Italy Road Trip Itinerary: Naples to Venice Highlights & Coastal Views

Day 1: Naples Adventure

Naples, Italy on May 22, 2025

9:00am

Spaccanapoli Walk

Stroll the narrow historic street Spaccanapoli, full of vibrant life and stunning architecture.
Free, 2h

11:30am

Naples Underground Tour

Discover the mysterious tunnels beneath Naples, offering a glimpse into its ancient past.
Entrance Fee, 1h30m

1:30pm

Lunch at Sorbillo

Savor traditional Neapolitan pizza at this iconic pizzeria in the heart of Naples.
Meal Cost, 1h

3:00pm

Naples Cathedral Visit

Visit the beautiful Naples Cathedral, known for its stunning gothic and baroque elements.
Free, 45m

7:30pm

Dinner at Da Michele

Enjoy authentic pizza in this historic and beloved Naples pizzeria.
Meal Cost, 1h
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Day 2: Amalfi Coast Beach

Amalfi/Positano, Italy on May 23, 2025

8:30am

Breakfast at Hotel

Start your day with a hearty Italian breakfast at your accommodation.
Included, 1h

10:00am

Drive Amalfi Coast Road

Enjoy breathtaking views as you drive the scenic SS163 along the Amalfi Coast.
Free, 2h

12:30pm

Lunch at La Tagliata

Dine with panoramic views and homemade local cuisine at this Montepertuso gem.
Meal Cost, 1h30m

3:00pm

Beach Relaxation at Spiaggia Grande

Relax and swim at Positano’s iconic main beach with vibrant atmosphere.
Free, 2h

7:00pm

Dinner in Amalfi Town

Choose from seaside restaurants offering fresh seafood and local flavors.
Meal Cost, 1h30m
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Day 3: Coastal Exploring

Amalfi Coast, Italy on May 24, 2025

8:00am

Breakfast at Hotel

Enjoy your morning meal before heading out for the day.
Included, 1h

9:30am

Visit Villa Cimbrone in Ravello

Explore lush gardens and admire stunning terrace views over the Amalfi Coast.
Entrance Fee, 2h

12:00pm

Lunch in Ravello

Choose a charming café for a light lunch with local specialties.
Meal Cost, 1h

2:00pm

Duoglio Beach Swim

Head to peaceful Duoglio Beach near Amalfi for clear waters away from crowds.
Free, 2h

6:00pm

Optional Ferry Trip to Capri

Take a scenic ferry ride from Amalfi or Positano for an evening on Capri (time permitting).
Ferry Fare, 3h

8:00pm

Dinner at Positano

Dine at a seaside restaurant enjoying sunset views and fresh Mediterranean dishes.
Meal Cost, 1h
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Day 4: Ancient Rome

Rome, Italy on May 25, 2025

8:00am

Breakfast in Trastevere

Enjoy espresso and croissants at a quaint café in the charming Trastevere neighborhood.
Meal Cost, 1h

9:30am

Colosseum Tour

Visit the iconic Roman Colosseum for an immersive historical experience.
Entrance Fee, 2h

12:00pm

Roman Forum and Palatine Hill

Explore the ruins that were the heart of ancient Rome’s political and social life.
Included with Colosseum ticket, 2h

2:30pm

Lunch near Monti

Sample Roman classics like pasta carbonara at a local trattoria.
Meal Cost, 1h

4:30pm

Leisurely Walk in Monti

Discover artisan shops and gelato as you wander this hip Roman neighborhood.
Free, 1h

7:30pm

Dinner at Roscioli

Savor authentic carbonara and fine Italian wines in this popular Roman eatery.
Meal Cost, 1h30m
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Day 5: Vatican & City Sights

Rome, Italy on May 26, 2025

8:00am

Breakfast Near Vatican

Light Italian breakfast before entering the Vatican Museums.
Meal Cost, 1h

9:00am

Vatican Museums Tour

Marvel at Renaissance masterpieces and the Sistine Chapel in the world-famous Vatican Museums.
Entrance Fee, 3h

12:30pm

St. Peter's Basilica Visit

Admire Michelangelo’s Pietà and the grand architecture inside the basilica.
Free, 1h

2:00pm

Lunch Nearby

Enjoy Roman dishes at a local bistro in the Prati district.
Meal Cost, 1h

4:00pm

Castel Sant’Angelo Exploration

Visit the historic fortress with panoramic city views from the terrace.
Entrance Fee, 1h30m

7:30pm

Dinner at Pizzeria da Baffetto

Taste classic Roman-style pizza at a lively and well-loved pizzeria.
Meal Cost, 1h
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Day 6: City Center Wonders

Rome, Italy on May 27, 2025

8:30am

Breakfast in Monti

Relax with breakfast at a café known for fresh pastries.
Meal Cost, 1h

9:30am

Pantheon and Trevi Fountain

Visit the ancient Pantheon then toss a coin into the Trevi Fountain for good luck.
Free, 1h30m

11:30am

Spanish Steps & Piazza Navona

Stroll the iconic steps and lively square filled with fountains and street artists.
Free, 1h30m

