Luxury One-Week Relaxed Italy Road Trip Vacation from Bologna to Florence

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Journey for 8 days on an exclusive relaxed road trip across Italy. Cruise through Bologna, Padua, and Florence on the most scenic routes and leave stress in the back seat.

Italy offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in Italy. With this perfectly planned itinerary, you will stay 4 nights in Bologna, and 3 nights in Florence, experiencing a stress-free luxury vacation in Italy.

Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 8-day luxury holiday will be only the most exclusive 5-star hotels in Italy. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in Italy, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 8-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in Italy.

Throughout your exclusive vacation in Italy, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in Italy. We recommend you take the opportunity to explore the shopping experiences available to you in Bologna. Here you can find unique souvenirs to preserve the memory of your relaxed luxury holiday in Italy.

This exclusive travel plan is designed to include everything you need to have the best vacation in Italy. By booking this luxury holiday package, you can avoid spending hours researching and planning your 8-day road trip in Italy. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in Italy before and after booking. Our flexible trip planning means you will be able to explore Bologna, Padua, and Florence at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to Italy.

The best services in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your relaxing luxury holiday in Italy today!

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Day 1

Day 1 – Bologna - arrival day

  • Bologna - Arrival day
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Your relaxed luxury holiday in Italy begins as soon as you reach the city of Bologna, your home for 3 nights. There, you’ll pick up the luxury rental vehicle of your choice and set off on a relaxed drive to discover Italy.

Start your sightseeing with a visit to Villa Ghigi. This park is rated an average of 4.7 out of 5 stars from 2,035 visitors.

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

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

Make sure to book a table at Sfoglia Rina, a popular restaurant in Bologna. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Bologna at Va Mo Là, 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 Trattoria dal Biassanot. As a dining spot that gains high praise from guests, it’s an ideal choice to enhance your time to Bologna tonight.

Unwind after your meal by stepping into Bar Freud E Squisito. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Osteria Del Sole offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Macondo - Cocktail Bar, another top-rated bar in the area.

Raise a toast to the start of your relaxed 8-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Bologna

  • Bologna
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Drive 1 km, 21 min

  • Piazza Maggiore
  • Palazzo Re Enzo
  • Fontana del Nettuno
  • Cattedrale Metropolitana di San Pietro
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Day 2 of your luxury holiday in Italy is another opportunity to leisurely explore the spectacular city of Bologna. You still have 2 nights in Bologna, which gives you enough time to discover some of the most amazing things to see and do in the city. Start your morning with a hearty breakfast and get ready for an entire day of enjoying Bologna to the fullest.

When you’re ready for some sightseeing, make your way to Basilica Of San Domenico. This much-appreciated church is rated 4.7 out of 5 stars in 3,380 reviews.

Next up is Piazza Maggiore. This square has an average rating of 4.7 out of 5 stars from 64,523 visitors.

Another top sightseeing recommendation is Palazzo Re Enzo. This palazzo has been rated 4.6 out of 5 stars in 2,072 reviews.

Fountain Of Neptune, Bologna is another attraction you have the opportunity to visit today. This fountain has an average rating of 4.7 out of 5 stars from 3,952 reviews.

To continue your sightseeing, head over to Bologna Cathedral. This catholic cathedral is rated an average of 4.6 out of 5 stars in 3,852 reviews.

One of the most unique ways of discovering what else Bologna has to offer is by going on a top-rated tour. Be sure to check out all the experiences Bologna offers and add your favorites to your Italy travel package below.

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

Enjoy an outstanding dining experience at I Portici, a 1-star Michelin restaurant offering an exceptional creative, and contemporary menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby Bib Gourmand-awardee, Ahimè, known for its delicious country cooking cuisine. Another highly-recommended restaurant in Bologna is Trattoria di Via Serra, a renowned Bib Gourmand restaurant, known for its delicious emilian menu.

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

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

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Day 3

Day 3 – Bologna

  • Bologna
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Drive 17 km, 58 min

  • Two Towers
  • Piazza Santo Stefano
  • Porta Castiglione
  • Arco Del Meloncello
  • Museo Ducati
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On day 3 of your relaxed luxury holiday across Italy, you'll continue your adventures in the city of Bologna. You'll explore Bologna, taking breaks from the road for some sightseeing. At the end of day, you'll dine at some of Bologna's best restaurants and bars conveniently located close to your accommodation, making the most of your remaining 1 night in the area.

