondola on the Grand Canal in Venice, Italy, Europe.
photo of view of A normal day in the beautiful city of Venice. View of the corridors, roads and bridges of the beautiful cities of Venice, Italy.
photo  of view of Venice,  Italy.
photo of view of Venice, Italy.
Punta San Vigilio on Garda Lake in Verona, Italy
Panoramic view to Bridge Ponte Pietra in Verona on Adige river. Veneto region. Italy. Sunny summer day panorama and blue dramatic sky with clouds. Ancient european italian terracotta color houses
Photo of The Verona Arena, Roman amphitheatre in Piazza Bra.
Photo of Peschiera del Garda - charming village with colorful houses in beautiful lake Lago di Garda. Verona province, Italy.
Photo of Scaliger Castle (13th century) in Sirmione on Garda lake near Verona, Italy.
Castel San Pietro St. Peter Castle, Museo Archeologico, Convento di San Girolamo on hill with cypress trees and Adige river in Verona city historical centre, blue sky, Veneto Region, Northern Italy.
Photo of Cityscape of Verona with Piazza Bra and Verona Arena on a sunny day in Verona, Italy.
Photo of Chiesa dei Santi Siro e Libera catholic church, Roman Theater Archaeological Museum Museo Archeologico with ruins, Piazza del Foro square, Verona city historical centre, blue sky, Veneto Region, Italy
Photo of City of Verona Adige riverfront view, colorful architecture of tourist destination in Veneto region, Italy
Colorful Fireworks above Verona Cityscape, in Italy, Celebrating New Years Eve.
Beautiful sunset aerial view of Verona. Veneto region in italy. Verona sunset cityscape.
Photo of Arco dei Gavi famous historic landmark in Verona on Adige river view, tourist destination in Veneto region of Italy.
photo of view of Ponte Pietra, Verona, Italy.
photo of view of Piazza Del Signori, Verona, Italy.
photo of view of Verona Arena, Verona, Italy.
photo of view of Pesehiera Del Garda Verona Italy.
photo of view of Piazza Dei Signori Verona, Italy.
photo of view of Pizza Delle Erbe Verona, Italy.
photo of view of Torre Dei Lomberti Verona, Italy.
Aerial view of the Cattedrale di Santa Maria del Fiore in Florence, Italy, overlooking the city
Photo of Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, Italy.
Photo of Woman enjoys beautiful view on famous Duomo cathedral in Florence, standing on empty cathedral square during morning time.
Photo of Summer street cafe on Piazza della Repubblica in Florence, Toscana province, Italy.
Photo of Giotto's Campanile - An aerial dusk view of Giotto's Campanile and the historical Old Town of Florence, as seen from the top of Brunelleschi's Dome of the Florence Cathedral. Florence, Tuscany, Italy.
Photo of Ponte Vecchio, old bridge over Arno River, Florence, Tuscany, Italy.
Photo of The Colossus of the Apennines, majestic stone sculpture by Giambologna located in the park of Villa Demidoff in Florence, Italy.
Photo of Fountain of Neptune in Florence in early morning.
Photo of Sunset view of Florence, Ponte Vecchio, Palazzo Vecchio and Florence Duomo, Italy. Architecture and landmark of Florence. Cityscape of Florence.
Vintage carousel and tourists in Piazza della Repubblica (Republic Square) and the arch in honor of the first king of united Italy on background in Florence, Italy.
Photo of Arches of the Vasari Corridor (Corridoio Vasariano) in Florence, Tuscany, Italy. View of the Lungarno degli Archibusieri.
cheerful senior woman cycling with her electric mountain bike above downtown of Florence with stunning view over the old city, Tuscany, Italy
Facade of Palazzo Pitti palace with Gallery of Modern Art large building on Piazza dei Pitti square in historical centre of Florence city, blue sky white clouds, Tuscany, Italy
photo of view of Florence,Italy.
photo of view of Florence,Italy.
Photo of Siena in Italy by SimonRei
Photo of Siena cathedral against a bright blue sky in Italy.
Photo of Siena, Italy. Aerial view of Piazza del Campo with Palazzo Pubblico and Torre del Mangia.
photo of view of Siena, Italy. Charming medieval city in Tuscany known for its stunning cathedral, Torre del Mangia, beautiful piazzas, and the famous Palio horse race.
photo of view of Siena, medieval town in Tuscany, with view of the Dome Bell Tower of Siena Cathedral, Mangia Tower and Basilica of San Domenico, Italy
