21 days in Greece & Southern Italy Itinerary

21 days in Greece & Southern Italy Itinerary

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Route & dates

21 days in Greece & Southern Italy Itinerary

Start: Toronto, Canada
Fly:  14​h 15​min
1
Athens, Greece
— 4 nights
Fly:  4​h 15​min
2
Akrotiri, Greece
— 3 nights
Ferry:  1​h 45​min
3
Heraklion, Greece
— 3 nights
+3
Fly + Bus + Train + Bus:  6​h 45​min
4
Amalfi, Italy
— 4 nights
Taxi + Subway:  1​h 30​min
5
Naples, Italy
— 5 nights
Train + Fly:  12​h 45​min
End: Toronto, Canada

4
nights
Athens, Greece

Athens ©
One of the world's most ancient cities, Athens remains Europe's undisputed historical and cultural capital.
Get some historical perspective at Acropolis of Athens and Philopappos Hill. Step off the beaten path and head to Ancient Agora of Athens and Lion Gate. Change things up with these side-trips from Athens: Mycenae (Archaeological Site Mycenae & Citadel and Treasury of Atreus), Temple of Poseidon (in Sounio) and Nafplio (Archaeological Museum of Nauplion & Nauplion Promenade). There's much more to do: take in the spiritual surroundings of Temple of Hephaestus, appreciate the history behind Erechtheion, take your sightseeing to a higher altitude at Mount Lycabettus, and take a stroll through Plaka.

To see more things to do, photos, and other tourist information, refer to the Athens trip planning tool .

Toronto, Canada to Athens is an approximately 14.5-hour flight. You can also do a combination of bus and flight. Due to the time zone difference, you'll lose 7 hours traveling from Toronto to Athens. Prepare for somewhat warmer weather when traveling from Toronto in May: high temperatures in Athens hover around 29°C and lows are around 20°C. Cap off your sightseeing on the 18th (Mon) early enough to travel to Akrotiri.

Things to do in Athens

Historic Sites Museums Parks

Side Trips

Mycenae, Nafplio, Temple of Poseidon
Find places to stay May 14 — 18:
Highlights from your plan
Plaka ©
Plaka
Acropolis of Athens ©
Acropolis of Athens
Lion Gate ©
Lion Gate

3
nights
Akrotiri, Greece

Akrotiri ©
Located on Santorini's southwestern coastline, the small village of Akrotiri sits just a short walk from one of Europe's most significant Bronze Age archaeological sites.
Get a sense of the local culture at Akrotiri and SYMPOSION by La Ponta. Visit Vlychada Beach and White Beach for some beach relaxation. There's much more to do: visit a coastal fixture at Akrotiri LightHouse, kick back and relax at Kambia Beach, do a tasting at Venetsanos Winery, and stroll through Red Beach.

To see photos, ratings, reviews, and other tourist information, read Akrotiri trip planner .

Traveling by flight from Athens to Akrotiri takes 4.5 hours. Alternatively, you can ride a ferry; or do a combination of flight, taxi, and ferry. In May, daytime highs in Akrotiri are 28°C, while nighttime lows are 20°C. Wrap up your sightseeing on the 21st (Thu) to allow time to ride a ferry to Heraklion.

Things to do in Akrotiri

Outdoors Parks Beaches

Side Trips

Santorini, Vlychada, Venetsanos Winery
Find places to stay May 18 — 21:
Highlights from your plan
Akrotiri ©
Akrotiri
Akrotiri LightHouse ©
Akrotiri LightHouse
Vlychada Beach ©
Vlychada Beach

3
nights
Heraklion, Greece

Heraklion ©
Crete's largest city, Heraklion remains best known for its proximity to a sprawling Bronze Age archaeological site, once the center of a vanished Minoan civilization.
Get a sense of the local culture at The Palace of Knossos and Ιστορικό Μουσείο Κρήτης - Historical Museum of Crete. Visit Church of Saint Titus and Church and the Museum of St. Aikaterini for their historical value. When in Heraklion, make a side trip to see Komos Beach in Pitsidia, approximately 1h 15 min away. There's much more to do: get a new perspective on nature at The Natural History Museum of Crete, look for gifts at Irida Family Workshop, get engrossed in the history at Heraklion Archaeological Museum, and learn about winemaking at Lyrarakis Winery.

