Luxury 10-Day Relaxed Italy Road Trip Vacation from Venice to Florence, and Bologna

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Journey for 10 days on an exclusive relaxed road trip across Italy. Cruise through Venice, Lido, Florence, Bologna, and Padua 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 3 nights in Venice, 3 nights in Florence, and 3 nights in Bologna, 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 10-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 10-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 Venice. 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 10-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 Venice, Lido, Florence, Bologna, and Padua 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 – Venice - arrival day

  • Venice - Arrival day
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  • Rialto Bridge
  • More

Your relaxed luxury holiday in Italy begins as soon as you reach the city of Venice, your home for 2 nights. There, you’ll pick up the luxury rental vehicle of your choice and set off on a relaxed drive to discover Italy.

Your sightseeing of the day begins at Rialto Bridge, a remarkable stone bridge where it’s easy to get lost in exploration. This top attraction is rated an average of 4.7 out of 5 stars in 141,666 reviews.

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

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Venice. Savor the local cuisine and relax as you recount the day's experiences.

Treat yourself to a delightful dinner at Nevodi, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Ristorante La Piazza? It's another excellent option with a diverse menu. Consider reserving a table at Bistrot de Venise as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Venice.

Following your dinner, dive into the local bar culture at Al Parlamento. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Adagio, the perfect place for those looking to experience the best of the nightlife. Similarly, Il Mercante provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise a toast to the start of your relaxed 10-day luxury vacation in Italy and look forward to more fantastic days to come!

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Day 2

Day 2 – Venice, and Lido

  • Venice
  • Lido
  • More

Drive 5 km, 1 hour 15 min

  • St. Mark's Square
  • Saint Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • Giardini della Biennale
  • More

Day 2 of your luxury road trip in Italy brings you another chance to explore the wonders of Venice. 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 Venice, making the most of your 1 night in this exquisite city.

Journey into the unknown at Piazza San Marco, a unique attraction awaiting your visit. This remarkable square has an average rating of 4.7 out of 5 stars from 152,982 reviews.

When you’re ready to continue your sightseeing, St Mark's Basilica is a recommended place to visit. This cathedral is rated an average of 4.7 out of 5 stars in 18,439 reviews.

Another must-see attraction in Venice is Doge's Palace. This spectacular palace gets over 318,104 visitors every year. Rated an average of 4.7 out of 5 stars by 24,775 travelers, this popular tourist destination in Venice offers an experience you will remember.

Bridge Of Sighs is another popular stop on travelers' itineraries in Venice. This footbridge promises memorable moments of exploring. Other travelers have rated this attraction 4.6 out of 5 stars in 18,223 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.

Discover a world of culinary delights in Venice, 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.

Get ready for an unforgettable culinary journey in Venice by reserving a table at Local. Renowned as a 1-star Michelin restaurant, it offers an exceptional contemporary menu. For a different taste experience, head to Wistèria, recognized for its delicious contemporary, and venetian dishes. This 1-star Michelin restaurant consistently impresses guests, ensuring a memorable addition to your holiday. Looking for another option? Make sure to visit Quadri, a local favorite known for its delightful modern cuisine in Venice. Nestled in the heart of the city, this restaurant with 1 Michelin star is an ideal choice for discerning modern foodies seeking culinary excellence.

After your meal, keep the night alive at a bar like The Irish Pub Venezia, known for its lively atmosphere. Dolce Vita Venezia is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Devils Forest Pub offers an excellent atmosphere for those looking to amp up the evening.

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

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Day 3

Day 3 – Venice, and Florence

  • Florence
  • Venice
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Drive 275 km, 3 hours 37 min

  • Palazzo Contarini del Bovolo
  • Teatro La Fenice
  • Peggy Guggenheim Collection
  • Basilica di Santa Maria della Salute
  • More

On day 3 of your relaxed luxury road trip holiday in Italy, you will have the opportunity to experience Venice; 1 of the most vibrant destinations in the country.