photo of view of Stylish woman walks on background of cityscape of Siena old town. Concept of travel famous cities in Tosacny region of Italy
photo of view of  Aerial view of Montepulciano, a medieval and Renaissance hill town in the Italian province of Siena in southern Tuscany, Italy
photo of view of Facade decoration of the cathedral of Siena, Italy.
photo of view of historic buildings and landmarks in magnificent medieval Siena,Tuscany, Italy.
photo of view of Aerial view of famous medieval San Gimignano hill town with its skyline of medieval towers, including the stone Torre Grossa. Province of Siena, Tuscany, Italy.
photo of view of Cathedral of the City of Siena in Tuscany region of Italy at sunset.
photo of view of Beautiful traveler girl exploring the historic city of Siena in Tuscany. Young tourist woman smiling at camera in Siena Cathedral square, Tuscany, Italy.
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photo of view of Medieval San Gimignano hill town with skyline of medieval towers, including the stone Torre Grossa. Province of Siena, Tuscany, Italy.
photo of view ofBeautiful view of campanile of Siena Cathedral, Duomo di Siena, and Old Town of medieval city of Siena in the sunny day, Tuscany, Siena province, Italy
Colosseum, Rome, Italy.
Photo of piazza de spagna in Rome, Italy.
Photo of Fountain di Trevi in Rome, Italy.
Bridge Il Tevere a Ponte Vittorio Emanuele II in Rome, Italy.
Hadrian Mausoleum, Rome, Italy.
 Vatican dome of San Pietro and Sant Angelo Bridge, over Tiber river in Rome, Italy.
panoramic view of Rome and St. Peter's Basilica, Italy.
View of Pantheon in the morning, Rome, Italy.
Rome, Italy. Stunning twilight view of Forum ancient ruins, seen from Capitoline hill with Colosseum in background.
Aerial view of forum romanum and surrounding areas of historical centre of italian capital rome.
Cozy old street in Trastevere in Rome, Italy. Trastevere is rione of Rome, on the west bank of the Tiber in Rome, Lazio, Italy. Architecture and landmark of Rome.
Aerial panorama of St. Peter's Square in Vatican with Rome in the background. Italy.
photo of view of Illuminated Fontana Di Trevi, Trevi Fountain at Dusk, Rome, Italy.
photo of view of Spanish Step, Rome, Italy.
photo of view of Museum Luasanne, Rome, Italy.
photo of view Roma Wall of Lugo, Rome, Italy.
photo of view of Roman Bridge Cordoba, Rome, Italy.
photo of view of Roman ruins in Rome, Forum, Rome, Italy.
photo of view of Roman Bridge of Cordoba, Rome, Italy.
photo of view of The Iconic, the legendary Coliseum of Rome, Italy.
photo of view of Rome, Italy: The Roman Forum, Latin: Forum Romanum, Italian: Foro Romano, Rome, Italy.
photo of view of Trevi Fountain (Fontana di Trevi) in Rome, Italy. Trevi is most famous fountain of Rome. Architecture and landmark of Rome, Postcard of Rome, Italy.
photo of view of Arezzo, Italy.
photo of view of Arezzo cathedral and Medici monument, Italy.
photo of view of landscape with Anghiari italian medieval village city walls on green hill and blue sky in background. Arezzo, Italy.
photo of view of acqua ccheta walls casentino national park autumn colors, Arezzo, Italy.
photo of view of Anghiari, Arezzo, Tuscany, Italy: picturesque old narrow alley with staircase in the medieval village, Arezzo, Italy.
photo of view of Anghiari italian medieval village panoramic view. Arezzo, Italy.
photo of view of Medieval monastery of La Verna, in the Arezzo province, Tuscany, Italy.
photo of view of Arezzo, Tuscany, Italy: night view of the main square Piazza Grande, Arezzo, Italy.
photo of view of Aerial view of Bibbiena town, located in the province of Arezzo,, Italy.
photo of view of Arezzo, Italy,
photo of view of Beautiful landscape view of Arezzo town and suburbs in in eastern Tuscany, Italy.
photo of view of Dramatic sky on the famous Piazza Grande square, Arezzo, Tuscany, Italy.
photo of view of Arezzo, Piazza Grande with Christmas decorations, Arezzo, Italy.
photo of view of Tuscany, Arezzo, Santa Maria delle Grazie church built in 1435., Arezzo, Italy.
photo of view of Arezzo museum , Arezzo, Italy.
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Experience the freedom of the open road in Italy as you embark on an unforgettable 14-day road trip! This experience caters to every traveler, featuring destinations like Rimini, Bologna, Padua, Venice, Verona, Florence, Siena, Rome, and Arezzo.

