2 Week South Italy Tours & Trips

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10 best South Italy 2 week tour packages

Compiled by

MelissaSouth Italy travel expert at TourRadar

Highlights of Sicily
Europe Explorer Grand Tour “Mediterranean Route”
Italy: Amalfi Coast to Puglia (Naples to Alberobello) (2025)
Amalfi Coast: 2 Weeks - Self Guided Rail Tour
Grand Cycling Tour of Sicily
Highlights of Sicily & Southern Italy
Sicilian Secrets Tour of Sicily & Amalfi Coast with Capri
Athens, Peninsula and Complete Sicily (23 destinations)
Europe Highlights – Italy Austria Germany Belgium France
The Sicilian with Malta

Highlights of Sicily
5.0 114 people love this itinerary
“The Sicilian experience was great - the food was excellent, the people were friendly.”
Jenine, traveled in May 2024
Over 14 days, prepare to explore and travel nearly 412 mi!
- Palermo Italy
  36 mi
- Cefalu Italy
  58 mi
- Lipari Italy
  66 mi
- Show 4 more
- Catania Italy
  31 mi
- Syracuse Italy
  95 mi
- Agrigento Italy
  75 mi
- Trapani Italy
  46 mi
- Palermo Italy
From
US$3,749
View tour
Europe Explorer Grand Tour “Mediterranean Route”
- In-depth Cultural
In 14 days, you’ll travel approximately 1,465 mi!
- Tirana Albania
  12 mi
- Krujë Albania
  22 mi
- Durres Albania
  134 mi
- Show 24 more
- Bari Italy
  136 mi
- Naples Italy
  15 mi
- Caserta Italy
  24 mi
- Pompeii Italy
  9 mi
- Amalfi Italy
  9 mi
- Salerno Italy
  87 mi
- Pollino National Park Italy
  45 mi
- Cosenza Italy
  85 mi
- Messina Italy
  42 mi
- Mount Etna Italy
  17 mi
- Catania Italy
  104 mi
- Palermo Italy
  36 mi
- Cefalu Italy
  88 mi
- Reggio Calabria Italy
  92 mi
- Le Castella Italy
  13 mi
- Crotone Italy
  113 mi
- Matera Italy
  36 mi
- Taranto Italy
  69 mi
- Otranto Italy
  22 mi
- Lecce Italy
  22 mi
- Brindisi Italy
  38 mi
- Alberobello Italy
  30 mi
- Bari Italy
  134 mi
- Durres Albania
  19 mi
- Tirana Albania
From
US$3,929
View tour
Italy: Amalfi Coast to Puglia (Naples to Alberobello) (2025)
4.8 24 people love this itinerary
Embark on an 14 days adventure covering a distance of about 331 mi!
- Naples Italy
  13 mi
- Pompeii Italy
  9 mi
- Minori Italy
  1 mi
- Show 7 more
- Amalfi Italy
  6 mi
- Positano Italy
  7 mi
- Ravello Italy
  104 mi
- Matera Italy
  85 mi
- Lecce Italy
  22 mi
- Otranto Italy
  62 mi
- Ostuni Italy
  18 mi
- Alberobello Italy
From
US$4,899
View tour
Amalfi Coast: 2 Weeks - Self Guided Rail Tour
- Explorer
- Christmas & New Year
Spend 14 days immersed in exploration, traveling an estimated 84 mi!
- Naples Italy
  16 mi
- Sorrento Italy
  9 mi
- Capri Italy
  14 mi
- Show 3 more
- Positano Italy
  6 mi
- Amalfi Italy
  9 mi
- Salerno Italy
  28 mi
- Naples Italy
From
US$4,259
View tour
Grand Cycling Tour of Sicily
5.0 2 people love this itinerary
“We loved the roadside chalk system and GPS ride app. Great support from the home office team.”
Maria, traveled in June 2022
- Bicycle
- Family
Get set for a 14-day adventure spanning about 266 mi!
