29 days in Greece & Italy Itinerary

29 days in Greece & Italy Itinerary

Created using Inspirock Europe attractions planner
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Fly to Mykonos, Ferry to Naxos Town
1
Naxos Town, Greece
— 4 nights
Fly
2
Faliraki, Greece
— 2 nights
Fly
3
Chania Town, Greece
— 2 nights
Fly
4
Vasilikos, Greece
— 3 nights
+2
Drive to Zakynthos International Airport "Dionysios Solomos", Fly to Olbia Costa Smeralda Airport, Drive to San Teodoro
5
San Teodoro, Italy
— 2 nights
Fly to Pisa, Ferry to Portoferraio
6
Portoferraio, Italy
— 2 nights
Ferry to Porto Biglietterie Sud, Fly to San Vito lo Capo
7
San Vito lo Capo, Italy
— 3 nights
+2
Drive to Falcone–Borsellino Airport, Fly to Ioannis Kapodistrias International Airport, Drive to Paleokastritsa
8
Paleokastritsa, Greece
— 3 nights
Fly
9
Milos, Greece
— 2 nights
Ferry
10
Fira, Greece
— 4 nights
Fly

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Naxos Town, Greece — 4 nights

Naxos Town tops the itinerary of most visitors exploring the Aegean islands, drawing their attention with taverns, shops, beaches, and ancient ruins.
Visit Elia Beach and Mikri Vigla Beach for some beach relaxation. You'll explore the less-touristy side of things at Agios Prokopios Beach and Maragas Beach. Explore Naxos Town's surroundings by going to Mykonos Town (Little Venice & The Windmills (Kato Milli)) and Panormos Beach (in Panormos). There's lots more to do: get interesting insight from Blue Fin Divers Naxos Greece, explore the ancient world of The Temple of Apollo – Portara, kick back and relax at Plaka Beach, and wander the streets of Old Town.

For more things to do, where to stay, ratings, and other tourist information, go to the Naxos Town day trip app.

Adelaide, Australia to Naxos Town is an approximately 24-hour combination of flight and ferry. The time zone changes from Australian Central Standard Time (ACST) to Eastern European Standard Time (EET), which is usually a -7.5 hour difference. Traveling from Adelaide in June, things will get much warmer in Naxos Town: highs are around 32°C and lows about 24°C. Finish your sightseeing early on the 28th (Wed) so you can fly to Faliraki.
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Outdoors · Parks · Beaches · Neighborhoods
Side Trips
Find places to stay Jun 24 — 28:

Faliraki, Greece — 2 nights

Famed for its sandy beaches, Faliraki serves as a major destination on the island of Rhodes.
Kick off your visit on the 29th (Thu): get into the urban bustle at Kallithea Springs, enjoy the sand and surf at Anthony Quinn Bay, and then kick back and relax at Tsambika Beach. On the 30th (Fri), you'll have a packed day of sightseeing: enjoy the sand and surf at Agathi Beach, then kick back and relax at Lindos Beach, and then kick back and relax at Agios Pavlos Beach.

To find photos, where to stay, more things to do, and other tourist information, use the Faliraki road trip planning tool.

Getting from Naxos Town to Faliraki by flight takes about 4.5 hours. Other options: do a combination of ferry and taxi. Expect a daytime high around 32°C in June, and nighttime lows around 25°C. Wrap up your sightseeing on the 30th (Fri) to allow time to fly to Chania Town.
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Outdoors · Parks · Beaches · Shopping
Side Trips
Find places to stay Jun 28 — 30:

Chania Town, Greece — 2 nights

The place where Cretan and Venetian cultures merged in the 13th century, Chania Town attracts throngs of tourists with its well-preserved medieval harbor.
Kick off your visit on the 1st (Sat): see some colorful creatures with a scuba or snorkeling tour and then don't miss a visit to Old Venetian Harbor. Get ready for a full day of sightseeing on the 2nd (Sun): enjoy the sand and surf at Agii Apostoli Beach, then enjoy the sand and surf at Agia Marina Beach, and then enjoy the sand and surf at Seitan Limania Beach.

