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 in Italy as you embark on an unforgettable 8-day road trip! This experience 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 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, 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 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, 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, 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
Giants' Stairway
Grotta Gigantecanale ponterosso triestePiazza della BorsaUnity of Italy SquareMuseo RevoltellaMiramare Castle
Bridge of SighsDoge's PalaceSt Mark's BasilicaPiazza San MarcoGrand CanalRialto Bridge
Galleria dell'AccademiaBasilica of Santa Croce in FlorenceUffizi GalleryPonte VecchioPiazza della Repubblicapiazza della Signoria
Pisa CathedralPiazza del Duomo, PisaLeaning Tower of PisaGuinigi TowerSan Michele in ForoWalls of Lucca
Siena Cathedralpiazza del CampoTower of MangiaPubblico PalacePorta San GiovanniPiazza del Duomo, San Gimignano
Church of San Giovanni Battista of RiomaggioreChiesa di San LorenzoManarola Overlook Viewpoint
Umberto Saba Statue

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Day 1

Day 1

  • Triest - Arrival day
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  • Giants' Stairway
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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 Giants' Stairway, 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.

Savor the flavors at Murphy's Meeting Point, a top pick for dinner tonight. Alternatively, Caffè Tommaseo beckons with its unique menu offerings. Also, consider Al Barattolo. With its consistent customer satisfaction, it’s an excellent option for dining in Trieste tonight.

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

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 37 km, 1 hour 29 min

  • Grotta Gigante
  • canale ponterosso trieste
  • Piazza della Borsa
  • Unity of Italy Square
  • Museo Revoltella
  • Miramare Castle
  • More

Day 2 offers a multitude of experiences. You will stay in Trieste for 1 night more, offering you enough time to explore at a relaxed pace.

Get ready to discover some of the most iconic wonders in Trieste, including a cave, a street, a public square, a museum, a castle and much more! Start your day at Grotta Gigante. This instagrammable cave is an up-and-coming place to see in Trieste. Then, wander over to Canale Ponterosso Trieste. If respected sites excite you, this street will be right up your alley. Nearby, you’ll also find Piazza Della Borsa. This romantic public square is a favorite among visitors.

Trieste offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Piazza Unità D'italia is a locally renowned spot in the village that will captivate you with its unique charm. When you’re done at the public square, don’t forget to check out the heritage-rich Revoltella Museum. Take a moment to appreciate the fascinating details of this curiosity-inducing museum. Wrap up your self-guided tour of Trieste's top attractions with a visit to Miramare Castle.

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.

Bring home unique finds from Trieste's bustling shopping hub, Piazza Unità d'Italia. Enjoy a leisurely exploration of unique boutiques and stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Piazza Unità d'Italia offers plenty of options, including cafes, primary services, unique landmarks, and community events.

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 delicious meal at Rustiko, a top-rated dining destination in Trieste. If you're in the mood to try something new, consider Caffè San Marco, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria Marise. 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 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.

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

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Day 3

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

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 - Venice. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Venice. You will spend 1 night here for some well-deserved relaxation.

Enjoy the perfect balance of relaxation and exploration in Trieste today. One of the most notable attractions included on the itinerary is Bridge Of Sighs. This history-steeped monument will help you start your sightseeing on top. Then, take a leisurely stroll to Doge's Palace and learn what makes this symbolic palace unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the notable St Mark's Basilica. After exploring the church, head to Piazza San Marco. This iconic public square is a highlight in Trieste. As your day continues, stop by Grand Canal, known for its romantic features. Lastly, don’t forget to check out the world-famous Rialto Bridge. Enjoy exploring this incredible historical landmark at your own pace.

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.

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

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.

After savoring a delicious meal, step into the vibrant nightlife at Al Parlamento, where the evening is just getting started. In the same way, The Caffe Rosso offers a unique charm perfect for experiencing the local bar scene in Venice. Adagio 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 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

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 Florence. 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 1 night.

Immerse yourself in Venice’s rich culture with today's sightseeing itinerary. Start your journey at Galleria Dell'accademia. This detailed art gallery is sure to ignite your curiosity. Next, dive into the culturally significant features of Basilica Of Santa Croce In Florence, a must-visit church 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 Uffizi Gallery, an astonishing art gallery. For a change of scene, check out Ponte Vecchio, known for its majestic features. We also recommend visiting Piazza Della Repubblica. This public square is a must for anyone looking to experience the city to the fullest. Lastly, end your day with a visit to Piazza Della Signoria, yet another top-rated attraction in Venice.

