17 days in Italy & Greece Itinerary

17 days in Italy & Greece Itinerary

Created using Inspirock Europe trip planner
Make it your trip
Fly
1
Fira, Greece
— 3 nights
Ferry
2
Naxos Town, Greece
— 2 nights
Ferry
3
Paros, Greece
— 2 nights
Ferry to Mykonos, Fly to Siena
4
Siena, Italy
— 2 nights
Drive
5
San Gimignano, Italy
— 2 nights
Drive
6
Pisa, Italy
— 1 night
Drive
7
Lucca, Italy
— 1 night
Drive
8
Livorno, Italy
— 1 night
Fly

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Fira, Greece — 3 nights

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
You'll discover tucked-away gems like Helicopter Tours and Speed Boats Tours. And it doesn't end there: gain insight with Santorini Road Trips, see the interesting displays at Wine Museum Koutsogiannopoulos, hit the best photo ops around with an inspiring photography tour, and do a tasting at Artemis Karamolegos Winery.

To find maps, traveler tips, and more tourist information, read our Fira vacation planning tool.

Montevideo, Uruguay to Fira is an approximately 22.5-hour flight. You'll lose 5 hours traveling from Montevideo to Fira due to the time zone difference. Prepare for much hotter weather when traveling from Montevideo in June: high temperatures in Fira hover around 32°C and lows are around 24°C. Finish your sightseeing early on the 6th (Tue) so you can ride a ferry to Naxos Town.
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Tours · Wineries · Outdoors · Museums
Side Trips

Naxos Town, Greece — 2 nights

Naxos Town tops the itinerary of most visitors exploring the Aegean islands, drawing their attention with taverns, shops, beaches, and ancient ruins.
On the 7th (Wed), take an in-depth tour of Archeological Museum, then examine the collection at Eggares Olive Press Museum, and then tour the pleasant surroundings at Finikas Beach. Here are some ideas for day two: explore the galleries of Fish & Olive, make a trip to Bazeos Tower, then stop by Old Town, and finally explore the ancient world of The Temple of Apollo – Portara.

For other places to visit, maps, where to stay, and more tourist information, read our Naxos Town trip itinerary planning tool.

You can ride a ferry from Fira to Naxos Town in 2.5 hours. Alternatively, you can fly. In June in Naxos Town, expect temperatures between 32°C during the day and 24°C at night. Cap off your sightseeing on the 8th (Thu) early enough to catch the ferry to Paros.
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Museums · Historic Sites · Outdoors · Parks
Side Trips

Paros, Greece — 2 nights

Poor Man's Mykonos

Long ignored by tourists because of its reputation as a plain ferry hub, Paros today serves as one of the Aegean's major holiday destinations, luring travelers with its fashionable resort towns and quaint mountain villages.
Kick off your visit on the 9th (Fri): examine the collection at Folklore Art Museum Of Cycladic Civilization Benetos & Popi Skiadas., look for all kinds of wild species at Cycladic Diving, and then kick back and relax at Piso Aliki Beach. On the 10th (Sat), you'll have a packed day of sightseeing: steep yourself in history at Lefkes, then enjoy the sand and surf at Piso Livadi Beach, then take in the architecture and atmosphere at Panagia Ekatondapiliani, and finally head off the coast to Parikia Town.

To see maps, traveler tips, ratings, and tourist information, read our Paros trip planner.

Ride a ferry from Naxos Town to Paros in an hour. In June in Paros, expect temperatures between 32°C during the day and 24°C at night. Wrap up your sightseeing on the 10th (Sat) to allow time to travel to Siena.
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Outdoors · Parks · Beaches · Historic Sites

Siena, Italy — 2 nights

Cultural Heart of Tuscany

Siena, a medieval Tuscan city, features numerous attractions, including a historic town center, alleyways, towers, and well-preserved buildings.
On the 11th (Sun), take in the architecture and atmosphere at San Francesco and then savor the flavors at Cortona Wine Tours. On the 12th (Mon), you'll have a packed day of sightseeing: take in panoramic vistas at Torre del Mangia, then soar above the sights with a balloon tour, then take in the architecture and atmosphere at Duomo di Siena, and finally make a trip to Centro Storico di Siena.

