Luxury 5-Day Italy Road Trip from Ancona to Perugia and Rome

There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Catch an early flight to enjoy as much time as possible discovering Ancona.

This building is a popular stop on travelers’ itineraries in Ancona, with an average rating of 4.4 out of 5 stars by 4,023 visitors.

Tonight you will be treated to a stay at one of best luxury hotels in Ancona. 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 Ancona.

As your day in Ancona 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 Donegal Irish Pub. This bar promises a great atmosphere for your celebrations and has an average rating of 4.3 out of 5 stars by 1,118 customers.

Or, why not continue your evening at Posa bar, rated an average of 4.5 out of 5 stars among 948 guests.

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, Ancona and the city of Perugia. You’ll stay in Perugia for 1 night.

Your day starts in Ancona.

Make the amazing Sanctuary of the Holy House of Loreto your first stop of the day. The average rating of 4.8 out of 5 stars by 19,100 visitors gives you an idea of what to expect from this church and attraction before you head there.

Next up, make a stop at the incredible Parco Naturale Regionale Gola della Rossa e di Frasassi. With an average rating of 4.6 out of 5 stars by 3,515 visitors, it's easy to understand why so many people visit this park and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Frasassi Caves. This show cave has an average rating of 4.8 out of 5 stars by 20,728 visitors.

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 Al Mangiar Bene, one of the best restaurants in Perugia. This restaurant has an average rating of 4.5 out of 5 stars by 1,395 customers.

If you feel like having something else, locals also recommend La Prosciutteria Perugia as one of their top choices in the city. La Prosciutteria Perugia is rated an average of 4.6 out of 5 stars by 407 customers.

Another restaurant you could try in Perugia is Alphaville. This lovely restaurant has a fantastic menu and has been rated an average of 4.7 out of 5 stars by 325 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 Elfo Pub Perugia. This bar has an average rating of 4.6 out of 5 stars from 754 customers.

Alternatively, try Punto di Vista. Punto di Vista 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 502 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 Vatican City and the city of Rome. You’ll stay in Rome for 1 night.

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

Make the amazing Piazza IV Novembre your first stop of the day. The average rating of 4.6 out of 5 stars by 9,189 visitors gives you an idea of what to expect from this square and attraction before you head there.

Next up, make a stop at the incredible Rocca Paolina. With an average rating of 4.7 out of 5 stars by 7,128 visitors, it's easy to understand why so many people visit this rocca and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Carducci Gardens. This park has an average rating of 4.5 out of 5 stars by 1,768 visitors.

Make the most of your day in Vatican City 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 Vatican City today.

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

After a long day of driving and exploring, we recommend you try 433, one of the best restaurants in Rome. This restaurant has an average rating of 4.4 out of 5 stars by 2,341 customers.

If you feel like having something else, locals also recommend Roma Sparita as one of their top choices in the city. Roma Sparita is rated an average of 4.4 out of 5 stars by 2,073 customers.

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

D’Angelo Caffè & Gastronomia - Bar Bistro Caffetteria Napoletana a Roma is one of the best bars you can visit in Rome tonight. This bar is rated an average of 4.7 out of 5 stars by 1,054 customers.

You can also enjoy a glass or two at a popular place like Cantina e Cucina. This bar has an average rating of 4.6 out of 5 stars from 7,907 customers.

Alternatively, try Ai Tre Scalini. Ai Tre Scalini is the perfect place to get to know some locals in the city. This top-recommended bar is rated an average of 4.4 out of 5 stars by 2,950 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 Tivoli and Teramo. You’ll stay in Ancona 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 Tivoli, the incredible Hadrian's Villa. Each year, Hadrian's Villa attracts over 77,557 local and international travelers. This popular attraction is an archaeological site that has been rated an average of 4.6 out of 5 stars by 9,813 visitors.

Today we also recommend you visit the amazing Villa d'Este, an outstanding giardino all'italiana in Tivoli. Around 25,000 travelers have rated this attraction an average of 4.7 out of 5 stars. It’s estimated that more than 139,855 people stop by Villa d'Este every year to explore it.

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 Tivoli.

It’s now time to get back on the road and continue to the next destination of your day, Teramo.

Make your way to the incredible Santuario Madonna Delle Grazie for some unforgettable sightseeing in Teramo. This popular attraction is a place of worship and has an average rating of 4.5 out of 5 stars by 343 visitors.

Today you’ll check in at one of the most exclusive hotels in the city of Ancona. Luxury hotels in Ancona 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 Ancona.

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 Ancona's nightlife.

If you’re not quite ready for bed yet, head off to a popular bar like Bàgolo Caffetteria. This bar is rated an average of 4.5 out of 5 stars from 423 customers.

Another place you could go for some drinks is the top-rated Old Fashioned. Often recommended by locals, this bar is an excellent place to check out tonight. Old Fashioned has an average rating of 4.4 out of 5 stars by 170 customers.

Alternatively, go to Mixer Bar. Rated an average of 4.3 out of 5 stars in 123 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 Ancona 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 Passetto. This extraordinary top-tier point of interest and attraction is rated an average of 4.5 out of 5 stars in 2,797 reviews, and is an excellent choice for your last sightseeing in Ancona.

Don’t end your vacation hungry.

You will then say farewell to Ancona 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!