20 days in Southern Italy, Greek Isles & Island of Malta Itinerary

20 days in Southern Italy, Greek Isles & Island of Malta Itinerary

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Route & dates

20 days in Southern Italy, Greek Isles & Island of Malta Itinerary

Start: Toronto, Canada
+2
Fly + train + bus:  15​h 30​min
1
Ravello, Italy
— 3 nights
+3
Drive + ferry + Drive + ferry:  9​h 15​min
2
Fira, Greece
— 3 nights
ferry + taxi:  3​h 30​min
3
Chania Town, Greece
— 2 nights
bus:  1​h 15​min
4
Rethymnon, Greece
— 3 nights
ferry:  4​h 15​min
5
Naxos, Greece
— 2 nights
taxi + Fly:  5​h 30​min
6
Valletta, Malta
— 4 nights
Fly:  14​h 30​min
End: Toronto, Canada

3
nights
Ravello, Italy

Ravello ©
Do some cultural sightseeing at Villa Cimbrone Gardens and Cloister del Paradiso. Visit Fornillo and Bagni d'Arienzo Beach Club, Positano for some beach relaxation. Change things up with a short trip to Il Gusto della Costa in Praiano (about 40 minutes away).

To see more things to do, where to stay, and more tourist information, read Ravello trip itinerary planner .

Toronto, Canada to Ravello is an approximately 15.5-hour combination of flight, train, and bus. The time zone changes from Eastern Standard Time (EST) to Central European Time (CET), which is usually a 6 hour difference. Traveling from Toronto in June, Ravello is a bit warmer at night with lows of 26°C. Finish up your sightseeing early on the 23rd (Tue) so you can travel to Fira.

Things to do in Ravello

Parks Outdoors Beaches

Side Trips

Conca dei Marini, Positano, Amalfi, Il Gusto della Costa
Find places to stay Jun 20 — 23:
Highlights from your plan
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Villa Rufolo ©
Villa Rufolo
Spiaggia di castiglione ©
Spiaggia di castiglione

3
nights
Fira, Greece

Fira ©
Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Discover out-of-the-way places like Skaros Rock and Akrotiri LightHouse. Relax by the water at Kamari Beach and Red Beach. The adventure continues: learn about winemaking at Venetsanos Winery, delve into the distant past at Akrotiri, take in the architecture and atmosphere at Cathedral of Saint John the Baptist, and indulge in some personalized pampering at some of the best spas.

Plan my day in Fira using traveler tips and tourist information provided by Inspirock.

You can do a combination of bus, train, and flight from Ravello to Fira in 9.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of bus, train, and ferry. The time zone difference when traveling from Ravello to Fira is 1 hour. Expect a daytime high around 32°C in June, and nighttime lows around 24°C. Finish your sightseeing early on the 27th (Sat) so you can travel to Chania Town.

Things to do in Fira

Parks Outdoors Beaches

Side Trips

Akrotiri, Kamari, Venetsanos Winery, Perissa Black Sand Beach, Skaros Rock
Find places to stay Jun 23 — 27:
Highlights from your plan
Akrotiri LightHouse ©
Akrotiri LightHouse
Skaros Rock ©
Skaros Rock
Akrotiri ©
Akrotiri

2
nights
Chania Town, Greece

Chania Town ©
The place where Cretan and Venetian cultures merged in the 13th century, Chania Town attracts throngs of tourists with its well-preserved medieval harbor.
Start off your visit on the 28th (Sun): kick back and relax at Agii Apostoli Beach, enjoy the sand and surf at Seitan Limania Beach, and then pause for some serene contemplation at Holy Trinity Monastery (Agia Triada). On the next day, look for all kinds of wild species at Wildlife Areas, visit a coastal fixture at Chania Venetian Lighthouse, then explore the different monuments and memorials at German War Cemetery, and finally learn about winemaking at Manousakis Winery.

For other places to visit, more things to do, photos, and other tourist information, read Chania Town tour planning website .

Getting from Fira to Chania Town by combination of ferry and taxi takes about 3.5 hours. Other options: fly; or do a combination of ferry and bus. In June, daytime highs in Chania Town are 34°C, while nighttime lows are 22°C. Finish your sightseeing early on the 29th (Mon) so you can take a bus to Rethymnon.

