Luxury 5-Day Italy Road Trip from Trieste traveling west to Venice

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

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

When you’re ready for dinner, we recommend you try one of the best restaurants in Trieste.

Reserve a table at Harry's Piccolo, a 2 Michelin star restaurant and a Bib Gourmand dining establishment in Trieste. This epicurean hotspot’s delicious creative offering makes it a crowd favorite. Harry's Piccolo is highly regarded in the culinary world and boasts an impressive track record of satisfied customers.

Go back to your hotel, take a stroll through the city, or head out to a bar to celebrate another fantastic day of your luxury vacation in Trieste.

If you’re up for classic drinks with a modern flair, consider going to Al Ciketo. Around 602 customers have given this incredible bar an average rating of 4.7 out of 5 stars.

Locals of Trieste also enjoy the cocktails at Caffè degli Specchi. This place is rated an average of 4.5 out of 5 stars by 2,625 customers and is one of the best you can experience in the city.

Another top-rated alternative for an expertly crafted celebratory drink is Urbanis. This bar has an average rating of 4.3 out of 5 stars by 1,034 customers.

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

Wake up to day 2 of your luxury holiday in Italy! Remember to have a hearty breakfast because today will be filled with memorable adventures in Trieste, Miramare / Miramar, and Venice. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries. Your stay of 2 nights at a luxury hotel in Venice adds a touch of comfort to your journey.

Drop by the renowned Roman Theatre of Trieste. This popular archaeological site has been rated an average of 4.3 out of 5 stars by 3,576 visitors.

Another unforgettable place to experience is Piazza della Borsa. Rated 4.5 out of 5 stars by 4,409 visitors, this square deserves a spot on today's sightseeing itinerary.

We also recommend a visit to piazza Unità d'Italia. This square has been rated an average of 4.8 out of 5 stars in 46,036 reviews.

Another favorite attraction in the area is San Sabba Rice Mill National Monument and Museum. This museum and popular place of interest enjoys a rating of 4.6 out of 5 stars from 5,204 local and international travelers.

When you’re ready to jump back into the car and say goodbye to Trieste, you’ll hit the road in the direction of Venice. This drive usually takes around 1 hour 49 min. When you arrive, enjoy some sightseeing.

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

After a long day of discovering the unique quirks of Italy, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in the city so you can check out the menus and make advance reservations.

According to reviews, Ristorante La Piazza is one of the absolute best places to eat in Venice. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.7 out of 5 stars from 9,892 reviews.

Alternatively, if you’re curious to try a local favorite, check out Farini. This restaurant is rated an average of 4.5 out of 5 stars by 4,851 customers and guarantees you a nice dining experience to end your day.

If your taste buds call for something different, book a table at Trattoria Bar Pontini. This popular restaurant has an average rating of 4.5 out of 5 stars by 4,176 customers.

After dinner, you can enjoy some downtime at your hotel or head out to a bar for a couple of drinks.

Many locals go to Adagio for an evening cocktail or glass of wine. This bar is rated an average of 4.9 out of 5 stars by 621 customers.

If you feel like going somewhere else, another popular option in the city is Il Mercante. This bar has an average rating of 4.8 out of 5 stars by 666 customers.

Cantina Do Spade is another great option in Venice, offering excellent drinks and a great atmosphere. This bar is rated an average of 4.4 out of 5 stars by 3,120 customers.

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.

Day 3 of your luxury itinerary in Venice will be filled with memorable experiences. With magnificent attractions, delicious food, and great entertainment, you're guaranteed a lovely day in the city. Make the most out of the 1 night you have left of your luxury holiday in Venice.

This activity is one of many you can add to your luxury travel plan to make your vacation in Italy truly memorable.

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

Go back to your hotel, take a stroll through the city, or head out to a bar to celebrate another fantastic day of your luxury vacation in Venice.

Celebrate this wonderful day with sumptuous cocktails at Bistrot de Venise, a terrific bar to unwind after a busy day. Around 1,931 customers rated this bar with an impressive average of 4.6 out of 5 stars.

You can continue your amazing night of celebration at Impronta. This bar has been rated an average of 4.6 out of 5 stars by 1,541 customers, and is an excellent place to mingle with locals and fellow travelers.

