One-Week Italy Self-Drive Road Trip With Itinerary from Trieste to Venice, Florence, and Siena

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Experience the freedom of the open road in Italy as you embark on an unforgettable 8-day road trip! This experience caters to every traveler, featuring destinations like Trieste, Miramare / Miramar, Prosecco / Prosek, Aquileia, Venice, Bologna, Florence, Pisa, Lucca, Siena, and Padua.

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 Trieste, 2 nights in Venice, 2 nights in Florence, and 1 night in Siena. 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. Piazza San Marco and Rialto Bridge are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Ponte Vecchio, learn more about the unique Leaning Tower Of Pisa, and immerse yourself in the vibrant atmosphere of Piazza Del Duomo, Pisa.

As you hit the open road and drive through Trieste, Miramare / Miramar, Prosecco / Prosek, Aquileia, Venice, Bologna, Florence, Pisa, Lucca, Siena, and Padua, 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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Driver’s age is 30 - 65
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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Roman Theatre of Trieste
Cattedrale di San Giusto MartireUnity of Italy SquareMuseo RevoltellaMiramare CastleBarcola fountainBasilica of Our Lady of the Assumption, St. Hermagoras and St. Fortunatus
Rialto BridgePiazza San MarcoSt Mark's BasilicaDoge's PalaceBridge of SighsCannaregio
Piazza Santo StefanoTwo TowersBologna CathedralFountain of Neptune, BolognaPiazza MaggioreBasilica of San Domenico
Cathedral of Santa Maria del Fiorepiazza della SignoriaPonte VecchioUffizi GalleryBasilica of Santa Croce in Florencepiazzale Michelangelo
Pisa CathedralPiazza del Duomo, PisaLeaning Tower of PisaGuinigi TowerSan Michele in ForoPiazza dell'Anfiteatro
piazza del CampoSiena CathedralThe Basilica of St AnthonyPrato della Valle
Molo Audace

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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 1 night 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.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Trieste. 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 Trieste, it's often a good idea to reserve a table in advance.

Treat yourself to a delightful dinner at Murphy's Meeting Point, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Caffè Tommaseo? It's another excellent option with a diverse menu. Consider reserving a table at Al Barattolo as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Trieste.

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

Raise a toast to the start of your 8-day road trip in Italy!

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Day 2

Day 2

  • Triest
  • Venice
  • More

Drive 186 km, 3 hours 14 min

  • Cattedrale di San Giusto Martire
  • Unity of Italy Square
  • Museo Revoltella
  • Miramare Castle
  • Barcola fountain
  • Basilica of Our Lady of the Assumption, St. Hermagoras and St. Fortunatus
  • More

On day 2 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 Trieste, Miramare / Miramar, Prosecco / Prosek, and Aquileia. In the evening, you’ll end up in Venice, where you will stay for 2 nights.

Get ready for an exciting day in Trieste. Today’s sightseeing agenda includes a church, a public square, a museum, a castle, a monument and much more! Begin your adventure at Cattedrale Di San Giusto Martire. This is an increasingly popular church you should not miss. Another must-see is Piazza Unità D'italia, a notable public square in Trieste.

When you’re ready for the next sight, head to Revoltella Museum. From there, take a leisurely stroll to Miramare Castle, another of the city’s notable attractions. We recommend continuing your self-guided tour at Barcola Fountain, a heritage-rich place of interest in the city. If time allows, add Basilica Of Our Lady Of The Assumption, St. Hermagoras And St. Fortunatus to your itinerary. This curiosity-inducing church offers the perfect finishing touch to your day in Trieste.

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 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.

Savor the flavors at Bauer Hotel, a top pick for dinner tonight. Alternatively, L'Osteria Le Guglie beckons with its unique menu offerings. Also, consider Corner Pub. With its consistent customer satisfaction, it’s an excellent option for dining in Venice tonight.

Keep the excitement of the evening going by visiting a bar or two. Al Parlamento is an excellent place to start. You could also check out The Caffe Rosso, offering a different kind of charm. A last recommendation for the day is Adagio. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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Day 3

Day 3

  • Venice
  • More

Drive 2 km, 29 min

  • Rialto Bridge
  • Piazza San Marco
  • St Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • Cannaregio
  • More

Day 3 of your road trip will take you to the best attractions Venice has to offer. Cherish the 1 night you have left in Venice 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 Cannaregio, a neighborhood that captures the true essence of Venice. Take your time to uncover its best sides and enjoy its proximity to many of the area’s best attractions.

Venice is brimming with adventures. Today’s wonderful stops include a historical landmark, a public square, a church, a palace, a monument and much more! Begin your sightseeing adventure at the timeless Rialto Bridge and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza San Marco, an UNESCO world heritage-designated public square that draws visitors from far and near.

Continue your journey to St Mark's Basilica, one of the city’s most locally renowned spots that you shouldn’t miss. Another great site to visit is the well-known Doge's Palace. When you're finished at the palace, Bridge Of Sighs awaits your visit. This monument is a visually striking highlight on today's itinerary.

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

Savor the flavors at Generator Venice, a top pick for dinner tonight. Alternatively, Nevodi beckons with its unique menu offerings. Also, consider Ristorante La Piazza. With its consistent customer satisfaction, it’s an excellent option for dining in Venice tonight.

If you’re not ready to end the night just yet, Il Mercante offers a perfect venue to relax and savor a drink. Similarly, The Irish Pub Venezia is well-suited for those looking to unwind in a social setting. Ai Stagneri is another excellent spot to enjoy a nightcap after a delightful meal.

