12-Day Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, Siena, Rome, and Santa Maria degli Angeli

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Trieste lighthouse Phare de la Victoire and cityscape panoramic aerial view, Friuli Venezia Giulia region of Italy.
Trieste channel and Ponte Rosso square view, city in Friuli Venezia Giulia region of Italy
Photo of Landmarks and beautiful places (cities) of northern Italy - elegant Trieste town
The most important square in Trieste called "Piazza Unità d'Italia" (it means "Square of the Unity of Italy") - (Europe - italy -Trieste)
The Temple of Monte Grisa on Karst Plateau mountain above Trieste aerial view, Friuli Venezia Giulia region of Italy
Miramare castle with gardens on the gulf of Trieste on northeastern Italy.
The City Hall, Palazzo del Municipio, is the dominating building on Trieste's main square Piazza dell Unita d Italia. Trieste, Italy, Europe. Illuminated city square shot at dusk.
View at the Building of Palace of the Austrian Lieutenancy in Trieste - Italy
Gulf of Trieste. High cliffs Between boats, karst rocks and ancient castles. Duino. Italy.
Trieste, Italy. View of Roman Theatre Ruins.
photo of view of Canal Ponterosso, Trieste, Italy.
Miramare park in Trieste, Italy
photo of view of Piazza Unita Italia , Trieste, Italy.
photo of view of Grado Italy, Trieste, 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.
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.
photo of view ofYoung woman having lunch with pizza and wine, sitting with dog at outdoor restaurant with beautiful view on the old town of Siena. Concept of italian cuisine and travel
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.
View at the Basilica of Santa Maria degli Angeli near Assisi in Italy
Photo of iIluminated facade of the Papal Basilica of Saint Mary of the Angels in Santa Maria degli Angeli, Assisi, region of Umbria, Italy.
Aerial view on Santa Maria degli Angeli a Pizzofalcone in Napoli, Italy.
Photo of Fontana delle Naiadi and Santa Maria degli Angeli e dei Martiri Basilica in Rome, Italy
Photo of Basilica of Santa Maria delia  in Italy.
Photo of Santa Maria degli Angeli on the path of San Francesco.Italy
Photo of Murano islands water canal with Santa Maria degli Angeli church in Italy.
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Experience the freedom of the open road in Italy as you embark on an unforgettable 12-day road trip! This experience caters to every traveler, featuring destinations like Trieste, Miramare / Miramar, Venice, Murano, Florence, Siena, Rome, Santa Maria degli Angeli, and Bologna.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 3 nights in Trieste, 2 nights in Venice, 2 nights in Florence, 1 night in Siena, 2 nights in Rome, and 1 night in Santa Maria degli Angeli. 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 Trieste, 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 Trieste, Miramare / Miramar, Venice, Murano, Florence, Siena, Rome, Santa Maria degli Angeli, and Bologna, 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
Roman Theatre of Trieste
Miramare Castlecanale ponterosso triestePalazzo GopcevichMolo AudaceUnity of Italy SquareCattedrale di San Giusto Martire
Bridge of SighsDoge's PalaceSt Mark's BasilicaPiazza San MarcoPalazzo Contarini del BovoloRialto Bridge
Murano lighthouseBasilica S.Maria Gloriosa dei FrariGallerie dell'AccademiaPeggy Guggenheim CollectionSanta Maria della SaluteCannaregio
Palazzo PittiPonte VecchioUffizi GalleryFountain of Neptunepiazza della Signoria
piazzale MichelangeloBasilica of Santa Croce in FlorenceCathedral of Santa Maria del FioreCentral MarketGalleria dell'AccademiaDavid

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Day 1

Day 1

  • Triest - Arrival day
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  • Roman Theatre of Trieste
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Welcome to Trieste, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 2 nights immersing yourself in Trieste's charm before embarking on the next leg of your journey.

Trieste 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 Roman Theatre Of Trieste, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

As afternoon approaches, head to your chosen hotel in Trieste. Check-in typically starts around 2 to 4 PM at hotels in Italy. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

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 Trieste, it's often a good idea to reserve a table in advance.

Treat yourself to a wonderful meal at Murphy's Meeting Point, a top-rated dining spot in Trieste. If you're in the mood for something new, try Caffè Tommaseo, another premier location with a delectable menu. You might also want to book a table at Al Barattolo. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Trieste.

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

Raise a toast to the start of your 12-day road trip in Italy!

