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
9-Day Italian City Experience: A Journey Through History, Art, and Cuisine
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
9-Day Italian City Experience: A Journey Through History, Art, and Cuisine
Viewed by 91 travelers
Save This Itinerary
Share
Day 1: Explore Ancient Rome
Rome, Italy
8:00AM
Breakfast at Pastificio Guerra
Start your day with some authentic Roman pasta and a fresh espresso at this beloved local spot known for its quick service and hearty portions.
Walk to the Colosseum.
EUR12, 1 hour
9:30AM
Colosseum Tour
Dive into the grandeur of Ancient Rome with a guided tour of the iconic Colosseum, where gladiators once fought for glory.
10-minute walk to the Roman Forum.
EUR18, 2 hours
12:00PM
Lunch at Trattoria Da Enzo al 29
Delight in a traditional Roman meal at this charming trattoria, renowned for its carbonara and seasonal dishes.
15-minute walk to the Palatine Hill.
EUR20, 1 hour
1:30PM
Palatine Hill Visit
Stroll through the ruins and enjoy panoramic views of the Roman Forum and the Circus Maximus from this historic site.
Walk to the Capitoline Museums.
EUR15, 1.5 hours
3:30PM
Capitoline Museums Exploration
Discover ancient art and history in one of the world’s oldest public museums, which houses masterpieces like the Capitoline Venus.
15-minute walk to Piazza Navona.
EUR13, 2 hours
6:00PM
Dinner at Osteria dell'Ingegno
Indulge in a delicious dinner featuring Roman dishes prepared with a modern touch, set near Piazza Navona.
Short walk to hotel.
EUR30, 2 hours
Find Hotels in Rome
Day 2: Vatican and Local Charm
Rome, Italy
8:00AM
Breakfast at Pasticceria Regoli
Enjoy a pastry and cappuccino at this historic bakery, famed for its delicious filled croissants.
15-minute tram ride to Vatican City.
EUR10, 1 hour
9:30AM
Vatican Museums Tour
Experience the magnificent art collection in Vatican Museums, including the Sistine Chapel's breathtaking ceiling painted by Michelangelo.
Walk to St. Peter's Basilica.
EUR27, 3 hours
12:30PM
Lunch at Pizzarium
Savor some of the best pizza al taglio (pizza by the slice) at this local favorite, known for its creative toppings.
Take a bus to the Spanish Steps.
EUR15, 1 hour
2:00PM
Spanish Steps & Villa Borghese Gardens
Wander around the famous Spanish Steps and enjoy some time in the lush gardens of Villa Borghese, visiting the Borghese Gallery if time allows.
15-minute walk to the Trevi Fountain.
Free, 2 hours
5:00PM
Trevi Fountain Visit
Make a wish by throwing a coin into the iconic Trevi Fountain, where baroque artistry comes alive.
5-minute walk to dinner.
Free, 1 hour
6:30PM
Dinner at Il Margutta RistorArte
Enjoy a delightful vegetarian dinner with a creative flair at this art-inspired restaurant near the Spanish Steps.
Return to hotel for the night.
EUR40, 2 hours
Find Hotels in Rome
Day 3: Florence Arrival and Art
Florence, Italy
8:00AM
Breakfast at Hotel
Enjoy a simple yet delicious breakfast at your hotel before checking out and heading to Florence.
Take a train to Florence (1.5 hours).
EUR35, 1 hour
10:30AM
Florence Cathedral Visit
Marvel at the Duomo, both inside and from atop the dome for breathtaking views of the city.
Walk to the Piazza della Signoria.
EUR20, 2 hours
1:00PM
Lunch at Mercato Centrale
Indulge in a variety of local Tuscan dishes available from various vendors inside this bustling food market.
Short walk to the Uffizi Gallery.
EUR15, 1.5 hours
2:30PM
Uffizi Gallery Tour
Explore one of the most famous art museums in the world, showcasing works by Da Vinci, Michelangelo, and Botticelli.