Kick off the day at Palazzo Contarini Del Bovolo, a top pick for today’s sightseeing. This sightseeing destination is rated an average of 4.5 out of 5 stars in 11,745 reviews.

Today is also your chance to visit Teatro La Fenice. Teatro La Fenice is an opera house with an average rating of 4.7 out of 5 stars from 10,677 reviews.

Peggy Guggenheim Collection is another top attraction we highly recommend you visit today. This art museum is rated an average of 4.6 out of 5 stars by 10,128 visitors. In a single year, this art museum hosts approximately 92,922 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Santa Maria Della Salute. This votive church is rated an average of 4.7 out of 5 stars by 8,681 visitors.

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 Florence. 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 Florence. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Dive into a culinary adventure like no other in Florence by booking a table at Enoteca Pinchiorri. This popular restaurant holds 3 Michelin star and offers an exceptional menu of italian contemporary cuisine. For another culinary dining option, venture to Santa Elisabetta, celebrated for its delectable creative, and mediterranean menu. This acclaimed 2-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Gucci Osteria da Massimo Bottura, a top local restaurant known for its tantalizing italian contemporary, and international menu. With a 1-star Michelin recognition, it promises an exceptional dining experience not to be missed.

Continue your lively evening at Manifattura, a perfect place for winding down or revving up the night, depending on which mood you’re in. Se·sto On Arno Rooftop Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Archea Brewery ensures a night out tailored to your taste.

Raise a toast to another stress-free day of your luxury holiday in Venice, Italy and seize the opportunity to truly relax.

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Day 4

Day 4 – Florence

  • Florence
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Drive 3 km, 55 min

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

On day 4 of your relaxed luxury holiday across Italy, you'll continue your adventures in the city of Florence. You'll explore Florence, taking breaks from the road for some sightseeing. At the end of day, you'll dine at some of Florence's best restaurants and bars conveniently located close to your accommodation, making the most of your remaining 2 nights in the area.

Kick off the day at Piazzale Michelangelo, a top pick for today’s sightseeing. This square is rated an average of 4.8 out of 5 stars in 77,744 reviews.

Today is also your chance to visit Ponte Vecchio. Ponte Vecchio is a deck arch bridge with an average rating of 4.7 out of 5 stars from 118,099 reviews.

Uffizi Gallery is another top attraction we highly recommend you visit today. This national museum is rated an average of 4.7 out of 5 stars by 61,794 visitors. In a single year, this national museum hosts approximately 2,011,219 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Palazzo Vecchio. This palazzo is rated an average of 4.7 out of 5 stars by 19,049 visitors.

Lastly, don’t miss out on Piazza Della Signoria, a famous square in Florence. This attraction is rated an average of 4.8 out of 5 stars by 66,956 travelers.

To do something one-of-a-kind on this day of your trip, you can join a tour. You can discover all of the most fun and eye-opening experiences in your destination below and secure your spot here.

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

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

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

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Day 5

Day 5 – Florence

  • Florence
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Drive 3 km, 44 min

  • David of Michelangelo
  • Accademia Gallery
  • 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 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.

Take the opportunity to see David. This attraction has an average rating of 4.8 out of 5 stars from 10,476 visitors.

Galleria Dell'accademia is another sightseeing hotspot in the area. This national museum has been rated an average of 4.6 out of 5 stars by 34,429 travelers. Up to 1,719,645 people visit Galleria Dell'accademia every year.

Florence is also the home of Cathedral Of Santa Maria Del Fiore. Around 76,359 people have rated this church an average of 4.8 out of 5 stars.

Another place you’ll want to visit is Basilica Of Santa Croce In Florence. With an average rating of 4.7 out of 5 stars from a total of 28,544 reviews, a visit to this church is a great idea.

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 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.

Savor the flavors at Tijuana, a top pick for dinner tonight. Alternatively, Djària - American Bar beckons with its unique menu offerings. Also, consider Ristorante Buca Niccolini. With its consistent customer satisfaction, it’s an excellent option for dining in Florence tonight.