1:30pm

Lunch at Local Osteria

Enjoy a typical Italian meal with fresh ingredients and local flavors.
Meal Cost, 1h

3:30pm

Free Afternoon for Shopping or Leisure

Explore boutiques nearby or savor gelato in a piazza.
Variable, 3h

7:00pm

Dinner at Trastevere

Dine in one of Trastevere’s cozy trattorias for an authentic Roman evening.
Meal Cost, 1h30m
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Day 7: Tuscan Countryside

Mogliano, Tuscany, Italy on May 28, 2025

8:00am

Breakfast at Agriturismo

Taste farm-fresh local produce while enjoying the peaceful Tuscan scenery.
Included, 1h

10:00am

Explore Val d’Orcia

Visit picturesque towns like Pienza and Montepulciano for medieval charm and wine.
Travel Cost, 4h

2:00pm

Lunch in Montalcino

Relish Tuscan specialties with views over vineyards in this charming town.
Meal Cost, 1h30m

4:00pm

Wine Tasting

Enjoy tasting renowned Tuscan wines at a local winery.
Tasting Fee, 2h

7:30pm

Dinner at Agriturismo

Sumptuous farm-to-table meal with house wines in a cozy setting.
Meal Cost, 1h30m
View Hotel Availability

Day 8: Countryside Leisure

Mogliano, Tuscany, Italy on May 29, 2025

8:00am

Leisurely Breakfast

Slow morning enjoying fresh morning fare at the agriturismo.
Included, 1h

10:00am

Walking and Nature

Nature walks around the property and nearby rolling Tuscan hills.
Free, 3h

1:00pm

Lunch in Nearby Village

Discover hidden gems in nearby villages featuring local cuisine.
Meal Cost, 1h

3:00pm

Relaxation & Wine

Afternoon relaxation with wine tasting or reading by the pool.
Included, 3h

7:00pm

Dinner at Agriturismo

Enjoy another rustic dinner showcasing the best local ingredients.
Meal Cost, 1h30m
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Day 9: Florence Highlights

Florence, Italy on May 30, 2025

8:00am

Breakfast Near Piazza della Signoria

Start with Italian espresso and pastries overlooking Florence’s main square.
Meal Cost, 1h

9:00am

Visit Duomo

Climb the dome or visit inside the Cathedral of Santa Maria del Fiore for breathtaking views.
Entrance Fee, 2h

11:30am

Ponte Vecchio Walk

Stroll along the famous medieval bridge with artisan shops and river views.
Free, 30m

12:00pm

Lunch at Local Trattoria

Sample Florentine steak or pasta in the historic center.
Meal Cost, 1h

2:00pm

Uffizi Gallery or Accademia

Choose between Renaissance masterpieces at Uffizi or Michelangelo’s David at Accademia.
Entrance Fee, 2h

5:00pm

Piazzale Michelangelo

End the day with sunset views over Florence’s skyline from this scenic terrace.
Free, 1h

7:30pm

Dinner in Santa Croce

Enjoy Tuscan cuisine in a lively neighborhood filled with restaurants.
Meal Cost, 1h30m
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Day 10: Venice Arrival

Venice, Italy on May 31, 2025

8:00am

Breakfast in Cannaregio

Relish coffee and pastries in the quieter part of Venice.
Meal Cost, 1h

9:30am

Grand Canal and Rialto Bridge

Explore Venice’s main canal and the iconic Rialto Bridge, bustling with shops and views.
Free, 1h

11:00am

Doge’s Palace & St. Mark’s Basilica

Tour the historic palace and marvel at the Byzantine architecture of the basilica.
Entrance Fees, 2h

1:30pm

Lunch in Dorsoduro

Sample Venetian seafood dishes in this charming district.
Meal Cost, 1h

3:00pm

Vaporetto Ride to Murano or Burano

Visit colorful islands known for glassmaking or lace during a pleasant boat trip.
Ferry Fare, 3h

7:30pm

Dinner at Local Osteria

Enjoy traditional Venetian cuisine in a quiet corner of the city.
Meal Cost, 1h30m
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Day 11: Venice Exploration

Venice, Italy on June 1, 2025

8:30am

Breakfast

Start with cappuccino and fresh pastries near your accommodation.
Meal Cost, 1h

10:00am

Gondola Ride at Sunset or Rowing Lesson

Arrange a romantic gondola ride at sunset or try a traditional Venetian rowing lesson.
Booking Fee, 1h

12:00pm

Wandering Backstreets

Spend the day strolling quieter canals and hidden squares, avoiding main tourist zones.
Free, 3h

2:00pm

Lunch at Trattoria

Enjoy fresh seafood and Venetian dishes in a cozy eatery.
Meal Cost, 1h

4:00pm

Relaxed Afternoon

Enjoy a café or gelato break, soaking in Venice’s unique ambiance.
Meal Cost, 2h

7:00pm

Final Dinner in Venice

Celebrate your trip with a memorable dinner at a top local restaurant.
Meal Cost, 1h30m
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