4-Day Italy Road Trip from Rimini traveling west to Siena

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
4 days & 3 nights
Available
Jan. - Dec.
Hotel
3 nights included
Car rental
4 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Escape the ordinary with this exciting 4-day road trip through Italy that promises to leave you speechless. With this exciting adventure, you will have the chance to explore the diverse landscapes and local cultures of Rimini, Siena, and Arezzo. Pack your bags, hit the road, and prepare for an unforgettable journey where every moment becomes a lasting story.

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 and 1 night in Siena. 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 del Campo and Siena Cathedral are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Rimini, Siena, and Arezzo, 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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Included

Hotel, 3 nights
Rental car, 4 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Arezzo - city in ItalyArezzo
Siena - city in ItalySiena / 1 night
Photo of aerial view of Rimini city, Italy.Rimini / 2 nights

Map

Attractions

photo of mangia tower or torre del mangia towering above of the palazzo pubblico on piazza del campo in medieval city of Siena at beautiful sunrise, tuscany, Italy.Piazza del Campo
photo of Beautiful view of facade and campanile of Siena Cathedral, Duomo di Siena at sunrise, Siena, Tuscany, Italy .Siena Cathedral
PHOTO OF Piazza Grande, Arezzo, Italy .Piazza Grande
photo of High dynamic range (HDR) Arco di Augusto meaning Emperor Augustus Arch in Susa, Italy .Arco di Augusto
Cavour Square, Rimini, Emilia-Romagna, ItalyCavour Square
Parco Federico Fellini, Rimini, Emilia-Romagna, ItalyParco Federico Fellini
View of Siena from Fortezza Medicea.Fortezza Medicea (Siena)
Spiaggia libera, Rimini, Emilia-Romagna, ItalySpiaggia libera
La Ruota Panoramica
Malatestiano Temple, Rimini, Emilia-Romagna, ItalyMalatestiano Temple
Parco XXV Aprile, Rimini, Emilia-Romagna, ItalyParco XXV Aprile

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Travel details

Flights

Round trip
Economy
Round trip
Economy
Travel dates

Include flights?

Yes
No

Travelers

Rooms

Flights

Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1

Day 1 – Rimini - arrival day

  • Rimini - Arrival day
  • More
  • Cavour Square
  • More

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 Piazza Cavour or 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 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.

Start your culinary exploration in Rimini by securing a reservation at Osteria de Börg. This renowned restaurant holds a Bib Gourmand award, and offers an exceptional menu of from romagna and traditional cuisine. For another dining delight, visit Guido, celebrated for its delectable seafood and modern menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Abocar Due Cucine, a top local spot known for its tantalizing creative and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Continue your lively evening at Caffè Il Borgo, a perfect place for winding down or revving up the night, depending on which mood you’re in. Primo Bacio città Lounge Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Hobo's ensures a night out tailored to your taste.

Raise a toast to the start of your 4-day road trip in Italy!

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Day 2

Day 2 – Rimini and Siena

  • Siena
  • Rimini
  • More

Drive 233 km, 3 hours 39 min

  • Malatestiano Temple
  • Arco di Augusto
  • Parco Federico Fellini
  • La Ruota Panoramica
  • Spiaggia libera
  • 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 1 vibrant destinations - Rimini. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Siena. You will spend 1 night here for some well-deserved relaxation.

Journey into the unknown at Malatestiano Temple, a unique attraction awaiting your visit. This remarkable church has an average rating of 4.6 out of 5 stars from 3,284 reviews.

When you’re ready to continue your sightseeing, Arch of Augustus is a recommended place to visit. This triumphal arch is rated an average of 4.6 out of 5 stars in 12,375 reviews.

Another must-see attraction in Rimini is Parco Federico Fellini. Rated an average of 4.5 out of 5 stars by 11,076 travelers, this popular tourist destination in Rimini offers an experience you will remember.

La Ruota Panoramica is another popular stop on travelers' itineraries in Rimini. This point of interest promises memorable moments of exploring. Other travelers have rated this attraction 4.4 out of 5 stars in 4,242 reviews.

Lastly, don't miss out on Spiaggia libera. Rated 4.3 out of 5 stars by 4,793 local and international travelers, it's a popular place to visit.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of Siena. Siena offers plenty of top-rated hotels and other places to stay on any travel budget. Check in at the hotel of your choice and take some time to relax before you head out to explore.

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

Don’t miss out on dining at Antica Trattoria Papei, a top-rated dining destination in Siena. If you're in the mood to try something new, consider Osteria Quattro Venti, another top spot with a mouthwatering menu. You might also want to secure a reservation at Osteria da Divo. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Siena this evening.

Let the evening flow smoothly from dinner to drinks at Meet Life Cafè, a top-rated bar in the area. For other recommendations, Maudit Pub provides a perfect setting for rounding out your night with style and great drinks. Likewise, Bar Impero Siena offers a memorable night with diverse drink options and excellent service.

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

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Day 3

Day 3 – Siena, Arezzo, and Rimini

  • Rimini
  • Siena
  • Arezzo
  • More

Drive 243 km, 4 hours 2 min

  • Piazza del Campo
  • Siena Cathedral
  • Fortezza Medicea (Siena)
  • Piazza Grande
  • More

On day 3 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 Siena and Arezzo. In the evening, you’ll end up in Rimini, where you will stay for 1 night.

Be one of the day’s first visitors at piazza del Campo. This square is rated an average of 4.8 out of 5 stars by 64,175 visitors.

When you’re finished at piazza del Campo, head to Siena Cathedral. This one-of-a-kind domus is rated an average of 4.8 out of 5 stars in 21,656 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Fortezza Medicea (Siena). This fortress is rated an average of 4.5 out of 5 stars by 9,835 visitors.

Set your GPS to Arezzo and hit the road. Expect a journey of approximately 1 hour 14 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Arezzo beckons with new experiences!

Start your sightseeing with a visit to piazza Grande. This square is a popular stop on travelers’ itineraries in Arezzo, with an average rating of 4.6 out of 5 stars by 14,465 visitors.

When you’re done exploring for the day, you’ll drive to Rimini, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

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.

As a top-rated it is an ideal choice in the city. Enjoy a lovely meal at Primo Miglio di Conti Mirco, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Ristorante Laura "Darsena Rimini" is another top choice with a popular menu. You could also check for a table at Amerigo. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Rimini tonight.

Following your dinner, dive into the local bar culture at Bar Capogiro. Alternatively, go to Caffè Cavour, the perfect place for those looking to experience the best of the nightlife. Similarly, Bar Ilde - Il Baretto della Buona Piadina provides excellent drinks and a great atmosphere, ensuring a memorable night out.

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

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Day 4

Day 4 – Rimini - departure day

  • Rimini - Departure day
  • More
  • Parco XXV Aprile
  • More

Day 4 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.

On your last day in Italy, take time to indulge in shopping at Rimini’s popular marketplace. Thanks to your accommodation’s strategic location, the city’s bustling commercial district is only a stone’s throw away, giving you ample time to leisurely explore the area, filled with local shops.

Take time to find the perfect present, reminding you of the charms of Italy. Each store here is brimming with unique finds. These souvenirs will help you treasure your memories of Italy forever.

Start your sightseeing with a visit to Parco XXV Aprile. This park is rated an average of 4.6 out of 5 stars from 3,171 visitors.

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

Have a fantastic dining experience at Sabbioni Pizza & Restaurant, a highly recommended choice for tonight's dinner. If you're looking to mix things up, In The Courtyard Center Gourmet Pizza offers an enticing alternative with its varied 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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