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 Rimini, 1 night in Bologna, 1 night in Venice, 1 night in Verona, 2 nights in Florence, 1 night in Siena, 4 nights in Rome, and 1 night in Arezzo. 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 Rimini, 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. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Pantheon, learn more about the unique Piazza Navona, and immerse yourself in the vibrant atmosphere of Piazza San Marco.

As you hit the open road and drive through Rimini, Bologna, Padua, Venice, Verona, Florence, Siena, Rome, and Arezzo, 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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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Arco di Augusto
Roman AmphitheatreCavour SquareCastel SismondoParco XXV AprileParco Federico Fellini
Piazza MaggioreTwo TowersPiazza Santo StefanoThe Basilica of St AnthonyPrato della Valle
Rialto BridgePiazza San MarcoSt Mark's BasilicaDoge's PalaceBridge of Sighs
Verona ArenaCastelvecchio BridgeCastelvecchio MuseumPorta Borsaripiazza delle Erbe
piazzale MichelangeloBasilica of Santa Maria NovellaCentral MarketGalleria dell'AccademiaOltrarno

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Day 1

Day 1

  • Rimini - Arrival day
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  • Arco di Augusto
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Say hello to Rimini! 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 Rimini for 1 night before you continue your adventure!

Rimini 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 Arch Of Augustus, 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 Rimini. 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 Rimini, it's often a good idea to reserve a table in advance.

Enjoy a lovely meal at Giusti, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Bar Lento is another top choice with a popular menu. You could also check for a table at Amorimini. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rimini tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Sunflower Beach Backpacker Hostels & Bar, known for its inviting atmosphere. Caffè Il Borgo is another great option if you’re looking for a place to get the night started. Similarly, Primo Bacio Città Lounge Bar provides a great setting to enjoy the night away.

Raise a toast to the start of your 14-day road trip in Italy!

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Day 2

Day 2

  • Rimini
  • Bologna
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Drive 129 km, 2 hours 26 min

  • Roman Amphitheatre
  • Cavour Square
  • Castel Sismondo
  • Parco XXV Aprile
  • Parco Federico Fellini
  • More

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Rimini, 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 Bologna. You’ll stay here for 1 night.

Savor the day by visiting some of the best places to see in Rimini, including an archeological site, a public square, a castle, a park and much more! Start your adventure at Roman Amphitheatre. This locally appreciated archeological site is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Cavour located in Rimini for another exciting encounter.

Next, immerse yourself in the setting of Castel Sismondo. Its breathtaking features will captivate you. After the castle, continue your tour of the city with a visit to Parco Xxv Aprile. Visitors usually appreciate the serene features of this park. Next up is Parco Federico Fellini, a highly recommended park.

At the end of the day, you will drive to Bologna, 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 Bologna's most popular restaurants, and connect with friendly locals for an authentic adventure.

Experience a harmony of flavors at Ahimè in Bologna by securing a reservation in advance. Known for its Bib Gourmand status, Ahimè offers a delightful variety of dishes highlighting its delicious country cooking menu. If you're seeking an alternative culinary experience, be sure to explore I Portici, a highly recommended restaurant known for its enticing creative and contemporary cuisine. This popular 1-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Trattoria di Via Serra, a highly acclaimed restaurant celebrated for its exceptional emilian menu.

After your meal, keep the night alive at a bar like Bar Al Bricco D'oro, known for its lively atmosphere. Bar Freud E Squisito is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Osteria Del Sole offers an excellent atmosphere for those looking to amp up the evening.

Say good night to Bologna and look forward to another great day of your road trip in Italy!

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Day 3

Day 3

  • Bologna
  • Venice
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Drive 156 km, 2 hours 27 min

  • Piazza Maggiore
  • Two Towers
  • Piazza Santo Stefano
  • The Basilica of St Anthony
  • Prato della Valle
  • More

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Bologna and Padua. At the end of the day, you will enjoy the comforts of a top-rated hotel in Venice, which will be your home away from home for 1 night.

