Three Weeks in Italy: Sicily and Southern Italy in Depth

An in-depth sweep of southern Italy — Naples, the Amalfi Coast, Matera, and a full loop of Sicily

Southern Italy & Sicily, Italy

Three weeks exploring Naples, Matera and the island of Sicily.

Southern Italy at a relaxed, unhurried pace.

Driving the Sicily loop Ancient ruins and baroque towns Cave cities and island food A relaxed southern rhythm Return visitors to Italy Food and archaeology enthusiasts Travelers who love to linger

Key Facts

Trip Length 21 Days
City Coverage Naples, Amalfi Coast, Matera & Sicily
Pace Moderate
Best Time April–June / September–October
Priority Southern Italy & Sicily in Depth

Norman Palermo

morning
afternoon
evening
Cappella Palatina

Palermo, Sicily

Twelfth-century gold mosaics in the Norman palace's royal chapel.

Palermo Cathedral

Palermo, Sicily

A layered mix of Norman, Gothic and neoclassical styles in one building.

Ballarò Street Food

Palermo, Sicily

The liveliest market in the city; eat where the vendors eat.

Monreale & Cefalù

morning
afternoon
evening
Monreale Cathedral

Monreale, Sicily

A 30-minute drive; the cloister's mosaic columns are unmatched anywhere.

Cefalù Beach & Duomo

Cefalù, Sicily

An hour further east; swim off the beach below the Norman cathedral.

Return to Palermo

Palermo, Sicily

Drive back in about an hour for dinner near the Politeama theater.

Erice Hilltop

morning
afternoon
evening
Drive to Erice

Erice, Sicily

About 1.5 hours on the A29 to the medieval hill town above Trapani.

Castello di Venere & Views

Erice, Sicily

Norman castle ruins and a drop of a view over the salt pans.

Almond Pastries in Erice

Erice, Sicily

Maria Grammatico's confectionery is famous for a reason; buy a box.

Valley of the Temples

morning
afternoon
evening
Drive to Agrigento

Agrigento, Sicily

About 2 hours 15 minutes south along the island's western coast.

Valley of the Temples

Agrigento, Sicily

The Temple of Concordia stands almost intact among almond trees.

Scala dei Turchi

Realmonte, Sicily

White marl cliffs above the sea turn golden at sunset.

To Siracusa

morning
afternoon
evening
Villa Romana del Casale

Piazza Armerina, Sicily

Detour to Piazza Armerina for the finest Roman floor mosaics in Europe.

Drive to Siracusa

Siracusa, Sicily

About 2.5 hours to Ortygia, the island at the city's heart.

Ortygia First Night

Siracusa, Sicily

Dinner on a laneway under the walls of the cathedral.

Greek Syracuse

morning
afternoon
evening
Neapolis Archaeological Park

Siracusa, Sicily

The Greek Theatre and the Ear of Dionysius carve deep into the limestone.

Paolo Orsi Museum & Ortygia

Siracusa, Sicily

Prehistoric finds, then a slow walk to the Arethusa spring.

Maniace Castle Sunset

Siracusa, Sicily

The 13th-century castle at Ortygia's tip catches the last light.

Baroque Towns

morning
afternoon
evening
Noto's Baroque Center

Noto, Sicily

About 45 minutes south; the Corso Vittorio Emanuele is a honey-colored set piece.

Ragusa Ibla

Ragusa, Sicily

An hour on; the cathedral square and its stairways wrap around a ravine.

Return to Siracusa

Siracusa, Sicily

Back in about 1.5 hours; dinner by the marina.

Taormina Views

morning
afternoon
evening
Drive to Taormina

Taormina, Sicily

About 1 hour 45 minutes up the Ionian coast to the terraced town.

Greek Theatre

Taormina, Sicily

The Teatro Antico frames Mount Etna behind its Roman arches.

Corso Umberto Stroll

Taormina, Sicily

Window-shop the main street and eat cannoli on a terrace.

Mount Etna

morning
afternoon
evening
Drive to Rifugio Sapienza

Mount Etna, Sicily

About an hour to the south-side base station at 1,900 meters.

Cable Car & Crater Walk

Mount Etna, Sicily

Ride to about 2,500 meters, then a guided trek over lava fields.

Return to Taormina

Taormina, Sicily

Wind back down for a seafood dinner in the old town.

Taormina Leisure

morning
afternoon
evening
Isola Bella Beach

Taormina, Sicily

A tiny island reachable by footbridge; swim in clear green water.

Giardini Naxos & Cooking Class

Taormina, Sicily

Learn to make pasta and caponata in a hillside kitchen.

Sunset Aperitivo

Taormina, Sicily

Wine on a terrace above the bay as Mount Etna turns pink.

Naples First Day

morning
afternoon
evening
Spaccanapoli Walk

Naples, Campania

Spaccanapoli street in Naples in morning light, the narrow straight old-city lane running between tall buildings, church facades, pedestrians and scooters, bustling historic street photography

Toledo Metro & Via dei Tribunali

Naples, Campania

The Art Nouveau metro station, then street food along the historic lane.

Piazza del Gesù Dinner

Naples, Campania

Campanian pasta and wine under the baroque facade of the church.

Catania Arrival

morning
afternoon
evening
Drive to Catania

Catania, Sicily

45 minutes south past the slopes of Etna to the baroque capital.

