Luxury 14-Day Italy Road Trip from Rimini to Bologna, Florence, Siena, Rome, and Perugia

Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Rimini, and Viserbella. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Journey into the unknown at Parco Federico Fellini, a unique attraction awaiting your visit. This remarkable park has an average rating of 4.5 out of 5 stars from 11,076 reviews.

When you’re ready to continue your sightseeing, Piazza Cavour is a recommended place to visit. This point of interest is rated an average of 4.5 out of 5 stars in 11,447 reviews.

Fasten your seatbelt and make your way to your next stop. Viserbella, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Rimini to Viserbella may take around 15 min without traffic disruptions. Upon arrival in Viserbella, we highly recommend checking out some of the top attractions.

Journey into the unknown at Italia In Miniatura, a unique attraction awaiting your visit. This remarkable miniature park has an average rating of 4.4 out of 5 stars from 20,510 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Bologna. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Bologna for you, so you can check out the menus and make your reservation in advance.

Experience a symphony of flavors at I Portici in Bologna by securing a reservation in advance. Renowned for its 1-star Michelin distinction, I Portici delights its guests with its exceptional variety of meals showcasing delicious creative, and contemporary cuisine. For a palate-pleasing alternative, make sure to dine at Ahimè, acclaimed for its delectable country cooking specialties. This local Bib Gourmand establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Trattoria di Via Serra, a top-rated restaurant known for its outstanding menu. Known as a top-rated Bib Gourmand-establishment, it's a top choice for emilian cuisine in the city.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Freud E Squisito, known for its inviting atmosphere. Osteria Del Sole is another great option if you’re looking for a place to get the night started. Similarly, Macondo - Cocktail Bar provides a great setting to enjoy the night away.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

Day 3 of your luxury road trip in Italy begins and concludes in the city of Bologna. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Bologna, where you still have 1 night nights remaining.

Start your sightseeing with a visit to Piazza Santo Stefano. This square is rated an average of 4.8 out of 5 stars from 7,617 visitors.

International Museum And Library Of Music is another popular attraction you could visit today. This music museum has a rating of 4.5 out of 5 stars from 742 visitors. International Museum And Library Of Music attracts up to 13,413 visitors every year.

Chiesa Del Santissimo Salvatore is also highly recommended by travelers. This church building has a rating of 4.6 out of 5 stars from 328 visitors.

Two Towers is an attraction you won’t want to miss. This tower is rated an average of 4.7 out of 5 stars in 25,975 reviews.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Bologna for you, so you can check out the menus and make your reservation in advance.

Dine in style at Ristorante Enoteca da Lucia, a top recommendation for dinner tonight. Or, for a change of pace, Victoria Station boasts a menu that's sure to impress. Also, be sure to check out Trattoria da Me. Known as a local hotspot, it’s a great choice for tonight in Bologna.

After enjoying a fulfilling meal, continue your evening at Bar Senza Nome, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Bar Maurizio offers a welcoming atmosphere for easing into the nightlife. Similarly, Brewdog Bar Bologna provides an excellent environment for a relaxed and enjoyable evening.

Raise your glass and relax after another big day of your luxury holiday in Italy!

Wake up to day 4 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Florence, where you'll be staying for 3 nights. The day's itinerary unfolds with a diverse array of experiences in Bologna, and Pisa.

Begin your sightseeing with a visit to Piazza Maggiore. This square is rated an average of 4.7 out of 5 stars in 64,523 reviews.

Embrace the thrill of the open road as you wave goodbye to Bologna and set your GPS to Pisa. 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 2 hours 13 min. Upon reaching Pisa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Make Leaning Tower Of Pisa your first stop of the day. Previous visitors have rated this bell tower an average of 4.7 out of 5 stars in 116,882 reviews. More than 3,200,000 people visit this place of interest every year.

Next up, make a stop at Angelo Caduto. With an average rating of 4.5 out of 5 stars by 150 visitors, it's easy to understand why so many people visit this point of interest every year.

