9-Day Italy Self-Drive Road Trip With Itinerary from Rimini to Venice, Florence, Rome, and Ancona and surrounding area

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Explore the best of Italy on a 9-day road trip! Uncover hidden gems and experience the rich culture firsthand as you journey through Rimini, Viserbella, Venice, Lido, Florence, Rome, Loreto, Sirolo, Ancona, Serra San Quirico, Fabriano, and Senigallia. This road trip itinerary in Italy seamlessly combines exploration with relaxation.

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 Rimini, 2 nights in Venice, 1 night in Florence, 1 night in Rome, and 2 nights in Ancona. 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 Rimini, 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 St. Peter's Basilica, learn more about the unique Ponte Vecchio, and immerse yourself in the vibrant atmosphere of Piazzale Michelangelo.

As you hit the open road and drive through Rimini, Viserbella, Venice, Lido, Florence, Rome, Loreto, Sirolo, Ancona, Serra San Quirico, Fabriano, and Senigallia, 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
Arco di Augusto
Parco Federico FelliniFountain of the four horsesItalia in miniatura
Piazza San MarcoSt Mark's BasilicaDoge's PalaceBridge of SighsGiardini della Biennale
Grand CanalRialto BridgePalazzo Contarini del BovoloTeatro La FenicePeggy Guggenheim Collection
Cathedral of Santa Maria del FiorePonte Vecchiopiazzale MichelangeloSt Peter's Basilica
Sanctuary of the Holy House of LoretoSpiaggia del Frate - SottosantaSplendide Terrazze del ConeroParco della Repubblica

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Day 1

Day 1

  • Rimini - Arrival day
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  • Arco di Augusto
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Your road trip adventure in Italy begins as soon as you reach Rimini and pick up your car. You’ll stay in Rimini for 1 night 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.

Rimini 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 Arch Of Augustus, 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 Rimini. 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 Rimini, it's often a good idea to reserve a table in advance.

Treat yourself to a wonderful meal at Giusti, a top-rated dining spot in Rimini. If you're in the mood for something new, try Bar Lento, another premier location with a delectable menu. You might also want to book a table at Amorimini. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rimini.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Sunflower Beach Backpacker Hostels & Bar, a well-loved spot among locals and tourists. Or, head to Caffè Il Borgo. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Primo Bacio Città Lounge Bar, another top-rated place in the area.

Raise a toast to the start of your 9-day road trip in Italy!

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Day 2

Day 2

  • Rimini
  • Venice
  • More

Drive 266 km, 3 hours 7 min

  • Parco Federico Fellini
  • Fountain of the four horses
  • Italia in miniatura
  • More

Dive into day 2 of your remarkable road trip in Italy. Today you will explore Rimini and Viserbella, 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 Venice. You’ll stay here for 2 nights.

Today, you'll explore some of the most beautiful places in Rimini, including a park, a monument, and an amusement park. Start your day with a visit to Parco Federico Fellini. This popular park is a must-visit in the city. When you’re ready for your next discovery, continue to Fountain Of The Four Horses, which may be one of the most noteworthy places you will experience today.

One of the best things about exploring Rimini 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 Italia In Miniatura, a well-known amusement park 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.

Indulge in a memorable dining experience at one of Venice's most popular restaurants, and connect with friendly locals for an authentic adventure.

Dive into a culinary adventure like no other in Venice by booking a table at Local. This popular restaurant holds 1 Michelin star and offers an exceptional menu of contemporary cuisine. For another culinary dining option, venture to Wistèria, celebrated for its delectable contemporary and venetian menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Quadri, a top local restaurant known for its tantalizing modern menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

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.

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 3

Day 3

  • Venice
  • More

Drive 4 km, 1 hour

  • Piazza San Marco
  • St Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • Giardini della Biennale
  • More

Day 3 offers a multitude of experiences. You will stay in Venice for 1 night more, offering you enough time to explore at a relaxed pace.

Brace yourself for today’s incredible lineup of attractions in Venice, featuring family-friendly attractions, romantic experiences, and breathtaking views. Start at Piazza San Marco, a world-famous public square in the city. Then, head to St Mark's Basilica and soak in the ambiance of this UNESCO world heritage-listed church.

There are many interesting places to see in Venice, and when you are ready for more, go to Doge's Palace. This is one of the city’s most notable history-steeped spots of interest. After exploring the palace, visit the well-known Bridge Of Sighs. Not far away, you'll also find Giardini Della Biennale. This park is a noteworthy highlight in Venice.

