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 Relaxation and Cultural Immersion in Italy
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 Relaxation and Cultural Immersion in Italy
Viewed by 91 travelers
Save This Itinerary
Share
Day 1: Arrival in Rome
Rome, Italy
10:00AM
Arrival at Fiumicino Airport
Upon arriving at the airport, you'll be welcomed with the sights and sounds of Italy.
Take a taxi or the Leonardo Express train to reach central Rome.
EUR 14, 1 hour
12:00PM
Lunch at Pizzeria La Montecarlo
Enjoy a classic Roman pizza at this beloved local eatery.
Walk or take a short taxi ride to the restaurant.
EUR 15, 1 hour
2:00PM
Visit Colosseum
Explore the iconic symbol of Rome, where the grandeur of ancient history comes alive.
Take Metro Line B to Colosseo station.
EUR 18, 2 hours
5:00PM
Stroll through Roman Forum
Wander through the heart of ancient Rome, filled with ruins and historical significance.
It's a 5-minute walk from the Colosseum.
EUR 12, 1.5 hours
7:00PM
Dinner at Trattoria Da Enzo
Indulge in classic Roman dishes in a cozy atmosphere, a perfect end to your first day.
Take a taxi to Trastevere.
EUR 25, 1.5 hours
Find Hotels in Rome
Day 2: Exploring Rome
Rome, Italy
8:00AM
Breakfast at Il Fornaio
Start your day with freshly baked pastries and coffee at this charming bakery.
It's within walking distance of your accommodation.
EUR 10, 1 hour
10:00AM
Vatican Museums Tour
Discover the masterpieces of the Vatican, including the Sistine Chapel and St. Peter's Basilica.
Bus Line 64 takes you straight to the Vatican.
EUR 30, 3 hours
2:00PM
Lunch at Ristorante Pizzeria Il Pizzicarolo
Taste the unforgettable flavors of homemade pasta and pizza.
10-minute walk from the Vatican.
EUR 20, 1.5 hours
4:00PM
Visit the Pantheon
Marvel at the architectural wonder and rich history of this ancient temple.
Take bus Line 30 to get there quickly.
Free, 1 hour
6:00PM
Gelato at Giolitti
Treat yourself to delicious gelato in one of Rome's finest gelaterias.
Short walk from the Pantheon.
EUR 5, 30 minutes
7:00PM
Dinner at Osteria da Fortunata
Savor the authentic Roman cuisine homemade right before your eyes.
Take a taxi to Campo de’ Fiori.
EUR 25, 1.5 hours
Find Hotels in Rome
Day 3: Travel to Florence
Florence, Italy
8:00AM
Breakfast at Caffè Gilli
Enjoy a sumptuous breakfast in Florence’s oldest café.
Head to the train station after breakfast.
EUR 15, 1 hour
10:00AM
Train to Florence
Traveling to Florence promises beautiful countryside views along the way.
Board regional trains from Roma Termini to Firenze S.M.N.
EUR 50, 1.5 hours
12:00PM
Lunch at Trattoria Mario
Experience traditional Florentine cuisine in this bustling eatery.
10-minute walk from the train station.
EUR 20, 1 hour
2:00PM
Explore the Uffizi Gallery
Home to masterpieces by Leonardo da Vinci and Michelangelo; the gallery is a must-see.
A 15-minute walk from Trattoria Mario.
EUR 20, 2 hours
5:00PM
Visit Ponte Vecchio
Stroll across the famous old bridge that houses charming shops.
It's a 10-minute walk from the Uffizi.
Free, 1 hour
7:00PM
Dinner at Trattoria Sant'Andrea
Enjoy a delightful dinner featuring homemade pasta and local wine.
A short walk back past the Ponte Vecchio.
EUR 30, 1.5 hours
Find Hotels in Florence
Day 4: Florence Culture Deep Dive
Florence, Italy
8:00AM
Breakfast at Pasticceria Nencioni
Indulge in delicious pastries and coffee to kickstart your day in Florence.
A walk from your hotel.
EUR 8, 1 hour
10:00AM
Accademia Gallery Visit
See Michelangelo’s David and learn about Renaissance art.
A 10-minute walk from the bakery.
EUR 12, 2 hours
12:30PM
Lunch at Mercato Centrale
Explore the bustling market while tasting fresh regional specialties.
A short walk from Accademia Gallery.
