17 days in Italy, Lisbon & Crete Itinerary

Created using Klarna Trips Europe holiday planner
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Lisbon, Portugal
— 4 nights
Naples, Italy
— 3 nights
Positano, Italy
— 2 nights
Ferry to Sorrento, Fly to Heraklion
Heraklion, Greece
— 2 nights
Chania Town, Greece
— 3 nights


Lisbon, Portugal — 4 nights

City of Seven Hills

Your cultural itinerary includes sights like Mosteiro dos Jeronimos and Castelo de S. Jorge. You'll get in some beach time at Praia do Norte and Praia da ursa. Venture out of the city with trips to Sintra (Nature & Wildlife Tours, Off-Road Tours, &more), Nazaret - Artesanato e design de Autor (in Nazare) and Boca do Inferno (in Cascais). There's still lots to do: admire the masterpieces at Museu Calouste Gulbenkian, wander the streets of Alfama, stop by Bairro Alto, and get a taste of the local shopping with Rossio Square.

To see traveler tips, maps, more things to do, and other tourist information, read Lisbon trip itinerary maker site.

Fort Lauderdale, USA to Lisbon is an approximately 11-hour flight. The time zone difference when traveling from Fort Lauderdale to Lisbon is 5 hours. Plan for little chillier temperatures traveling from Fort Lauderdale in May, with highs in Lisbon at 75°F and lows at 55°F. Cap off your sightseeing on the 1st (Thu) early enough to catch the flight to Naples.
Outdoors · Parks · Tours · Historic Sites
Side Trips
Find places to stay May 28 — Jun 1:

Naples, Italy — 3 nights

Pompeii Archaeological Park and Parco Acheologico di Ercolano are good opportunities to explore the local culture. Visiting Vesuvio National Park and Rosa dei Venti will get you outdoors. Step out of Naples to go to Cetara and see Spiaggia Lannio, which is approximately 58 minutes away.

To see maps, reviews, traveler tips, and tourist information, you can read our Naples road trip planning website.

You can fly from Lisbon to Naples in 6.5 hours. Alternatively, you can drive; or take a train. The time zone changes from Western European Standard Time (WET) to Central European Standard Time (CET), which is usually a 1 hour difference. Plan for a bit warmer nights when traveling from Lisbon in June since evenings lows in Naples dip to 66°F. Wrap up your sightseeing on the 4th (Sun) early enough to drive to Positano.
Historic Sites · Beaches · Parks · Museums
Side Trips
Find places to stay Jun 1 — 4:

Positano, Italy — 2 nights

Here are some ideas for day two: tour the pleasant surroundings at Spiaggia Grande, surround yourself with nature on I Suoni degli Dei - Pelagos, add some adventure to your tour with a kayaking and canoeing tour, then kick back and relax at Fornillo, then view the masterpieces at Miniaci Art Gallery, and finally take in the exciting artwork at Absolute Positano.

To find more things to do, traveler tips, other places to visit, and tourist information, read our Positano trip itinerary maker app.

Traveling by car from Naples to Positano takes 1.5 hours. Alternatively, you can take a bus. In June, plan for daily highs up to 82°F, and evening lows to 68°F. Cap off your sightseeing on the 6th (Tue) early enough to travel to Heraklion.
Outdoors · Parks · Tours · Beaches
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Find places to stay Jun 4 — 6:

Heraklion, Greece — 2 nights

On the 7th (Wed), take an in-depth tour of Heraklion Archaeological Museum, delve into the distant past at The Palace of Knossos, do a tasting at Lyrarakis Winery, then take in the architecture and atmosphere at Church of Agios Mathaios Sinaites, and finally indulge in some personalized pampering at Aegeo Spas. On your second day here, contemplate the long history of Castello del Molo (Koules), get engrossed in the history at Historical Museum of Crete, get a new perspective on nature at The Natural History Museum of Crete, then take in the architecture and atmosphere at Church of Saint Titus, and finally stop by Nerium Oleander.

For other places to visit, where to stay, maps, and other tourist information, use the Heraklion day trip planning site.

You can do a combination of ferry and flight from Positano to Heraklion in 6.5 hours. Alternatively, you can do a combination of car and ferry; or do a combination of ferry, bus, and car. You'll lose 1 hour traveling from Positano to Heraklion due to the time zone difference. June in Heraklion sees daily highs of 81°F and lows of 67°F at night. Cap off your sightseeing on the 8th (Thu) early enough to catch the shuttle to Chania Town.
Museums · Historic Sites · Spas · Wineries
Side Trips
Find places to stay Jun 6 — 8:

Chania Town, Greece — 3 nights

Head to Stagakis Cretan Lyra Workshop and Municipal Market of Chanifor plenty of shopping. Get outdoors at Georgioupolis Safari and Falassarna Beach. You'll find plenty of places to visit near Chania Town: Rethymnon (Rethymnon Old Town & The Venetian Fortezza), Bonsai and Art (in Trachilos) and Lake Kournas (in Kournas). There's much more to do: awaken your taste buds at some of the top wineries in the area, kick back and relax at Agii Apostoli Beach, get interesting insight from Tours, and pause for some serene contemplation at Agia Aikaterini Church.

To see maps, where to stay, reviews, and other tourist information, read our Chania Town route builder tool.

Traveling by shuttle from Heraklion to Chania Town takes 2 hours. Alternatively, you can drive; or take a bus. In June in Chania Town, expect temperatures between 84°F during the day and 67°F at night. Wrap up your sightseeing on the 11th (Sun) early enough to fly back home.
Outdoors · Tours · Parks · Wildlife
Side Trips
Find places to stay Jun 8 — 11:

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.

Amalfi Coast travel guide

Sacred & Religious Sites · Landmarks · Gardens
Renowned for its beautiful landscape and medieval fishing villages that cling precariously to the Mediterranean cliffs, the Amalfi Coast is one of Italy's top vacation destinations. This World Heritage Site stretches for about 50 km (30 mi) on the southern side of the Sorrentine peninsula and offers numerous places to visit, from terraced lemon gardens and whitewashed villas to cliff-top views of the sea. Explore the coastline's towns, bays, and resorts. During the peak tourist season, the Amalfi Coast's single seaside road is often jammed with dozens of buses. For that reason, the ubiquitous scooter may be the best way to get around and sightsee. You can also access quite a bit by bicycle.

Crete travel guide

Great Island
The largest of the Greek islands, Crete offers travelers more than just sun, sea, and sand. Famed for its warm hospitality, outstanding infrastructure, and contrasting landscapes, the island represents one of the world's richest areas in terms of history and culture. Crete burst onto the world scene over 4,000 years ago, when it served as the center of the Minoan civilization, one of Europe's earliest organized societies. Despite the island's wealth of developed beaches, the traces of the mysterious and enchanting Minoan empire remain Crete's top attraction, drawing visitors from all over the world. The island capital Heraklion provides an ideal base for exploring a renowned Minoan palace complex, the site of Europe's oldest city.