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

1 / 106
Photo of Aerial view on Rimini. Italian cityscape from above. Lighthouse on water sea canal. Rimini city. Summer vacation.
Perfect travel plans
Everything included
Fully customizable

Description

Included

Flights
Hotel
Select dates
Car rental
Select dates
Tours & tickets
Select dates
Travel plan
From A to Z
Travel agent
24/7 fast service

Description

Escape the ordinary with this exciting 9-day road trip through Italy. Explore diverse landscapes, discover lively cities, and prepare for an unforgettable journey!

This perfectly planned road trip itinerary takes you through some of the best places to see in Italy. 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 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.

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, 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!

Read more

Travel details

Set your travel details to find the best price

Flights

Round trip
Round trip
Travel dates

Travelers

Rooms

Flights

Compare and choose from the best flights to Rimini

Car

Choose from the best car rental deals or see all options

Driver’s age is 30 - 65
I live in
Pick-up: 10:00
Drop-off: 10:00

Personalize your itinerary

Customize tours under each day and destination

Day1

Day 1

  • Rimini - Arrival day
  • More
  • Arco di Augusto
  • More

Welcome to Rimini, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 1 night discovering what to see in Rimini before embarking on the next leg of your journey.

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. 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.

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 central location for easy access to key areas 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.

Savor the flavors at Giusti, a top pick for dinner tonight. Alternatively, Bar Lento beckons with its unique menu offerings. Also, consider Amorimini. With its consistent customer satisfaction, it’s an excellent option for dining in Rimini tonight.

Unwind after your meal by stepping into Sunflower Beach Backpacker Hostels & Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Caffè Il Borgo offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Primo Bacio Città Lounge Bar, another top-rated bar in the area.

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

Read more
Day2

Day 2

  • Rimini
  • Viserbella
  • Venice
  • More

Drive 266 km, 3 hours 7 min

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

Experience an unparalleled adventure on day 2 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 places, which are Rimini and Viserbella. At the end of the day, you will retreat to the hotel of your choice in Venice, where will spend 2 nights.

Whatever your travel style is, Parco Federico Fellini is an essential stop in Rimini. This notable park provides an insightful glimpse into the city's identity. Next, discover Fountain Of The Four Horses, a photogenic monument, promising a delightful encounter.

Embrace the thrill of the open road as you wave goodbye to Rimini and set your GPS to Viserbella. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 14 min. Upon reaching Viserbella, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Our first attraction recommendation in Viserbella is Italia In Miniatura, a captivating amusement park that draws attention for its instagrammable features.

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.

Have a memorable dining experience in Venice by booking a table at Local, a 1-star Michelin restaurant presenting an exceptional contemporary menu. For a different culinary experience in Venice, Wistèria shines as one of the top destinations, known for its delicious contemporary and venetian cuisine. This 1-star Michelin-awardee consistently earns high praises, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Quadri is known as a top local spot in Venice for its delicious modern cuisine. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

If you’re not ready to end the night just yet, Al Parlamento offers a perfect venue to relax and savor a drink. Similarly, The Caffe Rosso is well-suited for those looking to unwind in a social setting. Adagio is another excellent spot to enjoy a nightcap after a delightful meal.

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

Read more
Day3

Day 3

  • Venice
  • More

Drive 4 km, 1 hour

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

On day 3 of your road trip, you will have an entire day to discover what to see in Venice. You’ll stay in Venice for 1 night.

Awaiting your discovery is the timeless Piazza San Marco, a visually striking public square in Venice. Next, go to St Mark's Basilica.

After visiting Piazza San Marco and St Mark's Basilica, have a stroll along Venice's streets and take in the local charm. Continue your sightseeing by heading to Doge's Palace. This UNESCO world heritage-listed palace offers a unique experience. Bridge Of Sighs is another noteworthy attraction worthwhile a visit.

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.

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.

Savor the flavors at Generator Venice, a top pick for dinner tonight. Alternatively, Nevodi beckons with its unique menu offerings. Also, consider Ristorante La Piazza. With its consistent customer satisfaction, it’s an excellent option for dining in Venice tonight.

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.

