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

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Experience the freedom of the open road in Italy as you embark on an unforgettable 9-day road trip! This experience caters to every traveler, featuring destinations like Rimini, Viserbella, Venice, Lido, Florence, Rome, Loreto, Sirolo, Ancona, Serra San Quirico, Fabriano, and Senigallia.

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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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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Say hello to Rimini! Your exciting road trip through Italy is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Rimini for 1 night before you continue your adventure!

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.

As afternoon approaches, head to your chosen hotel in Rimini. 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 Rimini, it's often a good idea to reserve a table in advance.

Don’t miss out on dining at Giusti, a top-rated dining destination in Rimini. If you're in the mood to try something new, consider Bar Lento, another top spot with a mouthwatering menu. You might also want to secure a reservation at Amorimini. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Rimini this evening.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Sunflower Beach Backpacker Hostels & Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Caffè Il Borgo offers an ideal atmosphere to enjoy the pleasures of the night. Primo Bacio Città Lounge Bar is also a great option that provides a perfect setting for a relaxing evening.

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

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Day 2

Day 2

  • Rimini
  • Venice
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Drive 266 km, 3 hours 7 min

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

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

Today’s agenda in Rimini includes a park, a monument, and an amusement park. Parco Federico Fellini is must-visit park and a great starting point for the day. Next, continue your journey to Fountain Of The Four Horses, a curiosity-inducing monument, located just a leisurely stroll away. Next, head to Italia In Miniatura, a breathtaking amusement park, also available for your discovery today.

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.

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

Treat yourself to an extraordinary dining experience at Local, a 1-star Michelin restaurant offering an incredible contemporary menu. Alternatively, if your taste buds call for something different, Wistèria is one of the best restaurants for contemporary and venetian cuisine in Venice. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Quadri. As a top-rated establishment with 1 Michelin star, it is an ideal choice for modern cuisine in the city.

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.

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

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Day 3

Day 3

  • Venice
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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.

Get ready for a day filled with family-friendly attractions, romantic experiences, and breathtaking views in the charming city of Venice. Your adventure starts at Piazza San Marco, an iconic local hot spot. Another notable attraction to explore is St Mark's Basilica. This locally renowned church is known for its culturally significant appeal.

After soaking in the highlights of these sights, take some time to wander Venice's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Doge's Palace. This majestic palace offers a fascinating experience that many visitors find memorable. Bridge Of Sighs is also worth visiting, along with Giardini Della Biennale. These standout landmarks offer unique experiences that add to the day’s enjoyment.

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.

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

Dine in style at Generator Venice, a top recommendation for dinner tonight. Or, for a change of pace, Nevodi boasts a menu that's sure to impress. Also, be sure to check out Ristorante La Piazza. Known as a local hotspot, it’s a great choice for tonight in Venice.

Continue your lively evening at Il Mercante, a perfect place for winding down or revving up the night, depending on which mood you’re in. The Irish Pub Venezia is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Ai Stagneri ensures a night out tailored to your taste.

Raise your glass and celebrate another amazing day of your road trip 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

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 Venice. 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.

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Grand Canal. This increasingly popular street is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Rialto Bridge, one of the city’s best highlights.

Next, check out Palazzo Contarini Del Bovolo, one of the most captivating places to see in Venice. This palace is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Teatro La Fenice. Wander around and soak in the romantic atmosphere this opera house offers. Then, head to Peggy Guggenheim Collection, a top-rated art gallery 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 Florence. Florence offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

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.

Experience a harmony of flavors at Enoteca Pinchiorri in Florence by securing a reservation in advance. Known for its 3-star Michelin status, Enoteca Pinchiorri offers a delightful variety of dishes highlighting its delicious italian contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Santa Elisabetta, a highly recommended restaurant known for its enticing creative and mediterranean cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Gucci Osteria da Massimo Bottura, a highly acclaimed restaurant celebrated for its exceptional italian contemporary and international menu.

Keep the excitement of the evening going by visiting a bar or two. Manifattura is an excellent place to start. You could also check out Se·sto On Arno Rooftop Bar, offering a different kind of charm. A last recommendation for the day is Il Vinile. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Get a good night's sleep and look forward to another great day on the road 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 visually striking historical landmark that draws visitors from far and near.

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

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

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.

