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

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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, Venice, Florence, Pisa, Siena, 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, 1 night in Venice, and 3 nights in Florence. 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, Venice, Florence, Pisa, Siena, 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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
canale ponterosso trieste
Miramare CastleMolo AudaceUnity of Italy SquareRoman Theatre of TriesteCattedrale di San Giusto MartireMuseo Revoltella
Grand CanalRialto BridgeBridge of SighsDoge's PalaceSt Mark's BasilicaPiazza San Marco
Galleria dell'AccademiaBasilica of Santa Croce in FlorenceUffizi GalleryPonte VecchioPiazza della Repubblicapiazza della Signoria
Knights' SquareLeaning Tower of PisaPisa CathedralCampo santoPiazza del Duomo, PisaBattistero di San Giovanni
Fortezza MediceaBasilica of San DomenicoFontebrandaSiena Cathedralpiazza del CampoPubblico Palace
Basilica of San DomenicoPiazza MaggiorePiazza Santo StefanoTwo TowersPinacoteca Nazionale di Bologna
Giants' Stairway

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Day 1

Day 1

  • Triest - Arrival day
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  • canale ponterosso trieste
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Your road trip adventure in Italy begins as soon as you reach Trieste and pick up your car. You’ll stay in Trieste for 2 nights and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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 Canale Ponterosso 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.

Find your way to your hotel in Trieste. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Italy. Settle in and make plans for the evening.

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.

Have a fantastic dining experience at Murphy's Meeting Point, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Caffè Tommaseo offers an enticing alternative with its varied menu. Additionally, Al Barattolo is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Trieste.

After savoring a delicious meal, step into the vibrant nightlife at Bar G, where the evening is just getting started. In the same way, Bar X offers a unique charm perfect for experiencing the local bar scene in Trieste. Antico Caffè Torinese is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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

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Day 2

Day 2

  • Triest
  • More

Drive 19 km, 1 hour 14 min

  • Miramare Castle
  • Molo Audace
  • Unity of Italy Square
  • Roman Theatre of Trieste
  • Cattedrale di San Giusto Martire
  • Museo Revoltella
  • More

On day 2 of your road trip, you’ll start and end your day in Trieste, but spend part of the day exploring places of interest outside the immediate city. On today's itinerary, you'll find attractions in Miramare / Miramar and Trieste. You still have 1 night left in Trieste.

Today’s agenda in Trieste includes a castle, a pier, a public square, an archeological site, a church, a museum and much more! Miramare Castle is must-visit castle and a great starting point for the day. Next, continue your journey to Molo Audace, a worthwhile pier, located just a leisurely stroll away. Next, head to Piazza Unità D'italia, a standout public square, also available for your discovery today.

Each stop on today’s itinerary promises to leave you with lasting memories and a deeper appreciation for Trieste. If you’re looking for more, Roman Theatre Of Trieste is also an often recommended attraction that is worthwhile a visit. Lastly, don’t miss Cattedrale Di San Giusto Martire, a frequently visited gem to see in the village.

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

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

Savor the flavors at Rustiko, a top pick for dinner tonight. Alternatively, Caffè San Marco beckons with its unique menu offerings. Also, consider Osteria Marise. With its consistent customer satisfaction, it’s an excellent option for dining in Trieste tonight.

Cap off your dinner by heading to Mast, ideal for a leisurely evening with a drink in hand. Urbanis is another bar that offers an enjoyable setting. Similarly, Coktail Bar Trieste | La Preferita is also a popular place to go on a night out, perfect for relaxing and socializing.

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

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Day 3

Day 3

  • Triest
  • Venice
  • More

Drive 162 km, 2 hours 23 min

  • Grand Canal
  • Rialto Bridge
  • Bridge of Sighs
  • Doge's Palace
  • St Mark's Basilica
  • Piazza San Marco
  • 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 1 night.

A blend of fun adventures, romantic experiences, and breathtaking views await you in Trieste on today’s itinerary. First up is the locally appreciated street, Grand Canal. Afterward, continue to Rialto Bridge, a historical landmark every traveler should visit.

As you explore Trieste’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Bridge Of Sighs. This well-known monument is an essential stop. Following that, head to Doge's Palace, another must-visit site that will enhance your experience. Don’t forget to stop by St Mark's Basilica, an interesting church in the city. Finally, end your day with a visit to Piazza San Marco, a romantic public square that offers the perfect conclusion to your sightseeing of the day.

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 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.

Make sure to reserve a table at Bauer Hotel, an iconic dining spot in Venice. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of L'Osteria Le Guglie, a popular restaurant in Venice. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Corner Pub, a hidden gem nestled in Venice. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the evening going at Al Parlamento, a great choice for enjoying the after-dinner hours with a drink. You could also go to The Caffe Rosso, which offers a similarly pleasant setting and great drinks. Another option is Adagio, which provides an inviting environment for unwinding after a busy day out.