Things to do in Chania Town

Outdoors Parks Beaches

Side Trips

Akrotiri, German War Cemetery, Manousakis Winery
Find places to stay Jun 27 — 29:
Highlights from your plan
Agii Apostoli Beach ©
Agii Apostoli Beach
Manousakis Winery ©
Manousakis Winery
Scuba & Snorkeling

3
nights
Rethymnon, Greece

Rethymnon ©
Rethymnon combines the old-fashioned charm of a small town with proximity to long sandy beaches with all the modern conveniences usually found in big tourist resorts.
Get some historical perspective at The Palace of Knossos and Monastery of Arkadi. Palace of Faistos and St. Nicholas Church are good opportunities to explore the local culture. You'll find plenty of places to visit near Rethymnon: Frangokastello Beach (in Frangokastello), Damnoni Beach (in Plakias) and Lake Kournas (in Kournas). There's more to do: take in the architecture and atmosphere at The Holy Monastery of Preveli.

For photos, maps, other places to visit, and more tourist information, read our Rethymnon vacation builder .

Traveling by bus from Chania Town to Rethymnon takes 1.5 hours. Alternatively, you can drive. In June, plan for daily highs up to 34°C, and evening lows to 22°C. Wrap up your sightseeing on the 2nd (Thu) early enough to ride a ferry to Naxos.

Things to do in Rethymnon

Historic Sites Parks Outdoors

Side Trips

Frangokastello Beach, Lake Kournas, Palace of Faistos, The Palace of Knossos, St. Nicholas Church
Find places to stay Jun 29 — Jul 2:
Highlights from your plan
Palace of Faistos ©
Palace of Faistos
The Palace of Knossos ©
The Palace of Knossos
Damnoni Beach ©
Damnoni Beach

2
nights
Naxos, Greece

Naxos ©
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.
On the 3rd (Fri), stroll through Plaka Beach, wander the streets of Kastro, then take a stroll through Old Town, and finally explore the ancient world of Portara. On the next day, kick back and relax at Mikri Vigla Beach, then tour the pleasant surroundings at Agios Prokopios Beach, and then see the interesting displays at Eggares Olive Press Museum.

To find maps, traveler tips, reviews, and other tourist information, go to the Naxos travel website .

You can ride a ferry from Rethymnon to Naxos in 4.5 hours. In July, plan for daily highs up to 34°C, and evening lows to 26°C. Finish your sightseeing early on the 4th (Sat) to allow enough time to travel to Valletta.

Things to do in Naxos

Outdoors Parks Beaches
Find places to stay Jul 2 — 4:
Highlights from your plan
Plaka Beach ©
Plaka Beach
Old Town ©
Old Town
Portara ©
Portara

4
nights
Valletta, Malta

Valletta ©
Malta's capital city, Valletta preserves most of its medieval architecture, built in the 16th and 17th centuries by the Knights Hospitaller, once a powerful military order.
Visit Mdina Old City and Mosta Parish for their historical value. Visiting Spinola Bay and Scuba & Snorkeling will get you outdoors. Step out of Valletta with an excursion to Mellieha Air Raid Shelter in Mellieha--about 42 minutes away. And it doesn't end there: explore the activities along St. Peter’s Pool, learn about all things military at Fort Rinella, delve into the distant past at Hal Saflieni Hypogeum, and appreciate the history behind Mdina Main Gate - Baroque gateway.

For traveler tips, more things to do, photos, and more tourist information, use the Valletta attractions app .

Traveling by flight from Naxos to Valletta takes 5.5 hours. Alternatively, you can do a combination of ferry and bus. The time zone difference when traveling from Naxos to Valletta is minus 1 hour. In July, daytime highs in Valletta are 36°C, while nighttime lows are 26°C. Wrap up your sightseeing by early afternoon on the 8th (Wed) to allow time for travel back home.

Things to do in Valletta

Historic Sites Museums Parks

Side Trips

Mdina, St. Peter’s Pool, Mnajdra, Mellieha Air Raid Shelter, Spinola Bay
Find places to stay Jul 4 — 8:
Highlights from your plan
Spinola Bay ©
Spinola Bay
Metropolitan Cathedral of Saint Paul ©
Mnajdra ©
Mnajdra

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