Today’s itinerary in Bologna covers several incredible sights, including a public square, a monument, and a church. Start your adventure at Piazza Maggiore. This famous public square is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the historic wonders of Two Towers, a must-see monument 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 Piazza Santo Stefano. This up-and-coming public square offers an enriching experience. For a change of pace, head to The Basilica Of St. Anthony, where you can take in monumental features. Conclude your self-guided sightseeing tour with a visit to Prato Della Valle. These sights offer a fulfilling end to a perfect day.

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

As you explore more of Venice, 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.

Set out on a gastronomic journey in Venice by reserving a table at Local. Renowned for its 1-star Michelin recognition, this restaurant presents an outstanding menu of contemporary cuisine. For a different taste, head over to Wistèria, renowned for its delectable contemporary and venetian dishes. This distinguished 1-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Quadri, a highly rated local gem known for its exquisite modern menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Venice.

Continue the enjoyment post-dinner at Al Parlamento, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, The Caffe Rosso offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Adagio. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 4

Day 4

  • Venice
  • Verona
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Drive 122 km, 1 hour 38 min

  • Rialto Bridge
  • Piazza San Marco
  • St Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
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Experience an unparalleled adventure on day 4 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Venice. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Verona. You will spend 1 night here for some well-deserved relaxation.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and breathtaking views. Whether you decide to explore Venice on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Rialto Bridge is the first of them. Spend some time admiring this enchanting historical landmark before continuing your journey. Piazza San Marco is your next stop. This globally renowned public square is one of the best-rated sights in Venice.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit St Mark's Basilica. This enchanting church is a sight to behold. To round off your sightseeing experience, visit Doge's Palace and Bridge Of Sighs.

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

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

Begin your culinary exploration in Verona by securing a reservation at Osteria Mondo d'Oro. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of italian and seasonal cuisine. For another dining delight, visit Casa Perbellini 12 Apostoli, celebrated for its delectable creative and contemporary 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 Il Desco, a top local spot known for its tantalizing italian contemporary menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Keep the evening going at Archivio, a great choice for enjoying the after-dinner hours with a drink. You could also go to La Segreteria Café, which offers a similarly pleasant setting and great drinks. Another option is Grande Giove Cocktail Bar, which provides an inviting environment for unwinding after a busy day out.

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

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Day 5

Day 5

  • Verona
  • Florence
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Drive 248 km, 3 hours 18 min

  • Verona Arena
  • Castelvecchio Bridge
  • Castelvecchio Museum
  • Porta Borsari
  • piazza delle Erbe
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On day 5 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Verona. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 2 nights.

Set out on a day brimming with family-friendly attractions, romantic experiences, and scenic views. Start at the wondrous Verona Arena, a history-steeped stadium in Verona. Next, go to Castelvecchio Bridge.

After visiting Verona Arena and Castelvecchio Bridge, have a stroll along Verona's streets and take in the local charm. Continue your sightseeing by heading to Castelvecchio Museum. This instagrammable museum offers a unique experience. Porta Borsari is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Delle Erbe, one of the most visually striking places to visit in Verona.

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

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

Prepare for an extraordinary culinary adventure in Florence by booking a table at Enoteca Pinchiorri, a 3-star Michelin restaurant that boasts an exceptional italian contemporary menu. For a different flavor experience, head to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This 2-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Gucci Osteria da Massimo Bottura, a local gem known for its delightful italian contemporary and international cuisine in Florence. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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Day 6

Day 6

  • Florence
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Drive 9 km, 1 hour 11 min

  • piazzale Michelangelo
  • Basilica of Santa Maria Novella
  • Central Market
  • Galleria dell'Accademia
  • Oltrarno
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On day 6 of your road trip, you will have an entire day to explore Florence. You’ll stay in Florence for 1 night and discover all the best things to see and do in the area.

Set aside time today to explore Oltrarno, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.

Florence is brimming with adventures. Today’s wonderful stops include an observation deck, a church, a food market, an art gallery and much more! Begin your sightseeing adventure at the impressive Piazzale Michelangelo and allow yourself time to explore. Just a short distance away you'll find your next stop, Basilica Di Santa Maria Novella, Firenze (fi), an inviting church that draws visitors from far and near.

Continue your journey to Central Market, one of the city’s most interesting spots that you shouldn’t miss. Another great site to visit is the locally renowned Galleria Dell'accademia.

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.