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Day 2

Day 2

  • Triest
  • More

Drive 18 km, 1 hour 12 min

  • Miramare Castle
  • canale ponterosso trieste
  • Palazzo Gopcevich
  • Molo Audace
  • Unity of Italy Square
  • Cattedrale di San Giusto Martire
  • More

Wake up to day 2 of your extraordinary road trip in Italy. With 1 night left in Trieste, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Discover a day packed with family-friendly attractions, romantic experiences, and breathtaking views in Trieste. Begin your sightseeing with Miramare Castle. This interesting castle is one of the top attractions in the village. Proceed to Canale Ponterosso Trieste, another must-visit attraction.

As you wander through the inviting streets of Trieste, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Palazzo Gopcevich. This beloved palace is a traveler-favorite. Not far away, you’ll find Molo Audace, another key site on your sightseeing itinerary. Piazza Unità D'italia is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Cattedrale Di San Giusto Martire and uncover why it's recognized as one of the village's most frequently visited attractions.

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

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

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

Continue your evening by exploring the vibrant nightlife scene at Mast, a prime destination for a thrilling night out. Also, don’t forget to check out Urbanis, a bar that offers unique local touches. Likewise, Coktail Bar Trieste | La Preferita provides an excellent alternative for a fun evening.

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

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Day 3

Day 3

  • Triest
  • Venice
  • More

Drive 166 km, 2 hours 37 min

  • Bridge of Sighs
  • Doge's Palace
  • St Mark's Basilica
  • Piazza San Marco
  • Palazzo Contarini del Bovolo
  • Rialto Bridge
  • More

On day 3 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Venice. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 2 nights.

Immerse yourself in Trieste’s rich culture with today's sightseeing itinerary. Start your journey at Bridge Of Sighs. This romantic monument is sure to ignite your curiosity. Next, dive into the enchanting features of Doge's Palace, a must-visit palace 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 St Mark's Basilica, a popular church. For a change of scene, check out Piazza San Marco, known for its romantic features. We also recommend visiting Palazzo Contarini Del Bovolo. This palace is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Rialto Bridge, yet another iconic attraction in Trieste.

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

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

Treat yourself to a wonderful meal at Bauer Hotel, a top-rated dining spot in Venice. If you're in the mood for something new, try L'Osteria Le Guglie, another premier location with a delectable menu. You might also want to book a table at Corner Pub. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Venice.

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

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

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Day 4

Day 4

  • Venice
  • More

Drive 5 km, 33 min

  • Murano lighthouse
  • Basilica S.Maria Gloriosa dei Frari
  • Gallerie dell'Accademia
  • Peggy Guggenheim Collection
  • Santa Maria della Salute
  • Cannaregio
  • More

On day 4 of your road trip in Italy, you’ll start and end your day in Venice, but spend the day exploring what’s beyond the city. Since you will return to Venice for 1 night more, there’s no need to rush. Experience Murano and Venice to the fullest today with this curated day itinerary!

Cannaregio is a neighborhood that stands out as one of the must-see places in Murano. Take a moment to explore its distinct atmosphere, and don’t miss the popular sightseeing spots just a short walk away.

Today’s itinerary in Venice covers several incredible sights, including a lighthouse, a church, and an art gallery. Start your adventure at Murano Lighthouse. This frequently visited lighthouse is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the stunning wonders of Santa Maria Gloriosa Dei Frari, a must-see church in the village.

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 Gallerie Dell'accademia. This intriguing art gallery offers an enriching experience. For a change of pace, head to Peggy Guggenheim Collection, where you can take in history-steeped features. Conclude your self-guided sightseeing tour with a visit to Santa Maria Della Salute. These sights offer a fulfilling end to a perfect day.

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

As dinnertime approaches, it's time to head out for a bite to eat in Venice. 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.

Dine in style at Generator Venice, a top recommendation for dinner tonight. Or, for a change of pace, Nevodi boasts a menu that's sure to impress. Also, be sure to check out Ristorante La Piazza. Known as a local hotspot, it’s a great choice for tonight in Venice.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Il Mercante stands out as an excellent choice for a post-dinner cocktail. Alternatively, The Irish Pub Venezia offers an ideal atmosphere to enjoy the pleasures of the night. Ai Stagneri is also a great option that provides a perfect setting for a relaxing evening.

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

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Day 5

Day 5

  • Venice
  • Florence
  • More

Drive 258 km, 3 hours 5 min

  • Palazzo Pitti
  • Ponte Vecchio
  • Uffizi Gallery
  • Fountain of Neptune
  • piazza della Signoria
  • More

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Florence. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Florence. You will spend 2 nights here for some well-deserved relaxation.

