Luxury 5-Day Italy Road Trip from Rimini traveling east to Ancona and Perugia

Your luxury holiday in Italy begins as soon as you reach the city of Rimini. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

The first destination of your luxury vacation in Italy is Rimini - a city with many fantastic attractions to explore. Catch an early flight to enjoy as much time as possible discovering Rimini.

Start your sightseeing in the city with a visit to the fantastic Arch of Augustus. This triumphal arch is a popular stop on travelers’ itineraries in Rimini, with an average rating of 4.6 out of 5 stars by 12,375 visitors.

Tonight you will be treated to a stay at one of best luxury hotels in Rimini. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

Exploring new places can make you hungry. When you’re ready for dinner, we recommend trying one of the finest restaurants in Rimini.

For a culinary experience you will remember, have a look at the menu at GB Restaurant. With an average rating of 4.7 out of 5 stars by 749 customers, it’s truly one of the best restaurants in the whole of Rimini.

If you feel like having something slightly different, check out Bar Lento. This is one of the most recommended restaurants in the city. Considering its average rating of 4.7 out of 5 stars by 516 customers, it’s one that most guests enjoy.

Ristorante Lo Zodiaco Rimini is another restaurant you could book a table at tonight. This fantastic restaurant is often recommended by both travelers and locals in Rimini, and has an impressive average rating of 4.5 out of 5 stars by 7,856 customers.

As your day in Rimini is coming to an end retreat to a bar where you can celebrate the start of your exciting luxury holiday in Italy.

Make your way to Bounty. This bar promises a great atmosphere for your celebrations and has an average rating of 4.5 out of 5 stars by 11,323 customers.

Or, why not continue your evening at Bar Ilde - Il Baretto della Buona Piadina, rated an average of 4.5 out of 5 stars among 1,485 guests.

Another bar where you can have a great time tonight is Old American. This bar has an average rating of 4.5 out of 5 stars by 1,474 customers.

Raise a toast to the start of your 5-day luxury vacation in Italy and look forward to more fantastic days to come!

On day 2 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Rimini and the city of Ancona. You’ll stay in Ancona for 1 night.

Your day starts in Rimini. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing Parco Federico Fellini your first stop of the day. The average rating of 4.5 out of 5 stars by 11,076 visitors gives you an idea of what to expect from this park and attraction before you head there.

Next up, make a stop at the incredible Spiaggia libera. With an average rating of 4.3 out of 5 stars by 4,793 visitors, it's easy to understand why so many people visit this top-tier point of interest and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Italia in miniatura. This miniature park has an average rating of 4.4 out of 5 stars by 20,510 visitors.

Make the most of your day in Rimini by joining exclusive tours and activities that take your luxury holiday in Italy to the next level. This is only one of many experiences you can include in your luxury travel package in Italy. So make sure to check out the other options too, to find the best way to spend your time in Rimini today.

By the end of the day, you will drive to the city of Ancona, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Zucchero a Velò, one of the best restaurants in Ancona. This restaurant has an average rating of 4.7 out of 5 stars by 698 customers.

If you feel like having something else, locals also recommend Ristorante Il Giardino as one of their top choices in the city. Ristorante Il Giardino is rated an average of 4.5 out of 5 stars by 3,392 customers.

Another restaurant you could try in Ancona is La Capannina di Portonovo. This lovely restaurant has a fantastic menu and has been rated an average of 4.3 out of 5 stars by 2,604 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

Donegal Irish Pub is one of the best bars you can visit in Ancona tonight. This bar is rated an average of 4.3 out of 5 stars by 1,118 customers.

You can also enjoy a glass or two at a popular place like Bar Caffè Giuliani - Ristorante - Pizzeria - Aperitivi. This bar has an average rating of 4.2 out of 5 stars from 1,765 customers.

Alternatively, try Posa bar. Posa bar is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.5 out of 5 stars by 948 customers.

Raise a glass in celebration of your fantastic luxury holiday in Italy! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

On day 3 of your luxury road trip holiday in Italy you will have the opportunity to experience two destinations in one day, the city of Ancona and the city of Perugia. You’ll stay in Perugia for 1 night.

Your day starts in Ancona. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing Passetto your first stop of the day. The average rating of 4.5 out of 5 stars by 2,797 visitors gives you an idea of what to expect from this top-tier point of interest and attraction before you head there.

Next up, make a stop at the incredible Lazzaretto of Ancona. With an average rating of 4.4 out of 5 stars by 4,023 visitors, it's easy to understand why so many people visit this building and attraction.

Make the most of your day in Ancona by joining exclusive tours and activities that take your luxury holiday in Italy to the next level. This is only one of many experiences you can include in your luxury travel package in Italy. So make sure to check out the other options too, to find the best way to spend your time in Ancona today.