Transform your evening at Osteria Bancogiro. This popular bar rated 4.3 out of 5 stars by 1,747 customers, offers great cocktails, good service, and a lovely atmosphere.

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

Wake up to day 4 of your luxury road trip holiday in Italy! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of Trieste, where you'll be staying for 1 night. The day's itinerary unfolds with a diverse array of experiences in Venice and Trieste.

Journey into the unknown at Rialto Bridge, a unique attraction awaiting your visit. This remarkable stone bridge has an average rating of 4.7 out of 5 stars from 141,666 reviews.

When you’re ready to continue your sightseeing, Palazzo Contarini del Bovolo is a recommended place to visit. This point of interest is rated an average of 4.5 out of 5 stars in 11,745 reviews.

Another must-see attraction in Venice is Teatro La Fenice. Rated an average of 4.7 out of 5 stars by 10,677 travelers, this popular tourist destination in Venice offers an experience you will remember.

Peggy Guggenheim Collection is another popular stop on travelers' itineraries in Venice. This art museum promises memorable moments of exploring. Other travelers have rated this attraction 4.6 out of 5 stars in 10,128 reviews. Each year, approximately 92,922 people travel to visit Peggy Guggenheim Collection.

Lastly, don't miss out on Santa Maria della Salute. Rated 4.7 out of 5 stars by 8,681 local and international travelers, it's a popular place to visit.

After soaking in Venice’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Trieste. Expect your car journey to take a minimum of 2 hours 2 min. When you arrive in Trieste, it's time to take a break from the road.

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

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

According to reviews, Buffet da Pepi is one of the absolute best places to eat in Trieste. At this restaurant, you’ll enjoy a great atmosphere and a fantastic food and drinks menu. Buffet da Pepi is rated an average of 4.3 out of 5 stars by 2,727 customers.

Alternatively, if you’re curious to try a local favorite, check out Caffè Tommaseo. This restaurant is rated an average of 4.4 out of 5 stars by 1,706 customers and guarantees you a nice dining experience to end your day.

When your taste buds call for something different, you may want to pay Suban a visit instead. This restaurant is a top recommendation often mentioned by both travelers and locals. Suban has an average rating of 4.7 out of 5 stars by 1,104 customers.

When you’ve finished your dinner at the best restaurant of your choice, and you’re in the mood for a drink, check out some of the best bars in the city.

Whether you’d like to relax with a drink or you’re in the mood for some celebration, White Cafe is a great place to end your evening at. Not sure whether this is a bar worth checking out? Then the average rating of 4.3 out of 5 stars from 934 in reviews might help make your mind up.

Alternatively, check out Bar X, a place many locals consider their favorite in Trieste. Bar X offers plenty of drink options for every taste and is rated an average of 4.3 out of 5 stars by 934 guests.

If you want to continue your celebrations at another bar, try Antico Caffè Torinese. This bar is one of the best drinking spots in Trieste and is rated an average of 4.5 out of 5 stars by 641 customers.

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

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 Trieste before saying goodbye.

Optimize your last day in Italy and go on a shopping spree in Trieste’s shopping center. This bustling commercial district is conveniently located near your lodging, granting you leisure time to roam and explore its assortment of establishments.

If you love the adrenaline rush of hunting for the best offers and deals in Italy, you’re in for a treat. A variety of goods and gifts await your discovery.

Don’t travel hungry. Take the opportunity to savor the local cuisine in Trieste one last time before you head to the airport.

One of the top restaurants in the area is Al Civicosei. This amazing restaurant offers great food meticulously prepared with the freshest ingredients. Over 1,184 diners have left the restaurant with an average rating of 4.6 out of 5 stars.

Another restaurant that many travelers recommend is Osteria Marise. Rated an average of 4.6 out of 5 stars by 790 customers, this restaurant is praised for its variety of dishes, warm ambiance, and amazing service.

You can also try the delicious food served at Trattoria Nerodiseppia for a unique dining experience. 762 tourists and locals alike have approved of this restaurant by giving it an average rating of 4.6 out of 5 stars in reviews.

You will then say farewell to Trieste 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!