Plantrip
Sign In
Home
Tools
Create Itinerary
Step-by-Step Builder
Packing List
Travel Expert
Trip Cost Estimator
Weather Expert
Deals
Guides
Pricing
About
About Plantrip
News
Partner Dispatches
Help
Travel Glossary
Sign In
Home
14-Day Dream Vacation in Italy: Explore, Relax & Indulge
Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version
Get new itinerary
Initializing...
0%
Cancel
Step 1 Outline Preview:
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
14-Day Dream Vacation in Italy: Explore, Relax & Indulge
Viewed by 96 travelers
Save This Itinerary
Share
Day 1: Welcome to Rome
Rome, Italy
9:00AM
Check-in and Breakfast
Start your adventure with a delightful Italian breakfast at 'Pasticceria Regoli' where the sfogliatella and cappuccino are a must.
Located a short walk from your hotel in central Rome.
EUR15, 1 hour
10:30AM
Vatican City
Visit the breathtaking St. Peter's Basilica and the Vatican Museums to admire Michelangelo's Sistine Chapel.
Take Metro Line A from Termini to Ottaviano station.
EUR30, 3 hours
2:00PM
Lunch
Enjoy a traditional Roman lunch at 'Pizzeria La Montecarlo' known for its thin-crust pizzas.
Nearby in the historic district of Piazza Navona.
EUR20, 1 hour
3:30PM
Walk through Trastevere
Stroll the charming cobbled streets of Trastevere, exploring artisan shops and picturesque piazzas.
Walk across the Tiber River from the historic center.
Free, 2 hours
6:00PM
Dinner
Savor authentic Roman cuisine at 'Trattoria Da Enzo al 29' with classic dishes like Cacio e Pepe.
Located in Trastevere.
EUR35, 1.5 hours
Find Hotels in Rome
Day 2: Explore Rome
Rome, Italy
8:30AM
Breakfast
Enjoy a cappuccino and cornetto at 'Caffè Sant'Eustachio', a beloved coffee spot.
Located near the Pantheon.
EUR10, 1 hour
10:00AM
Colosseum Tour
Step back in time with a guided tour of the iconic Colosseum, plus a walk through the Roman Forum.
Booking ahead, you can start at Colosseum metro station.
EUR25, 2.5 hours
1:00PM
Lunch
Taste Rome's famous pasta at 'Trattoria Da Teo' in Trastevere, known for its fresh ingredients.
A short walk from your morning activities.
EUR25, 1 hour
3:00PM
Galleria Borghese
Visit the enchanting Borghese Gallery to marvel at Caravaggio and Bernini's masterpieces.
Take a scenic walk in Villa Borghese Park.
EUR15, 1.5 hours
5:00PM
Gelato Break
Indulge in artisanal gelato at 'Giolitti', a Roman favorite since 1900.
Near the Pantheon for a perfect afternoon pick-me-up.
EUR5, 30 minutes
6:00PM
Dinner
End your day at 'Ristorante Il Margutta', a popular vegetarian restaurant offering gourmet dishes.
Short walk from the Spanish Steps.
EUR40, 1.5 hours
Find Hotels in Rome
Day 3: Travel to Florence
Florence, Italy
8:00AM
Breakfast
Enjoy a quick breakfast of pastries and coffee at 'Gilli', a historic café in Florence.
At the train station before departure.
EUR10, 1 hour
9:30AM
Train to Florence
Board a high-speed train to Florence, soaking in the beautiful Tuscan countryside.
Train departs from Roma Termini Station to Santa Maria Novella, Florence.
EUR50, 1.5 hours
11:30AM
Check-in and Relax
Check into your hotel, relax a bit before heading out.
Walk to your hotel in the city center.
EUR200, 1 hour
1:00PM
Lunch
Savor a typical Tuscan meal at 'Trattoria Mario', a locally popular spot.
A short walk from your hotel.
EUR25, 1 hour
3:00PM
Uffizi Gallery
Explore the world-famous Uffizi Gallery, home to masterpieces by Botticelli and da Vinci.
Located nearby in the historic center.
EUR20, 2 hours
5:30PM
Ponte Vecchio
Stroll across the iconic Ponte Vecchio and enjoy views of the Arno River.
A short walk from the Uffizi Gallery.
Free, 1 hour
7:00PM
Dinner
Indulge in Florentine steak at 'Osteria Vini e Vecchi Sapori' for an authentic Tuscan dining experience.
Located near the Ponte Vecchio.
EUR40, 1.5 hours
Find Hotels in Florence
Day 4: Cultural Florence
Florence, Italy
8:30AM
Breakfast
Start with a delicious Italian breakfast at 'Caffè Gilli', with excellent pastries.