Drop by the renowned Two Towers. This popular tower has been rated an average of 4.7 out of 5 stars by 25,975 visitors.

Another unforgettable place to experience is Piazza Santo Stefano. Rated 4.8 out of 5 stars by 7,617 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to Porta Castiglione. This city gate has been rated an average of 4.4 out of 5 stars in 1,086 reviews.

Another favorite attraction in the area is Arco Del Meloncello. This arch and popular place of interest enjoys a rating of 4.6 out of 5 stars from 3,755 local and international travelers.

If you’re keen to explore even more, then consider a visit to Ducati Museum. This industry museum gets around 7,600 annual visitors. With an average rating of 4.5 out of 5 stars from 4,028 travelers, this industry museum is an attraction many avid travelers highly recommend visiting while in Bologna.

There are plenty of experiences you can choose from in Italy that will add excitement to your vacation. When you’re keen to discover what else Bologna has in store for you, use this day to go on a tour. Scroll down and select tours and activities to include on your itinerary for the day.

Discover a world of culinary delights in Bologna, 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.

Treat yourself to a wonderful meal at Trattoria del Tempo Buono, a top-rated dining spot in Bologna. If you're in the mood for something new, try Cantina Bentivoglio, another premier location with a delectable menu. You might also want to book a table at Ristorante San Pietro. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Bologna.

If you’re not ready to end the night just yet, Kinotto Bar offers a perfect venue to relax and savor a drink. Similarly, Mio Bar is well-suited for those looking to unwind in a social setting.

Raise your glass and toast to another unforgettable day of your relaxed luxury holiday in Italy!

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Day 4

Day 4 – Bologna, Padua, and Florence

  • Florence
  • Padua
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Drive 349 km, 4 hours 24 min

  • The Basilica of St Anthony
  • Equestrian statue of Gattamelata
  • Prato della Valle
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On day 4 of your relaxed luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover 1 remarkable destinations — Padua.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Padua. This drive usually takes around 1 hour 26 min, without any stops or traffic disruptions.

When you're ready to see some sights, Santuario Di San Leopoldo Mandić is a great place to start. This shrine is rated an average of 4.8 out of 5 stars by 2,439 visitors.

Another popular attraction you can visit today is The Basilica Of St. Anthony. This church has an average rating of 4.8 out of 5 stars from 38,852 travelers.

We also recommend a stop at Equestrian Statue Of Gattamelata. The sculpture has been rated an average of 4.6 out of 5 stars by 220 visitors.

If you're keen to explore more, consider visiting Prato Della Valle. This square is a popular attraction with an average rating of 4.6 out of 5 stars from 47,576 reviews.

Tonight, you will stay at one of the best luxury hotels in Florence. We have selected the perfect options for you to have the loveliest experience in Florence.

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.

Start 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.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, Se·sto On Arno Rooftop Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Go over your photos from the day, raise a toast, and rest your tired legs. A new adventurous day of your relaxed luxury road trip in Italy awaits!

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Day 5

Day 5 – Florence

  • Florence
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Drive 3 km, 49 min

  • Basilica of Santa Maria Novella
  • Cathedral of Santa Maria del Fiore
  • Basilica of Santa Croce in Florence
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Day 5 of your luxury road trip in Italy brings you another chance to explore the wonders of Florence. Immerse yourself in the best sights and most thrilling activities as you continue your laid-back holiday in style. End your day at one of the top restaurants in Florence, making the most of your 2 nights in this exquisite city.

Start your sightseeing with a visit to Basilica Di Santa Maria Novella, Firenze (fi). This archives is a popular stop on travelers’ itineraries in Florence, with an average rating of 4.7 out of 5 stars by 23,075 visitors.

Central Market is another popular place of interest you can visit today. The average rating of 4.4 out of 5 stars from 43,100 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Cathedral Of Santa Maria Del Fiore. Visitors have rated this church an average of 4.8 out of 5 stars in 76,359 reviews.

Basilica Of Santa Croce In Florence is another unique site you can experience today. This attraction is a church rated an average of 4.7 out of 5 stars in 28,544 reviews.

Immerse yourself in the local scene through top-rated tours and activities. You can choose from a wide variety of easy to challenging tours and easily add them to your travel package below.

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

Treat yourself to a delightful dinner at Trattoria Da Burde, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante Buca Mario? It's another excellent option with a diverse menu. Consider reserving a table at Eataly Firenze as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Florence.