To see reviews, where to stay, photos, and other tourist information, you can read our Heraklion trip itinerary maker site .

Traveling by ferry from Akrotiri to Heraklion takes 2 hours. Expect a daytime high around 28°C in May, and nighttime lows around 18°C. Wrap up your sightseeing on the 24th (Sun) early enough to travel to Amalfi.

Things to do in Heraklion

Museums Historic Sites Wineries

Side Trips

The Palace of Knossos, Komos Beach, Winery Stilianou
Find places to stay May 21 — 24:
Highlights from your plan
Winery Stilianou ©
Winery Stilianou
The Palace of Knossos ©
The Palace of Knossos
The Natural History Museum of Crete ©

4
nights
Amalfi, Italy

Amalfi ©
Known for its impressive hillside cascade of colorful stone buildings down to the Mediterranean shore, Amalfi is the cultural and commercial heart of southern Italy's Amalfi Coast.
You'll explore the less-touristy side of things at Duomo di Sant'Andrea and Badia della Santissima Trinita'. Villa Cimbrone Gardens and Centro Storico will appeal to history buffs. Explore the numerous day-trip ideas around Amalfi: Monte Faito e Panorama (in Vico Equense) and Fornillo (in Positano). There's lots more to do: awaken your taste buds at some of the top wineries in the area, admire the landmark architecture of Luna Convento, pause for some serene contemplation at Cloister del Paradiso, and steep yourself in history at Duomo di Ravello.

For maps, other places to visit, ratings, and more tourist information, read our Amalfi itinerary builder tool .

Traveling by combination of flight and bus from Heraklion to Amalfi takes 7 hours. Alternatively, you can do a combination of ferry and car; or do a combination of bus and ferry. Due to the time zone difference, you'll gain 1 hour traveling from Heraklion to Amalfi. May in Amalfi sees daily highs of 26°C and lows of 21°C at night. Finish up your sightseeing early on the 28th (Thu) so you can travel to Naples.

Things to do in Amalfi

Historic Sites Parks Outdoors

Side Trips

Ravello, Positano, Badia della Santissima Trinita', Monte Faito e Panorama
Find places to stay May 24 — 28:
Highlights from your plan
Duomo di Sant'Andrea ©
Duomo di Sant'Andrea
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Duomo di Ravello ©
Duomo di Ravello

5
nights
Naples, Italy

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Pompeii Archaeological Park and Museo delle Arti Sanitarie are good opportunities to explore the local culture. Deepen your sense of the past at sights like Parco Archeologico Pausilypon and Anfiteatro Campano e Museo dei Gladiatori. Change things up with these side-trips from Naples: Villa di Pollio Felice - Bagni della Regina Giovanna (in Sorrento), Pompeii (Odeon - Teatro Piccolo & Casa del Fauno) and Baia di Ieranto (in Massa Lubrense). And it doesn't end there: explore the ancient world of Forum, contemplate the long history of Acquaquiglia del Pozzaro, explore the world behind art at Museo e Real Bosco di Capodimonte, and see the interesting displays at Museo Archeologico Nazionale di Napoli.

To see where to stay, traveler tips, more things to do, and tourist information, read Naples day trip planning tool .

Traveling by combination of taxi and subway from Amalfi to Naples takes 1.5 hours. Alternatively, you can drive; or take a bus. Traveling from Amalfi in May, expect a bit cooler with lows of 17°C in Naples. Finish up your sightseeing early on the 2nd (Tue) so you can travel back home.

Things to do in Naples

Historic Sites Museums Parks

Side Trips

Pompeii, Baia di Ieranto, Anfiteatro Campano e Museo dei Gladiatori, Villa di Pollio Felice - Bagni della Regina Giovanna
Find places to stay May 28 — Jun 2:
Highlights from your plan
Museo delle Arti Sanitarie ©
Museo delle Arti Sanitarie
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Parco Archeologico Pausilypon ©
Parco Archeologico Pausilypon

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