Luxury 5-Day Italy Road Trip from Perugia traveling north to Florence

Your luxury holiday in Italy begins as soon as you reach the city of Perugia, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Start your sightseeing with a visit to Etruscan Arch. This architectural element is a popular stop on travelers’ itineraries in Perugia, with an average rating of 4.7 out of 5 stars by 1,190 visitors.

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

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

Esteemed for its , this restaurant offers a remarkable selection of cuisine. This esteemed -recipient consistently impresses guests, making it a must-visit spot during your holiday. With its recognition, it guarantees an unforgettable dining adventure.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Tommi Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Valentina offers an ideal atmosphere to enjoy the pleasures of the night. Caffe Dal Perugino is also a great option that provides a perfect setting for a relaxing evening.

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 holiday in Italy, your road trip route will take you exploring the best of Magione, Castiglione del Lago, and Perugia. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Fasten your seatbelt and make your way to your next stop. Magione, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Upon arrival in Magione, we highly recommend checking out some of the top attractions.

Start your sightseeing with a visit to Parco Regionale del Lago Trasimeno. This park is a popular stop on travelers’ itineraries in Magione, with an average rating of 4.4 out of 5 stars by 8,831 visitors.

After soaking in Perugia’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Castiglione del Lago. Expect your car journey to take a minimum of 40 min. When you arrive in Castiglione del Lago, it's time to take a break from the road.

Take the opportunity to see Palazzo Ducale (Castiglione del Lago). This attraction has an average rating of 4.4 out of 5 stars from 1,484 visitors.

Continue your road trip and head to your next destination, Castiglione del Lago. This car ride takes around 40 min.

Kick off the day at Carducci Gardens, a top pick for today’s sightseeing. This park is rated an average of 4.5 out of 5 stars in 1,768 reviews.

Today is also your chance to visit Rocca Paolina. Rocca Paolina is a rocca with an average rating of 4.7 out of 5 stars from 7,128 reviews.

Frontone Gardens is another top attraction we highly recommend you visit today. This garden is rated an average of 4.4 out of 5 stars by 1,722 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Florence.

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 Florence for you, so you can check out the menus and make your reservation in advance.

This popular -awarded venue consistently exceeds expectations, ensuring a memorable holiday experience.

After your meal, keep the night alive at a bar like Manifattura, known for its lively atmosphere. SE·STO on Arno Rooftop Bar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Archea Brewery offers an excellent atmosphere for those looking to amp up the evening.

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

Day 3 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.

Begin your sightseeing with a visit to The Boboli Gardens. This park is rated an average of 4.2 out of 5 stars in 25,341 reviews.

Next up, make your way to Cathedral of Santa Maria del Fiore. This church has an average rating of 4.8 out of 5 stars from 76,359 reviews.

When you’re ready for your next sight of the day, continue to Central Market. This sightseeing destination has an average rating of 4.4 out of 5 stars from 43,100 visitors.

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

This -awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. This awardee is a highly recommended choice for an unforgettable meal.

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.

Wake up to day 4 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Siena and Florence. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Set your GPS to Siena and hit the road. Expect a journey of approximately 1 hour 7 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Siena beckons with new experiences!

An excellent attraction to start your day with is piazza del Campo. This square is rated an average of 4.8 out of 5 stars in 64,175 reviews.

Fasten your seatbelt and make your way to your next stop. Siena, 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 Florence to Siena may take around 1 hour 7 min without traffic disruptions. Upon arrival in Siena, we highly recommend checking out some of the top attractions.

Begin your sightseeing with a visit to piazza della Signoria. This square is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Next up, make your way to Ponte Vecchio. This deck arch bridge has an average rating of 4.7 out of 5 stars from 118,099 reviews.

When you’re ready for your next sight of the day, continue to Uffizi Gallery. This national museum has an average rating of 4.7 out of 5 stars from 61,794 visitors. Up to 2,011,219 people visit this place of interest annually.

Beyond the above-mentioned attractions, you also have the opportunity to visit piazzale Michelangelo. This square is rated an average of 4.8 out of 5 stars by 77,744 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Perugia.

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 Perugia for you so you can browse their menus in advance and make a reservation.

Renowned for its , this restaurant presents an outstanding menu of cuisine. This distinguished -recipient is a favorite among guests, making it a worthy addition to your holiday plans. With an acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Perugia.

Keep the evening going at Caffè Fortebraccio, a great choice for enjoying the after-dinner hours with a drink. You could also go to Caffe Del Banco, which offers a similarly pleasant setting and great drinks. Another option is Dempsey's Perugia, which provides an inviting environment for unwinding after a busy day out.

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.

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 Perugia before saying goodbye.

On your last day in Italy, take time to indulge in shopping at Perugia’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.

Treat yourself to a final feast. Savor the unique flavors of Perugia one last time before you head to the airport.

This local establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Known as a top-rated , it's a top choice in the city. Treat yourself to a delightful dinner at Sangallo Palace Hotel, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Osteria a Priori? It's another excellent option with a diverse menu.

You will then say farewell to Perugia 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!