One-Week Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Florence, Lucca, and San Gimignano

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photo of view of View from flying drone of quay of Trieste city, Italy.
Trieste lighthouse Phare de la Victoire and cityscape panoramic aerial view, Friuli Venezia Giulia region of Italy.
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Florence, Lucca, and San Gimignano
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Florence, Lucca, and San Gimignano
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Florence, Lucca, and San Gimignano
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Florence, Lucca, and San Gimignano
One-Week Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Florence, Lucca, and San Gimignano
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Experience the freedom of the open road on an unforgettable 8-day road trip in Italy! Embark on a self-drive tour that caters to every traveler, featuring destinations like Trieste, Borgo Grotta Gigante / Briščiki, Miramare / Miramar, Venice, Florence, Pisa, Lucca, Siena, San Gimignano, Riomaggiore, and Manarola.

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. You will spend 3 nights in Trieste, 1 night in Venice, 1 night in Florence, 1 night in Lucca, and 1 night in San Gimignano. 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 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.

As you hit the open road and drive through Trieste, Borgo Grotta Gigante / Briščiki, Miramare / Miramar, Venice, Florence, Pisa, Lucca, Siena, San Gimignano, Riomaggiore, and Manarola, 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, accommodations, 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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Pick-up: 10:00
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Day1

Day 1

  • Triest - Arrival day
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  • Giants' Stairway
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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 discovering what to see in Trieste 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 Giants' Stairway. Taking a stroll in the city center is a great alternative. 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.

Dine in style at Murphy's Meeting Point, a top recommendation for dinner tonight. Or, for a change of pace, Caffè Tommaseo boasts a menu that's sure to impress. Also, be sure to check out Al Barattolo. Known as a local hotspot, it’s a great choice for tonight in Trieste.

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

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

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Day2

Day 2

  • Triest
  • More

Drive 37 km, 1 hour 29 min

  • canale ponterosso trieste
  • Piazza della Borsa
  • Unity of Italy Square
  • Museo Revoltella
  • More

Day 2 of your road trip will take you to the best attractions Borgo Grotta Gigante / Briščiki has to offer. Cherish the 1 night you have left in the village and use the provided itinerary to discover what to see in Borgo Grotta Gigante / Briščiki.

Canale Ponterosso Trieste is must-visit street and a great option for a daytime tour of the area. Continue your journey to Piazza Della Borsa, a worthwhile public square, located just a leisurely stroll away. Next, head to Piazza Unità D'italia, an enchanting public square, also available for your discovery today.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Italy. You can explore and select activities under each day of your itinerary.

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.

Enjoy a lovely dining experience at Rustiko, a popular restaurant in Trieste. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Trieste at Caffè San Marco, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Osteria Marise. It’s yet another ideal choice to enhance your time in Trieste tonight.

Keep the excitement of the evening going by visiting a bar or two. Mast is an excellent place to start. You could also check out Urbanis, offering a different kind of charm. A last recommendation for the day is Coktail Bar Trieste | La Preferita. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

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

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Day3

Day 3

  • Triest
  • Venice
  • More

Drive 167 km, 2 hours 39 min

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

Dive into day 3 of your remarkable road trip in Italy. Today you'll explore 1 destination, including Venice. At the end of the day, you’ll unwind at one of the finest accommodations in Venice, where you'll spend 1 night.

Fasten your seatbelt and make your way to your next stop — Venice, home to many well-known sights in the region. Keep in mind that your travel time from Trieste to Venice may take around 2 hours 17 min without traffic disruptions. Upon arrival in Venice, we highly recommend checking out some of the top attractions.

Set out on a self-guided sightseeing tour at Bridge Of Sighs and explore the romantic features. Next, make your way to Doge's Palace, another highlight in Venice. When you’re done exploring the palace, continue to St Mark's Basilica, an inviting church.

Nearby, you will also find Piazza San Marco. This world-famous public square is a top place to see in the area. Lastly, head to Grand Canal, a visually striking street that is perfect for some final exploring in the city.