Walk to Ponte Vecchio.
EUR20, 2 hours
5:00PM
Ponte Vecchio Stroll
Take a leisurely walk along the iconic medieval bridge lined with shops selling gold and silver jewelry.
Walk to dinner location.
Free, 1 hour
6:30PM
Dinner at Trattoria Mario
Experience authentic Tuscan cuisine with warm hospitality in this bustling local eatery.
Return to hotel for the night.
EUR25, 2 hours
Find Hotels in Florence
Day 4: Tuscany Day Trip
Florence, Italy
8:00AM
Breakfast at Hotel
Fuel up for an exciting day trip in Tuscany with a hearty hotel breakfast.
Join a tour bus or rent a car.
EUR5, 1 hour
9:30AM
Chianti Wine Tasting
Spend the morning in the beautiful Chianti region visiting vineyards and tasting renowned local wines.
Travel by tour bus.
EUR50, 3 hours
1:00PM
Lunch at a Vineyard
Savor a Tuscan lunch paired with local wines at one of the vineyards you visit during your wine tour.
Continue with the wine tour.
Included, 1.5 hours
2:30PM
Visit to San Gimignano
Explore the medieval towers and beautiful squares of this charming hilltop town that looks like a postcard.
Travel by tour bus back to Florence.
Included, 2 hours
5:00PM
Back to Florence
Enjoy the scenic drive back to Florence while reminiscing about your spectacular day in Tuscany.
Transfer to dinner location.
Included, 1 hour
6:30PM
Dinner at Osteria Vini e Vecchi Sapori
End your day with a delectable Tuscan dinner filled with traditional flavors, just steps away from the Duomo.
Return to hotel for the night.
EUR30, 2 hours
Find Hotels in Florence
Day 5: Venice Arrival and Uniqueness
Venice, Italy
8:00AM
Breakfast at Hotel
Enjoy a refreshing breakfast at your hotel before departing for Venice.
Take a train to Venice (2.5 hours).
EUR40, 1 hour
11:00AM
Gondola Ride
Experience the enchanting canals of Venice with a romantic gondola ride through its picturesque waterways.
Walk to St. Mark's Square.
EUR80, 30 minutes
12:00PM
Lunch at Cantina Do Spade
Grab a bite at this small eatery famous for its cicchetti (Venetian tapas) and local wines.
Walk to Doge's Palace.
EUR25, 1 hour
1:30PM
Doge's Palace Tour
Explore the stunning Gothic architecture and rich history of Venice at the opulent Doge's Palace.
Walk to St. Mark's Basilica.
EUR20, 1.5 hours
3:00PM
St. Mark's Basilica Visit
Marvel at the stunning mosaics and intricate details of one of the most famous churches in the world.
Short walk to dinner.
Free, 1.5 hours
5:00PM
Dinner at Osteria alle Testiere
Feast on fresh seafood and Venetian specialties in a cozy atmosphere that reflects traditional Venetian charm.
Walk back to hotel.
EUR50, 2 hours
Find Hotels in Venice
Day 6: Continue Discovering Venice
Venice, Italy
8:00AM
Breakfast at Caffe Rosso
Start your day with a traditional Italian breakfast of coffee and pastries at this lovely café.
Walk to Rialto Bridge.
EUR10, 1 hour
9:30AM
Rialto Market Tour
Visit one of Venice's oldest markets, filled with vibrant stalls brimming with local produce and seafood.
Walk to the Accademia Gallery.
Free, 1.5 hours
11:30AM
Accademia Gallery Visit
Explore the vast collection of Venetian paintings, including works by renowned artists like Titian and Veronese.
Walk to lunch spot.
EUR12, 1.5 hours
1:00PM
Lunch at Antiche Carampane
Savor authentic Venetian flavors at this hidden gem known for its seafood pasta and risotto.
Walk to Peggy Guggenheim Collection.