By the end of the day, you will drive to the city of Perugia, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Ristorante Il Giurista, one of the best restaurants in Perugia. This restaurant has an average rating of 4.8 out of 5 stars by 980 customers.

If you feel like having something else, locals also recommend Ristorante Al Tartufo as one of their top choices in the city. Ristorante Al Tartufo is rated an average of 4.7 out of 5 stars by 1,056 customers.

Another restaurant you could try in Perugia is Al Mangiar Bene. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 1,395 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

Quei Bravi Ragazzi is one of the best bars you can visit in Perugia tonight. This bar is rated an average of 4.7 out of 5 stars by 543 customers.

You can also enjoy a glass or two at a popular place like Osteria a Priori. This bar has an average rating of 4.5 out of 5 stars from 1,728 customers.

Alternatively, try Elfo Pub Perugia. Elfo Pub Perugia is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.6 out of 5 stars by 754 customers.

Raise a glass in celebration of your fantastic luxury holiday in Italy! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

Get ready for day 4 of your luxury vacation in Italy. On this day of your exciting road trip holiday, you will have the most wonderful time discovering Santa Maria degli Angeli and Santa Maria degli Angeli. You’ll stay in Rimini for 1 night. Enjoy a flexible travel itinerary and choose how much time you want to spend at each destination.

Start your day with one of travelers’ favorite attractions in Santa Maria degli Angeli, the incredible Basilica of San Francesco d'Assisi. This popular attraction is a papal basilica that has been rated an average of 4.9 out of 5 stars by 33,258 visitors.

To experience the local culture, see the best attractions, and meet new people at the same time, add a tour or activity to your luxury holiday package in Italy. As a luxury traveler, you will choose among only the best experiences available to you on this day of your exclusive road trip vacation in Santa Maria degli Angeli.

It’s now time to get back on the road and continue to the next destination of your day, the city of Santa Maria degli Angeli.

Make your way to the incredible Basilica of Santa Maria degli Angeli for some unforgettable sightseeing in Santa Maria degli Angeli. This popular attraction is a papal basilica and has an average rating of 4.8 out of 5 stars by 19,258 visitors.

Today you’ll check in at one of the most exclusive hotels in the city of Rimini. Luxury hotels in Rimini offer fantastic facilities and wonderful rooms. In combination with staff that is generous with both their time and recommendations, you’re guaranteed a pleasant

Stay in Rimini.

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in Rimini, La Mi Mama. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.4 out of 5 stars from 2,954 reviews.

Locals also recommend Ristorante Al Moccolo as one of the best restaurants to have dinner at in Rimini. The Ristorante Al Moccolo is rated an average of 4.4 out of 5 stars by 2,833 customers, including locals as well as travelers.

For a slightly different culinary experience, book a table at Sabbioni Pizza & Restaurant. This popular restaurant has an average rating of 4.4 out of 5 stars by 2,324 customers.

Depending on your plans for tomorrow, you might want to head back to your hotel for some relaxation. If not, this is your chance to take the temperature of Rimini's nightlife.

If you’re not quite ready for bed yet, head off to a popular bar like Hobo's. This bar is rated an average of 4.4 out of 5 stars from 1,269 customers.

Another place you could go for some drinks is the top-rated Chef Burger Rimini. Often recommended by locals, this bar is an excellent place to check out tonight. Chef Burger Rimini has an average rating of 4.7 out of 5 stars by 644 customers.

Alternatively, go to Bar Capogiro. Rated an average of 4.4 out of 5 stars in 649 reviews, it’s one worth checking out if you’re in the party mood.

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

Today is the last day of your 5-day luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Rimini before saying goodbye.

Catch a later flight to enjoy some extra time for exploring. If you have a late departure, we recommend doing some last-minute shopping or sightseeing.

Make the most of what’s left of your luxury vacation in Italy by heading out to the stunning Piazza Cavour. This extraordinary must-see tourist destination and attraction is rated an average of 4.5 out of 5 stars in 11,447 reviews, and is an excellent choice for your last sightseeing in Rimini.

Don’t end your vacation hungry. For one last meal in the city of Rimini, check out the menu at Ristorante Pizzeria Altamarea. This popular restaurant is rated an average of 4.3 out of 5 stars by 2,360 customers.

Alternatively, another recommendation is Amerigo. This restaurant is a popular choice among travelers as well as locals and has an average rating of 4.4 out of 5 stars by 2,124 customers.

If you prefer something slightly different, try La Brasserie. This restaurant will not let you walk out hungry. With an average rating of 4.6 out of 5 stars by 1,383 customers, it is truly one of the best in the city.

You will then say farewell to Rimini and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Italy in your luggage!