15 days in Southern Italy & Greece Itinerary

15 days in Southern Italy & Greece Itinerary

Created using Inspirock Europe attractions planner
Make it your trip
Fly to Naples, Ferry to Positano
1
Positano, Italy
— 3 nights
Drive
2
Naples, Italy
— 2 nights
Fly
3
Mykonos Town, Greece
— 2 nights
Ferry
4
Fira, Greece
— 2 nights
Fly
5
Athens, Greece
— 3 nights
Fly
6
Corfu Town, Greece
— 2 nights
Fly

S M T W T F S
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3

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 Ravello (Villa Cimbrone Gardens, Villa Rufolo, &more) and Amalfi (Cloister del Paradiso, Duomo di Sant'Andrea, &more). The adventure continues: take some stellar pictures from Il Sentiero Degli Dei, take a tour by water with Boat Tours & Water Sports, enjoy the sand and surf at Fornillo, and take in the exciting artwork at Miniaci Art Gallery.

To see maps, other places to visit, reviews, and tourist information, you can read our Positano route maker tool.

San Juan, Puerto Rico to Positano is an approximately 17-hour combination of flight and ferry. The time zone difference moving from Atlantic Standard Time (AST) to Central European Standard Time (CET) is 5 hours. Expect little chillier temperatures when traveling from San Juan in May; daily highs in Positano reach 27°C and lows reach 18°C. Finish your sightseeing early on the 22nd (Mon) to allow enough time to drive to Naples.
more
Parks · Outdoors · Tours · Historic Sites
Side Trips
Find places to stay May 19 — 22:

Naples, Italy — 2 nights

Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Start off your visit on the 23rd (Tue): pause for some serene contemplation at Cloister of Santa Chiara, explore the world behind art at Museo e Real Bosco di Capodimonte, admire the landmark architecture of Villa dei Misteri, then explore the ancient world of Pompeii Archaeological Park, and finally steep yourself in history at Lupanar. On your second day here, stroll the grounds of Catacombe di San Gennaro, examine the collection at Museo Archeologico Nazionale di Napoli, then admire the masterpieces at Museo Cappella Sansevero, and finally pause for some serene contemplation at Duomo di Napoli.

Plan trip to Naples with our itinerary maker to find out where to go and what to do.

Traveling by car from Positano to Naples takes 1.5 hours. Alternatively, you can take a bus. In May in Naples, expect temperatures between 27°C during the day and 17°C at night. Finish your sightseeing early on the 24th (Wed) to allow enough time to fly to Mykonos Town.
more
Historic Sites · Museums
Side Trip
Find places to stay May 22 — 24:

Mykonos Town, Greece — 2 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.
Start off your visit on the 25th (Thu): don't miss a visit to Rarity Gallery, then take a stroll through Little Venice, then don't miss a visit to The Windmills (Kato Milli), and finally work off some steam at Beautyworld Spa. On the next day, see some colorful creatures with GoDive Mykonos PADI Diving Resort, learn about winemaking at Mykonos Vioma Organic Farm, and then take in the spiritual surroundings of Paraportiani Church.

To see more things to do, maps, photos, and other tourist information, read our Mykonos Town day trip app.

Fly from Naples to Mykonos Town in 5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of train, bus, and ferry. The time zone difference moving from Central European Standard Time to Eastern European Standard Time is 1 hour. In May, plan for daily highs up to 26°C, and evening lows to 20°C. Finish your sightseeing early on the 26th (Fri) so you can ride a ferry to Fira.
more
Neighborhoods · Wineries · Historic Sites · Wildlife
Side Trips
Find places to stay May 24 — 26:

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 27th (Sat): enjoy the sand and surf at Red Beach, explore the ancient world of Akrotiri, and then see the world from above with a helicopter tour. Keep things going the next day: make a trip to Sunset in Oia, then contemplate the waterfront views at Amoudi Bay, and then hike along Ekklisia Theoskepasti hiking trail.

To find more things to do, ratings, where to stay, and other tourist information, go to the Fira journey maker website.

Traveling by ferry from Mykonos Town to Fira takes 2.5 hours. Alternatively, you can fly. May in Fira sees daily highs of 28°C and lows of 20°C at night. Cap off your sightseeing on the 28th (Sun) early enough to catch the flight to Athens.
more
Outdoors · Parks · Tours · Nature
Side Trips
Find places to stay May 26 — 28:

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 sightseeing. Your trip includes some of its best attractions: steep yourself in history at Acropolis of Athens, delve into the distant past at Ancient Agora of Athens, wander the streets of Plaka, and appreciate the history behind Temple of Olympian Zeus.

For reviews, traveler tips, where to stay, and more tourist information, use the Athens itinerary tool.

You can fly from Fira to Athens in 2.5 hours. Other options are to do a combination of ferry and taxi; or ride a ferry. May in Athens sees daily highs of 29°C and lows of 20°C at night. Wrap up your sightseeing on the 31st (Wed) early enough to fly to Corfu Town.
more
Museums · Historic Sites · Neighborhoods · Parks
Find places to stay May 28 — 31:

Corfu Town, Greece — 2 nights

Often called "Kastropolis" because of its majestic Venetian castle, Corfu Town once featured such extensive fortifications that a force of over 20,000 soldiers defended them.
On the 1st (Thu), admire the striking features of Corfu Museum of Asian Art, then explore the historical opulence of New Fortress of Corfu, then identify plant and animal life at Corfu Donkey Rescue, and finally get a new perspective on things with Madalena Boat Trips.

To find maps, where to stay, and tourist information, read Corfu Town trip planner.

Getting from Athens to Corfu Town by flight takes about 2.5 hours. Other options: take a bus; or do a combination of car and ferry. Traveling from Athens in May, plan for little chillier nights in Corfu Town, with lows around 17°C. On the 2nd (Fri), wrap the sightseeing up by early afternoon so you can fly back home.
more
Historic Sites · Wildlife · Outdoors · Museums
Side Trips
Find places to stay May 31 — Jun 2:

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.
more