15 days in Italy & Greece Itinerary

15 days in Italy & Greece Itinerary

Created using Inspirock Europe trip itinerary planner

Make it your trip
Fly to Rome, Train to Napoli Centrale, Ferry to Capri
Capri, Italy
— 4 nights
Positano, Italy
— 3 nights
Fly to Mykonos, Ferry to Paros
Paros, Greece
— 3 nights
Ferry to Santorini, Taxi to Oia
Oia, Greece
— 3 nights
Bus to Santorini, Fly to Philadelphia


Capri, Italy

— 4 nights
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Capri is known for nature, parks, and historic sites. Your trip includes some of its best attractions: stroll through I Faraglioni, don't miss a visit to Giardini di Augusto, get a new perspective on things with Boat Tours & Water Sports, and Head underground at Blue Grotto.

Discover how to plan a Capri trip in just a few steps with Inspirock's itinerary builder.

Philadelphia, USA to Capri is an approximately 15-hour combination of flight, train, and ferry. The time zone changes from Eastern Standard Time to Central European Standard Time, which is usually a 6 hour difference. In June in Capri, expect temperatures between 82°F during the day and 68°F at night. Finish your sightseeing early on the 26th (Sun) so you can ride a ferry to Positano.

Things to do in Capri

Outdoors · Parks · Tours · Nature

Side Trip

Find places to stay Jun 22 — 26:

Positano, Italy

— 3 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.
Explore Positano's surroundings by going to Sorrento (Piazza Tasso & St Francis Church and Convent), Amalfi (Amalfi Coast Drive & Duomo di Sant'Andrea) and Ravello (Villa Cimbrone Gardens, Villa Rufolo, &more). And it doesn't end there: kick back and relax at Fornillo, contemplate in the serene atmosphere at Church of Santa Maria Assunta, take some stellar pictures from Il Sentiero Degli Dei, and get a new perspective on things with Boat Tours & Water Sports.

To see traveler tips, maps, reviews, and other tourist information, you can read our Positano travel itinerary planner.

Traveling by ferry from Capri to Positano takes 1.5 hours. Alternatively, you can do a combination of ferry and taxi; or do a combination of ferry and bus. In June, daytime highs in Positano are 82°F, while nighttime lows are 68°F. Finish your sightseeing early on the 29th (Wed) to allow enough time to travel to Paros.

Things to do in Positano

Historic Sites · Outdoors · Tours · Parks

Side Trips

Find places to stay Jun 26 — 29:

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.
Start off your visit on the 30th (Thu): take in the waterfront activity at Old Port of Naoussa, then pause for some serene contemplation at Panagia Ekatondapiliani, and then head off the coast to Parikia Town. Get ready for a full day of sightseeing on the next day: get engrossed in the history at Archaeological Museum Parou, enjoy the sand and surf at Kolymbithres Beach, then contemplate the long history of Lefkes, and finally steep yourself in history at Marathi Marble Quarries.

To see reviews, where to stay, photos, and more tourist information, read our Paros driving holiday app.

You can do a combination of flight and ferry from Positano to Paros in 5.5 hours. Other options are to do a combination of flight, taxi, and ferry; or do a combination of bus, train, and flight. The time zone changes from Central European Standard Time to Eastern European Standard Time, which is usually a 1 hour difference. In June, daytime highs in Paros are 82°F, while nighttime lows are 69°F. Cap off your sightseeing on the 2nd (Sat) early enough to travel to Oia.

Things to do in Paros

Parks · Historic Sites · Outdoors · Beaches
Find places to stay Jun 29 — Jul 2:

Oia, Greece

— 3 nights
Every day hundreds of visitors come to Oia just to experience its sunsets.
Oia is known for nature, historic sites, and wineries. Your trip includes some of its best attractions: contemplate the waterfront views at Amoudi Bay, relax and rejuvenate at some of the best spas, shop like a local with Oria Art Gallery, and look for gifts at Aquamarine Jewelry.

To find traveler tips, maps, photos, and other tourist information, read Oia trip planner.

You can do a combination of ferry and taxi from Paros to Oia in 4 hours. Another option is to do a combination of flight and taxi. In July, plan for daily highs up to 86°F, and evening lows to 74°F. On the 5th (Tue), you'll have the morning to explore before heading back home.

Things to do in Oia

Wineries · Tours · Shopping · Museums
Find places to stay Jul 2 — 5:

Italy travel guide

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.

Greece travel guide

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.

Santorini travel guide

Beaches · Landmarks · Ruins
Wine Island
Known for dramatic views and romantic sunsets, the island of Santorini draws visitors with its long string of black, white, and red beaches. The largest and most significant of a small group of volcanic islands located just 200 km (120 mi) southeast of Greece's mainland, Santorini boasts just over 15,000 permanent residents. Created by a massive volcanic eruption that likely destroyed a single large island, the archipelago still features an active volcano, which saw its last eruption in the 1950s. The easiest way to explore Santorini's craggy coastline is on foot. Start by visiting the archaeological sites on the island's southwestern side, which offer a chance to discover the area's ancient past with unobstructed views of the famed volcano.