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

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Day 4

Day 4

  • Venice
  • Florence
  • More

Drive 273 km, 3 hours 45 min

  • Piazza Santo Stefano
  • Two Towers
  • Bologna Cathedral
  • Fountain of Neptune, Bologna
  • Piazza Maggiore
  • Basilica of San Domenico
  • More

Embark on another extraordinary experience on day 4 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Bologna. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.

Discover a day packed with family-friendly attractions, romantic experiences, and scenic views in Venice. Begin your sightseeing with Piazza Santo Stefano. This up-and-coming public square is one of the top attractions in the city. Proceed to Two Towers, another must-visit attraction.

As you wander through the inviting streets of Venice, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Bologna Cathedral. This intriguing church is a traveler-favorite. Not far away, you’ll find Fountain Of Neptune, Bologna, another key site on your sightseeing itinerary. Piazza Maggiore is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers. Conclude your day at Basilica Of San Domenico and uncover why it's recognized as one of the city's most frequently visited attractions.

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.

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

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Il Vinile also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 5

Day 5

  • Florence
  • More

Drive 8 km, 1 hour 2 min

  • Cathedral of Santa Maria del Fiore
  • piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • Basilica of Santa Croce in Florence
  • piazzale Michelangelo
  • More

On day 5 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.

Get ready for a day filled with fun adventures, romantic experiences, and breathtaking views in the charming city of Florence. Your adventure starts at Cathedral Of Santa Maria Del Fiore, a widely recognized local hot spot. Another notable attraction to explore is Piazza Della Signoria. This widely recognized public square is known for its enchanting appeal.

After soaking in the highlights of these sights, take some time to wander Florence's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Ponte Vecchio. This history-steeped historical landmark offers a fascinating experience that many visitors find memorable. Uffizi Gallery is also worth visiting, along with Basilica Of Santa Croce In Florence. These standout landmarks offer unique experiences that add to the day’s enjoyment. End your day at Piazzale Michelangelo. This impressive observation deck provides a fitting finale to your sightseeing.

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 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.

Make sure to reserve a table at Ditta Artigianale, 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 Trattoria Da Burde, 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 Casa Toscana, a hidden gem nestled in Florence. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Continue your evening by exploring the vibrant nightlife scene at Bar 50 Rosso, a prime destination for a thrilling night out. Also, don’t forget to check out Bitter Bar, a bar that offers unique local touches. Likewise, Archea Brewery provides an excellent alternative for a fun evening.

Savor another day of unforgettable experiences in Italy!

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Day 6

Day 6

  • Florence
  • Siena
  • More

Drive 251 km, 3 hours 53 min

  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Guinigi Tower
  • San Michele in Foro
  • Piazza dell'Anfiteatro
  • More

Experience an unparalleled adventure on day 6 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Pisa and Lucca. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 1 night here for some well-deserved relaxation.

Savor the day by visiting some of the best places to see in Florence, including a church, a public square, and a monument. Start your adventure at Pisa Cathedral. This up-and-coming church is a must-visit for travelers looking for a unique holiday experience. Make your way to Piazza Del Duomo, Pisa located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Leaning Tower Of Pisa. Its culturally significant features will captivate you. After the monument, continue your tour of the city with a visit to Guinigi Tower. Visitors usually appreciate the romantic features of this monument. Next up is San Michele In Foro, a highly recommended church. For a change of pace, head to Piazza Dell'anfiteatro. As one of the most locally renowned attractions in Florence, this public square is the perfect place to end your self-guided sightseeing tour.

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

Treat yourself to a wonderful meal at Enoteca I Terzi, a top-rated dining spot in Siena. If you're in the mood for something new, try Ristorante Tar-Tufo, another premier location with a delectable menu. You might also want to book a table at Antica Trattoria Papei. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Siena.

After savoring a delicious meal, step into the vibrant nightlife at Meet Life Cafè, where the evening is just getting started. In the same way, Maudit Pub offers a unique charm perfect for experiencing the local bar scene in Siena. Bar Impero Siena is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 7

Day 7

  • Siena
  • Triest
  • More

Drive 468 km, 5 hours 41 min

  • piazza del Campo
  • Siena Cathedral
  • The Basilica of St Anthony
  • Prato della Valle
  • More

Dive into day 7 of your remarkable road trip in Italy. Today you will explore Siena and Padua, 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 Trieste. You’ll stay here for 1 night.

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 Campo. This extraordinary public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Siena Cathedral, one of the city’s best highlights.

Next, check out The Basilica Of St. Anthony, one of the most well-known places to see in Siena. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Prato Della Valle. Wander around and soak in the enchanting atmosphere this public square offers.

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.

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.

To truly maximize your evening out, consider visiting Mast after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Urbanis, another bar with an inviting ambiance. Similarly, Coktail Bar Trieste | La Preferita also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise your glass to another unforgettable day in Italy!

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Day 8

Day 8

  • Triest - Departure day
  • More
  • Molo Audace
  • More

Day 8 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 Molo Audace. This often recommended pier 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 Piazza Unità d'Italia. Browse for souvenirs to remind you of your wonderful journey in Italy. Discover boutiques with stylish fashion choices to upgrade your wardrobe. Take one last moment to soak in Italy, and unwind with tea or coffee at a cozy cafe.

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

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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