Piazza Del Duomo, Pisa is another attraction you can visit on this day of your vacation. This square has an average rating of 4.7 out of 5 stars by 104,550 visitors.

When you’re finished at Piazza Del Duomo, Pisa, the perfect next stop is Pisa Cathedral. This cathedral is rated an average of 4.8 out of 5 stars in 8,361 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Florence. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After exploring the unique sights of Italy, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Florence for you so you can browse their menus in advance and make a reservation.

Begin your culinary exploration in Florence by securing a reservation at Enoteca Pinchiorri. This renowned restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another dining delight, visit Santa Elisabetta, celebrated for its delectable creative, and mediterranean 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 Gucci Osteria da Massimo Bottura, a top local spot known for its tantalizing italian contemporary, and international menu. With a 1-star Michelin recognition, it guarantees an exceptional dining adventure.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

Raise a toast to another amazing day of your luxury holiday in Bologna, Italy and seize the opportunity to celebrate.

Day 5 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 2 nights nights remaining.

Begin your sightseeing with a visit to Cathedral Of Santa Maria Del Fiore. This extraordinary church is rated an average of 4.8 out of 5 stars by 76,359 visitors.

Next, make your way to Florence Baptistery. This top attraction is a baptistery with an average rating of 4.7 out of 5 stars by 6,461 visitors.

We also recommend a visit to Basilica Of Santa Croce In Florence. This church is rated 4.7 out of 5 stars by 28,544 travelers.

If you’re keen to keep exploring, visit Piazzale Michelangelo. This highly recommended sightseeing destination has received an average rating of 4.8 out of 5 stars from 77,744 travelers.

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Florence. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

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

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

Day 6 of your luxury road trip in Italy begins and concludes in the city of Florence. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Florence, where you still have 1 night nights remaining.

Journey into the unknown at Parco Delle Cascine, a unique attraction awaiting your visit. This remarkable park has an average rating of 4.3 out of 5 stars from 14,875 reviews.

When you’re ready to continue your sightseeing, David is a recommended place to visit. This statue is rated an average of 4.8 out of 5 stars in 10,476 reviews.

Another must-see attraction in Florence is Galleria Dell'accademia. This spectacular national museum gets over 1,719,645 visitors every year. Rated an average of 4.6 out of 5 stars by 34,429 travelers, this popular tourist destination in Florence offers an experience you will remember.

Central Market is another popular stop on travelers' itineraries in Florence. This sightseeing destination promises memorable moments of exploring. Other travelers have rated this attraction 4.4 out of 5 stars in 43,100 reviews.

Lastly, don't miss out on Basilica Di Santa Maria Novella, Firenze (fi). Rated 4.7 out of 5 stars by 23,075 local and international travelers, it's a popular place to visit.

After exploring the unique sights of Italy, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of Florence for you so you can browse their menus in advance and make a reservation.

Savor the flavors at Tijuana, a top pick for dinner tonight. Alternatively, Djària - American Bar beckons with its unique menu offerings. Also, consider Ristorante Buca Niccolini. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.

On day 7 of your luxury holiday in Italy, your road trip route will take you exploring the best of Florence. The day's journey will conclude in Siena, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Be one of the day’s first visitors at Piazza Della Signoria. This square is rated an average of 4.8 out of 5 stars by 66,956 visitors.

When you’re finished at Piazza Della Signoria, head to Uffizi Gallery. This one-of-a-kind national museum is rated an average of 4.7 out of 5 stars in 61,794 reviews. Every year, approximately 2,011,219 travelers come here to experience the national museum for themselves.

Beyond the above-mentioned attractions, you also have the opportunity to visit Ponte Vecchio. This deck arch bridge is rated an average of 4.7 out of 5 stars by 118,099 visitors.

If you’re keen to explore more, then consider a visit to Pitti Palace. This art museum is a much-appreciated attraction with an average rating of 4.6 out of 5 stars from 23,445 visitors. Around 198,270 travelers visit Pitti Palace every year.

To round off your sightseeing experience, make your way to The Boboli Gardens. This famous park is rated an average of 4.2 out of 5 stars by 25,341 travelers.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Siena. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Siena.

