Luxury 4-Day Italy Road Trip from Verona traveling east to Trieste

Perfect travel plans
Everything included
Fully customizable



4 days & 3 nights
Jan. - Dec.
3 nights included
Car rental
4 days included
Economy included
Travel app
All vouchers, itinerary, & map


Escape for the holiday of a lifetime with this 4-day luxury road trip in Italy!

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 vacation itinerary, you will stay 2 nights in Verona, and 1 night in Trieste, experiencing the ultimate luxury vacation in Italy.

Finding the perfect luxury lodging is going to make your vacation in Italy feel truly special. The home for your 4-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 4-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. Here you can find unique souvenirs to preserve the memory of your 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 4-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 Verona, Trieste, and Bologna 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 flights, activities, tours, and hotels in Italy fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in Italy today!

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Flights, economy included
Hotel, 3 nights
Rental car, 4 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support


Photo of aerial view of Verona historical city centre, Ponte Pietra bridge across Adige river, Verona Cathedral, Duomo di Verona, red tiled roofs, Veneto Region, Italy.Verona / 2 nights
Photo of Italy Piazza Maggiore in Bologna old town tower of town hall with big clock and blue sky on background, antique buildings terracotta galleries.Bologna
Photo of Trieste lighthouse Phare de la Victoire and cityscape panoramic aerial view, Friuli Venezia Giulia region of Italy.Triest / 1 night



photo of verona, Italy. ancient amphitheater arena di verona in Italy like Rome coliseum with nighttime illumination and evening blue sky. verona's italian famous ancient landmark theatre. veneto region.Verona Arena
photo of bologna, Italy. Piazza maggiore with torre dell'orologio and torre dell’arengo, landmark in emilia-romagna historical province.Piazza Maggiore
photo of Bologna, Italy - Two Towers (Due Torri), Asinelli and Garisenda, symbols of medieval Bologna towers.Two Towers
photo of View of the Castel Vecchio Bridge connected to Castelvecchio Castle along Adige river in Verona, Italy. Castelvecchio Museum
photo of Ancient Roman bridge Ponte Pietra and the River Adige in cloudy summer day, Duomo tower in background, Verona, Italy .Ponte Pietra
photo of view of Verona, Italy. Scenery with Adige River and Ponte Scaligero and Castelvecchio, medieval landmarks of veronese city, Verona, Italy.Ponte Scaligero
PHOTO OF View of the Piazza delle Erbe in center of Verona city, Italy .Piazza delle Erbe
photo of Castel San Pietro St. Peter Castle, Museo Archeologico, Convento di San Girolamo on hill with cypress trees and Adige river in Verona city historical centre, blue sky, Veneto Region, NorthernCastel San Pietro
photo of Porta Borsari .Porta Borsari
photo of Bologna, Italy. Piazza del Nettuno and Piazza Maggiore in Bologna, Italy landmark in Emilia-Romagna historical province.Fountain of Neptune, Bologna
PHOTO OF Bologna, Italy. Fontana del Nettuno, Palazzo Re Enzo in Piazza Maggiore, Italy landmark in Emilia-Romagna historical province.Palazzo Re Enzo



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Day 1

Day 1 – Verona - arrival day

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

Make Verona Arena one of your first sightseeing stops in Verona. Rated an average of 4.7 out of 5 stars by 123,818 travelers, a visit to this local attraction makes for a great introduction to the area. This opera house attracts 195,540 visitors every year.

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

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

Enjoy an outstanding dining experience at Casa Perbellini 12 Apostoli, a 2-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 1-star Michelin-awardee, Il Desco, known for its delicious italian contemporary cuisine. Another highly-recommended restaurant in Verona is Osteria Mondo d'Oro, a renowned Bib Gourmand restaurant, known for its delicious italian, and seasonal menu.

To truly maximize your evening out, consider visiting Archivio after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to La Segreteria Café, another bar with an inviting ambiance. Similarly, Duchi Café also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise a toast to the start of your 4-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Verona, and Trieste

  • Triest
  • Verona
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Drive 278 km, 3 hours 36 min

  • Ponte Scaligero
  • Castelvecchio Museum
  • Piazza delle Erbe
  • Ponte Pietra
  • Castel San Pietro
  • More

On day 2 of your luxury holiday in Italy, your road trip route will take you exploring the best of Verona. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in Italy.

Start your sightseeing with a visit to Castelvecchio Bridge. This arch bridge is a popular stop on travelers’ itineraries in Verona, with an average rating of 4.7 out of 5 stars by 12,156 visitors.

Castelvecchio Museum is another popular place of interest you can visit today. The average rating of 4.6 out of 5 stars from 13,854 reviews gives you an idea of other visitors’ experience at this attraction. It’s estimated that around 35,031 people visit this art museum every year.

If it’s still bright and early, make your way to piazza delle Erbe. Visitors have rated this square an average of 4.7 out of 5 stars in 11,777 reviews.

Ponte Pietra is another unique site you can experience today. This attraction is a deck arch bridge rated an average of 4.7 out of 5 stars in 12,284 reviews.

Make your way to the fantastic Castel San Pietro, perhaps the most famous castle in Verona. This attraction is rated 4.7 out of 5 stars by 6,049 travelers.

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

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

Prepare for an extraordinary culinary adventure in Trieste by booking a table at Harry's Piccolo, a 2-star Michelin restaurant that boasts an exceptional creative menu.

Unwind after your meal by stepping into Bar X. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Antico Caffè Torinese offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Urbanis, another top-rated bar in the area.

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.

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Day 3

Day 3 – Trieste, Bologna, and Verona

  • Verona
  • Bologna
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Drive 445 km, 5 hours 10 min

  • Two Towers
  • Piazza Maggiore
  • Fountain of Neptune, Bologna
  • Palazzo Re Enzo
  • More

Wake up to day 3 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Bologna. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

As you’ve unraveled the marvels of Trieste, it’s time to gear up for the next part of your road trip adventure. Under favorable conditions, your drive to Bologna may take around 3 hours 20 min. Upon your arrival in Bologna, you’ll be greeted with the opportunity to do some sightseeing and exploring.

Journey into the unknown at Two Towers, a unique attraction awaiting your visit. This remarkable tower has an average rating of 4.7 out of 5 stars from 25,975 reviews.

When you’re ready to continue your sightseeing, Piazza Maggiore is a recommended place to visit. This square is rated an average of 4.7 out of 5 stars in 64,523 reviews.

Another must-see attraction in Bologna is Fountain of Neptune, Bologna. Rated an average of 4.7 out of 5 stars by 3,952 travelers, this popular tourist destination in Bologna offers an experience you will remember.

Palazzo Re Enzo is another popular stop on travelers' itineraries in Bologna. This palazzo promises memorable moments of exploring. Other travelers have rated this attraction 4.6 out of 5 stars in 2,072 reviews.

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

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

Esteemed as a much-enjoyed restaurant, it features an exceptional menu.

Explore the vibrant nightlife at Cappa Café after your meal, a hub for lively evenings and memorable moments.

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

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Day 4

Day 4 – Verona - departure day

  • Verona - Departure day
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  • Porta Borsari
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Today is the last day of your 4-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 Verona before saying goodbye.

Make the most of your final day in Italy by visiting Verona’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 Porta Borsari. This extraordinary city gate and attraction is rated an average of 4.6 out of 5 stars in 5,387 reviews, and is an excellent choice for your last sightseeing in Verona.

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

If you're in the mood to try something new, consider Antica Bottega del Vino, another top spot with a mouthwatering menu.

You will then say farewell to Verona 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!

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