Located in the city center.
EUR10, 1 hour
10:00AM
Accademia Gallery
Witness Michelangelo's David and other masterpieces at the Accademia Gallery.
Located a 15-minute walk from your breakfast spot.
EUR12, 1.5 hours
12:00PM
Explore San Lorenzo Market
Wander through the bustling market, perfect for buying local products and souvenirs.
Short walk from the Accademia.
Free to explore, 1 hour
1:00PM
Lunch
Enjoy a typical Tuscan sandwich at 'All' Antico Vinaio', renowned for its schiacciata.
Nearby San Lorenzo Market.
EUR10, 1 hour
3:00PM
Visit the Duomo
Climb to the top of Giotto's Campanile for panoramic views of Florence.
A short walk from your lunch spot.
EUR20, 2 hours
6:00PM
Dinner
Experience a Florentine dinner at 'Corte dei Muti', known for its traditional Tuscan cuisine.
Located in the Oltrarno district.
EUR35, 1.5 hours
Find Hotels in Florence
Day 5: Scenic Venice
Venice, Italy
8:00AM
Breakfast
Enjoy a typical Venetian breakfast at 'Pasticceria Dal Mas', famous for its pastries.
Close to the train station.
EUR10, 1 hour
9:30AM
Train to Venice
Take a high-speed train from Florence to Venice, enjoying views of the landscape.
Trains leave from Santa Maria Novella to Santa Lucia in Venice.
EUR50, 2 hours
11:30AM
Check-in and Relax
Settle into your hotel and unwind before exploring.
Walk to your hotel near Piazza San Marco.
EUR200, 1 hour
1:00PM
Lunch
Indulge in fresh seafood risotto at 'Osteria alle Testiere', a cozy eatery in Venice.
A short walk from your hotel.
EUR30, 1.5 hours
3:00PM
St. Mark's Basilica
Visit St. Mark's Basilica, renowned for its stunning mosaics and architecture.
Located in Piazza San Marco.
EUR5, 1.5 hours
5:00PM
Gondola Ride
Experience a quintessential Venetian gondola ride along the canals.
Gondola stations are abundant along the Grand Canal.
EUR80, 30 minutes
7:00PM
Dinner
Dine at 'Antiche Carampane', renowned for its exquisite Venetian dishes.
Located in the San Polo district.
EUR50, 2 hours
Find Hotels in Venice
Day 6: Art and Culture in Venice
Venice, Italy
8:30AM
Breakfast
Visit 'Caffè Florian', one of the oldest coffee houses in the world, for breakfast.
Located in Piazza San Marco.
EUR20, 1 hour
10:00AM
Doges Palace Tour
Take a guided tour of the Doges Palace to learn about Venetian history.
Just across from St. Mark's Basilica.
EUR30, 2 hours
12:30PM
Lunch
Enjoy a cicchetti lunch at 'Cichetti da Nerone', where you can sample small Venetian bites.
Located near the Rialto Bridge.
EUR15, 1 hour
2:00PM
Murano Island Excursion
Take a Vaporetto to Murano Island to see the famous glass blowing demonstrations.
Catch the Vaporetto at the Rialto stop.
EUR20, 3 hours
5:30PM
Return to Venice
Travel back to Venice and relax at your hotel.
Vaporetto back to San Marco.
EUR20, 1 hour
7:00PM
Dinner
Experience Venetian tapas at 'Ristorante Antiche Carampane'.
A short walk from your hotel.
EUR50, 2 hours
Find Hotels in Venice
Day 7: Romantic Verona
Verona, Italy
8:00AM
Breakfast
Start your day with flaky pastries and coffee from 'Pasticceria Augello' in Venice.
Near your hotel before leaving for Verona.
EUR10, 1 hour
9:30AM
Train to Verona
Travel by train from Venice to Verona, marveling at the Italian landscape.
Train departs from Venice Santa Lucia to Verona Porta Nuova.
EUR25, 1.5 hours
11:00AM
Check-in
Settle into your hotel and relax before exploring.
Walk to your hotel near Piazza Bra.
EUR150, 1 hour
1:00PM
Lunch
Enjoy homemade pasta at 'Trattoria al Pompiere', famous for its local dishes.
Located near the arena.
EUR20, 1 hour
3:00PM
Juliet's Balcony
Visit the iconic Juliet's house and balcony for a romantic photo op.
Short walk from your lunch spot.
EUR6, 1 hour
5:00PM
Castelvecchio
Explore the beautiful Castelvecchio and its art collection.
Located a 15-minute walk from the city center.