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 6

Day 6 – Florence, and Bologna

  • Bologna
  • Florence
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Drive 109 km, 2 hours 29 min

  • Basilica of Santa Maria Novella
  • Pitti Palace
  • The Boboli Gardens
  • Parco delle Cascine
  • More

On day 6 of your relaxed luxury holiday in Italy, wonderful attractions await. Today you have the opportunity to discover 1 remarkable destinations — Florence.

Your sightseeing of the day begins at Central Market, a remarkable sightseeing destination where it’s easy to get lost in exploration. This top attraction is rated an average of 4.4 out of 5 stars in 43,100 reviews.

Next, satisfy your wanderlust at Basilica Di Santa Maria Novella, Firenze (fi). This archives has an average rating of 4.7 out of 5 stars from 23,075 travelers.

Pitti Palace is another must-visit attraction. This renowned art museum offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.6 out of 5 stars by 23,445 travelers and attracting 198,270 annual visitors, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit The Boboli Gardens. This well-loved park boasts a 4.2 out of 5-star rating from 25,341 reviews.

When there’s still energy left for exploring, Parco Delle Cascine awaits. If you’ve been interested in experiencing a park, this is a top pick rated 4.3 out of 5 stars by 14,875 previous visitors.

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

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

Experience a taste of local culinary excellence while in Bologna by securing a table at I Portici. An esteemed 1-star Michelin restaurant, it features an exceptional creative, and contemporary menu. For an alternative taste experience, visit Ahimè, famous for its scrumptious country cooking dishes. This Bib Gourmand venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Trattoria di Via Serra, a local favorite celebrated for its exquisite emilian cuisine in Bologna. Located in the heart of the city, this Bib Gourmand-awardee is an ideal pick for emilian cuisine lovers seeking top-notch culinary experiences.

Explore the vibrant nightlife at Bar Freud E Squisito after your meal, a hub for lively evenings and memorable moments. Or, head to Osteria Del Sole for a great selection of flavorful drinks and a charming setting. Furthermore, Macondo - Cocktail Bar is perfect for those looking to extend their night with a touch of local flavor.

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

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Day 7

Day 7 – Bologna

  • Bologna
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Drive 1 km, 21 min

  • Piazza Santo Stefano
  • Two Towers
  • Cattedrale Metropolitana di San Pietro
  • Piazza Maggiore
  • Fontana del Nettuno
  • More

Day 7 of your luxury road trip means another day to soak in the splendor of Italy. At the city of Bologna, you will continue your laid-back luxury holiday in the best possible way. Enjoy the best sights, the most exciting activities, and the finest restaurants in the city. You have ample opportunities to make your 2 nights in the city more special.

Begin your sightseeing with a visit to Piazza Santo Stefano. This extraordinary square is rated an average of 4.8 out of 5 stars by 7,617 visitors.

Next, make your way to Two Towers. This top attraction is a tower with an average rating of 4.7 out of 5 stars by 25,975 visitors.

We also recommend a visit to Bologna Cathedral. This catholic cathedral is rated 4.6 out of 5 stars by 3,852 travelers.

If you’re keen to keep exploring, visit Piazza Maggiore. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 64,523 travelers.

Today is also your chance to spend some time at Fountain Of Neptune, Bologna. This fountain is rated an average of 4.7 out of 5 stars by 3,952 travelers.

Don’t forget to check out all the popular tours and activities you can add to your travel plan. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities 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 a lovely meal at Ristorante Enoteca da Lucia, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Victoria Station is another top choice with a popular menu. You could also check for a table at Trattoria da Me. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Bologna tonight.

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

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

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Day 8

Day 8 – Bologna

  • Bologna
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Drive 24 km, 1 hour 20 min

  • Arco Del Meloncello
  • Museo Ducati
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Day 8 of your luxury holiday in Italy is another opportunity to leisurely explore the spectacular city of Bologna. You still have 1 night 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.

Begin your sightseeing with a visit to Villa Ghigi. This park is rated an average of 4.7 out of 5 stars in 2,035 reviews.

Next up, make your way to Basilica Of San Domenico. This church has an average rating of 4.7 out of 5 stars from 3,380 reviews.