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. If you are looking to dine at a popular restaurant in Venice, it's often a good idea to reserve a table in advance.

Treat yourself to a delightful dinner at Bauer Hotel, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try L'Osteria Le Guglie? It's another excellent option with a diverse menu. Consider reserving a table at Corner Pub as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Venice.

After your meal, keep the night alive at a bar like Al Parlamento, known for its lively atmosphere. The Caffe Rosso is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Adagio offers an excellent atmosphere for those looking to amp up the evening.

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

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Day4

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 exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, including Florence. When you’re not sightseeing, take time to relax at your chosen hotel in Florence, where you’ll be staying for 1 night.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Florence. This drive usually takes around 2 hours 52 min, without any stops or traffic disruptions.

Savor the day by heading to Galleria Dell'accademia, a locally renowned art gallery that draws visitors from near and far. When you're done, continue to Basilica Of Santa Croce In Florence, where you can soak in the heritage-rich surroundings.

Next, explore Uffizi Gallery, yet another spectacular place to see in the area. After the art gallery, make time to go to Ponte Vecchio. This history-steeped historical landmark is well worth the visit. Lastly, head to Piazza Della Repubblica, an interesting public square you won’t want to miss.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

Indulge in a memorable dining experience at one of Florence's most popular restaurants, and connect with friendly locals for a true cultural experience.

Enjoy a delicious meal at Ristorante Oliviero 1962, a highly-rated dining destination in Florence. If you're eager to try something different, consider Di Poneta Novoli, another top spot with a tantalizing menu. You might also want to secure a reservation at Caffe San Firenze. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Florence this evening.

Round off your dining experience by visiting Manifattura, a prime location for a drink. Alternatively, explore the distinctive characteristics of Se·sto On Arno Rooftop Bar, a bar catering to every mood and preference. Il Vinile likewise offers a unique atmosphere, perfect for 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 Italy.

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Day5

Day 5

  • Florence
  • Pisa
  • Lucca
  • More

Drive 107 km, 2 hours 12 min

  • Pisa Cathedral
  • Piazza del Duomo, Pisa
  • Leaning Tower of Pisa
  • Guinigi Tower
  • San Michele in Foro
  • Walls of Lucca
  • More

Your itinerary for day 5 of your road trip in Italy includes 2 stops and features some of the highlights of Pisa and Lucca. At the end of the day, enjoy the comforts of a top-rated hotel in Lucca, where you'll spend 1 night.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Pisa may take around 1 hour 15 min. Upon your arrival in Pisa, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Our first attraction recommendation in Pisa is Pisa Cathedral, a frequently visited church that draws attention for its picture-perfect features. Spend some time soaking in the atmosphere before continuing to Piazza Del Duomo, Pisa, a culturally significant public square that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Leaning Tower Of Pisa, a timeless monument that offers a unique experience.

Continue your road trip and head to your next destination, Lucca. This car ride takes around 32 min.

Enjoy sightseeing at your own pace and allow yourself time to explore the beautiful surroundings. Take your self-guided tour to Guinigi Tower, a frequently visited monument that everyone visiting Lucca should see. Next, head to San Michele In Foro. This stunning church is one of the most increasingly popular attractions in the region.

If you're keen to see more, don’t miss out on Mura Di Lucca, a romantic historical landmark popular among locals as well as travelers.

When you’re done exploring for the day, you’ll drive to your hotel in Lucca. Check in and relax 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 Lucca. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Make sure to reserve a table at Gli Orti di Via Elisa, an iconic dining spot in Lucca. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bar Caffè Ristretto, a popular restaurant in Lucca. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Schiaffino, a hidden gem nestled in Lucca. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Keep the excitement of the evening going by visiting a bar or two. Lebowski - Cocktail Bar is an excellent place to start. You could also check out Blend, offering a different kind of charm. A last recommendation for the day is Franklin'33. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Savor another day of unforgettable experiences in Italy!

