23 days in Italy & Greece Itinerary

Created using Inspirock Europe trip itinerary builder
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Fly
1
Florence, Italy
— 4 nights
Train
2
Rome, Italy
— 3 nights
Drive
3
Ravello, Italy
— 2 nights
Drive
4
Positano, Italy
— 2 nights
+2
Ferry to Sorrento, Fly to Mykonos, Ferry to Naxos Town
5
Naxos Town, Greece
— 3 nights
Ferry
6
Paros, Greece
— 3 nights
Ferry
7
Fira, Greece
— 3 nights
Fly

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Florence, Italy — 4 nights

Birthplace of the Italian Renaissance

Considered a cultural, artistic, and architectural jewel of Italy, Florence is the birthplace of the Italian Renaissance.
Venture out of the city with trips to Poggio al Bosco (in Tavarnelle Val di Pesa), Azienda Agricola Altiero (Winery) (in Greve in Chianti) and Castello del Trebbio (in Santa Brigida). There's lots more to do: explore the world behind art at Florence Academy of Fine Arts, don't miss a visit to Piazzale Michelangelo, contemplate in the serene atmosphere at Cathedral of Santa Maria del Fiore, and see the interesting displays at Pitti Palace.

To find more things to do, reviews, maps, and tourist information, read Florence trip planner.

Las Vegas, USA to Florence is an approximately 18-hour flight. Due to the time zone difference, you'll lose 9 hours traveling from Las Vegas to Florence. Traveling from Las Vegas in June, you will find days in Florence are colder (83°F), and nights are slightly colder (65°F). Wrap up your sightseeing on the 6th (Thu) early enough to take a train to Rome.
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Wineries · Historic Sites · Tours · Museums
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Find places to stay Jun 2 — 6:

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, sightseeing, and nightlife. Your trip includes some of its best attractions: ponder the design of Trevi Fountain, get to know the fascinating history of Piazza Navona, enjoy breathtaking views from Museo Nazionale di Castel Sant'Angelo, and contemplate the long history of Roman Forum.

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

You can take a train from Florence to Rome in 2.5 hours. Alternatively, you can fly; or drive. In June, plan for daily highs up to 84°F, and evening lows to 65°F. Finish your sightseeing early on the 9th (Sun) to allow enough time to drive to Ravello.
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Historic Sites · Museums · Neighborhoods
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Find places to stay Jun 6 — 9:

Ravello, Italy — 2 nights

Best known for its celebrated terraced gardens, Ravello is a hidden gem of Italy's Amalfi Coast.
Kick off your visit on the 10th (Mon): kick back and relax at Lido Capo di Conca, take in the spiritual surroundings of Duomo di Sant'Andrea, sample the fine beverages at Antichi Sapori d'Amalfi, then kick back and relax at Lido di Ravello, then take in nature's colorful creations at Villa Cimbrone Gardens, and finally admire the landmark architecture of Villa Rufolo. Get ready for a full day of sightseeing on the 11th (Tue): awaken your taste buds at some of the top wineries in the area, tour the pleasant surroundings at Spiaggia di castiglione, and then contemplate in the serene atmosphere at Duomo di Ravello.

To see ratings, reviews, and other tourist information, refer to the Ravello trip planner.

Getting from Rome to Ravello by car takes about 3.5 hours. Other options: do a combination of train and taxi; or take a bus. While traveling from Rome, expect little chillier days and a bit warmer nights in Ravello, ranging from highs of 79°F to lows of 72°F. Wrap up your sightseeing on the 11th (Tue) to allow time to drive to Positano.
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Parks · Wineries · Tours · Outdoors
Side Trips
Find places to stay Jun 9 — 11:

Positano, Italy — 2 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.
Kick off your visit on the 12th (Wed): kick back and relax at Spiaggia Grande, enjoy the sand and surf at Fornillo, then tour the pleasant surroundings at Arienzo Beach Club, Positano, and finally take a tour by water with Boat Tours & Water Sports.

To see ratings, maps, traveler tips, and more tourist information, you can read our Positano trip tool.

You can drive from Ravello to Positano in an hour. Alternatively, you can ride a ferry; or take a bus. In June in Positano, expect temperatures between 82°F during the day and 68°F at night. Finish your sightseeing early on the 13th (Thu) so you can travel to Naxos Town.
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Outdoors · Parks · Beaches · Tours
Find places to stay Jun 11 — 13:

Naxos Town, Greece — 3 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 enjoy a bit of beach vacationing at Ornos Beach and Agios Prokopios Beach. Venture out of the city with trips to Mykonos Town (Manto Mavrogenous Square, Rarity Gallery, &more). There's much more to do: take a stroll through Kastro, discover the deep blue sea with Blue Fin Divers Naxos Greece, tour the pleasant surroundings at Plaka Beach, and stop by Old Town.

For ratings, other places to visit, traveler tips, and other tourist information, read Naxos Town online sightseeing planner.

Traveling by combination of ferry and flight from Positano to Naxos Town takes 10 hours. Alternatively, you can do a combination of car and ferry; or do a combination of ferry, train, and bus. You'll lose 1 hour traveling from Positano to Naxos Town due to the time zone difference. Expect a daytime high around 82°F in June, and nighttime lows around 69°F. Finish your sightseeing early on the 16th (Sun) to allow enough time to ride a ferry to Paros.
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Outdoors · Parks · Beaches · Historic Sites
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Find places to stay Jun 13 — 16:

Paros, Greece — 3 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.
Your itinerary includes some good beach time at Piso Aliki Beach and Faragas Beach. There's much more to do: head off the coast to Parikia Town, pause for some serene contemplation at Panagia Ekatondapiliani, kick back and relax at Santa Maria Beach, and steep yourself in history at Lefkes.

To see traveler tips, photos, other places to visit, and other tourist information, read our Paros online route maker.

You can ride a ferry from Naxos Town to Paros in an hour. Expect a daytime high around 82°F in June, and nighttime lows around 69°F. Wrap up your sightseeing on the 19th (Wed) to allow time to ride a ferry to Fira.
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Parks · Outdoors · Beaches · Historic Sites
Find places to stay Jun 16 — 19:

Fira, Greece — 3 nights

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Your itinerary includes some good beach time at Red Beach and Perivolos. Step out of Fira with an excursion to La Ponta in Akrotiri--about 30 minutes away. The adventure continues: explore the ancient world of Akrotiri, contemplate the waterfront views at Amoudi Bay, kick back and relax at Kamari Beach, and get interesting insight from Tours.

Inspirock's itinerary builder makes planning a Fira trip simple and quick.

You can ride a ferry from Paros to Fira in 4.5 hours. In June, plan for daily highs up to 82°F, and evening lows to 70°F. Wrap up your sightseeing on the 22nd (Sat) early enough to fly back home.
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Parks · Outdoors · Beaches · Wineries
Side Trips
Find places to stay Jun 19 — 22:

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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Greece travel guide

4.3
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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