EUR10, 1.5 hours
7:30PM
Dinner
Dine at 'Ristorante 12 apostoli', known for its elegant setting and sophisticated dishes.
Located in the old town.
EUR40, 2 hours
Find Hotels in Verona
Day 8: Discovering Verona
Verona, Italy
8:30AM
Breakfast
Try traditional pastries at 'Caffè Wallner', a local favorite.
Located in the city center.
EUR10, 1 hour
10:00AM
Verona Arena
Visit the stunning Roman arena, still used for concerts today.
A short walk from your breakfast spot.
EUR10, 1 hour
12:00PM
Lunch
Enjoy a slice of pizza at 'Pizzeria da Salvatore', loved by locals.
Near the arena.
EUR15, 1 hour
2:00PM
Wine Tasting
Join a sustainable wine tasting at a local vineyard, celebrating the wines of Valpolicella.
Transportation arranged at the vineyard.
EUR50, 3 hours
6:00PM
Dinner
Dine at 'Trattoria da Arturo', known for regional dishes and homely touches.
Located near your accommodations.
EUR30, 1.5 hours
Find Hotels in Verona
Day 9: Head to Milan
Milan, Italy
8:00AM
Breakfast
Enjoy breakfast at 'Panificio Pattini', famous for its artisanal bread.
Around the corner from your hotel.
EUR8, 1 hour
10:00AM
Train to Milan
Travel by train from Verona to Milan, noticing the changing landscape.
Departing from Verona Porta Nuova to Milano Centrale.
EUR25, 1.5 hours
12:00PM
Check-in
Settle into your hotel and refresh before exploring.
A short walk from the train station.
EUR150, 1 hour
1:00PM
Lunch
Experience authentic risotto alla Milanese at 'Ratanà', a favored local spot.
Nearby in the trendy Isola neighborhood.
EUR25, 1 hour
3:00PM
The Duomo
Visit the magnificent Duomo di Milano and take an elevator ride to the rooftop for stunning views.
Located in Duomo Square.
EUR15, 2 hours
5:30PM
Shopping in Galleria Vittorio Emanuele II
Browse luxury shops in this historic shopping gallery.
Just adjacent to the Duomo.
Free to browse, 1.5 hours
7:00PM
Dinner
Have dinner at 'Trattoria Milanese', famous for its hearty local cuisine.
Short walk from Galleria.
EUR35, 2 hours
Find Hotels in Milan
Day 10: Milan and Art
Milan, Italy
8:30AM
Breakfast
Indulge in breakfast pastries at 'Caffè Cova', a historic café in Milan.
Located in the city center.
EUR15, 1 hour
10:00AM
Visit Last Supper
See Leonardo da Vinci's Last Supper at the Santa Maria delle Grazie.
Take public transport or walk from your hotel.
EUR15, 1 hour
12:00PM
Lunch
Enjoy Italian cuisine at 'Obicà', renowned for its mozzarella and pasta dishes.
In the Brera district.
EUR30, 1 hour
2:00PM
Exploring Brera District
Wander the artistic Brera district, filled with galleries and local shops.
Short walk from your lunch spot.
Free, 2.5 hours
6:00PM
Dinner
Savor authentic Italian dinner at 'Ristorante Da Giacomo'.
Located in the fashion district.
EUR50, 1.5 hours
Find Hotels in Milan
Day 11: Bologna, Culinary Delights
Bologna, Italy
8:00AM
Breakfast
Enjoy a traditional breakfast at 'Caffè Terzi', known for its quality coffee and pastries.
Close to the train station.
EUR10, 1 hour
10:00AM
Train to Bologna
Travel by train from Milan to Bologna, experiencing the beautiful Emilia-Romagna region.
Depart from Milano Centrale to Bologna Centrale.
EUR20, 1 hour
11:30AM
Check-in
Arrive at your hotel in Bologna, then set off to discover the city.
Hotel located in the city center.
EUR150, 1 hour
1:00PM
Lunch
Savor Tortellini at 'Osteria dell'Orsa', celebrated for its local dishes.
A short walk from your hotel.
EUR20, 1 hour
3:00PM
Explore Quadrilatero Market
Immerse yourself in Bologna's culinary delights at this historic market.
Nearby the lunch spot.
Free to explore, 1.5 hours
5:00PM
Visit the Two Towers
Climb the Asinelli Tower for the best view of Bologna.
Short walk from the market.
EUR5, 1.5 hours
7:00PM
Dinner
Enjoy a dinner of local delights at 'Ristorante Da Cesari'.
Located in the old town.
EUR40, 2 hours
Find Hotels in Bologna
Day 12: Culinary Experiences in Bologna
Bologna, Italy
8:00AM
Breakfast
Start your day with fresh pastries from 'Pasticceria Impero'.