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Day6

Day 6

  • Lucca
  • Siena
  • San Gimignano
  • More

Drive 187 km, 2 hours 42 min

  • Siena Cathedral
  • piazza del Campo
  • Tower of Mangia
  • Pubblico Palace
  • Porta San Giovanni
  • Piazza del Duomo, San Gimignano
  • 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 places, which are Siena and San Gimignano. At the end of the day, you will retreat to the hotel of your choice in San Gimignano, where will spend 1 night.

Continue your road trip and head to your next destination, Siena. This car ride takes around 1 hour 44 min.

For a more meaningful self-guided tour of the city's best attractions, visit Siena Cathedral, a well-known church that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey. Next, head to Piazza Del Campo and admire its UNESCO world heritage-designated features.

When you’re ready, continue to Tower Of Mangia, a frequently visited monument beloved by locals and tourists alike. Don't miss out on Pubblico Palace, another highlight of the area that promises a memorable visit.

Fasten your seatbelt and make your way to your next stop — San Gimignano, home to many well-known sights in the region. Keep in mind that your travel time from Siena to San Gimignano may take around 43 min without traffic disruptions. Upon arrival in San Gimignano, we highly recommend checking out some of the top attractions.

When you're ready for some sights, head to Porta San Giovanni, a beloved monument in San Gimignano. Explore its culturally significant features at your own pace before you continue your journey to your next attraction, Piazza Del Duomo. This locally appreciated public square is a top recommendation in the area.

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

San Gimignano is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in San Gimignano.

Raise your glass to another unforgettable day in Italy!

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Day7

Day 7

  • San Gimignano
  • Riomaggiore
  • Manarola
  • Triest
  • More

Drive 707 km, 8 hours 50 min

  • Church of San Giovanni Battista of Riomaggiore
  • Chiesa di San Lorenzo
  • Manarola Overlook Viewpoint
  • More

On day 7 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Riomaggiore and Manarola are on today's agenda. In the evening, you’ll end up in Trieste, where you will stay for 1 night.

When you’re ready to jump back into the car and say goodbye to San Gimignano, you’ll hit the road in the direction of Riomaggiore. This drive usually takes around 2 hours 28 min.

When you're ready for some sights, head to Church Of San Giovanni Battista Of Riomaggiore, an up-and-coming church in Riomaggiore. Explore its stunning features at your own pace before you continue your journey.

When you’re ready to jump back into the car and say goodbye to Manarola, you’ll hit the road in the direction of Trieste. This drive usually takes around 5 hours 39 min.

Savor the day by heading to Chiesa Di San Lorenzo, a beloved church that draws visitors from near and far. When you're done, continue to Manarola Overlook Viewpoint, where you can soak in the serene surroundings.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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 are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Trieste. Enjoy a relaxing evening as you savor delicious local cuisine.

Don’t miss out on dining at Caffè degli Specchi, a top-rated dining destination in Trieste. If you're in the mood to try something new, consider Osteria Istriano Of Giobi And Oxa, another top spot with a mouthwatering menu. You might also want to secure a reservation at Chimera di Bacco. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Trieste this evening.

Extend your evening after a delightful meal by visiting "life" New Bar Torinese Snc, which offers the perfect atmosphere for a night out. Moreover, White Cafe is another popular option for a drink or two. Likewise, Café James Joyce also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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

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Day8

Day 8

  • Triest - Departure day
  • More
  • Umberto Saba Statue
  • 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, we recommend visiting Umberto Saba Statue before you head out.

Make the most of your final day in Italy by visiting Trieste’s iconic markets and shopping establishments in the buzzing Piazza Unità d'Italia. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation. You can also browse through boutiques for stylish fashion choices. Savor your final moments in Italy at a cozy cafe while relaxing with a cup of coffee or tea.

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

Treat yourself to a delicious dinner at Salsapariglia Italian Ristorantino Trieste, an excellent option for tonight's dining. Looking for something different? Sbecolez Trieste offers a tantalizing alternative with its diverse 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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Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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Your trip is protected, personalized, and priced right. No surprises, no stress.

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