34 days in Greece & Italy Itinerary

34 days in Greece & Italy Itinerary

Created using Inspirock Europe route planner

Make it your trip
Fly
1
Fira, Greece
— 2 nights
Ferry
2
Naxos Town, Greece
— 4 nights
Fly
3
Athens, Greece
— 3 nights
Fly
4
Naples, Italy
Drive
5
Pompeii, Italy
Drive
6
Positano, Italy
— 5 nights
Drive
7
Rome, Italy
— 3 nights
Drive
8
Orvieto, Italy
— 3 nights
Drive
9
Greve in Chianti, Italy
— 4 nights
Drive
10
Santa Margherita Ligure, Italy
— 5 nights
Train
11
Venice, Italy
— 3 nights
Fly

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Fira, Greece

— 2 nights
Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Start off your visit on the 4th (Wed): pause for some serene contemplation at Ekklisia Panagia Platsani, then don't miss a visit to Sunset in Oia, and then indulge your senses at some of the top wineries in the area. On the 5th (Thu), you'll have a packed day of sightseeing: explore the ancient world of Akrotiri, stroll through Red Beach, and then enjoy the sand and surf at Kamari Beach.

To see other places to visit, maps, and tourist information, you can read our Fira trip planner.

Washington, USA to Fira is an approximately 18-hour flight. The time zone changes from Eastern Standard Time (EST) to Eastern European Standard Time (EET), which is usually a 7 hour difference. Traveling from Washington in May, plan for somewhat warmer nights in Fira, with lows around 63°F. Wrap up your sightseeing on the 6th (Fri) early enough to ride a ferry to Naxos Town.

Things to do in Fira

Beaches · Parks · Outdoors · Tours

Side Trips

Naxos Town, Greece

— 4 nights
Naxos Town tops the itinerary of most visitors exploring the Aegean islands, drawing their attention with taverns, shops, beaches, and ancient ruins.
You'll find plenty of places to visit near Naxos Town: Ornos Beach (in Ornos) and Mykonos Town (Rarity Gallery, Little Venice, &more). Next up on the itinerary: get a new perspective on things with Blue Fin Divers Naxos Greece, take a stroll through Old Town, visit Kastro, and look for gifts at Naxos Art - Techni Store.

To see more things to do, photos, traveler tips, and more tourist information, go to the Naxos Town online trip itinerary builder.

Traveling by ferry from Fira to Naxos Town takes 2.5 hours. Alternatively, you can fly. In May in Naxos Town, expect temperatures between 74°F during the day and 62°F at night. Wrap up your sightseeing on the 10th (Tue) early enough to travel to Athens.

Things to do in Naxos Town

Neighborhoods · Tours · Historic Sites · Outdoors

Side Trips

Athens, Greece

— 3 nights

The Birthplace of Democracy

One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.
Athens is known for historic sites, museums, and nightlife. Your plan includes some of its best attractions: delve into the distant past at Acropolis of Athens, stop by Plaka, examine the collection at Kotsanas Museum of Ancient Greek Technology, and take some stellar pictures from Mount Lycabettus.

To find reviews, more things to do, maps, and other tourist information, use the Athens online journey maker.

Fly from Naxos Town to Athens in 3 hours. Alternatively, you can do a combination of ferry and taxi; or ride a ferry. In May in Athens, expect temperatures between 77°F during the day and 64°F at night. Finish your sightseeing early on the 13th (Fri) so you can travel to Naples.

Things to do in Athens

Museums · Historic Sites · Parks · Neighborhoods

Naples, Italy

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Plan my trip to Naples with suggested itineraries provided by Inspirock.

You can fly from Athens to Naples in 5.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus and ferry. You'll gain 1 hour traveling from Athens to Naples due to the time zone difference. Traveling from Athens in May, Naples is a bit cooler at night with lows of 58°F. You'll set off for Pompeii on the 13th (Fri).

Things to do in Naples

Tours · Historic Sites · Outdoors · Nightlife

Pompeii, Italy

Underground City

Pompeii has been a tourist destination for more than 250 years.
On the 13th (Fri), explore the ancient world of Forum, steep yourself in history at Villa dei Misteri, and then don't miss a visit to Pompeii Archaeological Park.

To find ratings, where to stay, maps, and other tourist information, refer to the Pompeii online itinerary planner.

Pompeii is very close to Naples. Expect a daytime high around 74°F in May, and nighttime lows around 58°F. Wrap up your sightseeing on the 13th (Fri) early enough to drive to Positano.

Things to do in Pompeii

Historic Sites

Positano, Italy

— 5 nights
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.
Your day by day itinerary now includes Boat Tours & Water Sports. Explore Positano's surroundings by going to Ravello (Le Ville di Ravello, Villa Rufolo, &more) and Museo della Carta (in Amalfi).

To find traveler tips, other places to visit, reviews, and other tourist information, you can read our Positano attractions planning site.

Drive from Pompeii to Positano in 1.5 hours. Alternatively, you can take a bus. In May, plan for daily highs up to 74°F, and evening lows to 60°F. Cap off your sightseeing on the 18th (Wed) early enough to go by car to Rome.

Things to do in Positano

Tours · Outdoors · Historic Sites · Parks

Side Trips

Rome, Italy

— 3 nights

Eternal City

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, and museums. Your plan includes some of its best attractions: delve into the distant past at Colosseum, don't miss a visit to Roman Forum, admire the local landmark of Trevi Fountain, and explore the world behind art at Galleria Borghese.