Head back to your accommodation in Venice and get some rest to prepare for another magical day of your road trip in Italy.

Read more
Day4

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

Your itinerary for day 4 of your road trip in Italy includes 1 stop and features some of the highlights of Venice. At the end of the day, enjoy the comforts of a top-rated hotel in Florence, where you'll spend 1 night.

To truly experience Venice, make sure to drop by Grand Canal. This frequently visited 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 well-known 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 history-steeped atmosphere this opera house offers. Then, head to Peggy Guggenheim Collection, a top-rated art gallery that adds another dimension to your day.

When you’re done exploring for the day, you’ll drive to your hotel in Florence. Check in and relax 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 Florence. Enjoy a relaxing evening as you savor delicious local cuisine.

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

Read more
Day5

Day 5

  • Florence
  • Vatican City
  • Rome
  • More

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 exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, including Florence and Vatican City. When you’re not sightseeing, take time to relax at your chosen hotel in Rome, where you’ll be staying for 1 night.

Make a stop at Cathedral Of Santa Maria Del Fiore. This extraordinary church is a must-visit for travelers looking for a unique holiday experience. Make your way to Ponte Vecchio located in Florence for another exciting encounter.

Next, immerse yourself in the setting of Piazzale Michelangelo. Its romantic features will captivate you.

Continue your road trip and head to your next destination, Vatican City, Vatican City. This car ride takes around 3 hours 9 min.

One of our top recommendations for your sightseeing is St. Peter's Basilica.

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

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

Enjoy an outstanding dining experience at La Pergola, a 3-star Michelin restaurant offering an exceptional mediterranean and contemporary menu. Alternatively, if you're in the mood for something different, consider the nearby 2-star Michelin-awardee, Il Pagliaccio, known for its delicious creative and innovative cuisine. Another highly-recommended place to eat in Rome is Enoteca La Torre, a renowned restaurant with a 2-star Guide Michelin recognition and a delicious mediterranean and creative menu.

To truly maximize your evening out, consider visiting La Botticella Of Poggi Giovanni after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Almalu Trastevere, another bar with an inviting ambiance. Similarly, Bar Viminale Di Pepi Maurilio also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Get a good night's sleep and look forward to another great day on the road in Italy!

Read more
Day6

Day 6

  • Rome
  • Loreto
  • Sirolo
  • 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

On day 6 of your road trip in Italy, your travel plans include 2 stops at the most scenic, wondrous, and interesting places in the region. Loreto and Sirolo are on today's agenda. In the evening, you’ll end up in Ancona, where you will stay for 2 nights.

Set your GPS to Loreto and hit the road. Expect a journey of approximately 3 hours 25 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Loreto beckons with new experiences!

Sanctuary Of The Holy House Of Loreto is a notable church we recommend visiting today. Discover its stunning features before continuing your self-guided tour.

Sirolo’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Loreto behind. This drive usually takes around 18 min. Sirolo welcomes you with a multitude of unique vacation experiences.

Spend your afternoon discovering Spiaggia Del Frate - Sottosanta, a beloved beach known for its eye-catching features. Next, continue your sightseeing at Splendide Terrazze Del Conero, a frequently visited cliff.

If you're starting to feel hungry, this is a great time for a break at a nearby restaurant or cafe. When you're ready for more, stop by Parco Della Repubblica and uncover the details of this majestic park.

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.

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

Experience a taste of local culinary excellence while in Ancona by securing a table at Sot'Ajarchi. An esteemed Bib Gourmand restaurant, it features an exceptional seafood and from the marches menu. If you're in the mood for something new, try Zucchero a Velò, another premier location with a delectable menu.

Extend your evening after a delightful meal by visiting Posa Bar, which offers the perfect atmosphere for a night out. Moreover, Bar Four Roses is another popular option for a drink or two. Likewise, Amarillo Beer Bar Ancona also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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.

Read more
Day7

Day 7

  • Ancona
  • Serra San Quirico
  • 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
  • More

On day 7 of your road trip, you’ll start and end your day in Ancona, where you have 1 night left to stay.

Start your day at Beach Of The Two Sisters. This awe-inspiring beach is a curiosity-inducing place to see in Ancona.

