16 days in Italy & Croatia Itinerary

16 days in Italy & Croatia Itinerary

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Route & dates

16 days in Italy & Croatia Itinerary

Start: Chicago, United States
Fly + train:  15​h 45​min
1
Positano, Italy
— 3 nights
Drive:  1​h 15​min
2
Maiori, Italy
— 2 nights
Drive:  1​h 15​min
3
Naples, Italy
— 3 nights
Fly:  4​h 15​min
4
Dubrovnik, Croatia
— 2 nights
bus:  3​h
5
Split, Croatia
— 3 nights
Fly:  14​h 45​min
End: Chicago, United States

3
nights
Positano, Italy

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.
Take a break from Positano with a short trip to Wine Tours & Tastings in Amalfi, about 38 minutes away. There's still lots to do: take some stellar pictures from Il Sentiero Degli Dei, brush up on your knowledge of spirits at Il Gusto della Costa, get outside with I Suoni degli Dei - Pelagos, and take in the pleasant sights at Positano.

To find traveler tips, more things to do, and more tourist information, go to the Positano driving holiday app .

Kirksville, USA to Positano is an approximately 27-hour combination of flight and car. The time zone difference moving from Central Standard Time to Central European Time is 7 hours. Traveling from Kirksville in May, expect a bit warmer with lows of 60°F in Positano. Finish your sightseeing early on the 5th (Tue) to allow enough time to drive to Maiori.

Things to do in Positano

Outdoors Tours Parks

Side Trips

Praiano, Wine Tours & Tastings
Highlights from your plan
Wine Tours & Tastings
Il Sentiero Degli Dei ©
Il Sentiero Degli Dei
Fornillo ©
Fornillo

2
nights
Maiori, Italy

Maiori ©
Maiori is a town and comune on the Amalfi coast in the province of Salerno . Kick off your visit on the 6th (Wed): contemplate in the serene atmosphere at Duomo di Sant'Andrea, take in the spiritual surroundings of Duomo di Ravello, make a trip to Villa Rufolo, then admire the natural beauty at Villa Cimbrone Gardens, and finally learn about winemaking at Le Vigne di Raito. On the 7th (Thu), you'll have a packed day of sightseeing: take in the exciting artwork at Sol’Art Ceramiche, then head outdoors with Monte Finestra, then pause for some serene contemplation at Chiesa di San Francesco, and finally see the interesting displays at Museo della Carta.

To find photos, reviews, other places to visit, and tourist information, you can read our Maiori trip maker app .

Traveling by car from Positano to Maiori takes 1.5 hours. In May, daily temperatures in Maiori can reach 72°F, while at night they dip to 65°F. Wrap up your sightseeing on the 7th (Thu) to allow time to drive to Naples.

Things to do in Maiori

Historic Sites Outdoors Museums

Side Trips

Ravello, Vietri sul Mare, Amalfi, Monte Finestra
Highlights from your plan
Le Vigne di Raito ©
Le Vigne di Raito
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Villa Rufolo ©
Villa Rufolo

3
nights
Naples, Italy

Naples ©
Naples is the capital of the Italian region Campania and the third-largest municipality in Italy after Rome and Milan. Change things up with these side-trips from Naples: Wine Tours & Tastings (in Sorrento), Salerno (Stazione Marittima di Salerno & Duomo di Salerno) and Paestum Ruins (in Paestum). There's lots more to do: explore the ancient world of Pompeii Archaeological Park, examine the collection at Museo Archeologico Nazionale di Napoli, stop by Cardine, and take in the architecture and atmosphere at Cloister of Santa Chiara.

To find traveler tips, ratings, and more tourist information, refer to the Naples trip itinerary planning tool .

You can drive from Maiori to Naples in 1.5 hours. Plan for slightly colder nights when traveling from Maiori in May since evenings lows in Naples dip to 58°F. Finish your sightseeing early on the 10th (Sun) so you can travel to Dubrovnik.

Things to do in Naples

Historic Sites Tours Museums

Side Trips

Pompeii Archaeological Park, Duomo di Salerno, Wine Tours & Tastings, Paestum Ruins
Highlights from your plan
Pompeii Archaeological Park ©
Pompeii Archaeological Park
Galleria Borbonica ©
Galleria Borbonica

2
nights
Dubrovnik, Croatia

Dubrovnik ©
Along the Dalmation Coast, the city of Dubrovnik has become famous for its pedestrian-only Old Town surrounded by fortress walls, and its historical heft has earned it World Heritage Site status.
Start off your visit on the 11th (Mon): wander the streets of Old Town and then head off the coast to Island of Lokrum. On the next day, browse the exhibits of Upper Corner Tower Foundry Museum, appreciate the extensive heritage of Dubrovnik City Walls, and then race across the water with a speed boat tour.

To find maps, ratings, where to stay, and more tourist information, read Dubrovnik online day trip planner .

Getting from Naples to Dubrovnik by flight takes about 4.5 hours. Other options: do a combination of car and ferry; or do a combination of bus and ferry. In May, daily temperatures in Dubrovnik can reach 72°F, while at night they dip to 57°F. Wrap up your sightseeing on the 12th (Tue) early enough to take a bus to Split.

Things to do in Dubrovnik

Neighborhoods Tours Outdoors
Highlights from your plan
Old Town ©
Old Town
Dubrovnik City Walls ©
Dubrovnik City Walls
Island of Lokrum ©
Island of Lokrum

3
nights
Split, Croatia

Split ©
Experience an authentic Adriatic lifestyle in Split, the largest city along the sea's coast.
Split is known for historic sites, adventure, parks, nightlife, and museums. Your plan includes some of its best attractions: steep yourself in history at Diocletian's Palace, awaken your taste buds at some of the top wineries in the area, don't miss a visit to Fruit's Square (Trg Brace Radic), and pause for some serene contemplation at Church Of St. Roch.

To see more things to do, traveler tips, other places to visit, and other tourist information, refer to the Split tour itinerary planner .

Traveling by bus from Dubrovnik to Split takes 3 hours. Alternatively, you can drive; or fly. Expect a daytime high around 73°F in May, and nighttime lows around 56°F. Wrap up your sightseeing on the 15th (Fri) to allow time to travel back home.

Things to do in Split

Tours Historic Sites Outdoors

Side Trips

Church Of St. Roch, Gaspina mlinica
Highlights from your plan
Palazzo di Diocleziano ©
Palazzo di Diocleziano
Cathedral of Saint Domnius ©
Cathedral of Saint Domnius
Wine Tours & Tastings

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