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 easygoing adventures.

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Day 6

Day 6 – Florence

  • Florence
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Drive 19 km, 1 hour 33 min

  • Parco delle Cascine
  • Accademia Gallery
  • David of Michelangelo
  • Pitti Palace
  • The Boboli Gardens
  • More

Day 6 of your luxury road trip in Italy grants you another day to experience Florence. You will continue your laid-back luxury holiday in the best possible way - by discovering the best sights and most exciting activities. You'll then conclude your adventure at one of finest restaurants in Florence, fully indulging in the 1 night you have in the city.

Begin your sightseeing with a visit to Parco Delle Cascine. This park is rated an average of 4.3 out of 5 stars in 14,875 reviews.

Next up, make your way to Galleria Dell'accademia. This national museum has an average rating of 4.6 out of 5 stars from 34,429 reviews. Usually, around 1,719,645 people visit Galleria Dell'accademia every year.

When you’re ready for your next sight of the day, continue to David. This statue has an average rating of 4.8 out of 5 stars from 10,476 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Pitti Palace. This art museum is rated an average of 4.6 out of 5 stars by 23,445 visitors. Visiting Pitti Palace means you'll be one of 198,270 people who do so every year.

If you’re keen to explore even more, then consider a visit to The Boboli Gardens. This park is a much-appreciated attraction with an average rating of 4.2 out of 5 stars from 25,341 visitors.

To immerse yourself in more memorable moments in Florence, check out the best-rated tours the region offers. You can discover and choose from all of the top-rated activities you can do on this day in Florence below.

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.

Don’t miss out on dining at Tijuana, a top-rated dining destination in Florence. If you're in the mood to try something new, consider Djària - American Bar, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Buca Niccolini. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Florence this evening.

Go over your photos from the day, raise a toast, and rest your tired legs. A new adventurous day of your relaxed luxury road trip in Italy awaits!

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Day 7

Day 7 – Florence, and Bologna

  • Bologna
  • Florence
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Drive 109 km, 2 hours 1 min

  • Piazza della Signoria
  • Palazzo Vecchio
  • Uffizi Gallery
  • Ponte Vecchio
  • Piazzale Michelangelo
  • More

On day 7 of your relaxed luxury road trip holiday in Italy, you will have the opportunity to experience Florence; 1 of the most vibrant destinations in the country.

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 Palazzo Vecchio. This one-of-a-kind palazzo is rated an average of 4.7 out of 5 stars in 19,049 reviews.

Beyond the above-mentioned attractions, you also have the opportunity to visit Uffizi Gallery. This national museum is rated an average of 4.7 out of 5 stars by 61,794 visitors. Visiting Uffizi Gallery means you'll be one of 2,011,219 people who do so every year.

If you’re keen to explore more, then consider a visit to Ponte Vecchio. This deck arch bridge is a much-appreciated attraction with an average rating of 4.7 out of 5 stars from 118,099 visitors.

To round off your sightseeing experience, make your way to Piazzale Michelangelo. This famous square is rated an average of 4.8 out of 5 stars by 77,744 travelers.

As the day is coming to an end, it's time to make your way to your home for the night. On this day of your exclusive holiday, you will stay at a luxury hotel in Bologna. With a variety of popular luxury lodging options available in the city, you'll have the opportunity to select the perfect retreat to unwind and pamper yourself in style.

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

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

Relax and enjoy an amazing evening in Bologna, and get ready for more fantastic days to come on your relaxed luxury vacation in Italy!

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Day 8

Day 8 – Bologna - departure day

  • Bologna - Departure day
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  • Tombe dei Glossatori
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Today is the last day of your 8-day relaxed luxury holiday in Italy and it’s soon time to start your journey home. This is your chance to get one last glimpse of Bologna before saying goodbye.

Make the most of your final day in Italy by visiting Bologna’s iconic markets and shopping establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in Italy.

Make the most of what's left of your luxury vacation and head out to the stunning Tombs Of The Glossators Of Bologna. This extraordinary tomb and attraction is rated an average of 4.5 out of 5 stars in 330 reviews, and is an excellent choice for your last sightseeing in Bologna.

Unwind and look back at the past 8 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Bologna or just grab something light to keep you going.

Treat yourself to a delightful dinner at Ca' Pelletti - Altabella, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Corner Bar? It's another excellent option with a diverse menu.

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

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