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

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

To truly maximize your evening out, consider visiting Bar 50 Rosso after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bitter Bar, another bar with an inviting ambiance. Similarly, Archea Brewery also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 7

Day 7

  • Florence
  • Siena
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Drive 79 km, 1 hour 35 min

  • piazza della Signoria
  • Cathedral of Santa Maria del Fiore
  • Piazza della Repubblica
  • Ponte Vecchio
  • Uffizi Gallery
  • More

On day 7 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Florence. In the evening, you’ll end up in Siena, where you will stay for 1 night.

Today, you'll explore some of the most beautiful places in Florence, including a public square, a church, a historical landmark, an art gallery and much more! Start your day with a visit to Piazza Della Signoria. This spectacular public square is a must-visit in the city. When you’re ready for your next discovery, continue to Cathedral Of Santa Maria Del Fiore, which may be one of the most UNESCO world heritage-designated places you will experience today.

One of the best things about exploring Florence 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 Piazza Della Repubblica, a locally renowned public square in the city. If you’re up for more discoveries, don’t forget to reserve some time for Ponte Vecchio and Uffizi Gallery.

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

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

Make sure to reserve a table at Enoteca I Terzi, an iconic dining spot in Siena. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Tar-Tufo, a popular restaurant in Siena. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Antica Trattoria Papei, a hidden gem nestled in Siena. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Round off your dining experience by visiting Meet Life Cafè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Maudit Pub, a bar catering to every mood and preference. Bar Impero Siena likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 8

Day 8

  • Siena
  • Rome
  • More

Drive 241 km, 3 hours 23 min

  • Sistine Chapel
  • St Peter's Basilica
  • Saint Peter's Square
  • Vatican Museums
  • More

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Vatican City, 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 Rome. You’ll stay here for 4 nights.

Start at Sistine Chapel, an astonishing chapel that is worthwhile a visit in the city. Continue your exploration at Saint Peter's Square. This square is one of the city’s most well-known 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 Vatican Museums.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rome. Rome 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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Discover the culinary delights of Rome by securing a reservation at La Pergola. Esteemed for its 3-star Guide Michelin recognition, this restaurant offers a remarkable selection of mediterranean and contemporary cuisine. For an alternative dining experience, try Il Pagliaccio, renowned for its delicious creative and innovative dishes. This esteemed 2-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Enoteca La Torre, a highly recommended local eatery celebrated for its mouthwatering mediterranean and creative menu. With its 2-star Michelin recognition, it offers an unforgettable dining adventure.

Following your dinner, dive into the local bar culture at La Botticella Of Poggi Giovanni. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Almalu Trastevere, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 9

Day 9

  • Rome
  • More

Drive 8 km, 46 min

  • Castel Sant'Angelo
  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • Via dei Condotti
  • More

Day 9 offers a multitude of experiences. You will stay in Rome for 3 nights more, offering you enough time to explore at a relaxed pace.

A top thing to do today is to explore Via dei Condotti, a must-see street in Rome. It's the perfect starting point for touring the top attractions in the area.

Today’s well-planned self-sightseeing route offers several fun adventures, romantic experiences, and scenic views. Whether you decide to explore Rome on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Castel Sant'angelo is the first of them. Spend some time admiring this visually striking castle before continuing your journey. Spanish Steps is your next stop. This famous public square is one of the best-rated sights in Rome.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Piazza Di Spagna. This history-steeped public square is a sight to behold. To round off your sightseeing experience, visit Trevi Fountain.

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.

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

Don’t miss out on dining at RomAntica, a top-rated dining destination in Rome. If you're in the mood to try something new, consider Coso Ristorante, another top spot with a mouthwatering menu. You might also want to secure a reservation at DEROMA - Farine Romane. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rome this evening.

Unwind after your meal by stepping into Sant' Eustachio Caffè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Yellowsquare Rome offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Caffè Portofino, another top-rated bar in the area.

Say good night to Rome and look forward to another great day of your road trip in Italy!

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Day 10

Day 10

  • Rome
  • More

Drive 6 km, 45 min

  • Archbasilica of St. John Lateran
  • Colosseum
  • Roman Forum
  • Altare della Patria
  • Monti
  • More

Day 10 of your road trip across Italy promises a magnificent time exploring Rome. You have 2 nights left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Make sure to visit Monti, a popular neighborhood in Rome. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner.