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.

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

Treat yourself to a wonderful meal at Ristorante Oliviero 1962, a top-rated dining spot in Florence. If you're in the mood for something new, try Di Poneta Novoli, another premier location with a delectable menu. You might also want to book a table at Caffe San Firenze. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Florence.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

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 5

Day 5

  • Florence
  • 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

Dive into day 5 of your remarkable road trip in Italy. Today you will explore Pisa and Lucca, 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 Lucca. You’ll stay here for 1 night.

Today's adventure in Florence promises more breathtaking discoveries and enriching experiences! Begin at Pisa Cathedral. This UNESCO world heritage-listed church is a highlight of any visit in the city. Then, enjoy Piazza Del Duomo, Pisa, another breathtaking attraction that never fails to captivate visitors. Next, head over to Leaning Tower Of Pisa, one of the city’s most globally renowned attractions, known for its picture-perfect features.

If you’re looking for more, spend time soaking in the atmosphere of Guinigi Tower. This romantic monument is frequented by locals and tourists alike. To complete your memorable day, make sure to visit San Michele In Foro, an underrated church, and take a stroll around the area. If you want to extend your self-guided sightseeing tour, go check out Mura Di Lucca before you head back to your hotel.

When you’re done exploring for the day, you’ll drive to your hotel in Lucca. 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 Lucca. 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 Gli Orti di Via Elisa, a highly-rated dining destination in Lucca. If you're eager to try something different, consider Bar Caffè Ristretto, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Schiaffino. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Lucca this evening.

After your meal, keep the night alive at a bar like Lebowski - Cocktail Bar, known for its lively atmosphere. Blend is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Franklin'33 offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass to another unforgettable day in Italy!

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Day 6

Day 6

  • Lucca
  • 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

On day 6 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Siena and San Gimignano. When you’re not sightseeing, take time to relax at your selected hotel in San Gimignano, where you’ll be staying for 1 night.

Lucca is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and scenic views! Start at Siena Cathedral, a popular church that is worthwhile a visit in the city. Nearby, you’ll find Piazza Del Campo, enchanting visitors with its enchanting appeal. Continue your exploration at Tower Of Mangia. This monument is one of the city’s most often recommended spots.

Enjoy the freedom of exploring Lucca at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Pubblico Palace. After exploring the palace, head to the worthwhile Porta San Giovanni. Lastly, wrap up today’s self-guided sightseeing tour with a visit to Piazza Del Duomo, a place of history-steeped interest in Lucca.

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.

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

Relax and reminisce about your day in Italy and look forward to more memorable moments to come!

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Day 7

Day 7

  • San Gimignano
  • 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, 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 Riomaggiore and Manarola. In the evening, you’ll end up in Trieste, where you will stay for 1 night.

Today, you'll explore some of the most beautiful places in San Gimignano, including a church and an observation deck. Start your day with a visit to Church Of San Giovanni Battista Of Riomaggiore. This beloved church is a must-visit in the village. When you’re ready for your next discovery, continue to Chiesa Di San Lorenzo, which may be one of the most breathtaking places you will experience today.

One of the best things about exploring San Gimignano on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Manarola Overlook Viewpoint, an often recommended observation deck in the village.

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.

Savor the flavors at Caffè degli Specchi, a top pick for dinner tonight. Alternatively, Osteria Istriano Of Giobi And Oxa beckons with its unique menu offerings. Also, consider Chimera di Bacco. With its consistent customer satisfaction, it’s an excellent option for dining in Trieste tonight.

If you’re not ready to end the night just yet, "life" New Bar Torinese Snc offers a perfect venue to relax and savor a drink. Similarly, White Cafe is well-suited for those looking to unwind in a social setting. Café James Joyce is another excellent spot to enjoy a nightcap after a delightful meal.

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 8

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.

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.

Dine in style at Salsapariglia Italian Ristorantino Trieste, a top recommendation for dinner tonight. Or, for a change of pace, Sbecolez Trieste boasts a menu that's sure to impress.

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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