Italy Road Trip Itinerary: Naples to Venice in 11 Days 🇮🇹🚗

Day 1: Historic Naples 🏛️🍕

Naples, Italy on May 22, 2025

9:00am

Breakfast at Gran Caffè Gambrinus ☕🍰

Enjoy a traditional café experience with Italian pastries in the historic center.
EUR10, 1h

10:30am

Explore Spaccanapoli & Historic Center 🏰🛵

Wander the narrow streets, churches, and bustling plazas filled with local life.
Free, 2h

1:00pm

Lunch at Pizzeria Sorbillo 🍕🍅

Taste authentic Neapolitan pizza, famed worldwide for its flavor.
EUR15, 1h

3:00pm

Visit Napoli Sotterranea & Naples Cathedral ⛪🕯️

Take an underground tour to discover hidden history below the city and admire the majestic cathedral.
EUR12, 2h

7:00pm

Dinner at Pizzeria Da Michele 🍕❤️

Enjoy more iconic Neapolitan pizza for a perfect ending to your pizza day.
EUR15, 1.5h
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Day 2: Amalfi Coast Adventure 🌊🚗

Amalfi/Positano, Italy on May 23, 2025

8:00am

Breakfast at local cafe or Agriturismo ☕🥐

Start with a light breakfast before hitting the stunning coast.
Included, 1h

10:00am

Drive Amalfi Coast Road SS163 🚗🌅

Enjoy breathtaking coastal views on the famous scenic drive.
Gas approx EUR20, 3h

1:30pm

Lunch at La Tagliata, Montepertuso 🍝🍷

Dine with spectacular views and authentic homemade dishes above Positano.
EUR30, 1.5h

3:30pm

Relax at Arienzo Beach Club (boat shuttle from Positano) 🏖️🛥️

Beautiful beach access via boat for a peaceful afternoon by the sea.
EUR20, 3h

7:30pm

Dinner beachside in Amalfi or Positano 🍤🍕

Fresh seafood or pizza with stunning seaside views.
EUR25, 1.5h
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Day 3: Ravello & Coast Exploration 🌿🏖️

Amalfi/Positano, Italy on May 24, 2025

8:00am

Breakfast at accommodation ☕🥖

Traditional Italian breakfast to power your day.
Included, 1h

10:00am

Visit Ravello: Villa Cimbrone Gardens & Terrace 🌸🏛️

Admire panoramic views from historic gardens and terraces.
EUR7, 3h

1:30pm

Lunch in Ravello with scenic views 🍽️

Enjoy light local cuisine overlooking the coast.
EUR25, 1.5h

3:30pm

Spend time at Spiaggia Grande, Positano 🏖️🌞

Iconic and busy beach famous for its colorful setting and charm.
Free, 2h

7:30pm

Dinner in Positano or Amalfi with seafood delights 🍤🍷

Romantic meal featuring fresh seafood specialties.
EUR30, 1.5h
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Day 4: Ancient Rome Highlights 🏛️🍝

Rome, Italy on May 25, 2025

8:00am

Breakfast near hotel in Trastevere ☕🥐

Enjoy a morning brioche and coffee in the charming bohemian neighborhood.
EUR8, 1h

9:30am

Visit Colosseum, Roman Forum & Palatine Hill 🎟️🏛️

Explore the iconic ruins of Ancient Rome with rich history and architecture.
EUR18, 3h

1:00pm

Lunch at Roscioli - Try Carbonara 🇮🇹🍝

Savor one of Rome's best carbonara dishes in a beloved local spot.
EUR25, 1.5h

3:30pm

Wander Monti district & coffee break ☕

Enjoy eclectic shops and cozy cafes in a trendy Roman neighborhood.
Free, 2h

7:30pm

Dinner at Pizzeria da Baffetto 🍕🍷

Classic Roman-style pizza near Piazza Navona to end your day.
EUR20, 1.5h
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Day 5: Vatican & Trastevere Charm 🎨⛪

Rome, Italy on May 26, 2025

8:00am

Light breakfast near hotel ☕🍩

Fuel up early for a full Vatican day.
EUR7, 1h

9:00am

Tour Vatican Museums & Sistine Chapel 🖼️✨

View masterpieces including Michelangelo's ceiling in the Sistine Chapel.
EUR25, 3h

12:30pm

Visit St. Peter's Basilica & Castel Sant’Angelo 🏰⛪

Explore the monumental church and nearby historic castle by the river.
Free (Castel Sant’Angelo EUR14 optional), 2h

3:30pm

Coffee and stroll in Trastevere ☕🌳

Unwind in charming alleys filled with local character.
EUR6, 2h

7:30pm

Dinner at Trattoria Da Enzo 🍝🍷

Enjoy authentic Roman cuisine in a cozy atmosphere.
EUR30, 1.5h
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Day 6: Classic Rome Sights 🏛️💦

