16 days in Italy & Greece Itinerary

16 days in Italy & Greece Itinerary

Created using Inspirock Europe trip itinerary planner

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

Route & dates

16 days in Italy & Greece Itinerary

Start: Toronto, Canada
Fly:  11​h 15​min
1
Venice, Italy
— 2 nights
Fly:  6​h 30​min
2
Oia, Greece
— 1 night
Fly:  4​h 30​min
3
Athens, Greece
— 3 nights
Fly:  5​h 30​min
4
Rome, Italy
— 3 nights
train:  1​h 45​min
5
Florence, Italy
— 3 nights
train:  1​h 45​min
6
Milan, Italy
— 1 night
Fly:  11​h 15​min
End: Toronto, Canada


Learn more about your trip

2
nights
Venice, Italy

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.
Venice is known for historic sites, nature, museums, nightlife, and shopping. Your plan includes some of its best attractions: explore the activities along Canal Grande, take in the spiritual surroundings of Basilica dei Santi Giovanni e Paolo (San Zanipolo), admire the striking features of Basilica di San Marco, and admire the masterpieces at Gallerie dell'Accademia.

To plan Venice vacation without wasting time, ask Inspirock to design an itinerary.

Toronto, Canada to Venice is an approximately 11.5-hour flight. You can also do a combination of flight and train. Due to the time zone difference, you'll lose 6 hours traveling from Toronto to Venice. In May, daytime highs in Venice are 26°C, while nighttime lows are 15°C. Finish your sightseeing early on the 22nd (Fri) so you can travel to Oia.

Things to do in Venice

Historic Sites Museums Parks
Find places to stay May 19 — 22:
Highlights from your plan
Canal Grande ©
Canal Grande
Doge's Palace ©
Doge's Palace
Basilica di San Marco
Basilica di San Marco

1
night
Oia, Greece

Every day hundreds of visitors come to Oia just to experience its sunsets.
On the 23rd (Sat), explore by horseback at Santo Horse Riding, explore the ancient world of Akrotiri, and then take in the architecture and atmosphere at Panagia Theoskepasti Chapel. Get ready for a full day of sightseeing on the 24th (Sun): indulge your senses at some of the top wineries in the area and then contemplate the waterfront views at Amoudi Bay.

For traveler tips, maps, where to stay, and tourist information, refer to the Oia journey maker website .

Getting from Venice to Oia by flight takes about 6.5 hours. Other options: do a combination of train and flight; or do a combination of car and ferry. You'll lose 1 hour traveling from Venice to Oia due to the time zone difference. Plan for somewhat warmer nights when traveling from Venice in May since evenings lows in Oia dip to 20°C. Wrap up your sightseeing on the 24th (Sun) early enough to travel to Athens.

Things to do in Oia

Tours Parks Nature

Side Trips

Akrotiri, Wine Tours & Tastings, Panagia Theoskepasti Chapel
Find places to stay May 22 — 24:
Highlights from your plan
Wine Tours & Tastings
Akrotiri ©
Akrotiri
Amoudi Bay ©
Amoudi Bay

3
nights
Athens, Greece

Athens ©
One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.
Athens is known for historic sites, museums, nightlife, shopping, and fun & games. Your plan includes some of its best attractions: delve into the distant past at Acropolis of Athens, don't miss a visit to Plateia Syntagmatos, steep yourself in history at Ancient Agora of Athens, and appreciate the history behind Erechtheion.

To see other places to visit, traveler tips, ratings, and more tourist information, read Athens journey maker app .

Getting from Oia to Athens by flight takes about 4.5 hours. Other options: do a combination of ferry, car, and flight; or ride a ferry. In May in Athens, expect temperatures between 29°C during the day and 20°C at night. Finish your sightseeing early on the 27th (Wed) to allow enough time to travel to Rome.

Things to do in Athens

Museums Historic Sites Neighborhoods
Find places to stay May 24 — 27:
Highlights from your plan
Acropolis Museum ©
Acropolis Museum
Acropolis of Athens ©
Acropolis of Athens
Plaka ©
Plaka

3
nights
Rome, Italy

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Rome is known for historic sites, nightlife, museums, classes, and shopping. Your plan includes some of its best attractions: steep yourself in history at Colosseum, delve into the distant past at Palatine Hill, pause for some serene contemplation at Pantheon, and don't miss a visit to Roman Forum.

For reviews, other places to visit, more things to do, and other tourist information, use the Rome trip itinerary builder site .

Traveling by flight from Athens to Rome takes 5.5 hours. Alternatively, you can do a combination of flight and train; or do a combination of car and ferry. Traveling from Athens to Rome, you'll gain 1 hour due to the time zone difference. Traveling from Athens in May, Rome is little chillier at night with lows of 17°C. Wrap up your sightseeing on the 30th (Sat) to allow time to take a train to Florence.