For photos, more things to do, and tourist information, use the Chania Town trip planner.

Getting from Faliraki to Chania Town by flight takes about 2.5 hours. Other options: do a combination of bus, ferry, and taxi. In June, daytime highs in Chania Town are 34°C, while nighttime lows are 22°C. Finish up your sightseeing early on the 2nd (Sun) so you can catch the flight to Vasilikos.
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Find places to stay Jun 30 — Jul 2:

Vasilikos, Greece — 3 nights

Home to just a few hundred year-round residents, Vasilikos draws thousands of daily visitors with its beaches and restaurants during peak tourist season.
You'll explore the less-touristy side of things at Blue Caves and Xigia Beach. You'll enjoy a bit of beach vacationing at Gerakas Beach and Crystal Beach Kalamaki. Venture out of the city with trips to Speed Boats Tours (in Tsilivi (Planos)) and Razi Aroma (in Zakynthos Town). There's still lots to do: kick back and relax at Banana Beach.

For traveler tips, more things to do, ratings, and other tourist information, refer to the Vasilikos trip itinerary builder website.

You can fly from Chania Town to Vasilikos in 4.5 hours. Other options are to do a combination of ferry, bus, and taxi; or do a combination of ferry, train, bus, and taxi. In July in Vasilikos, expect temperatures between 38°C during the day and 23°C at night. Wrap up your sightseeing on the 5th (Wed) to allow time to travel to San Teodoro.
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Find places to stay Jul 2 — 5:

San Teodoro, Italy — 2 nights

A chance to sip cocktails at swanky beach bars by day and experience the vibrant club scene by night makes San Tedoro vacations extremely popular.
On the 6th (Thu), tour the pleasant surroundings at Porto Istana Beach, enjoy the sand and surf at Spiaggia Capo Coda Cavallo, then stroll through Lu Impostu Beach, and finally tour the pleasant surroundings at Spiaggia La Cinta. Get ready for a full day of sightseeing on the 7th (Fri): trek along Spiaggia Berchida and then see majestic marine mammals with a dolphin and whale watching tour.

To find photos, where to stay, other places to visit, and tourist information, read our San Teodoro trip itinerary maker tool.

Use the Route module to find suitable travel options from Vasilikos to San Teodoro. You'll gain 1 hour traveling from Vasilikos to San Teodoro due to the time zone difference. In July, daytime highs in San Teodoro are 37°C, while nighttime lows are 22°C. Wrap up your sightseeing on the 7th (Fri) to allow time to travel to Portoferraio.
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Side Trips
Find places to stay Jul 5 — 7:

Portoferraio, Italy — 2 nights

Portoferraio is a town and comune in the province of Livorno, on the edge of the eponymous harbour of the island of Elba. On the 8th (Sat), tour the pleasant surroundings at Spiaggia La Sorgente, then kick back and relax at Spiaggia Di Sansone, then kick back and relax at Spiaggia di Capo Bianco, and finally kick back and relax at Spiaggia delle Ghiaie. Get ready for a full day of sightseeing on the 9th (Sun): see majestic marine mammals with a dolphin and whale watching tour, then stroll through Spiaggia di Cavoli, and then take your sightseeing to a higher altitude at Monte Capanne.

To see where to stay, other places to visit, and other tourist information, refer to the Portoferraio tour itinerary maker site.

Do a combination of flight and ferry from San Teodoro to Portoferraio in 4.5 hours. Alternatively, you can do a combination of bus and ferry; or do a combination of bus, train, and ferry. When traveling from San Teodoro in July, plan for little chillier days and about the same nights in Portoferraio: temperatures range from 33°C by day to 24°C at night. Cap off your sightseeing on the 9th (Sun) early enough to travel to San Vito lo Capo.
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Side Trips
Find places to stay Jul 7 — 9:

San Vito lo Capo, Italy — 3 nights

A vacation in San Vito lo Capo offers a chance to enjoy a sheltered bay and a town with distinctive Arab-Norman architecture.
You'll enjoy a bit of beach vacationing at Spiaggia di Macari and Calette Santa Margherita. Step out of the city life by going to Scuba & Snorkeling and Spiaggia Isuledda. Go for a jaunt from San Vito lo Capo to Castellammare del Golfo to see Riserva Naturale Dello Zingaro about 36 minutes away. There's more to do: look for gifts at La Pasticceria Maria Grammatico.

