14 days in Italy Itinerary

14 days in Italy Itinerary

Created using Inspirock Italy sightseeing planner

This plan was created by another user. Make it your plan

Route & dates

Start: Singapore
Fly:  17 h 15 min
1
Pompeii
— 2 nights
Drive:  1 h 15 min
2
Positano
— 2 nights
Drive:  3 h 15 min
3
Rome
— 3 nights
Train:  1 h 45 min
4
Florence
— 2 nights
Train:  2 h 15 min
5
Venice
— 2 nights
Train:  2 h 30 min
6
Milan
— 2 nights
Fly:  15 h 30 min
End: Singapore

2
nights
Pompeii

Pompeii ©
Pompeii has been a tourist destination for more than 250 years.
Start off your visit on the 21st (Thu): take in the architecture and atmosphere at Cappella Sant'Angelo all'Ospedale, then relax and rejuvenate at Otium Spa Costa d'Amalfi, and then explore the ancient world of Pompeii Archaeological Park. On the next day, do a tasting at Le Vigne di Raito, then stroll through Spiaggia Lannio, then contemplate in the serene atmosphere at Duomo di Ravello, and finally take in the spiritual surroundings of San Giovanni del Toro.

To see other places to visit, ratings, more things to do, and more tourist information, refer to the Pompeii holiday planner.

Singapore, Singapore to Pompeii is an approximately 17- hour flight. You can also do a combination of flight and train; or do a combination of bus, shuttle, and flight. The time zone difference when traveling from Singapore to Pompeii is minus 7 hours. When traveling from Singapore in May, plan for little chillier days in Pompeii, with highs around 27°C, while nights are cooler with lows around 17°C. Wrap up your sightseeing on the 22nd (Fri) to allow time to drive to Positano.

Things to do in Pompeii

Historic Sites Parks Outdoors

Side Trips

Ravello, Le Vigne di Raito, Spiaggia Lannio, Otium Spa Costa d'Amalfi
Find places to stay May 20 — 22:
Highlights from your plan
Le Vigne di Raito ©
Le Vigne di Raito
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Duomo di Ravello ©
Duomo di Ravello

2
nights
Positano

Positano ©
Often referred to as the gem of the Amalfi Coast, Positano remains one of southern Italy's most sought-after vacation locales, thanks to its hillside location and picturesque, pastel buildings.
Start off your visit on the 23rd (Sat): admire the landmark architecture of Villa Rufolo, then tour the pleasant surroundings at Lido di Ravello, and then kick back and relax at Fornillo. Get ready for a full day of sightseeing on the next day: stroll through Lido Capo di Conca, then contemplate in the serene atmosphere at Duomo di Sant'Andrea, then appreciate the extensive heritage of Centro Storico, and finally admire the natural beauty at Villa Cimbrone Gardens.

For more things to do, maps, photos, and more tourist information, use the Positano travel itinerary planner.

You can drive from Pompeii to Positano in 1.5 hours. Other options are to take a bus; or do a combination of subway and bus. In May, daily temperatures in Positano can reach 27°C, while at night they dip to 18°C. Wrap up your sightseeing on the 24th (Sun) early enough to drive to Rome.

Things to do in Positano

Parks Outdoors Beaches

Side Trips

Ravello, Amalfi, Lido Capo di Conca
Find places to stay May 22 — 24:
Highlights from your plan
Fornillo ©
Fornillo
Lido di Ravello ©
Lido di Ravello
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens

3
nights
Rome

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Your inner history buff will appreciate Pantheon and Palatine Hill. You'll visit kid-friendly attractions like Trevi Fountain and Colosseum. The adventure continues: get to know the fascinating history of Piazza Navona, admire the masterpieces at Vatican Museums, take in the architecture and atmosphere at Santa Maria in Trastevere, and contemplate the long history of St. Peter's Basilica.

For ratings, photos, other places to visit, and tourist information, read Rome sightseeing planner.