Savor the flavors at Antica Trattoria Papei, a top pick for dinner tonight. Alternatively, Osteria Quattro Venti beckons with its unique menu offerings. Also, consider Osteria da Divo. With its consistent customer satisfaction, it’s an excellent option for dining in Siena tonight.

If you’re not ready to end the night just yet, Meet Life Cafè offers a perfect venue to relax and savor a drink. Similarly, Maudit Pub is well-suited for those looking to unwind in a social setting. Bar Impero Siena is another excellent spot to enjoy a nightcap after a delightful meal.

Raise your glass and relax after another big day of your luxury holiday in Italy!

Wake up to day 8 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Vatican City. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

As you’ve unraveled the marvels of Siena, it’s time to gear up for the next part of your road trip adventure. Set course for Vatican City! Under favorable conditions, your drive to Vatican City may take around 2 hours 40 min. Upon your arrival in Vatican City, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Start your sightseeing with a visit to Sistine Chapel. This chapel is rated an average of 4.7 out of 5 stars from 52,083 visitors.

St. Peter's Basilica is another popular attraction you could visit today. This major basilica has a rating of 4.8 out of 5 stars from 131,043 visitors. St. Peter's Basilica attracts up to 11,000,000 visitors every year.

Saint Peter's Square is also highly recommended by travelers. This square has a rating of 4.8 out of 5 stars from 38,954 visitors.

Vatican Museums is an attraction you won’t want to miss. Around 1,612,530 people visit this place every year. This art museum is rated an average of 4.6 out of 5 stars in 133,310 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rome. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Rome so you can check out the menus and make advance reservations.

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

Keep the evening going at La Botticella Of Poggi Giovanni, a great choice for enjoying the after-dinner hours with a drink. You could also go to Sant' Eustachio Caffè, which offers a similarly pleasant setting and great drinks. Another option is Caffè Portofino, which provides an inviting environment for unwinding after a busy day out.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

Day 9 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 3 nights nights remaining.

Make Altare Della Patria your first stop of the day. Previous visitors have rated this architectural structure an average of 4.8 out of 5 stars in 49,843 reviews. More than 1,683,070 people visit this place of interest every year.

Next up, make a stop at Capitoline Hill. With an average rating of 4.7 out of 5 stars by 19,557 visitors, it's easy to understand why so many people visit this hill every year.

Roman Forum is another attraction you can visit on this day of your vacation. This square has an average rating of 4.7 out of 5 stars by 114,450 visitors.

When you’re finished at Roman Forum, the perfect next stop is Colosseum. This roman amphitheatre is rated an average of 4.7 out of 5 stars in 328,821 reviews. Colosseum attracts approximately 7,400,000 visitors annually.

If you’re keen to explore even more, then consider a visit to Circus Maximus. This circus is a top place to visit, with a rating of 4.4 out of 5 stars from 44,741 reviews.

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Rome so you can check out the menus and make advance reservations.

Enjoy a delicious meal at DEROMA - Farine Romane, a top-rated dining destination in Rome. If you're in the mood to try something new, consider La Taverna Italiana, another top spot with a mouthwatering menu. You might also want to secure a reservation at Centro. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Rome this evening.

To truly maximize your evening out, consider visiting The Apartment Bar Roma after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Hotel Hassler Roma, another bar with an inviting ambiance.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Italy has plenty more in store for you.

Day 11 of your luxury road trip in Italy begins and concludes in the city of Rome. Set out by car to explore incredible attractions in the nearby area. After a day filled with sightseeing, you'll return to Rome, where you still have 1 night nights remaining.

Drop by the renowned Archbasilica Of St. John Lateran. This popular catholic cathedral has been rated an average of 4.8 out of 5 stars by 21,370 visitors.

Another unforgettable place to experience is Basilica Di Santa Maria Maggiore. Rated 4.8 out of 5 stars by 27,678 visitors, this major basilica deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Spanish Steps. This monumental staircase has been rated an average of 4.5 out of 5 stars in 57,211 reviews.