Whether you prefer a leisurely exploration or a more fast-paced adventure, this itinerary in Venice allows for both. Start by heading to Pitti Palace. This notable palace provides an insightful glimpse into the city's identity. Next, discover Ponte Vecchio, a history-steeped historical landmark, promising a delightful encounter.

Continue your sightseeing with a visit to Uffizi Gallery, a widely recognized art gallery. When you’re done, don’t forget to make a stop at the up-and-coming Fountain Of Neptune. Round off your day at Piazza Della Signoria, another gem in Venice with history-steeped features to discover.

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.

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

Savor the flavors at Ristorante Oliviero 1962, a top pick for dinner tonight. Alternatively, Di Poneta Novoli beckons with its unique menu offerings. Also, consider Caffe San Firenze. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

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.

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 6

Day 6

  • Florence
  • More

Drive 6 km, 1 hour 32 min

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

Day 6 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Piazzale Michelangelo. This romantic observation deck is a highlight of any visit in the city. Then, enjoy Basilica Of Santa Croce In Florence, another photogenic attraction that never fails to captivate visitors. Next, head over to Cathedral Of Santa Maria Del Fiore, one of the city’s most astonishing attractions, known for its history-steeped features.

If you’re looking for more, spend time soaking in the atmosphere of Central Market. This eye-catching food market is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Galleria Dell'accademia, a captivating art gallery, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out David before you head back to your hotel.

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 Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Treat yourself to a delicious dinner at Ditta Artigianale, an excellent option for tonight's dining. Looking for something different? Trattoria Da Burde offers a tantalizing alternative with its diverse menu. And don’t miss Casa Toscana. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Let the evening flow smoothly from dinner to drinks at Bar 50 Rosso, a top-rated bar in the area. For other recommendations, Bitter Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Archea Brewery offers a memorable night with diverse drink options and excellent service.

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

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Day 7

Day 7

  • Florence
  • Siena
  • More

Drive 79 km, 2 hours 8 min

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

Embark on another extraordinary experience on day 7 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Siena. At the end of the day, you will enjoy the comforts of a top-rated hotel in Siena, which will be your home away from home for 1 night.

Today’s well-planned self-sightseeing route offers several fun adventures, breathtaking views, and picturesque spots. Whether you decide to explore Florence on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Fortezza Medicea (siena) is the first of them. Spend some time admiring this breathtaking monument before continuing your journey. Basilica Of San Domenico is your next stop. This up-and-coming church is one of the best-rated sights in Florence.

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 Siena Cathedral. This symbolic church is a sight to behold. To round off your sightseeing experience, visit Piazza Del Campo and Pubblico Palace. If time allows, end your day with Porta Pispini, an instagrammable historical landmark that offers a memorable conclusion to your exploration.

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

Don’t miss out on dining at Enoteca I Terzi, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Ristorante Tar-Tufo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Antica Trattoria Papei. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Siena this evening.

Unwind after your meal by stepping into Meet Life Cafè. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Maudit Pub offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Bar Impero Siena, another top-rated bar in the area.

Raise your glass to another unforgettable day in Italy!

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Day 8

Day 8

  • Siena
  • Rome
  • More

Drive 246 km, 3 hours 31 min

  • Colosseum
  • Roman Forum
  • Spanish Steps
  • Piazza di Spagna
  • Trevi Fountain
  • More

Dive into day 8 of your remarkable road trip in Italy. Today you will explore Rome, 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 2 nights.

Siena is brimming with adventures. Today’s wonderful stops include an archeological site, a public square, and a monument. Begin your sightseeing adventure at the timeless Colosseum and allow yourself time to explore. Just a short distance away you'll find your next stop, Roman Forum, a culturally significant archeological site that draws visitors from far and near.

Continue your journey to Spanish Steps, one of the city’s most impressive spots that you shouldn’t miss. Another great site to visit is the iconic Piazza Di Spagna. When you're finished at the public square, Trevi Fountain awaits your visit. This monument is a visually striking highlight on today's itinerary.

At the end of the day, you will drive to Rome, 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 Rome. 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.

Treat yourself to a delightful dinner at La Bottega Roma, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Pasta In Corso? It's another excellent option with a diverse menu. Consider reserving a table at Trattoria Vecchia Roma as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Rome.

After your delicious meal, get a taste of the vibrant nightlife with a visit to La Botticella Of Poggi Giovanni, known for its inviting atmosphere. Almalu Trastevere is another great option if you’re looking for a place to get the night started. Similarly, Bar Viminale Di Pepi Maurilio provides a great setting to enjoy the night away.