EUR 15, 1.5 hours
2:00PM
Florence Cathedral Tour
Discover the magnificent Duomo and climb to the top for stunning views.
It's a 5-minute walk from the market.
EUR 20, 2 hours
5:00PM
Relax at Boboli Gardens
Unwind in the beautiful gardens and enjoy their landscaped beauty.
A 15-minute walk from the cathedral.
EUR 10, 1.5 hours
7:00PM
Dinner at Osteria Vini e Vecchi Sapori
Authentic and rustic flavors await you at this local favorite.
A leisurely walk from the gardens.
EUR 25, 1.5 hours
Find Hotels in Florence
Day 5: Journey to Venice
Venice, Italy
8:00AM
Breakfast at Caffè Cino
Enjoy a rich espresso and cornetto to start off your adventure to Venice.
Walk to the train station from your accommodation.
EUR 8, 1 hour
10:00AM
Train to Venice
Witness the Italian countryside as you ride to the enchanting city of Venice.
Catch the train from Firenze S.M.N to Venezia S.L.
EUR 45, 2 hours
12:00PM
Lunch at Osteria Alla Madonna
Sample fresh seafood in a delightful Venetian atmosphere.
A short walk from Venezia S.L.
EUR 25, 1.5 hours
2:00PM
Gondola Ride
Experience the magic of Venice from the iconic canals on a traditional gondola.
Head towards the Grand Canal where you can hop on a gondola.
EUR 80, 30 minutes
3:00PM
Visit St. Mark’s Basilica
Be mesmerized by the architectural splendor and art within this stunning basilica.
A short walk from the gondola drop-off.
EUR 5, 1.5 hours
5:00PM
Walk through Piazza San Marco
Experience the vibrant atmosphere of one of the world's most famous squares.
Right outside St. Mark's Basilica.
Free, 1 hour
7:30PM
Dinner at Ristorante Glam
A fine dining experience featuring a creative take on Venetian dishes.
Stroll through the city center to reach the restaurant.
EUR 40, 2 hours
Find Hotels in Venice
Day 6: Explore Venice
Venice, Italy
8:30AM
Breakfast at Pasticceria Boccaccios
Enjoy traditional Venetian pastries with coffee to fuel your day.
Conveniently located near your hotel.
EUR 10, 1 hour
10:00AM
Visit Doge's Palace
Immerse yourself in the rich history and stunning architecture of this Gothic masterpiece.
A short walk from your breakfast spot.
EUR 25, 2 hours
1:00PM
Lunch at Trattoria Al Gatto Nero
Relish authentic Venetian cuisine in the charming Burano Island.
Take a Vaporetto to Burano (20 minutes).
EUR 30, 1.5 hours
3:00PM
Explore Burano Island
Stroll through the colorful houses and famous lace shops of this picturesque island.
Wander on foot after lunch.
Free, 2 hours
5:00PM
Visit Rialto Market
Immerse yourself in the sounds and smells of Venice's bustling market scene.
Return by Vaporetto to the main island.
Free, 1 hour
7:30PM
Dinner at Osteria Alla Madonna
Enjoy savory Venetian dishes at this local favorite for dinner.
A short walk from the Rialto.
EUR 25, 1.5 hours
Find Hotels in Venice
Day 7: Transition to Milan
Milan, Italy
8:00AM
Breakfast at Caffè Pascucci
Fuel up with a great Italian coffee and a fresh pastry before heading to Milan.
Take a leisurely walk to the train station.
EUR 10, 1 hour
10:00AM
Train to Milan
Travel through beautiful landscapes as you make your way to Milan, Italy's fashion capital.
Board the train from Venezia S.L. to Milano Centrale.
EUR 40, 2.5 hours
12:30PM
Lunch at Luini Panzerotti
Don’t miss out on the famous panzerotti filled with a variety of ingredients.
Just a short walk from the train station.
EUR 10, 1 hour
2:00PM
Visit Duomo di Milano
Explore one of the most iconic Gothic cathedrals in the world.
Head to the Duomo via Metro Line 1.
EUR 15, 1.5 hours
4:00PM
Walk through Galleria Vittorio Emanuele II
Shop luxury brands in one of the world's oldest shopping malls.
A 5-minute walk from the Duomo.
Free, 1 hour
7:00PM
Dinner at Ristorante Cracco
Dine in an elegant environment featuring modern Italian cuisine.