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 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.

Treat yourself to a delicious dinner at Generator Venice, an excellent option for tonight's dining. Looking for something different? Nevodi offers a tantalizing alternative with its diverse menu. And don’t miss Ristorante La Piazza. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Venice.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Il Mercante, known for its inviting atmosphere. The Irish Pub Venezia is another great option if you’re looking for a place to get the night started. Similarly, Ai Stagneri provides a great setting to enjoy the night away.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 4

Day 4

  • Venice
  • Florence
  • More

Drive 262 km, 3 hours 26 min

  • Grand Canal
  • Rialto Bridge
  • Palazzo Contarini del Bovolo
  • Teatro La Fenice
  • Peggy Guggenheim Collection
  • More

Experience an unparalleled adventure on day 4 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 Florence. You will spend 1 night here for some well-deserved relaxation.

Bring your curiosity for today’s adventure around Venice. Some of the city’s most loved attractions await! Grand Canal is the perfect place to start. This street is one of the most often recommended places to visit in Venice. Next, head to Rialto Bridge, a globally renowned historical landmark, known for its awe-inspiring 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 Palazzo Contarini Del Bovolo. This visually striking palace is a highly recommended experience. Nearby, you'll also find Teatro La Fenice and Peggy Guggenheim Collection. Visit these for an interesting touch to your journey.

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 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.

Get ready for an unforgettable culinary journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned as a 3-star Michelin restaurant, it offers an exceptional italian contemporary menu. For a different taste experience, head to Santa Elisabetta, recognized for its delicious creative and mediterranean dishes. This 2-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Gucci Osteria da Massimo Bottura, a local favorite known for its delightful italian contemporary and international cuisine in Florence. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning italian contemporary and international foodies seeking culinary excellence.

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.

Raise your glass to another unforgettable day in Italy!

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Day 5

Day 5

  • Florence
  • Rome
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Drive 284 km, 4 hours 1 min

  • Cathedral of Santa Maria del Fiore
  • Ponte Vecchio
  • piazzale Michelangelo
  • St Peter's Basilica
  • More

On day 5 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 and Vatican City. In the evening, you’ll end up in Rome, where you will stay for 1 night.

Just a short distance away you'll find your next stop, Ponte Vecchio, a symbolic historical landmark that draws visitors from far and near.

Continue your journey to Piazzale Michelangelo, one of the city’s most widely recognized spots that you shouldn’t miss. Another great site to visit is the iconic St. Peter's Basilica.

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

Have a memorable dining experience in Rome by booking a table at La Pergola, renowned as a 3-star Michelin restaurant presenting an exceptional mediterranean and contemporary menu. For a different culinary experience in Rome, Il Pagliaccio shines as one of the top destinations, known for its delicious creative and innovative cuisine. This 2-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Enoteca La Torre is known as a top local spot for its delicious mediterranean and creative cuisine in Rome. This 2-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Let the evening flow smoothly from dinner to drinks at La Botticella Of Poggi Giovanni, a top-rated bar in the area. For other recommendations, Almalu Trastevere provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Viminale Di Pepi Maurilio offers a memorable night with diverse drink options and excellent service.

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

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Day 6

Day 6

  • Rome
  • Ancona
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Drive 316 km, 4 hours 46 min

  • Sanctuary of the Holy House of Loreto
  • Spiaggia del Frate - Sottosanta
  • Splendide Terrazze del Conero
  • Parco della Repubblica
  • More

Embark on another extraordinary experience on day 6 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Loreto and Sirolo. At the end of the day, you will enjoy the comforts of a top-rated hotel in Ancona, which will be your home away from home for 2 nights.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, breathtaking views, and photo-friendly spots. Whether you decide to explore Rome on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Sanctuary Of The Holy House Of Loreto is the first of them. Spend some time admiring this breathtaking church before continuing your journey. Spiaggia Del Frate - Sottosanta is your next stop. This underrated beach is one of the best-rated sights in Rome.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Splendide Terrazze Del Conero. This instagrammable cliff is a sight to behold. To round off your sightseeing experience, visit Parco Della Repubblica.

At the end of the day, you will drive to Ancona, 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 Ancona. 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.