Piazza del Duomo & La Pescheria

Catania, Sicily

The elephant fountain and the roaring fish market behind it.

Via Etnea Dinner

Catania, Sicily

Black lava stone streets under Mount Etna's peak at night.

Departure Day

morning
afternoon
evening
Monastero dei Benedettini

Catania, Sicily

A baroque monastery and one of Europe's grandest libraries.

Via Etnea & Souvenirs

Catania, Sicily

Last-minute shopping and a final espresso before the airport.

Fly Out of Catania

Catania, Sicily

Fontanarossa is 15 minutes from the center; allow time for car return.

Museums & Castles

morning
afternoon
evening
Museo Archeologico Nazionale

Naples, Campania

Farnese sculptures and the finest Pompeii finds outside the ruins themselves.

Cappella Sansevero

Naples, Campania

The Veiled Christ and the anatomical machines of Prince Raimondo di Sangro.

Castel dell'Ovo Sunset

Naples, Campania

Watch the sun drop over the gulf from the oldest castle in the city.

Vesuvius Day

morning
afternoon
evening
Pompeii Guided Tour

Pompeii, Campania

The Circumvesuviana gets you there in 35 minutes; a guide decodes the streets.

Vesuvius Crater Hike

Mount Vesuvius, Campania

Buses climb to 1,000 meters, then a 30-minute path to the crater rim.

Return to Naples

Naples, Campania

Naples historic center at dinner time, a wood-fired margherita pizza on a rustic table, warm trattoria lighting, glasses of wine, Neapolitan evening atmosphere, lively food photography

Amalfi Arrival

morning
afternoon
evening
Circumvesuviana to Sorrento

Sorrento, Campania

About an hour south, then a ferry west to Positano's beach.

Positano Cliff Streets

Positano, Campania

Stairways wind through the pastel houses down to Spiaggia Grande.

Sunset Over the Sea

Positano, Campania

Aperitivo on a terrace high above Positano's glowing beachfront.

Amalfi & Ravello

morning
afternoon
evening
Ferry to Amalfi

Amalfi, Campania

The coast's principal town; its cathedral steps face a tiny square of cafés.

Ravello Gardens

Ravello, Campania

Villa Rufolo and Villa Cimbrone hang over the sea from the clifftop.

Back to Positano

Positano, Campania

The last ferry or SITA bus winds you home along the coast road.

Path of the Gods

morning
afternoon
evening
Path of the Gods Hike

Bomerano, Campania

Start at Bomerano and walk the clifftop trail toward Nocelle.

Nocelle & Lunch

Nocelle, Campania

Village terraces and a well-earned lunch high above the sea.

Positano Evening

Positano, Campania

Sea bass on the beachfront as the cliff lights flicker on.

To Matera

morning
afternoon
evening
Travel to Salerno

Salerno, Campania

Bus or ferry from the coast to Salerno's main station.

Bus to Matera

Matera, Basilicata

MarinoBus covers Salerno to Matera in about five hours.

First Look at the Sassi

Matera, Basilicata

Belvedere Piazzetta Pascoli frames the cave city at dusk.

The Sassi

morning
afternoon
evening
Casa Grotta Museum

Matera, Basilicata

A furnished cave house shows how families lived in the stone city.

Rock Churches & Murgia

Matera, Basilicata

Cross the ravine to the painted crypts of the Murgia plateau.

Cave Restaurant Dinner

Matera, Basilicata

Orecchiette and local bread inside a room carved from rock.

Fly to Sicily

morning
afternoon
evening
Flight Naples to Palermo

Palermo, Sicily

About one hour on a domestic flight; pick up a hire car at the airport.

Quattro Canti & Pretoria

Palermo, Sicily

The baroque crossroads and the fountain square mark the old city's center.

Vucciria Market

Palermo, Sicily

Evening stalls sell panelle, arancine and fresh seafood by candlelight.

Rental Car

The Sicily loop needs a car; most drives run 1.5 to 2.5 hours

Ferry

Cross the Strait of Messina in 20 to 30 minutes; use Amalfi ferries

Flight

Naples to Palermo is about 1 hour on domestic airlines

Accommodation

Where to Stay

Book cave rooms in Matera and sea views on the coast.

Ostello Bello Napoli
Price Tier

$ Budget

Hotel Gutkowski
Price Tier

$$ Mid-Range

Belmond Grand Hotel Timeo
Price Tier

$$$ Luxury

Typical cost per person

Typical cost per person

Accommodation

€90–€280 per night

Food

€45–€90 / day

Entry Fees

€200–€290

Transport

€380–€650

Total Estimated

€4,200–€8,500

What This Itinerary Skips

Depth over more miles

This trip deliberately leaves out central and northern Italy — Florence, Venice and the lakes belong on another journey. The focus stays on southern Italy and Sicily, where Matera's cave city and the island's Greek temples reward the slow, measured pace this plan builds in.

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Three weeks down south. Fully protected.

Protect Your Trip

Customize This Itinerary

  • Add 2 Days: San Vito Lo Capo beaches, west coast
  • Swap Matera: Add Puglia's Alberobello instead
  • Extend Sicily: Aeolian island stop at Stromboli

Seasonal Adjustments

  • Summer: Sicily runs hot; start drives early, book ferries.
  • Spring / Fall: Ideal for Etna hikes and Greek temples.