Rome, Italy on May 27, 2025

8:00am

Breakfast near hotel ☕🍪

Prepare for a day of iconic landmarks.
EUR7, 1h

9:00am

Visit Pantheon, Trevi Fountain, & Spanish Steps 📸🏛️

See Rome’s most famous sites perfect for photos and atmosphere.
Free, 3h

12:30pm

Lunch at Pastificio Guerra 🍝🍷

Quick artisan pasta near Piazza Navona to keep exploring.
EUR10, 1h

2:00pm

Leisure time at Piazza Navona & surroundings 🎭☕

Enjoy street performers and outdoor cafes in the Baroque plaza.
Free, 2h

7:00pm

Dinner at Osteria del Pegno 🍷🍝

Delight in traditional Roman dishes with intimate ambiance.
EUR28, 1.5h
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Day 7: Tuscan Countryside Escape 🌻🍷

Mogliano, Tuscany, Italy on May 28, 2025

8:00am

Breakfast at Agriturismo Le Macchie Alte 🥖🍯

Organic, homemade breakfast surrounded by pastoral beauty.
Included, 1h

10:00am

Explore Pienza and Val d’Orcia landscapes 🌄🍇

Visit postcard-perfect medieval towns and rolling hills.
Gas approx EUR20, 4h

2:30pm

Lunch at local trattoria in Pienza 🍷🥩

Taste famous pecorino cheese and Tuscan meats.
EUR25, 1.5h

4:30pm

Wine tasting in Montalcino 🍷

Sample the renowned Brunello wine in a peaceful vineyard setting.
EUR15, 1.5h

7:30pm

Dinner at agriturismo with traditional Tuscan flavors 🍝🍷

Enjoy hearty, local dishes made with fresh ingredients.
EUR30, 2h
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Day 8: More Tuscany: Montepulciano & Relaxation 🍷🏰

Mogliano, Tuscany, Italy on May 29, 2025

8:00am

Breakfast at agriturismo ☕🍞

Leisure morning before exploring further.
Included, 1h

9:30am

Visit Montepulciano historic center & wineries 🍇🏰

Explore medieval squares and taste the local Nobile wine.
EUR20, 4h

1:30pm

Lunch at Osteria Acquacheta 🍖🥗

Enjoy grilled meats and fresh salads in rustic setting.
EUR30, 1.5h

4:00pm

Coffee break in Pienza ☕

Take a relaxing pause at a charming café before heading back.
EUR5, 1h

7:00pm

Dinner at Agriturismo Le Macchie Alte 🍷🍝

Final rustic meal with homemade dishes to close your countryside stay.
EUR30, 1.5h
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Day 9: Florence Express 🏛️🎨

Florence, Italy on May 30, 2025

8:00am

Breakfast near hotel ☕🥐

Quick morning fuel for a busy city day.
EUR8, 1h

9:00am

Visit Duomo & climb dome 🏰👀

Marvel at the cathedral and enjoy panoramic city views.
EUR20, 2h

11:30am

Stroll Ponte Vecchio & shop 💍🖼️

Walk the famous bridge and browse artisanal shops.
Free, 1h

1:00pm

Lunch at Mercato Centrale 🍕🥗

Choose from a variety of delicious Italian foods in a lively market.
EUR15, 1h

2:30pm

Uffizi Gallery or Accademia (David) 🖼️🎨

Experience Renaissance masterpieces, booking in advance recommended.
EUR20, 2.5h

5:30pm

Sunset at Piazzale Michelangelo 🌇📸

Capture the best views over Florence city skyline at sunset.
Free, 1h

7:30pm

Dinner near Piazza della Signoria 🍝🍷

Enjoy classic Tuscan cuisine to end the day.
EUR28, 1.5h
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Day 10: Venice Canals & History 🚤⛪

Venice, Italy on May 31, 2025

8:00am

Breakfast in hotel or local café ☕🍞

Get ready for a magical day on water.
EUR8, 1h

9:00am

Vaporetto ride on Grand Canal & visit Rialto Bridge 🌉🚤

See Venice’s top landmarks from a waterbus and explore markets.
EUR7, 2h

11:30am

Tour Doge’s Palace & St. Mark’s Basilica 🏰⛪

Discover Venice's rich history and ornate Byzantine architecture.
EUR25, 2h

1:30pm

Lunch at Osteria Al Mascaron 🍤🍝

Fresh seafood right in Venice's heart.
EUR30, 1.5h

3:30pm

Visit Murano & Burano Islands by Vaporetto 🏝️🎨

Explore glassmaking traditions and colorful houses on nearby islands.
EUR20, 3h

7:30pm

Dinner in quiet Cannaregio district 🍝🍷

Enjoy authentic Venetian cuisine away from tourist crowds.
EUR28, 1.5h
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Day 11: Venice Farewell & Relaxation 🌅🚣

Venice, Italy on June 1, 2025

8:00am

Light breakfast ☕🍪

Leisurely start with coffee and pastries.
EUR7, 1h

9:30am

Sunrise gondola ride or rowing lesson 🚣🌇

Enjoy a peaceful and authentic Venetian experience on the water.
EUR80, 1.5h

11:30am

Stroll hidden alleys & artisan shops 🌿📷

Discover lesser-known charming spots and local crafts.
Free, 2h

2:00pm

Light lunch and coffee ☕🍰

A final taste of Italian flavors before departure.
EUR15, 1.5h
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