Stroll to the restaurant from the Galleria.
EUR 70, 2 hours
Find Hotels in Milan
Day 8: Experience Milan
Milan, Italy
8:30AM
Breakfast at Panificio Pattini
Enjoy a delightful breakfast at this beloved local bakery.
Walking distance from your accommodation.
EUR 8, 1 hour
10:00AM
Visit the Last Supper
Explore one of the most famous artworks by Leonardo da Vinci in Santa Maria delle Grazie.
Take the Metro Line 1 to Conciliazione.
EUR 15, 1 hour
12:00PM
Lunch at Da Vinci Restaurant
Enjoy a delightful lunch featuring local dishes close to the Last Supper.
Walk back to the restaurant.
EUR 20, 1.5 hours
2:00PM
Explore Sforza Castle
Wander through the historic castle and museums of Milan.
Walk or take a tram to Castello Sforzesco.
EUR 10, 2 hours
5:00PM
Relax at Sempione Park
Unwind in this lovely green space located behind Sforza Castle.
Just a short walk from the castle.
Free, 1.5 hours
7:30PM
Dinner at Pizzium
Indulge in gourmet pizzas at this cozy eatery in the city center.
A walk from the park back to town.
EUR 25, 1.5 hours
Find Hotels in Milan
Day 9: Lake Como Day Trip
Lake Como, Italy
8:00AM
Breakfast at Caffè Panzera
Enjoy traditional breakfast with stunning views of the lake.
Head to Milan Central Station.
EUR 12, 1 hour
10:00AM
Train to Varenna
Enjoy a scenic train ride to the beautiful town of Varenna.
Catch a train at Milano Centrale.
EUR 10, 1 hour
11:00AM
Explore Varenna
Visit the gardens of Villa Monastero and wander the picturesque streets.
Take a short walk from the train station.
EUR 8, 2 hours
1:00PM
Lunch at Ristorante Il Cavatappi
Savor local flavors in this quaint lakeside restaurant.
Located near the shore of Lake Como.
EUR 25, 1.5 hours
3:00PM
Boat tour of Lake Como
Take a relaxing boat ride to appreciate the lake's stunning scenery.
Catch the boat from Varenna’s pier.
EUR 20, 2 hours
5:00PM
Return to Milan
Travel back to Milan and unwind after a day of exploration.
Board the train back to Milan.
EUR 10, 1 hour
8:00PM
Dinner at Trattoria Il Gatto Nero
Enjoy delicious Italian dishes and local wines upon your return.
Back in Milan, go for a short walk.
EUR 30, 1.5 hours
Find Hotels in Lake Como
Day 10: Travel to Bologna
Bologna, Italy
9:00AM
Breakfast at Caffè Zamboni
Fuel up with a delicious Italian breakfast before heading to Bologna.
Nearby your accommodation.
EUR 10, 1 hour
11:00AM
Train to Bologna
A comfortable train ride will bring you to the culinary capital of Italy.
Board at Milano Centrale.
EUR 25, 1 hour
12:30PM
Lunch at Trattoria da Gianni
Experience unique flavors of Bolognese pasta dishes.
Short walk from the train station.
EUR 20, 1.5 hours
2:00PM
Visit Piazza Maggiore
Immerse yourself in the vibrant heart of Bologna while exploring its architecture.
A 10-minute walk from Trattoria da Gianni.
Free, 1 hour
3:30PM
Explore the Two Towers
Climb Asinelli Tower for stunning views of the city.
A short walk from Piazza Maggiore.
EUR 5, 1.5 hours
6:00PM
Dinner at Ristorante da Cesari
Savor traditional Bolognese fare in a classic setting.
20-minute walk or tram ride.
EUR 25, 1.5 hours
Find Hotels in Bologna
Day 11: Pisa’s Leaning Tower
Pisa, Italy
8:00AM
Breakfast at Pasticceria Turchi
Enjoy fresh pastries and coffee before heading to Pisa.
Short walk to the train station.
EUR 8, 1 hour
10:00AM
Train to Pisa
Travel to one of Italy’s most iconic landmarks, the Leaning Tower.
Board the train from Bologna Centrale.
EUR 10, 1 hour
11:30AM
Visit Leaning Tower of Pisa
Climb to the top of this architectural wonder for breathtaking views.
A 15-minute walk from the station.