For other places to visit, ratings, reviews, and other tourist information, go to the Rome attractions planner.

You can drive from Positano to Rome in 3.5 hours. Alternatively, you can do a combination of bus and train; or take a bus. May in Rome sees daily highs of 75°F and lows of 58°F at night. Finish up your sightseeing early on the 21st (Sat) so you can go by car to Orvieto.

Things to do in Rome

Historic Sites · Museums

Side Trip

Orvieto, Italy

— 3 nights

Green Heart of Italy

The striking town of Orvieto, perched on a volcanic cliff overlooking the Umbrian countryside, is known as the Green Heart of Italy.
Change things up with these side-trips from Orvieto: Santuario di Rivotorto (in Rivotorto), Montioni Frantoio e Cantina (in Montefalco) and Tili Vini Societa Agricola (in Assisi). There's lots more to do: do a tasting at Decugnano dei Barbi, take in panoramic vistas at Torre del Moro, examine the collection at Etruscan Museum "Claudio Faina", and look for gifts at Lavanda del Lago.

To see more things to do, traveler tips, other places to visit, and other tourist information, use the Orvieto tour itinerary builder website.

You can drive from Rome to Orvieto in 2 hours. Alternatively, you can take a train; or take a bus. Traveling from Rome in May, plan for little chillier nights in Orvieto, with lows around 51°F. Wrap up your sightseeing on the 24th (Tue) to allow time to drive to Greve in Chianti.

Things to do in Orvieto

Wineries · Historic Sites · Tours · Nature

Side Trips

Greve in Chianti, Italy

— 4 nights
You'll find plenty of places to visit near Greve in Chianti: Siena (Centro Storico di Siena, Piazza del Campo, &more).

To see traveler tips, maps, reviews, and more tourist information, use the Greve in Chianti driving holiday tool.

You can drive from Orvieto to Greve in Chianti in 2 hours. Alternatively, you can take a train. May in Greve in Chianti sees daily highs of 71°F and lows of 52°F at night. Finish your sightseeing early on the 28th (Sat) to allow enough time to drive to Santa Margherita Ligure.

Things to do in Greve in Chianti

Wineries · Historic Sites · Tours · Museums

Side Trip

Santa Margherita Ligure, Italy

— 5 nights
Santa Margherita Ligure is a comune (municipality) in the Metropolitan City of Genoa in the Italian region Liguria, located about 35km southeast of Genoa, in the Tigullio traditional area.Santa Margherita Ligure borders the following municipalities: Camogli, Portofino, Rapallo.It has a port, used for both tourism and fishing activities. Explore the numerous day-trip ideas around Santa Margherita Ligure: Santuario di Nostra Signora di Montallegro (in Rapallo), Sestri Levante (Chiesa di Santa Maria Immacolata, Baia del Silenzio, &more) and Chiavari (Santuario della Madonna dell'Olivo & Centro Storico). There's still lots to do: pause for some serene contemplation at Chiesa di Santa Margherita d'Antiochia - Santuario di Nostra Signora della Rosa, tour the pleasant surroundings at Pista Ciclopedonale Levanto - Framura, identify plant and animal life at Area Marina Protetta Portofino, and trek along Levanto to Monterosso Trail.

For maps, ratings, and other tourist information, read Santa Margherita Ligure trip itinerary planner.

Traveling by car from Greve in Chianti to Santa Margherita Ligure takes 2.5 hours. Alternatively, you can do a combination of bus and train; or do a combination of bus and train. Traveling from Greve in Chianti in May, you can expect nighttime temperatures to be somewhat warmer in Santa Margherita Ligure, with lows of 58°F. Cap off your sightseeing on the 2nd (Thu) early enough to go by car to Venice.

Things to do in Santa Margherita Ligure

Parks · Outdoors · Historic Sites · Trails

Side Trips

Venice, Italy

— 3 nights

City of Romance

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.
Explore Venice's surroundings by going to Padua (Scrovegni Chapel, Padua Botanical Garden, &more). There's much more to do: contemplate the waterfront views at Canal Grande, admire the striking features of Basilica di San Marco, wander the streets of Campo del Ghetto, and take in the views from Ponte di Rialto.

For where to stay, maps, and tourist information, read our Venice online trip itinerary planner.

You can drive from Santa Margherita Ligure to Venice in 4.5 hours. Other options are to take a train; or fly. June in Venice sees daily highs of 81°F and lows of 63°F at night. You will have some time to spend on the 5th (Sun) before leaving for home.

Things to do in Venice

Historic Sites · Museums · Parks · Nature

Side Trip

Greece travel guide

4.2
Beaches · Ruins · History Museums
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.

Naxos travel guide

4.2
Beaches · Ruins · Nightlife
Zeus, the master of all gods from Greek mythology, allegedly grew up in a cave on Naxos, a small but fertile island in the South Aegean Sea. Renowned for its unspoiled beaches and advantageous winds, the island offers excellent conditions for windsurfing and other watersports. Most of the island's western coastline boasts one sandy beach splashed by blue waters rich in marine life--a big draw for amateur scuba divers. The mountainous interior provides a look at the quieter side of the island, featuring a patchwork of lush valleys, quaint villages, and ancient sites. For a change of pace and a bit of modern dining and shopping, visit Hora, the island's biggest city.

Italy travel guide

4.6
Landmarks · Ruins · Sacred & Religious Sites
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.