Begin your culinary exploration in Rome by securing a reservation at La Pergola. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of mediterranean and contemporary cuisine. For another dining delight, visit Il Pagliaccio, celebrated for its delectable creative and innovative menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Enoteca La Torre, a top local spot known for its tantalizing mediterranean and creative menu. With a 2-star Michelin recognition, it guarantees an exceptional dining adventure.

Following your dinner, dive into the local bar culture at La Botticella Of Poggi Giovanni. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Almalu Trastevere, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day 6

Day 6

  • Rome
  • Ancona
  • More

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

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Loreto and Sirolo, 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 Ancona. You’ll stay here for 2 nights.

A blend of family-friendly attractions, breathtaking views, and photo-friendly spots await you in Rome on today’s itinerary. First up is the notable church, Sanctuary Of The Holy House Of Loreto. Afterward, continue to Spiaggia Del Frate - Sottosanta, a beach every traveler should visit.

As you explore Rome’s charming streets, take in the lively atmosphere and get to know the character of the town. Next, make your way to Splendide Terrazze Del Conero. This underrated cliff is an essential stop. Following that, head to Parco Della Repubblica, another must-visit site that will enhance your experience.

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

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

Experience a symphony of flavors at Sot'Ajarchi in Ancona by securing a reservation in advance. Renowned for its Bib Gourmand distinction, Sot'Ajarchi delights its guests with its exceptional variety of meals showcasing delicious seafood and from the marches cuisine. Or, if you're feeling adventurous, why not try Zucchero a Velò? It's another excellent option with a diverse menu.

After enjoying a fulfilling meal, continue your evening at Posa Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Four Roses offers a welcoming atmosphere for easing into the nightlife. Similarly, Amarillo Beer Bar Ancona provides an excellent environment for a relaxed and enjoyable evening.

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 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
  • More

On day 7 of your road trip, you’ll start and end your day in Ancona, where you'll stay for 1 night more.

Today’s itinerary in Ancona covers several incredible sights, including a beach, a cave system, a nature reserve, a museum and much more! Start your adventure at Beach Of The Two Sisters. This curiosity-inducing beach is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the instagrammable wonders of Grotte Nel Sottosuolo Di Camerano - Biglietteria, a must-see cave system 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 Parco Naturale Regionale Gola Della Rossa E Di Frasassi. This up-and-coming nature reserve offers an enriching experience. For a change of pace, head to Frasassi Caves, where you can take in picturesque features. Conclude your self-guided sightseeing tour with a visit to Paper And Watermark Museum Fabriano. These sights offer a fulfilling end to a perfect day.

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

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

Make sure to reserve a table at Amarcord, an iconic dining spot in Ancona. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Bontà delle Marche, a popular restaurant in Ancona. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Ristorante Pizzeria Da Romano, a hidden gem nestled in Ancona. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After your meal, keep the night alive at a bar like Alla Tazza D'oro, known for its lively atmosphere.

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

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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

Experience an unparalleled adventure on day 8 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Ancona and Senigallia. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rimini. You will spend 1 night here for some well-deserved relaxation.

Today, you'll explore some of the most beautiful places in Ancona, including a public square, a church, a monument, a museum, a castle and much more! Start your day with a visit to Piazza Del Plebiscito. This worthwhile public square is a must-visit in the city. When you’re ready for your next discovery, continue to Cathedral Basilica Of St. Cyriacus, which may be one of the most picture-perfect places you will experience today.

One of the best things about exploring Ancona 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 Passetto, an often recommended monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Lazzaretto Of Ancona and Rocca Roveresca.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rimini. Rimini offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As dinnertime approaches, it's time to head out for a bite to eat in Rimini. 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.

Have a memorable dining experience in Rimini by booking a table at Osteria de Börg, renowned as a Bib Gourmand restaurant presenting an exceptional from romagna and traditional menu. For a different culinary experience in Rimini, Guido shines as one of the top destinations, known for its delicious seafood and modern cuisine. This 1-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, Abocar Due Cucine is known as a top local spot for its delicious creative and international cuisine in Rimini. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

To truly maximize your evening out, consider visiting Hobo's after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Sunflower City Backpacker, another bar with an inviting ambiance. Similarly, Bar Capogiro also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Savor another day of unforgettable experiences 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, a history-steeped public square before you head out.

As your final day in Italy unfolds, enjoy a last-minute shopping spree in Rimini's best shopping area, Rimini Centro. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to Italy. Browse through boutiques to find unique and stylish fashion pieces to take home.

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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