To find photos, maps, traveler tips, and other tourist information, read Siena online tour planner.

Do a combination of ferry and flight from Paros to Siena in 6 hours. Alternatively, you can do a combination of ferry, flight, and train; or do a combination of flight and train. Traveling from Paros to Siena, you'll gain 1 hour due to the time zone difference. Traveling from Paros in June, you can expect nighttime temperatures to be a bit cooler in Siena, with lows of 19°C. Cap off your sightseeing on the 12th (Mon) early enough to go by car to San Gimignano.
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Tours · Wineries · Historic Sites · Outdoors
Side Trip

San Gimignano, Italy — 2 nights

Town of Fine Towers

A historical gem in the heart of Tuscany, San Gimignano is known as the Town of Fine Towers for its jutting skyline of high city walls.
Kick off your visit on the 13th (Tue): steep yourself in history at Torre Grossa, admire the landmark architecture of Mura di San Gimignano, then take an in-depth tour of Torre e Casa Campatelli, then don't miss a visit to Historic Centre of San Gimignano, and finally make a trip to San Gimignano Bell Tower. Get ready for a full day of sightseeing on the next day: make a trip to Piazza della Cisterna, learn about winemaking at A Solatio Organic Farm, then do a tasting at Tenuta Torciano, then appreciate the extensive heritage of Piazza del Duomo, and finally make a trip to Duomo di San Gimignano.

To see reviews, traveler tips, other places to visit, and more tourist information, you can read our San Gimignano holiday planner.

Traveling by car from Siena to San Gimignano takes an hour. Alternatively, you can take a train; or take a bus. In June in San Gimignano, expect temperatures between 32°C during the day and 18°C at night. Wrap up your sightseeing on the 14th (Wed) to allow time to drive to Pisa.
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Historic Sites · Wineries · Museums
Side Trip

Pisa, Italy — 1 night

Known worldwide for the Leaning Tower of Pisa, the city of Pisa historically served as a maritime power in the heart of Tuscany.
Start off your visit on the 15th (Thu): admire the landmark architecture of Leaning Tower of Pisa, then take in the spiritual surroundings of Battistero di San Giovanni, then contemplate the long history of Camposanto, and finally contemplate in the serene atmosphere at Duomo di Pisa.

To see traveler tips, ratings, and tourist information, use the Pisa trip planner.

You can drive from San Gimignano to Pisa in 1.5 hours. Alternatively, you can take a train; or take a bus. In June, daily temperatures in Pisa can reach 32°C, while at night they dip to 18°C. Finish your sightseeing early on the 15th (Thu) to allow enough time to drive to Lucca.
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Historic Sites

Lucca, Italy — 1 night

City of a Hundred Churches

Lucca, famous for its intact Renaissance-era city walls, remained an independent city-state until the end of the 18th century.
For photos, maps, ratings, and other tourist information, refer to the Lucca trip itinerary planner.

Lucca is very close to Pisa. Expect a daytime high around 32°C in June, and nighttime lows around 18°C. You'll set off for Livorno on the 16th (Fri).
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Outdoors · Historic Sites · Tours · Parks

Livorno, Italy — 1 night

Naples of the North

Considered one of Tuscany's newer cities, the busy port city of Livorno boasts modern charm uncharacteristic of the region.
Start off your visit on the 16th (Fri): don't miss a visit to Venezia Nuova, make a trip to Scogli Piatti, then take in the architecture and atmosphere at Santuario di Montenero, and finally take a tour by water with Boat Tours & Water Sports. On your second day here, pause for some serene contemplation at Chiesa Santa Caterina da Siena and then pause for some photo ops at Statua di Bud Spencer.

For other places to visit, ratings, where to stay, and tourist information, use the Livorno online tour planner.

You can drive from Lucca to Livorno in an hour. Alternatively, you can take a train. In June in Livorno, expect temperatures between 32°C during the day and 18°C at night. Wrap up your sightseeing on the 17th (Sat) to allow time to fly back home.
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Historic Sites · Outdoors · Tours

Greece travel guide

4.2
Beaches · Ruins · Nightlife
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.
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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.
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Italy travel guide

4.6
Landmarks · Ruins · Beaches
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.
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