Before you visit San Vito lo Capo, use our trip planner to discover what you can do and see there.

You can do a combination of ferry and flight from Portoferraio to San Vito lo Capo in 5 hours. Alternatively, you can do a combination of ferry, train, and bus; or do a combination of ferry, train, and taxi. July in San Vito lo Capo sees daily highs of 34°C and lows of 26°C at night. Cap off your sightseeing on the 12th (Wed) early enough to travel to Paleokastritsa.
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Side Trips
Find places to stay Jul 9 — 12:

Paleokastritsa, Greece — 3 nights

Heartily dedicated to tourism, Corfu's popular resort town of Paleokastritsa lures vacationers with lavish hotels and beaches surrounded by a hilly countryside of olive groves and fragrant fruit orchards.
Relax by the water at Agios Georgios Beach and Barbati Beach. Eschew the tourist crowds and head to Madalena Boat Trips and La Grotta Beach. Get out of town with these interesting Paleokastritsa side-trips: Porto Timoni Beach (in Afionas), Krocan Delicatessen (in Kassiopi) and St. Spyridon First Beach (in Agios Spyridonas). There's much more to do: enjoy the sand and surf at Paradise Beach, stroll through Paleokastritsa Beach, and stop by Corfu Old Town.

To find traveler tips, other places to visit, where to stay, and other tourist information, read our Paleokastritsa trip itinerary planner.

Explore your travel options from San Vito lo Capo to Paleokastritsa with the Route module. You'll lose 1 hour traveling from San Vito lo Capo to Paleokastritsa due to the time zone difference. When traveling from San Vito lo Capo in July, plan for a bit warmer days and about the same nights in Paleokastritsa: temperatures range from 38°C by day to 24°C at night. Finish up your sightseeing early on the 15th (Sat) so you can catch the flight to Milos.
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Side Trips
Find places to stay Jul 12 — 15:

Milos, Greece — 2 nights

Island of Colors

The result of thousands of years of volcanic activity, the island of Milos features a craggy coastline interspersed by shallow beaches.
Kick off your visit on the 16th (Sun): kick back and relax at Paliochori Beach and then see some colorful creatures with Oneiro Milos. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Kleftiko Beach, stroll through Firiplaka Beach, and then enjoy the sand and surf at Sarakiniko Beach.

To find ratings, maps, other places to visit, and tourist information, go to the Milos attractions planner.

Getting from Paleokastritsa to Milos by flight takes about 5.5 hours. Other options: do a combination of bus and ferry; or do a combination of bus and ferry. When traveling from Paleokastritsa in July, plan for slightly colder days and about the same nights in Milos: temperatures range from 34°C by day to 26°C at night. Finish your sightseeing early on the 17th (Mon) to allow enough time to ride a ferry to Fira.
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Find places to stay Jul 15 — 17:

Fira, Greece — 4 nights

Fira, the busy capital of Santorini, sits on the very edge of a volcanic caldera.
Step out of the city life by going to Kamari Beach and Santorini Volcano. Your itinerary includes some good beach time at Red Beach and Perissa Black Sand Beach. Next up on the itinerary: explore the striking landscape at Skaros Rock, explore the activities along Amoudi Bay, get a new perspective on things with Boat Tours & Water Sports, and do a tasting at Santo Winery.

Quickly create a custom-made itinerary for Fira using our trip planner.

Traveling by ferry from Milos to Fira takes 3 hours. Alternatively, you can fly. In July, daytime highs in Fira are 35°C, while nighttime lows are 27°C. Wrap up your sightseeing on the 21st (Fri) to allow time to fly back home.
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Parks · Outdoors · Wineries · Beaches
Side Trips
Find places to stay Jul 17 — 21:

Greece travel guide

4.3
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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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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