Things to do in Rome

Historic Sites Museums

Side Trip

Vatican City
Find places to stay May 27 — 30:
Highlights from your plan
Colosseum ©
Colosseum
Pantheon ©
Pantheon
Trevi Fountain ©
Trevi Fountain

3
nights
Florence, Italy

Florence ©
Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Step out of Florence to go to Pisa and see Leaning Tower of Pisa, which is approximately 1h 10 min away. There's lots more to do: admire the masterpieces at Gallerie Degli Uffizi, examine the collection at Pitti Palace, take in the spiritual surroundings of Cathedral of Santa Maria del Fiore, and admire the landmark architecture of Campanile di Giotto.

To find more things to do, other places to visit, ratings, and tourist information, go to the Florence trip maker tool .

Take a train from Rome to Florence in 2 hours. Alternatively, you can drive; or fly. Traveling from Rome in May, plan for a bit cooler nights in Florence, with lows around 13°C. Wrap up your sightseeing on the 2nd (Tue) to allow time to take a train to Milan.

Things to do in Florence

Museums Historic Sites Parks

Side Trip

Leaning Tower of Pisa
Find places to stay May 30 — Jun 2:
Highlights from your plan
Gallerie Degli Uffizi ©
Gallerie Degli Uffizi
Academy Of Florence Art Gallery ©
Academy Of Florence Art Gallery
Piazzale Michelangelo ©
Piazzale Michelangelo

1
night
Milan, Italy

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 3rd (Wed): stroll the grounds of Monumental Cemetery, explore the world behind art at Pinacoteca Ambrosiana, then take in the spiritual surroundings of Duomo di Milano, and finally browse the different shops at Galleria Vittorio Emanuele II.

To find reviews, other places to visit, and more tourist information, read our Milan trip maker website .

Traveling by train from Florence to Milan takes 2 hours. Alternatively, you can drive; or fly. Expect a daytime high around 33°C in June, and nighttime lows around 20°C. Wrap up your sightseeing on the 3rd (Wed) to allow time to travel back home.

Things to do in Milan

Historic Sites Museums Shopping
Find places to stay Jun 2 — 3:
Highlights from your plan
Duomo di Milano ©
Duomo di Milano
Galleria Vittorio Emanuele II ©
Galleria Vittorio Emanuele II
Pinacoteca Ambrosiana ©
Pinacoteca Ambrosiana

Similar Plans

18 days in Italy BY A USER FROM UNITED STATES September, culture, outdoors, relaxing, beaches, historic sites, museums, fast-paced, popular & hidden gems PREFERENCES: September, culture, outdoors, relaxing, beaches, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 18 days in Italy BY A USER FROM UNITED STATES June, kids, culture, outdoors, relaxing, beaches, historic sites, museums, popular & hidden gems PREFERENCES: June, kids, culture, outdoors, relaxing, beaches, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Italy BY A USER FROM LEBANON September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, hidden gems PREFERENCES: September, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Fast-paced 20 days in Greece BY A USER FROM NEW ZEALAND July, teens, culture, outdoors, relaxing, historic sites, wildlife, popular & hidden gems PREFERENCES: July, teens, culture, outdoors, relaxing, historic sites, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 15 days in Greece BY A USER FROM SWITZERLAND November, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: November, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 18 days in France & Italy BY A USER FROM BRAZIL December, culture, relaxing, romantic, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: December, culture, relaxing, romantic, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 14 days in Italy & Croatia BY A USER FROM UNITED STATES October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: October, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 18 days in Italy & Greece BY A USER FROM CANADA September, culture, relaxing, romantic, beaches, popular & hidden gems PREFERENCES: September, culture, relaxing, romantic, beaches ATTRACTION STYLE: Popular & hidden gems PACE: Medium 20 days in Europe BY A USER FROM CANADA March, culture, outdoors, relaxing, beaches, historic sites, popular & hidden gems PREFERENCES: March, culture, outdoors, relaxing, beaches, historic sites ATTRACTION STYLE: Popular & hidden gems PACE: Medium 18 days in Italy, Sant Antoni de Portmany & Palma de Mallorca BY A USER FROM UNITED STATES October, culture, romantic, beaches, shopping, extra fast, popular & hidden gems PREFERENCES: October, culture, romantic, beaches, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Extra fast 17 days in Italy BY A USER FROM UNITED STATES September, culture, relaxing, romantic, beaches, historic sites, shopping, popular sights PREFERENCES: September, culture, relaxing, romantic, beaches, historic sites, shopping ATTRACTION STYLE: Popular sights PACE: Medium 19 days in Italy BY A USER FROM UNITED STATES June, outdoors, relaxing, beaches, historic sites, shopping, popular & hidden gems PREFERENCES: June, outdoors, relaxing, beaches, historic sites, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans