7-Day Italy Self-Drive Road Trip With Itinerary from Trieste to Venice and Florence
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Experience the freedom of the open road in Italy as you embark on an unforgettable 7-day road trip! This experience caters to every traveler, featuring destinations like Trieste, Venice, Florence, Pisa, Lucca, Siena, San Gimignano, 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 2 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, Venice, Florence, Pisa, Lucca, Siena, San Gimignano, 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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Day 1
- Triest - Arrival day
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- Unity of Italy Square
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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 Piazza Unità D'italia, 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.
Don’t miss out on dining at Murphy's Meeting Point, a top-rated dining destination in Trieste. If you're in the mood to try something new, consider Caffè Tommaseo, another top spot with a mouthwatering menu. You might also want to secure a reservation at Al Barattolo. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Trieste this evening.
Cap off your dinner by heading to Bar G, ideal for a leisurely evening with a drink in hand. Bar X is another bar that offers an enjoyable setting. Similarly, Antico Caffè Torinese is also a popular place to go on a night out, perfect for relaxing and socializing.
Raise a toast to the start of your 7-day road trip in Italy!
Day 2
- Triest
- Venice
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Drive 162 km, 2 hours 23 min
- Grand Canal
- Rialto Bridge
- Bridge of Sighs
- Doge's Palace
- St Mark's Basilica
- Piazza San Marco
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Embark on another extraordinary experience on day 2 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Venice. 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.
Trieste is home to plenty of attractions that offer fun adventures, romantic experiences, and scenic views! Start at Grand Canal, a frequently visited street that is worthwhile a visit in the city. Nearby, you’ll find Rialto Bridge, enchanting visitors with its enchanting appeal. Continue your exploration at Bridge Of Sighs. This monument is one of the city’s most notable spots.
Enjoy the freedom of exploring Trieste at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Doge's Palace. After exploring the palace, head to the notable St Mark's Basilica. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Piazza San Marco, a place of visually striking interest 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.
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.
Enjoy a lovely meal at Bauer Hotel, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, L'Osteria Le Guglie is another top choice with a popular menu. You could also check for a table at Corner Pub. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Venice tonight.
Following your dinner, dive into the local bar culture at Al Parlamento. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to The Caffe Rosso, the perfect place for those looking to experience the best of the nightlife. Similarly, Adagio provides excellent drinks and a great atmosphere, ensuring a memorable night out.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 3
- Venice
- Florence
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Drive 263 km, 3 hours 39 min
- piazzale Michelangelo
- Basilica of Santa Croce in Florence
- Uffizi Gallery
- Ponte Vecchio
- Piazza della Repubblica
- piazza della Signoria
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Experience an unparalleled adventure on day 3 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 3 nights here for some well-deserved relaxation.
Brace yourself for today’s incredible lineup of attractions in Venice, featuring fun adventures, romantic experiences, and breathtaking views. Start at Piazzale Michelangelo, a famous observation deck in the city. Then, head to Basilica Of Santa Croce In Florence and soak in the ambiance of this culturally significant church.
There are many interesting places to see in Venice, and when you are ready for more, go to Uffizi Gallery. This is one of the city’s most widely recognized picture-perfect spots of interest. After exploring the art gallery, visit the globally renowned Ponte Vecchio. Not far away, you'll also find Piazza Della Repubblica. This public square is a history-steeped highlight in Venice. Before wrapping up your self-guided sightseeing tour, head to Piazza Della Signoria, a spectacular public square in the city.
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.
Enjoy a delicious meal at Ristorante Oliviero 1962, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Di Poneta Novoli, another top spot with a mouthwatering menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Florence this evening.
Explore the vibrant nightlife at Manifattura after your meal, a hub for lively evenings and memorable moments. Or, head to Se·sto On Arno Rooftop Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Il Vinile is perfect for those looking to extend their night with a touch of local flavor.
Say good night to Florence and look forward to another great day of your road trip in Italy!
Day 4
- Florence
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Drive 196 km, 3 hours 17 min
- Piazza del Duomo, Pisa
- Leaning Tower of Pisa
- Piazza dell'Anfiteatro
- Guinigi Tower
- Walls of Lucca
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On day 4 of your road trip in Italy, you’ll start and end your day in Florence, but spend the day exploring what’s beyond the city. Since you will return to Florence for 2 nights more, there’s no need to rush. Experience Pisa and Lucca to the fullest today with this curated day itinerary!