EUR 18, 1.5 hours
1:00PM
Lunch at Ristorante La Buca
Experience local Tuscan cuisine just steps away from the tower.
Walk back to the restaurant after your visit.
EUR 20, 1.5 hours
3:00PM
Explore Piazza dei Miracoli
Stroll around one of the most beautiful squares in the world, featuring the cathedral and baptistery.
Easily accessible on foot.
Free, 1 hour
5:00PM
Return to Bologna
Head back after a fulfilling day in Pisa.
Board the train back to Bologna.
EUR 10, 1 hour
7:30PM
Dinner at Ristorante Da Nino
Enjoy a cozy Italian dinner in Bologna before resting for the night.
Short walk from your accommodation.
EUR 25, 1.5 hours
Find Hotels in Pisa
Day 12: Explore Siena
Siena, Italy
9:00AM
Breakfast at Pasticceria Gino
Start your day with irresistible pastries and coffee.
Walking distance from your hotel.
EUR 8, 1 hour
10:30AM
Train to Siena
Enjoy a scenic train journey to this medieval gem.
Catch a bus from Bologna’s central station.
EUR 15, 1.5 hours
12:00PM
Lunch at Osteria Il Carroccio
Savor traditional Tuscan dishes in a charming atmosphere.
Short walk from the train station.
EUR 20, 1.5 hours
2:00PM
Visit Piazza del Campo
Immerse yourself in the architectural charm of this famous square.
It’s right in the town center.
Free, 1 hour
3:30PM
Explore Siena Cathedral
Marvel at the stunning Gothic architecture and intricate interior design.
A 10-minute walk from Piazza del Campo.
EUR 15, 1.5 hours
5:30PM
Return to Bologna
After a delightful day, catch the bus back to Bologna.
Head back to the bus terminal.
EUR 15, 1.5 hours
7:30PM
Dinner at Trattoria Al Pappagallo
End the day with traditional chef-special dishes in a lively setting.
Short walk from your accommodation.
EUR 30, 1.5 hours
Find Hotels in Siena
Day 13: Trip to Naples
Naples, Italy
8:00AM
Breakfast at Caffè del Mercato
Enjoy pastries and coffee recognizing the bustling activity surrounding.
A short walk from your hotel.
EUR 8, 1 hour
10:00AM
Train to Naples
Travel to Naples, famous for its vibrant culture and historic significance.
Board the train at Bologna Centrale.
EUR 40, 2.5 hours
12:30PM
Lunch at Pizzeria Da Michele
Taste the original Neapolitan pizza in an iconic establishment.
A quick walk from the train station.
EUR 15, 1 hour
2:00PM
Visit the National Archaeological Museum
Explore artifacts from Pompeii and treasures of ancient Greece.
Take Metro Line 1 to Museo station.
EUR 15, 2 hours
4:30PM
Stroll along Spaccanapoli
Wander the heart of Naples and immerse yourself in local life.
Walk from the museum.
Free, 1 hour
7:00PM
Dinner at Trattoria da Nennella
Enjoy local favorites in a lively and authentic atmosphere.
Take a taxi from Spaccanapoli.
EUR 20, 1.5 hours
Find Hotels in Naples
Day 14: Back to Rome
Rome, Italy
8:00AM
Breakfast at Gran Caffè Gambrinus
Delight in a final Italian breakfast with pastries in Naples.
Walking distance from your accommodation.
EUR 10, 1 hour
10:00AM
Train to Rome
Relish the comfort of the train ride back to the Eternal City.
Board the train at Napoli Centrale.
EUR 50, 1 hour and 10 minutes
12:00PM
Lunch at Osteria da Fortunata
Enjoy a final taste of Roman food before your departure.
Head directly to the restaurant from the train station.
EUR 25, 1.5 hours
2:00PM
Last-minute shopping at Via del Corso
Take some time to shop and grab souvenirs before concluding your journey.
A 15-minute walk from the restaurant.
Free, 2 hours
4:30PM
Farewell Gelato at Gelateria Della Palma
Indulge in your last gelato in Italy at this famous gelateria.
Close to Via del Corso.
EUR 5, 30 minutes
6:00PM
Departure from Rome Fiumicino Airport
Conclude your Italian adventure with memories to last a lifetime.
Take a taxi or the Leonardo Express to the airport.
EUR 14, 1 hour
Find Hotels in Rome
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
August 19, 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