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

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Day 4

Day 4

  • Venice
  • Florence
  • More

Drive 261 km, 3 hours 33 min

  • Galleria dell'Accademia
  • Basilica of Santa Croce in Florence
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazza della Repubblica
  • piazza della Signoria
  • More

On day 4 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 Florence, where you will stay for 3 nights.

Get ready to discover some of the most iconic wonders in Venice, including an art gallery, a church, a historical landmark, a public square and much more! Start your day at Galleria Dell'accademia. This heritage-rich art gallery is a popular place to see in Venice. Then, wander over to Basilica Of Santa Croce In Florence. If culturally significant sites excite you, this church will be right up your alley. Nearby, you’ll also find Uffizi Gallery. This eye-catching art gallery is a favorite among visitors.

Venice offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Ponte Vecchio is a globally renowned spot in the city that will captivate you with its unique charm. When you’re done at the historical landmark, don’t forget to check out the history-steeped Piazza Della Repubblica. Take a moment to appreciate the fascinating details of this notable public square in Venice.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. 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 Florence's best restaurants.

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.

Let the evening flow smoothly from dinner to drinks at Manifattura, a top-rated bar in the area. For other recommendations, Se·sto On Arno Rooftop Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Il Vinile offers a memorable night with diverse drink options and excellent service.

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

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Day 5

Day 5

  • Florence
  • More

Drive 177 km, 2 hours 58 min

  • Knights' Square
  • Leaning Tower of Pisa
  • Pisa Cathedral
  • Campo santo
  • Piazza del Duomo, Pisa
  • Battistero di San Giovanni
  • More

At the end of the day, you'll drive back to Florence, where you'll stay for 2 nights more.

Savor the day by visiting some of the best places to see in Florence, including a public square, a monument, a church, a cemetery and much more! Start your adventure at Knights' Square. This underrated public square is a must-visit for travelers looking for a unique holiday experience. Make your way to Leaning Tower Of Pisa located in Florence for an enchanting atmosphere.

Next, immerse yourself in the setting of Pisa Cathedral. Its UNESCO world heritage-designated features will captivate you. After the church, continue your tour of the city with a visit to Campo Santo. This cemetery has a historic appeal. For a change of pace, head to Piazza Del Duomo, Pisa. As one of the most timeless attractions in Florence, this public square is an excellent place to end your self-guided tour.

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

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.

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

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

Savor another day of unforgettable experiences in Italy!

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Day 6

Day 6

  • Florence
  • More

Drive 154 km, 2 hours 52 min

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

On day 6 of your road trip, you’ll start and end your day in Florence, where you'll stay for 1 night more.

Florence is home to plenty of attractions that offer fun adventures, scenic views, and picturesque spots! Start at Fortezza Medicea (siena), a worthwhile monument that is worthwhile a visit in the city. Nearby, you’ll find Basilica Of San Domenico, enchanting visitors with its symbolic appeal. Continue your exploration at Fontebranda. This historical landmark is one of the city’s most up-and-coming spots.

Enjoy the freedom of exploring Florence at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Siena Cathedral. After exploring the church, head to the impressive Piazza Del Campo. This public square will wrap up today’s self-guided sightseeing tour in the city.

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

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

Enjoy a lovely meal at Ristorante Buca Mario, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Agricola Toscana is another top choice with a popular menu. You could also check for a table at Eataly Firenze. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Florence tonight.

Extend your evening after a delightful meal by visiting Gosh*, which offers the perfect atmosphere for a night out. Moreover, Antico Caffè Del Moro - Art Bar Firenze is another popular option for a drink or two. Likewise, Quelo Bar also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day 7

Day 7

  • Florence
  • Triest
  • More

Drive 405 km, 5 hours 16 min

  • Basilica of San Domenico
  • Piazza Maggiore
  • Piazza Santo Stefano
  • Two Towers
  • Pinacoteca Nazionale di Bologna
  • More

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Bologna. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Trieste. You will spend 1 night here for some well-deserved relaxation.

Discover a day packed with fun adventures, picturesque spots, and history-rich sites in Florence. Begin your sightseeing with Basilica Of San Domenico. This up-and-coming church is one of the top attractions in the city. Proceed to Piazza Maggiore, another must-visit attraction that enhances the city’s allure.

As you wander through the inviting streets of Florence, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Piazza Santo Stefano. This frequently visited public square is a traveler-favorite. Not far away, you’ll find Two Towers, another key site on your sightseeing itinerary. Conclude your day at Pinacoteca Nazionale Di Bologna and uncover why it's recognized as one of the city's most underrated attractions.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Trieste. Trieste 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 Trieste, 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.

Enjoy a delicious meal at Caffè degli Specchi, a highly-rated dining destination in Trieste. If you're eager to try something different, consider Osteria Istriano Of Giobi And Oxa, another top spot with a tantalizing menu. You might also want to secure a reservation at Chimera di Bacco. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Trieste this evening.

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

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 8

Day 8

  • Triest - Departure day
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  • Giants' Stairway
  • 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.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

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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