30 days in Italy & Greece Itinerary
Created using Klarna Trips Europe planner
Start: Denver, United States
Fly
1
Milan, Italy
— 3 nights
Fly
2
Rome, Italy
— 5 nights
Drive
3
Positano, Italy
— 4 nights
Bus
4
Naples, Italy
— 1 night
Fly
5
Athens, Greece
— 5 nights
Taxi to Piraeus, Ferry to Mykonos Town
6
Mykonos Town, Greece
— 5 nights
Ferry
7
Ios, Greece
— 4 nights
Ferry
8
Heraklion, Greece
— 2 nights
Fly
End: Denver, United States
Fri, May 12 - Sat, Jun 10
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Milan, Italy — 3 nights
©
Fashion Capital of World
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.Visit Cattedrale (Duomo) di Bergamo e Battistero and Cappella Colleoni for their historical value. Satisfy your inner culture vulture at Mura Venete and Castello Sforzesco. There's still lots to do: pause for some serene contemplation at Chiesa di Santa Maria presso San Satiro, steep yourself in history at Vicolo Privato Lavandai, contemplate in the serene atmosphere at Chiesa di San Cristoforo sul Naviglio, and don't miss a visit to Piazza del Duomo.
To find other places to visit, ratings, and other tourist information, you can read our Milan online itinerary builder.
Denver, USA to Milan is an approximately 15-hour flight. Due to the time zone difference, you'll lose 8 hours traveling from Denver to Milan. Prepare for a bit warmer weather when traveling from Denver in May: high temperatures in Milan hover around 73°F and lows are around 55°F. Wrap up your sightseeing on the 15th (Mon) early enough to fly to Rome.
Side Trip
Find places to stay May 12 — 15:
Highlights from your trip
Rome, Italy — 5 nights
©
Eternal City
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.Get a sense of the local culture at Colosseum and Piazza Navona. Pantheon and Cupola di San Pietro will appeal to history buffs. Next up on the itinerary: pause for some serene contemplation at Santa Maria Sopra Minerva, contemplate in the serene atmosphere at Chiesa di Santa Maria del Popolo, steep yourself in history at St. Peter's Basilica, and delve into the distant past at Mercati di Traiano - Museo dei Fori Imperiali.
For reviews, photos, other places to visit, and other tourist information, go to the Rome route planner.
Getting from Milan to Rome by flight takes about 3 hours. Other options: take a train; or drive. In May, daytime highs in Rome are 75°F, while nighttime lows are 58°F. Finish up your sightseeing early on the 20th (Sat) so you can go by car to Positano.
Side Trip
Find places to stay May 15 — 20:
Highlights from your trip
Positano, Italy — 4 nights
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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.You'll explore the less-touristy side of things at Villa Cimbrone Gardens and Duomo di Sant'Andrea. Satisfy your inner culture vulture at Duomo di Ravello and Basilica di Sant'Antonino. Change things up with these side-trips from Positano: Sorrento (Cattedrale di Sorrento & Limonoro), Villa Rufolo (in Ravello) and Amalfi (Cloister del Paradiso & Centro Storico). The adventure continues: take some stellar pictures from Il Sentiero Degli Dei, take an in-depth tour of MAR - Museo Archeologico Romano Positano, take a tour by water with Boat Tours & Water Sports, and contemplate in the serene atmosphere at Church of Santa Maria Assunta.
For traveler tips, maps, photos, and more tourist information, use the Positano trip planning tool.
Traveling by car from Rome to Positano takes 3.5 hours. Alternatively, you can do a combination of train and bus; or take a bus. Expect a daytime high around 74°F in May, and nighttime lows around 60°F. Finish up your sightseeing early on the 24th (Wed) so you can go by car to Naples.
Side Trips
Find places to stay May 20 — 24:
Highlights from your trip
Naples, Italy — 1 night
©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Kick off your visit on the 24th (Wed): explore the ancient world of Teatro Grande, explore the world behind art at Monumental Complex Donnaregina - Diocesan Museum of Naples, get curious at MUSA - Museo Universitario delle Scienze e delle Arti, then get engrossed in the history at The Neapolis Buried, then see the interesting displays at Chiesa Museo di Santa Luciella ai Librai, and finally contemplate in the serene atmosphere at Chiesa di San Gregorio Armeno.
For photos and other tourist information, use the Naples trip builder website.
Traveling by car from Positano to Naples takes 1.5 hours. Alternatively, you can take a bus. In May, daytime highs in Naples are 74°F, while nighttime lows are 58°F. You'll set off for Athens on the 25th (Thu).
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For photos and other tourist information, use the Naples trip builder website.
Traveling by car from Positano to Naples takes 1.5 hours. Alternatively, you can take a bus. In May, daytime highs in Naples are 74°F, while nighttime lows are 58°F. You'll set off for Athens on the 25th (Thu).
Side Trip
Find places to stay May 24 — 25:
Highlights from your trip
Athens, Greece — 5 nights
©
The Birthplace of Democracy
One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.Acropolis of Athens and Temple of Athena Nike are good opportunities to explore the local culture. Visit Temple of Hephaestus and Philopappos Hill for their historical value. Explore Athens' surroundings by going to Mycenae (Lion Gate & Archaeological Site Mycenae) and Catholic Church of Metamorphosis Tou Sotiros (in Nafplio). Next up on the itinerary: take an in-depth tour of Acropolis Museum, explore the world behind art at National Archaeological Museum, relax and rejuvenate at some of the best spas, and pause for some photo ops at Erechtheion.