Located near your hotel.
EUR10, 1 hour
10:00AM
Cooking Class
Join a cooking class where you will learn to prepare traditional Bolognese dishes.
Class held at a local culinary school.
EUR70, 3 hours
1:00PM
Lunch
Enjoy the dishes prepared during the cooking class for lunch.
Same location as the cooking class.
Included in cooking class, 1.5 hours
3:00PM
Visit Santuario di Madonna di San Luca
Hike up to this beautiful sanctuary with views overlooking Bologna.
Buses available from the city center.
Free, 2 hours
6:00PM
Dinner
Experience delicious pizza at 'Pizzeria Ranzani 13' for a local twist.
Short walk from the city center.
EUR20, 1.5 hours
Find Hotels in Bologna
Day 13: Vibrant Naples
Naples, Italy
8:00AM
Breakfast
Enjoy a Neapolitan breakfast at 'Gran Caffè Gambrinus', famous for its coffee and sfogliatelle.
Close to the train station.
EUR10, 1 hour
10:00AM
Train to Naples
Travel from Bologna to Naples via high-speed train, excited for the coastal city.
Depart from Bologna Centrale to Napoli Centrale.
EUR40, 3 hours
1:00PM
Check-in
Settle into your hotel and get ready to explore the city.
Located in the city center.
EUR150, 1 hour
2:30PM
Lunch
Relish authentic Neapolitan pizza at 'L’Antica Pizzeria da Michele', a must-visit for any foodie.
Located nearby in the historic center.
EUR15, 1 hour
4:00PM
Visit the National Archaeological Museum
Discover the treasures of ancient Pompeii and Herculaneum in this renowned museum.
Easily reachable from your hotel.
EUR15, 2 hours
6:30PM
Stroll along the Lungomare
Take a scenic walk along the seaside Lungomare and enjoy the vibrant atmosphere.
A picturesque walk from the museum.
Free, 1 hour
8:00PM
Dinner
Dine at 'Trattoria da Nennella' for an authentic taste of Neapolitan cuisine.
Located near the Lungomare.
EUR30, 1.5 hours
Find Hotels in Naples
Day 14: Naples Final Day
Naples, Italy
8:30AM
Breakfast
Start with a classic Neapolitan breakfast at 'Caffè del Professore'.
Located near your hotel.
EUR10, 1 hour
10:00AM
Explore the Historic Center
Wander the stunning streets of the UNESCO-listed historic center, experiencing local life.
A short walk from your hotel.
Free, 2 hours
12:30PM
Lunch
Taste local seafood dishes at 'Trattoria da Carmine', a beloved eatery.
Located close to the historic center.
EUR25, 1.5 hours
2:30PM
Visit Castel dell'Ovo
Explore this historic castle with lovely views of Naples Bay.
Located along the waterfront.
EUR10, 1.5 hours
4:30PM
Gelato Stop
Indulge in gelato from 'Casa Infante' before your final evening in Naples.
Located nearby on the seafront.
EUR5, 30 minutes
6:00PM
Dinner
Celebrate your trip with a fabulous farewell dinner at 'Palazzo Petrucci', featuring delectable local cuisine.
Set along the Lungomare.
EUR80, 2 hours
Find Hotels in Naples
0
Travel Requirements
Local Sayings
Connectivity Info
Nearby Shopping
Accepted Currency + Payment Types
Safety
Cultural Norms + Etiquette
Health + Medical Facilities
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email
More About Italy
Trip Packing List: Italy (Late February — early spring conditions)
Packing List
Trip Packing List: Sligo, Ireland (20–27 June 2026)
Packing List
Summer Climate Guide for Italy: Mid-June to Mid-July
Weather Guide
Mediterranean Late Spring: A Weather Guide for June Cruises
Weather Guide
European cities list with countries — quick reference
Travel Expert
Ultimate Guide to Traveling Between Major European Cities
Travel Expert
Itinerary created by
Plantrip Team
November 22, 2024
AI-assisted, human-reviewed
Plan Your Italy Trip
Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go
Unlock Unlimited Trips
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Upgrade to Plus
$2.50
/mo
Billed $30/year
Unlimited trip generations
Personalized packing lists
Extra details & local tips
Private & ad-free
Sign In to Upgrade
See all plans
Sign in to save this itinerary.
Sign Up
or
Sign In
Create a Free Account
Sign up for free to keep generating itineraries!
Sign Up Free
I already have an account
Trip Locations
Share Itinerary
PDF
Share
Post
Copy URL
Email this itinerary to someone...
Send Email