Bring your curiosity for today’s adventure around Florence. Some of the city’s most loved attractions await! Piazza Del Duomo, Pisa is the perfect place to start. This public square is one of the most timeless places to visit in Florence. Next, head to Leaning Tower Of Pisa, a timeless monument, known for its historic features.
In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Piazza Dell'anfiteatro. This visually striking public square is a highly recommended experience. Nearby, you'll also find Guinigi Tower and Mura Di Lucca. Visit these for an interesting touch to your journey.
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 delicious meal at Ditta Artigianale, a highly-rated dining destination in Florence. If you're eager to try something different, consider Trattoria Da Burde, another top spot with a tantalizing menu. You might also want to secure a reservation at Casa Toscana. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.
Explore the vibrant nightlife at Bar 50 Rosso after your meal, a hub for lively evenings and memorable moments. Or, head to Bitter Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Archea Brewery is perfect for those looking to extend their night with a touch of local flavor.
Raise your glass and celebrate another amazing day of your road trip in Italy!
Day 5
- Florence
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Drive 181 km, 3 hours 16 min
- Tower of Mangia
- piazza del Campo
- Siena Cathedral
- Porta San Giovanni
- SanGimignano1300
- Piazza del Duomo, San Gimignano
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At the end of the day, you'll drive back to Florence, where you'll stay for 1 night more.
Today’s itinerary in Florence covers several incredible sights, including a monument, a public square, a church, a museum and much more! Start your adventure at Tower Of Mangia. This up-and-coming monument is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the history-steeped wonders of Piazza Del Campo, a must-see public square 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 Siena Cathedral. This popular church offers an enriching experience. For a change of pace, head to Porta San Giovanni, where you can take in UNESCO world heritage-listed features. Conclude your self-guided sightseeing tour with a visit to Sangimignano1300 and Piazza Del Duomo. These sights offer a fulfilling end to a perfect day.
When you’re done exploring for the day, you’ll return to Florence and your accommodation.
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.
Have a fantastic dining experience at Ristorante Buca Mario, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Agricola Toscana offers an enticing alternative with its varied menu. Additionally, Eataly Firenze is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Florence.
Cap off your dinner by heading to Gosh*, ideal for a leisurely evening with a drink in hand. Antico Caffè Del Moro - Art Bar Firenze is another bar that offers an enjoyable setting. Similarly, Quelo Bar is also a popular place to go on a night out, perfect for relaxing and socializing.
Raise your glass to another unforgettable day in Italy!
Day 6
- Florence
- Triest
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Drive 414 km, 5 hours 3 min
- Two Towers
- Piazza Santo Stefano
- Portici di Bologna
- Piazza Maggiore
- Bologna Cathedral
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On day 6 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.
Prepare for a day full of family-friendly attractions, scenic views, and photo-friendly spots. When you’re ready, kick off your sightseeing adventure at Two Towers. This interesting monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Piazza Santo Stefano, one of the city’s best highlights.
Next, check out Portici Di Bologna, one of the most underrated places to see in Florence. This street is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Piazza Maggiore. Wander around and soak in the visually striking atmosphere this public square offers. Then, head to Bologna Cathedral, a top-rated church that adds another dimension to your day.
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.
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 Rustiko, 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 Caffè San Marco, 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 Osteria Marise, a hidden gem nestled in Trieste. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.
Keep the evening going at Mast, a great choice for enjoying the after-dinner hours with a drink. You could also go to Urbanis, which offers a similarly pleasant setting and great drinks. Another option is Coktail Bar Trieste | La Preferita, which provides an inviting environment for unwinding after a busy day out.
As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.
Day 7
- Triest - Departure day
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- Roman Theatre of Trieste
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Day 7 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, we recommend visiting Roman Theatre Of Trieste, a picture-perfect archeological site before you head out.
As your final day in Italy unfolds, enjoy a last-minute shopping spree in Trieste's best shopping area, Il Giulia Shopping Center. 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 Trieste.
Have a fantastic dining experience at Caffè degli Specchi, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Osteria Istriano Of Giobi And Oxa offers an enticing alternative with its varied 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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