It’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to San Germano may take around 18 min. Upon your arrival in San Germano, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Spend your afternoon discovering Grotte Nel Sottosuolo Di Camerano - Biglietteria, an often recommended cave system known for its historic features.

Continue your road trip and head to your next destination, Serra San Quirico. This car ride takes around 48 min.

For a more meaningful self-guided tour of the city's best attractions, visit Parco Naturale Regionale Gola Della Rossa E Di Frasassi, an up-and-coming nature reserve that is sure to impress. Take in the surroundings and enjoy the freedom of exploring at your own pace before you continue your journey.

When you’re done exploring for the day, you’ll return to Ancona and your accommodation.

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

Savor the flavors at Amarcord, a top pick for dinner tonight. Alternatively, Bontà delle Marche beckons with its unique menu offerings. Also, consider Ristorante Pizzeria Da Romano. With its consistent customer satisfaction, it’s an excellent option for dining in Ancona tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Alla Tazza D'oro, a well-loved spot among locals and tourists.

Get a good night's sleep and look forward to another great day on the road in Italy!

Read more
Day8

Day 8

  • Ancona
  • Senigallia
  • Rimini
  • More

Drive 112 km, 2 hours 16 min

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

Dive into day 8 of your remarkable road trip in Italy. Today you'll explore 2 destinations, including Ancona and Senigallia. At the end of the day, you’ll unwind at one of the finest accommodations in Rimini, where you'll spend 1 night.

Enjoy all that Piazza Del Plebiscito has to offer. This is an intriguing public square you should not miss. Another must-see is Cathedral Basilica Of St. Cyriacus, a worthwhile church in Ancona.

When you’re ready for the next sight, head to Passetto. From there, take a leisurely stroll to Lazzaretto Of Ancona, another of the city’s underrated attractions.

Fasten your seatbelt and make your way to your next stop — Senigallia, home to many well-known sights in the region. Keep in mind that your travel time from Ancona to Senigallia may take around 38 min without traffic disruptions. Upon arrival in Senigallia, we highly recommend checking out some of the top attractions.

When you're ready for some sights, head to Rocca Roveresca, an often recommended castle in Senigallia. Explore its historic features at your own pace before you continue your journey.

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

Discover the culinary delights of Rimini by securing a reservation at Osteria de Börg. Esteemed for its a Bib Gourmand award, this restaurant offers a remarkable selection of from romagna and traditional cuisine. For an alternative dining experience, try Guido, renowned for its delicious seafood and modern dishes. This esteemed 1-star Michelin-recipient consistently impresses guests, making it a must-visit spot during your holiday. Craving more culinary excitement? Head to Abocar Due Cucine, a highly recommended local eatery celebrated for its mouthwatering creative and international menu. With its 1-star Michelin recognition, it offers an unforgettable dining adventure.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Hobo's, known for its inviting atmosphere. Sunflower City Backpacker is another great option if you’re looking for a place to get the night started. Similarly, Bar Capogiro provides a great setting to enjoy the night away.

Head back to your accommodation in Rimini and get some rest to prepare for another magical day of your road trip in Italy.

Read more
Day9

Day 9

  • Rimini - Departure day
  • More
  • Cavour Square
  • More

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 awe-inspiring public square before you head out.

For a shopping spree in Rimini, we recommend the lively Rimini Centro. Here, you'll find a range of shops you can browse for some souvenir shopping. Discover boutiques with stylish fashion choices to upgrade your wardrobe.

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 in the mood to try something new, consider Primo Miglio di Conti Mirco, another top spot with a mouthwatering 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!

Read more

How it works

Book your journey with Europe’s biggest travel platform—expert itineraries, instant confirmation, and full flexibility with 24/7 support.

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.
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.

We guarantee

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

Similar travel packages

Discover other popular vacations in Italy

Link to appstore phone
Install Europe’s biggest travel app

Download Europe’s biggest travel marketplace to your phone to manage your entire trip in one place

Scan this QR code with your phone camera and press the link that appears to add Europe’s biggest travel marketplace into your pocket. Enter your phone number or email address to receive an SMS or email with the download link.