EUR25, 1 hour
2:30PM
Peggy Guggenheim Collection Tour
Admire modern art masterpieces in this stunning collection housed in a beautiful palace along the Grand Canal.
Walk to the Grand Canal.
EUR15, 2 hours
5:00PM
Canal Boat Tour
Enjoy a scenic boat tour along the Grand Canal, soaking in the beauty of Venice from the water.
Dinner in the vicinity.
EUR30, 1 hour
6:30PM
Dinner at Trattoria al Gatto Nero
Close your day with a delightful meal featuring local favorites in an inviting setting.
Return to hotel.
EUR50, 2 hours
Find Hotels in Venice
Day 7: Milan Arrival and Fashion Experience
Milan, Italy
8:00AM
Breakfast at Hotel
Enjoy a refreshing breakfast before heading to Milan.
Take a train to Milan (2.5 hours).
EUR35, 1 hour
11:00AM
Visit to the Duomo di Milano
Explore the stunning cathedral, and don't miss the opportunity to walk on its rooftop for incredible views.
Walk to Galleria Vittorio Emanuele II.
EUR15, 2 hours
1:00PM
Lunch at Luini
Taste the famous panzerotti at this well-known spot that locals love.
Walk to La Scala Opera House.
EUR12, 1 hour
2:30PM
La Scala Opera House Tour
Delve into the history of one of the world's most renowned opera houses with a guided tour.
Walk to Castello Sforzesco.
EUR10, 1.5 hours
4:00PM
Castello Sforzesco Visit
Discover this medieval castle surrounded by beautiful gardens and museums, offering a glimpse into Milan’s history.
Walk to dinner location.
Free, 1.5 hours
6:00PM
Dinner at Trattoria Milanese
Enjoy Milanese dishes like risotto alla Milanese in a traditional setting that's a favorite among locals.
Return to hotel.
EUR40, 2 hours
Find Hotels in Milan
Day 8: Art and Culture in Milan
Milan, Italy
8:00AM
Breakfast at Hotel
Savor a hearty breakfast to start your day of exploring art and culture in Milan.
Short walk to Santa Maria delle Grazie.
Included, 1 hour
9:30AM
The Last Supper Viewing
Witness Leonardo da Vinci's masterpiece, 'The Last Supper', located in the refectory of Santa Maria delle Grazie.
Walk to the Pinacoteca di Brera.
EUR15, 1 hour
11:00AM
Pinacoteca di Brera Tour
Explore one of Italy's most important art galleries, featuring works by Caravaggio, Raphael, and others.
Walk to lunch.
EUR12, 2 hours
1:00PM
Lunch at Eataly
Enjoy a variety of Italian delicacies at this food hall that showcases regional cuisines and artisanal products.
Walk to the Basilica di Sant'Ambrogio.
EUR20, 1.5 hours
2:30PM
Basilica di Sant'Ambrogio Visit
Visit this iconic Romanesque church, a significant site in Milan’s history with stunning architecture.
Walk to shopping district.
Free, 1 hour
4:00PM
Shopping in the Fashion District
Stroll through Milan’s prestigious shopping district, featuring high-end boutiques and designer stores.
Walk to dinner.
Free, 2 hours
6:00PM
Dinner at Da Giacomo
Indulge in a splendid dinner at this elegant restaurant known for Italian cuisine and exceptional service.
Return to hotel.
EUR50, 2 hours
Find Hotels in Milan
Day 9: Departure and Last Adventures
Milan, Italy
8:00AM
Breakfast at Hotel
Have a final breakfast at your hotel, reflecting on your Italian adventure.
Check out of hotel and transfer to airport.
Included, 1 hour
10:00AM
Last-Minute Shopping
If time allows, pop into some shops for souvenirs or local treats before you leave.
Transfer to the airport.
Free, 1 hour
12:00PM
Departure from Milan
Head to the airport to catch your flight, concluding your memorable Italian journey.
Transfer to airport.
Included, 1 hour
Find Hotels in Milan
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
February 1, 2025
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