You can drive from Positano to Rome in 3.5 hours. Other options are to do a combination of bus, subway, and train; or take a bus. In May, daytime highs in Rome are 28°C, while nighttime lows are 17°C. Wrap up your sightseeing on the 27th (Wed) to allow time to take a train to Florence.

Things to do in Rome

Historic Sites Museums Neighborhoods

Side Trip

Vatican City
Find places to stay May 24 — 27:
Highlights from your plan
Trevi Fountain ©
Trevi Fountain
Pantheon ©
Pantheon
Colosseum ©
Colosseum

2
nights
Florence

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
On the 28th (Thu), explore the world behind art at Gallerie Degli Uffizi, get to know the fascinating history of Piazza del Duomo, steep yourself in history at Cathedral of Santa Maria del Fiore, enjoy breathtaking views from Campanile di Giotto, then pause for some serene contemplation at Crypt of Santa Reparata, and finally explore the world behind art at Florence Academy of Fine Arts. On the next day, examine the collection at Pitti Palace, don't miss a visit to Piazzale Michelangelo, then snap pictures at Ponte Vecchio, then make a trip to Piazza della Signoria, and finally take in the spiritual surroundings of The Baptistery of St. John.

To find maps, other places to visit, and more tourist information, go to the Florence online trip maker.

You can take a train from Rome to Florence in 2 hours. Alternatively, you can drive; or fly. Traveling from Rome in May, plan for little chillier nights in Florence, with lows around 13°C. Cap off your sightseeing on the 29th (Fri) early enough to catch the train to Venice.

Things to do in Florence

Museums Historic Sites
Find places to stay May 27 — 29:
Highlights from your plan
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Cathedral of Santa Maria del Fiore ©
Cathedral of Santa Maria del Fiore
The Baptistery of St. John ©
The Baptistery of St. John

2
nights
Venice

Venice ©
Virtually unchanged for the last six centuries, Venice is actually a group of islands made famous by a series of canals, bridges, monuments, piazzas, and narrow pedestrian lanes.
Start off your visit on the 30th (Sat): don't miss a visit to Piazza San Marco, take in the views from Ponte di Rialto, then pause for some serene contemplation at Santa Maria dei Miracoli, and finally explore the activities along Canal Grande. Keep things going the next day: see the interesting displays at Doge's Palace, contemplate the long history of Ponte dei Sospiri, pause for some serene contemplation at Basilica di San Marco, then admire the masterpieces at Peggy Guggenheim Collection, and finally wander the streets of Campo del Ghetto.

To see reviews, ratings, and tourist information, you can read our Venice day trip planning tool.

Getting from Florence to Venice by train takes about 2.5 hours. Other options: drive; or take a bus. In May, daytime highs in Venice are 26°C, while nighttime lows are 15°C. Finish your sightseeing early on the 31st (Sun) to allow enough time to take a train to Milan.

Things to do in Venice

Historic Sites Museums Parks
Find places to stay May 29 — 31:
Highlights from your plan
Piazza San Marco ©
Piazza San Marco
Doge's Palace ©
Doge's Palace
Canal Grande ©
Canal Grande

2
nights
Milan

Milan ©
In many ways the most modern of Italian cities, Milan is a busy, elegant metropolis with an impressive list of grand palaces, fine churches, and important museums.
Start off your visit on the 1st (Mon): admire the landmark architecture of Galleria Vittorio Emanuele II, pause for some serene contemplation at Duomo di Milano, and then contemplate the long history of Castello Sforzesco.

To see more things to do, photos, maps, and other tourist information, read Milan trip builder website.

Getting from Venice to Milan by train takes about 2.5 hours. Other options: drive; or do a combination of train and flight. May in Milan sees daily highs of 26°C and lows of 15°C at night. Finish your sightseeing early on the 2nd (Tue) to allow enough time to travel back home.

Things to do in Milan

Historic Sites Shopping
Find places to stay May 31 — Jun 2:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Castello Sforzesco ©
Castello Sforzesco
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II

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