18 days in Italy, Sant Antoni de Portmany & Palma de Mallorca Itinerary

18 days in Italy, Sant Antoni de Portmany & Palma de Mallorca Itinerary

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18 days in Italy, Sant Antoni de Portmany & Palma de Mallorca Itinerary

Start: Chicago, United States
+2
Fly + train + bus:  14​h
1
Ravello, Italy
— 2 nights
Drive:  1​h
2
Positano, Italy
— 2 nights
Drive:  1​h
3
Capri, Italy
— 2 nights
Ferry + train + Car:  3​h
4
Montalcino, Italy
— 4 nights
Drive:  2​h 30​min
5
Rome, Italy
— 2 nights
Fly:  2​h
6
Sant Antoni de Portmany, Spain
— 1 night
ferry:  2​h 30​min
7
Palma de Mallorca, Spain
— 2 nights
Fly:  14​h 45​min
End: Chicago, United States

2
nights
Ravello, Italy

Ravello ©
On the 3rd (Thu), appreciate the extensive heritage of Centro Storico Ravello. On your second day here, hike along Ravello-Minori Walk, take in the exciting artwork at Ceramiche d'Arte Carmela, then take in the exciting artwork at Ceramiche Cosmolena di Margherita di Palma, then admire the natural beauty at Villa Cimbrone Gardens, and finally don't miss a visit to Villa Rufolo.

To see maps, other places to visit, where to stay, and more tourist information, refer to the Ravello trip planner .

Chicago, USA to Ravello is an approximately 16.5-hour combination of flight, train, and bus. The time zone difference moving from Central Standard Time (CST) to Central European Time (CET) is 7 hours. Traveling from Chicago in October, expect Ravello to be somewhat warmer, temps between 73°F and 63°F. On the 5th (Sat), wrap the sightseeing up by early afternoon so you can take a bus to Positano.

Things to do in Ravello

Parks Historic Sites Outdoors
Highlights from your plan
Villa Cimbrone Gardens ©
Villa Cimbrone Gardens
Ceramiche d'Arte Carmela ©
Ceramiche d'Arte Carmela
Le Ville di Ravello ©
Le Ville di Ravello

2
nights
Positano, Italy

Positano ©
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.
Your day-by-day itinerary now includes Franco's Bar as well as Bagni d'Arienzo Beach Club, Positano. Kick off your visit on the 5th (Sat): get a taste of local nightlife at Franco's Bar. Here are some ideas for day two: enjoy the sand and surf at Bagni d'Arienzo Beach Club, Positano.

To find more things to do, photos, other places to visit, and other tourist information, read Positano day trip planner .

Positano is very close to Ravello. October in Positano sees daily highs of 72°F and lows of 63°F at night. Wrap up your sightseeing by early afternoon on the 7th (Mon) to allow enough time to drive to Capri.

Things to do in Positano

Parks Outdoors Beaches
Highlights from your plan
Franco's Bar ©
Franco's Bar

2
nights
Capri, Italy

Capri
The island of Capri encompasses all the magical allure of the Mediterranean--dramatic blue waters, lush mountainous landscape, and picturesque island villages.
Gianni's Boat has been added to your itinerary. On the 7th (Mon), take a tour by water with Gianni's Boat. On the next day, kick back and relax at Marina Piccola and then don't miss a visit to Piazza Umberto I.

To see where to stay, reviews, photos, and other tourist information, refer to the Capri journey maker site .

You can drive from Positano to Capri in 3.5 hours. Expect a daytime high around 72°F in October, and nighttime lows around 63°F. Wrap up your sightseeing by early afternoon on the 9th (Wed) to allow time for travel to Montalcino.

Things to do in Capri

Outdoors Tours Museums

Side Trip

La Bottega dell'Arte di Sergio Rubino
Highlights from your plan
Marina Piccola
Marina Piccola
Gianni's Boat ©
Gianni's Boat
Piazza Umberto I ©
Piazza Umberto I

4
nights
Montalcino, Italy

Montalcino ©
In the heart of wine country, the hill town of Montalcino offers a glimpse of untouched medieval-era Tuscany.
Get some cultural insight at Mate Winery and Podere Il Cocco. Eschew the tourist crowds and head to Winery Solaria Patrizia Cencioni and Tenuta Fanti. There's more to do: do a tasting at Poggio Rubino.