Experience a harmony of flavors at Sot'Ajarchi in Ancona by securing a reservation in advance. Known for its Bib Gourmand status, Sot'Ajarchi offers a delightful variety of dishes highlighting its delicious seafood and from the marches menu. If you're looking to mix things up, Zucchero a Velò offers an enticing alternative with its varied menu.

After savoring a delicious meal, step into the vibrant nightlife at Posa Bar, where the evening is just getting started. In the same way, Bar Four Roses offers a unique charm perfect for experiencing the local bar scene in Ancona. Amarillo Beer Bar Ancona 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 7

Day 7

  • Ancona
  • More

Drive 193 km, 3 hours 21 min

  • Beach of the Two Sisters
  • Grotte nel sottosuolo di Camerano - Biglietteria
  • Parco Naturale Regionale Gola della Rossa e di Frasassi
  • Frasassi Caves
  • Paper and Watermark Museum Fabriano
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At the end of the day, you'll drive back to Ancona, where you'll stay for 1 night more.

Discover a day packed with family-friendly attractions, romantic experiences, and natural wonders in Ancona. Begin your sightseeing with Beach Of The Two Sisters. This up-and-coming beach is one of the top attractions in the city. Proceed to Grotte Nel Sottosuolo Di Camerano - Biglietteria, another must-visit attraction.

As you wander through the inviting streets of Ancona, soak in the lively ambiance and take the opportunity to snap some photos. Next, head to Parco Naturale Regionale Gola Della Rossa E Di Frasassi. This worthwhile nature reserve is a traveler-favorite. Not far away, you’ll find Frasassi Caves, another key site on your sightseeing itinerary. Paper And Watermark Museum Fabriano is yet another highly recommended place to visit nearby, offering plenty to discover for curious travelers.

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

As you explore more of Ancona, 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 Amarcord, a highly-rated dining destination in Ancona. If you're eager to try something different, consider Bontà delle Marche, another top spot with a tantalizing menu. You might also want to secure a reservation at Ristorante Pizzeria Da Romano. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Ancona this evening.

Explore the vibrant nightlife at Alla Tazza D'oro after your meal, a hub for lively evenings and memorable moments.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 8

Day 8

  • Ancona
  • Rimini
  • More

Drive 112 km, 2 hours 16 min

  • Piazza del Plebiscito
  • Cattedrale di San Ciriaco
  • Passetto
  • Lazzaretto of Ancona
  • Rocca Roveresca
  • More

On day 8 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Ancona and Senigallia. When you’re not sightseeing, take time to relax at your selected hotel in Rimini, where you’ll be staying for 1 night.

Immerse yourself in Ancona’s rich culture with today's sightseeing itinerary. Start your journey at Piazza Del Plebiscito. This history-steeped public square is sure to ignite your curiosity. Next, dive into the stunning features of Cathedral Basilica Of St. Cyriacus, 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 Passetto, an up-and-coming monument. For a change of scene, check out Lazzaretto Of Ancona, known for its symbolic features. We also recommend visiting Rocca Roveresca. This castle is a must for anyone looking to experience the city to the fullest.

When you’re done exploring for the day, you’ll drive to your hotel in Rimini. Check in and spend some time relaxing before you head out to tour the city.

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

Experience a symphony of flavors at Osteria de Börg in Rimini by securing a reservation in advance. Renowned for its Bib Gourmand distinction, Osteria de Börg delights its guests with its exceptional variety of meals showcasing delicious from romagna and traditional cuisine. For a palate-pleasing alternative, make sure to dine at Guido, acclaimed for its delectable seafood and modern specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Abocar Due Cucine, a top-rated restaurant known for its outstanding menu. Known as a top-rated 1-star Michelin establishment, it's a top choice for creative and international cuisine in the city.

Cap off your dinner by heading to Hobo's, ideal for a leisurely evening with a drink in hand. Sunflower City Backpacker is another bar that offers an enjoyable setting. Similarly, Bar Capogiro is also a popular place to go on a night out, perfect for relaxing and socializing.

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 9

Day 9

  • Rimini - Departure day
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  • Cavour Square
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Day 9 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Rimini 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 Piazza Cavour, an enchanting public square before you head out.

Maximize your last day in Italy and go on a shopping spree in Rimini’s shopping center, the lively Le Befane Shopping Centre. Browse for souvenirs to remind you of your wonderful journey in Italy.

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

If you're eager to try something different, consider Primo Miglio di Conti Mirco, another top spot with a tantalizing menu.

You’ll then say farewell to Rimini. 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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