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

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Day 9

Day 9

  • Rome
  • More

Drive 8 km, 59 min

  • Vatican Museums
  • Sistine Chapel
  • St Peter's Basilica
  • Pantheon
  • Piazza Navona
  • Trastevere
  • More

On day 9 of your road trip, you’ll start and end your day in Rome, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Vatican City and Rome. You still have 1 night left in Rome.

Set aside time today to explore Trastevere, 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.

Rome is home to plenty of attractions that offer fun adventures, picturesque spots, and history-rich sites! Start at Vatican Museums, a timeless art museum that is worthwhile a visit in the city. Continue your exploration at St. Peter's Basilica. This major basilica is one of the city’s most iconic spots.

Enjoy the freedom of exploring Rome at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Pantheon. After exploring the monument, head to the world-famous Piazza Navona.

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

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 RomAntica, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Coso Ristorante offers an enticing alternative with its varied menu. Additionally, DEROMA - Farine Romane is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

After savoring a delicious meal, step into the vibrant nightlife at Sant' Eustachio Caffè, where the evening is just getting started. In the same way, Yellowsquare Rome offers a unique charm perfect for experiencing the local bar scene in Rome. Caffè Portofino is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Savor another day of unforgettable experiences in Italy!

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Day 10

Day 10

  • Rome
  • Assisi
  • More

Drive 182 km, 3 hours 2 min

  • Mount Subasio
  • Pinacoteca Comunale Palazzo Vallemani
  • Basilica of San Francesco d'Assisi
  • Chiesa di San Pietro
  • Piazza del Comune
  • More

On day 10 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 Santa Maria degli Angeli and Valecchie. In the evening, you’ll end up in Santa Maria degli Angeli, where you will stay for 1 night.

Set out on a day brimming with fun adventures, romantic experiences, and natural wonders. Start at the increasingly popular Mount Subasio, an eye-catching mountain range in Rome. Next, go to Pinacoteca Comunale Palazzo Vallemani.

After visiting Mount Subasio and Pinacoteca Comunale Palazzo Vallemani, have a stroll along Rome's streets and take in the local charm. Continue your sightseeing by heading to Basilica Of San Francesco D'assisi. This UNESCO world heritage-listed church offers a unique experience. Chiesa Di San Pietro is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Piazza Del Comune, one of the most enchanting places to visit in Rome.

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

As you explore more of Santa Maria degli Angeli, 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.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Bibenda Assisi Wine Tasting & Gourmet Food, Olive Oil And Chocolate Tastings, a well-loved spot among locals and tourists.

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

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Day 11

Day 11

  • Assisi
  • Triest
  • More

Drive 569 km, 6 hours 41 min

  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Piazza Santo Stefano
  • Two Towers
  • Basilica di San Martino
  • More

On day 11 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Bologna. When you’re not sightseeing, take time to relax at your selected hotel in Trieste, where you’ll be staying for 1 night.

Enjoy the perfect balance of relaxation and exploration in Santa Maria degli Angeli today. One of the most increasingly popular attractions included on the itinerary is Fountain Of Neptune, Bologna. This noteworthy monument will help you start your sightseeing on top. Then, take a leisurely stroll to Piazza Maggiore and learn what makes this grand public square unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the often recommended Piazza Santo Stefano. After exploring the public square, head to Two Towers. This interesting monument is a highlight in Santa Maria degli Angeli. As your day continues, stop by San Martino, known for its photogenic features.

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

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

Make sure to reserve a table at Caffè degli Specchi, an iconic dining spot in Trieste. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Osteria Istriano Of Giobi And Oxa, a popular restaurant in Trieste. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Chimera di Bacco, a hidden gem nestled in Trieste. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Following your dinner, dive into the local bar culture at "life" New Bar Torinese Snc. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to White Cafe, the perfect place for those looking to experience the best of the nightlife. Similarly, Café James Joyce provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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 12

Day 12

  • Triest - Departure day
  • More
  • Giants' Stairway
  • More

Day 12 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Trieste 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, begin at Giants' Stairway. This intriguing point of interest is a popular place to see in the city.

Maximize your last day in Italy and go on a shopping spree in Trieste’s shopping center, the lively Il Giulia Shopping Center. Browse for souvenirs to remind you of your wonderful journey in Italy.

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

If you're in the mood to try something new, consider Sbecolez Trieste, another top spot with a mouthwatering menu.

You’ll then say farewell to Trieste. 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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