To see reviews, other places to visit, where to stay, and other tourist information, read Montalcino online road trip planner .

Traveling by combination of ferry and car from Capri to Montalcino takes 5.5 hours. Alternatively, you can do a combination of ferry, flight, train, and bus; or do a combination of ferry and bus. Traveling from Capri in October, plan for little chillier nights in Montalcino, with lows around 56°F. Wrap up your sightseeing by early afternoon on the 13th (Sun) to allow enough time to drive to Rome.

Things to do in Montalcino

Wineries
Highlights from your plan
Mate Winery ©
Mate Winery
Podere Il Cocco ©
Podere Il Cocco
Winery Solaria Patrizia Cencioni ©
Winery Solaria Patrizia Cencioni

2
nights
Rome, Italy

Rome ©
Aptly nicknamed the Eternal City, Rome is the birthplace of the Roman Empire, one of the world's greatest civilizations ever.
Get ready for a full day of sightseeing on the next day: kick back and relax at Stabilimento Balneare le Palme and then enjoy the sand and surf at V Lounge Beach Club.

Plan a Rome trip in moments using our itinerary builder.

Drive from Montalcino to Rome in 2.5 hours. Alternatively, you can take a bus; or do a combination of bus and train. In October, plan for daily highs up to 73°F, and evening lows to 55°F. Finish your sightseeing early on the 17th (Thu) to allow enough time to travel to Palma de Mallorca.

Things to do in Rome

Parks Outdoors Beaches
Highlights from your plan
Pantheon ©
Pantheon
Trastevere ©
Trastevere
Trevi Fountain ©
Trevi Fountain

1
night
Sant Antoni de Portmany, Spain

Sant Antoni de Portmany ©
On the 15th (Tue), find your balance on the water with some of the best stand-up paddleboarding in the area.

To find reviews, other places to visit, ratings, and tourist information, refer to the Sant Antoni de Portmany sightseeing planning site .

Traveling by flight from Rome to Sant Antoni de Portmany takes 5.5 hours. Alternatively, you can do a combination of train and flight; or do a combination of car and ferry. Traveling from Rome in October, Sant Antoni de Portmany is somewhat warmer at night with lows of 62°F. Finish your sightseeing early on the 16th (Wed) so you can travel to Palma de Mallorca.

Things to do in Sant Antoni de Portmany

Outdoors Parks Beaches
Highlights from your plan
Cala Saladeta ©
Cala Saladeta
Speed Boats Tours
Punta Galera ©
Punta Galera

2
nights
Palma de Mallorca, Spain

Palma de Mallorca ©
Majorca, or Mallorca, is largest island in the Balearic Islands archipelago.
Start off your visit on the 16th (Wed): make a trip to Placa de Cort. Get ready for a full day of sightseeing on the 17th (Thu): contemplate in the serene atmosphere at Santa Eulalia, pause for some serene contemplation at Catedral de Mallorca, examine the collection at Palau March Museu, contemplate the long history of Consolat de Mar, then admire the landmark architecture of Sa Llotja, and finally enjoy the sand and surf at Calo Des Moro.

To find reviews, where to stay, more things to do, and more tourist information, use the Palma de Mallorca itinerary planner .

Getting from Sant Antoni de Portmany to Palma de Mallorca by combination of bus and flight takes about 3 hours. Other options: ride a ferry; or do a combination of bus and ferry. Traveling from Sant Antoni de Portmany in October, you can expect nighttime temperatures to be slightly colder in Palma de Mallorca, with lows of 57°F. Wrap up your sightseeing on the 18th (Fri) to allow time to travel back home.

Things to do in Palma de Mallorca

Historic Sites Parks Outdoors

Side Trips

Santuari de Cura, Illetas Beach
Highlights from your plan
Santa Eulalia ©
Santa Eulalia
Illetas Beach ©
Illetas Beach
Calo Des Moro ©
Calo Des Moro

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