Today’s route brings family-friendly attractions, breathtaking views, and picturesque spots. The first attraction of today is Archbasilica Of St. John Lateran. This popular church is a picture-perfect place to see in Rome. Continue your discovery at Colosseum, an UNESCO world heritage-designated archeological site 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 Altare Della Patria to add another highlight to your day. 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.

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 Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Dine in style at Hotel de Russie, a top recommendation for dinner tonight. Or, for a change of pace, La Taverna Italiana boasts a menu that's sure to impress. Also, be sure to check out The Parrot Bar. Known as a local hotspot, it’s a great choice for tonight in Rome.

After your meal, keep the night alive at a bar like The Apartment Bar Roma, known for its lively atmosphere. Hotel Hassler Roma is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance.

Raise your glass to another unforgettable day in Italy!

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Day 11

Day 11

  • Rome
  • More

Drive 11 km, 1 hour 2 min

  • piazza del Popolo
  • Villa Borghese
  • Basilica di Santa Maria Maggiore
  • Circus Maximus
  • Via del Corso
  • More

Day 11 of your road trip will take you to the best attractions Rome has to offer. Cherish the 1 night you have left in Rome by discovering the best things there are to see and do in the city.

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

Prepare for a day full of fun adventures, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Piazza Del Popolo. This top-rated public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Villa Borghese, one of the city’s best highlights.

Next, check out Basilica Di Santa Maria Maggiore, one of the most notable places to see in Rome. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Circus Maximus. Wander around and soak in the picture-perfect atmosphere this archeological site offers.

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 explore more of Rome, 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.

Have a fantastic dining experience at Sofitel Roma Villa Borghese, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Centro offers an enticing alternative with its varied menu. Additionally, Ristorante Tema is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

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

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Day 12

Day 12

  • Rome
  • Arezzo
  • More

Drive 222 km, 2 hours 53 min

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

Embark on another extraordinary experience on day 12 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Arezzo, which will be your home away from home for 1 night.

Today’s agenda in Rome includes an archeological site, a monument, and a public square. Largo Di Torre Argentina is must-visit archeological site and a great starting point for the day. Next, continue your journey to Pantheon, a globally renowned monument, located just a leisurely stroll away. Next, head to Piazza Navona, a symbolic public square, also available for your discovery today.

At the end of the day, you will drive to Arezzo, 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 Arezzo's most popular restaurants, and connect with friendly locals for an authentic adventure.

Get ready for an unforgettable culinary journey in Arezzo by reserving a table at Octavin. Renowned as a 1-star Michelin restaurant, it offers an exceptional creative menu. If you're in the mood to try something new, consider La Clandestina, another top spot with a mouthwatering menu.

Cap off your dinner by heading to Liquid Bar, ideal for a leisurely evening with a drink in hand.

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

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Day 13

Day 13

  • Arezzo
  • Rimini
  • More

Drive 166 km, 2 hours 32 min

  • San Francesco, Arezzo
  • Santa Maria della Pieve
  • piazza Grande
  • More

Experience an unparalleled adventure on day 13 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Arezzo. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rimini. You will spend 1 night here for some well-deserved relaxation.

Immerse yourself in Arezzo’s rich culture with today's sightseeing itinerary. Start your journey at San Francesco, Arezzo. This culturally significant church is sure to ignite your curiosity. Next, dive into the inviting features of Santa Maria Della Pieve, a must-visit church in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Piazza Grande, a locally renowned public square.

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

As you explore more of Rimini, 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.

Treat yourself to an extraordinary dining experience at Osteria de Börg, a Bib Gourmand restaurant offering an incredible from romagna and traditional menu. Alternatively, if your taste buds call for something different, Guido is one of the best restaurants for seafood and modern cuisine in Rimini. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Abocar Due Cucine. As a top-rated establishment with 1 Michelin star, it is an ideal choice for creative and international cuisine in the city.

Unwind after your meal by stepping into Hobo's. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Sunflower City Backpacker offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Capogiro, another top-rated bar in the area.

Savor another day of unforgettable experiences in Italy!

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Day 14

Day 14

  • Rimini - Departure day
  • More
  • Porta Montanara
  • More

Day 14 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Rimini 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 Porta Montanara, a history-steeped monument before you head out.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Rimini's best shopping area, Rimini Factory Outlet. 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 Rimini.

If you're eager to try something different, consider Primo Miglio di Conti Mirco, another top spot with a tantalizing menu.

You’ll then say farewell to Rimini. 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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