Another favorite attraction in the area is Piazza Di Spagna. This square and popular place of interest enjoys a rating of 4.7 out of 5 stars from 113,658 local and international travelers.

If you’re keen to explore even more, then consider a visit to Trevi Fountain. With an average rating of 4.8 out of 5 stars from 343,494 travelers, this sculpture is an attraction many avid travelers highly recommend visiting while in Rome.

In Rome, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Make sure to book a table at Harry's Bar, a popular restaurant in Rome. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Rome at Ristorante Amedeo, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is VinAllegro. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Rome tonight.

Raise your glass and relax after another big day of your luxury holiday in Italy!

Wake up to day 12 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Perugia, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Rome, and Perugia.

When you're ready to see some sights, Largo Di Torre Argentina is a great place to start. This square is rated an average of 4.5 out of 5 stars by 30,433 visitors.

Another popular attraction you can visit today is Pantheon. This roman temple has an average rating of 4.8 out of 5 stars from 189,682 travelers. Every year, 30,000,000 travelers come to experience this site to make the most of their time in Rome.

We also recommend a stop at Piazza Navona. The square has been rated an average of 4.7 out of 5 stars by 158,771 visitors.

If you're keen to explore more, consider visiting Campo De' Fiori. This square is a popular attraction with an average rating of 4.4 out of 5 stars from 51,133 reviews.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Perugia. This drive usually takes around 2 hours 16 min, without any stops or traffic disruptions.

An excellent attraction to start your day with is Piazza Iv Novembre. This square is rated an average of 4.6 out of 5 stars in 9,189 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Perugia. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Discover a world of culinary delights in Perugia, where top-notch dining experiences await at every corner. Consider whether you need to make a reservation in advance to secure a table at your preferred restaurant.

Have a fantastic dining experience at Ristorante Settimo Sigillo, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Bar Pellas offers an enticing alternative with its varied menu. Additionally, La Taverna is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Perugia.

Cap off your dinner by heading to Tommi Bar, ideal for a leisurely evening with a drink in hand. Valentina is another bar that offers an enjoyable setting. Similarly, Caffe Dal Perugino is also a popular place to go on a night out, perfect for relaxing and socializing.

Celebrate another great day of your luxury holiday in Italy with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

On day 13 of your luxury holiday in Italy, your road trip route will take you exploring the best of Urbino, Gradara, Pesaro, and Casteldimezzo. The day's journey will conclude in Rimini, a city that offers you comfort and relaxation for 1 night. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Embrace the thrill of the open road as you wave goodbye to Perugia and set your GPS to Urbino. 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 1 hour 46 min. Upon reaching Urbino, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Begin your sightseeing with a visit to Centro Storico Di Urbino " Unesco ". This extraordinary sightseeing destination is rated an average of 4.8 out of 5 stars by 432 visitors.

Next, make your way to Palazzo Ducale. This top attraction is a palace with an average rating of 4.6 out of 5 stars by 10,806 visitors.

When you’re ready to jump back into the car and say goodbye to Urbino, you’ll hit the road in the direction of Gradara. This drive usually takes around 47 min. When you arrive, enjoy some sightseeing.

When you're ready to see some sights, Gradara Castle is a great place to start. This castle is rated an average of 4.6 out of 5 stars by 22,114 visitors.

When you’re ready to jump back into the car and say goodbye to Gradara, you’ll hit the road in the direction of Pesaro. This drive usually takes around 8 min. When you arrive, enjoy some sightseeing.

Your sightseeing of the day begins at Parco Naturale Monte San Bartolo, a remarkable park where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 12,733 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in Rimini. Recharge after a day of exploring, enjoying luxurious comfort and serene surroundings.

Treat yourself after a day of exploration. Make a reservation at the finest dining and drinking spots in Rimini.

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

Keep the excitement of the evening going by visiting a bar or two. Bar Capogiro is an excellent place to start. You could also check out Caffè Cavour, offering a different kind of charm. A last recommendation for the day is Bar Ilde - Il Baretto Della Buona Piadina. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in Italy has plenty more in store for you.