When you’re ready for your next sight of the day, continue to Porta Maggiore. This landmark has an average rating of 4.4 out of 5 stars from 1,462 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit Arco Del Meloncello. This arch is rated an average of 4.6 out of 5 stars by 3,755 visitors.

If you’re keen to explore even more, then consider a visit to Ducati Museum. This industry museum is a much-appreciated attraction with an average rating of 4.5 out of 5 stars from 4,028 visitors. Approximately 7,600 travelers visit Ducati Museum every year.

You can learn more about Bologna today by going on a tour. Bologna offers many top-rated tours and unique experiences that will inspire you. You can browse and select your favorites 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 Bologna for you so you can browse their menus in advance and make a reservation.

Make sure to reserve a table at Trattoria del Tempo Buono, 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 Cantina Bentivoglio, 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 Ristorante San Pietro, a hidden gem nestled in Bologna. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Kinotto Bar, a well-loved spot among locals and tourists. Or, head to Mio Bar. This bar boasts a welcoming environment that is perfect for winding down.

Raise a toast to another stress-free day of your luxury holiday in Bologna, Italy and seize the opportunity to truly relax.

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Day 9

Day 9 – Bologna, Padua, and Venice

  • Venice
  • Padua
  • More

Drive 158 km, 2 hours 50 min

  • Prato della Valle
  • The Basilica of St Anthony
  • Piazza della frutta
  • Piazza dei Signori
  • Scrovegni Chapel
  • More

On day 9 of your relaxed luxury road trip holiday in Italy, you will have the opportunity to experience Padua; 1 of the most vibrant destinations in the country.

When you’ve had your share of Bologna, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Padua. Your travel time is around 1 hour 30 min.

Make Prato Della Valle one of your first sightseeing stops in Padua. Rated an average of 4.6 out of 5 stars by 47,576 travelers, a visit to this local attraction makes for a great introduction to the area.

The Basilica Of St. Anthony is a worthwhile attraction you can visit next. This church is a valued place of interest in the area, with an average rating of 4.8 out of 5 stars from 38,852 reviews.

Today is also the perfect opportunity to drop by Piazza Della Frutta. This square has been rated an average of 4.6 out of 5 stars by 5,397 visitors.

If you’re keen to explore more, head to Piazza Dei Signori, Padua. A trip to this popular square is also your opportunity to see if it lives up to the reputable 4.7 out of 5-star rating as given by 12,510 previous visitors.

Another top place to visit is Scrovegni Chapel. This chapel enjoys an average rating of 4.8 out of 5 stars from 11,849 local and international travelers. Approximately 9,387 people visit this attraction every year.

In Venice, you will be treated to a stay at one of the most exclusive 5-star luxury hotels the destination has to offer. From the moment you arrive in Venice, prepare to be pampered with exceptional service, luxurious accommodations, and top-notch amenities that promise to make your stay truly unforgettable.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Venice. Savor the local cuisine and relax as you recount the day's experiences.

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

After your delicious meal, get a taste of the vibrant nightlife with a visit to Bar Al Vecio Calice, known for its inviting atmosphere.

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

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Day 10

Day 10 – Venice - departure day

  • Venice - Departure day
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  • Venetian Arsenal
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Today is the last day of your 10-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 Venice before saying goodbye.

Make the most of your final day in Italy by visiting Venice’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 Venetian Arsenal. This extraordinary naval arsenal and attraction is rated an average of 4.6 out of 5 stars in 8,749 reviews, and is an excellent choice for your last sightseeing in Venice.

Unwind and look back at the past 10 days of your relaxed road trip over a bite to eat. This is your chance to enjoy one last traditional meal in Venice or just grab something light to keep you going.

Treat yourself to a delicious dinner at Pizzeria Birreria Barbanera, an excellent option for tonight's dining. Looking for something different? Irish Pub Santa Lucia offers a tantalizing alternative with its diverse menu. And don’t miss Rio Novo.

You will then say farewell to Venice 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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