For maps, where to stay, ratings, and other tourist information, use the Athens trip itinerary builder app.
Getting from Naples to Athens by flight takes about 5 hours. Other options: do a combination of car and ferry; or do a combination of bus and ferry. You'll lose 1 hour traveling from Naples to Athens due to the time zone difference. Traveling from Naples in May, plan for a bit warmer nights in Athens, with lows around 64°F. Wrap up your sightseeing on the 30th (Tue) to allow time to fly to Mykonos Town.
Side Trips
Find places to stay May 25 — 30:
Highlights from your trip
Mykonos Town, Greece — 5 nights
©
Chora Mykonos
A holiday in Mykonos Town offers a chance to relax on picturesque beaches and explore a labyrinth of charming streets lined with traditional white houses.Popular historic sites such as Old Town and House of Dionysus are in your itinerary. Eschew the tourist crowds and head to Beautyworld Spa and Church of Saint George. You'll find plenty of places to visit near Mykonos Town: Eggares Olive Press Museum (in Eggares), Fish & Olive (in Chalkio) and Avenue of the Lions (in Delos). There's much more to do: visit a coastal fixture at Armenistis Lighthouse, take in the architecture and atmosphere at Agios Nikolakis Church, visit Little Venice, and do a tasting at Mykonos Vioma Organic Farm.
To find photos, more things to do, reviews, and more tourist information, use the Mykonos Town trip planner.
You can fly from Athens to Mykonos Town in 2.5 hours. Another option is to do a combination of taxi and ferry. In May, daytime highs in Mykonos Town are 73°F, while nighttime lows are 63°F. Cap off your sightseeing on the 4th (Sun) early enough to catch the ferry to Ios.
Side Trips
Find places to stay May 30 — Jun 4:
Highlights from your trip
Ios, Greece — 4 nights
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Halfway between Naxos and Santorini lies tiny Ios, famous worldwide as one of the Aegean's liveliest nightlife hubs.You'll explore the less-touristy side of things at Mylopotas Beach and The Virgin Pandohara Elytis. Do some cultural sightseeing at The Church of Episkopi and Panagia Gremiotissa Church. Go for a jaunt from Ios to Sikinos to see The Zoodohos Pigi monastery about 1 hour away. There's still lots to do: explore the historical opulence of Paleokastro, take in the architecture and atmosphere at Agia Irini, take an in-depth tour of Archeologiko Mousio Iou, and kick back and relax at Kolitsani Beach.
To see photos, traveler tips, more things to do, and other tourist information, go to the Ios trip itinerary planning site.
Getting from Mykonos Town to Ios by ferry takes about 3 hours. In June in Ios, expect temperatures between 82°F during the day and 69°F at night. Finish up your sightseeing early on the 8th (Thu) so you can catch the ferry to Heraklion.
Side Trip
Find places to stay Jun 4 — 8:
Highlights from your trip
Heraklion, Greece — 2 nights
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Crete's largest city, Heraklion remains best known for its proximity to a sprawling Bronze Age archaeological site, once the center of a vanished Minoan civilization.Start off your visit on the 9th (Fri): get engrossed in the history at Heraklion Archaeological Museum, stop by Irida Family Workshop, then take an in-depth tour of Kotsanas Museum, then admire the masterpieces at Church and the Museum of St. Aikaterini, and finally indulge in some personalized pampering at some of the best spas.
To find more things to do, other places to visit, where to stay, and tourist information, read our Heraklion day trip website.
Ride a ferry from Ios to Heraklion in 3.5 hours. Alternatively, you can do a combination of ferry and flight. In June in Heraklion, expect temperatures between 81°F during the day and 67°F at night. You'll have a few hours on the 10th (Sat) to wrap things up before traveling home.
Find places to stay Jun 8 — 10:
Highlights from your trip
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Italy travel guide
Italy is a land of high fashion, fine art, exquisite architecture, luxury sports cars, outstanding cuisine--and an insatiable taste for "la dolce vita." It's also home to the greatest number of World Heritage Sites in the world, making it an ideal place for your next holiday. The country boasts a varied landscape of mountain ranges, alpine lakes, and coastal towns, so it's no wonder travelers often refer to it as the bel paese (beautiful country). With so many places to visit, visitors often have a difficult time planning their itinerary. The smaller villages each feature a distinct character and a blend of architecture, art, and cuisine. In the country, you'll find countless archeological sites dating back to Roman times and beyond. The country's cities and seaside resorts are cosmopolitan powerhouses with museums, galleries, restaurants, shops, open-air markets, and pedestrian-friendly historic areas.
Greece travel guide
Few places manage to capture the world's imagination quite like Greece, a land of sun-kissed coastlines, tranquil whitewashed villages, lively seaside towns, and well-preserved ancient sites. One of the world's top tourist destinations since ancient times, the country draws nearly 20 million visitors each year. Athens, the birthplace of Western civilization, continues to attract the biggest crowds and serves as a base for exploring the country and its 227 inhabited islands. Away from its cities, Greece features a picturesque countryside of olive groves, vineyards, and tiny settlements nestled against rolling hills and rugged mountain ranges. Explore the old mainland on foot and discover the islands on a guided boat or ferry tour.