- Syracuse Italy
  24 mi
- Marzamemi Italy
  4 mi
- Portopalo di Capo Passero Italy
  15 mi
- Show 12 more
- Noto Italy
  18 mi
- Ragusa Italy
  9 mi
- Scicli Italy
  6 mi
- Modica Italy
  9 mi
- Donnalucata Italy
  69 mi
- Agrigento Italy
  26 mi
- Caltabellotta Italy
  8 mi
- Sciacca Italy
  9 mi
- Menfi Italy
  8 mi
- Selinunte Italy
  8 mi
- Menfi Italy
  31 mi
- Marsala Italy
  15 mi
- Trapani Italy
From
US$6,850
View tour
Highlights of Sicily & Southern Italy
5.0 359 people love this itinerary
“Both professional and well informed, very helpful.”
Vivian, traveled in October 2023
Experience 14 incredible days of travel, where you’ll cover around 874 mi!
- Rome Italy
  131 mi
- Sorrento Italy
  9 mi
- Capri Italy
  9 mi
- Show 11 more
- Sorrento Italy
  10 mi
- Pompeii Italy
  13 mi
- Naples Italy
  16 mi
- Sorrento Italy
  134 mi
- Bari Italy
  86 mi
- Lecce Italy
  57 mi
- Alberobello Italy
  34 mi
- Matera Italy
  183 mi
- Reggio Calabria Italy
  26 mi
- Taormina Italy
  100 mi
- Agrigento Italy
  59 mi
- Palermo Italy
From $4,679
11% Off
US$4,179
You save $500
View tour
Sicilian Secrets Tour of Sicily & Amalfi Coast with Capri
Get ready to travel 860 mi in 13 unforgettable days!
- Catania Italy
  31 mi
- Syracuse Italy
  17 mi
- Noto Italy
  18 mi
- Show 15 more
- Ragusa Italy
  4 mi
- Modica Italy
  41 mi
- Piazza Armerina Italy
  43 mi
- Agrigento Italy
  70 mi
- Marsala Italy
  50 mi
- Monreale Italy
  6 mi
- Palermo Italy
  263 mi
- Rome Italy
  117 mi
- Naples Italy
  13 mi
- Pompeii Italy
  10 mi
- Sorrento Italy
  9 mi
- Capri Italy
  14 mi
- Positano Italy
  6 mi
- Amalfi Italy
  22 mi
- Naples Italy
  117 mi
- Rome Italy
From
11% Off
US$3,479
View tour
Athens, Peninsula and Complete Sicily (23 destinations)
Experience 13 incredible days of travel, where you’ll cover around 1,817 mi!
- Athens Greece
  80 mi
- Tripoli Greece
  39 mi
- Olympia Greece
  41 mi
- Show 19 more
- Patras Greece
  117 mi
- Igoumenitsa Greece
  145 mi
- Brindisi Italy
  38 mi
- Alberobello Italy
  34 mi
- Matera Italy
  122 mi
- Naples Italy
  20 mi
- Capri Italy
  9 mi
- Sorrento Italy
  21 mi
- Salerno Italy
  332 mi
- Paola Malta
  170 mi
- Messina Italy
  27 mi
- Taormina Italy
  53 mi
- Syracuse Italy
  17 mi
- Noto Italy
  157 mi
- Marsala Italy
  18 mi
- Erice Italy
  42 mi
- Palermo Italy
  188 mi
- Pompeii Italy
  61 mi
- Cassino Italy
  74 mi
- Rome Italy
From
11% Off
US$2,140
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Europe Highlights – Italy Austria Germany Belgium France
- Christmas & New Year
- Rome Italy
- Rome Italy
From
11% Off
US$3,990
View tour
The Sicilian with Malta
5.0 251 people love this itinerary
Over 13 days, prepare to explore and travel nearly 448 mi!
- Palermo Italy
  42 mi
- Erice Italy
  18 mi
- Marsala Italy
  12 mi
- Show 9 more
- Mazara del Vallo Italy
  29 mi
- Sciacca Italy
  30 mi
- Agrigento Italy
  43 mi
- Piazza Armerina Italy
  37 mi
- Ragusa Italy
  32 mi
- Syracuse Italy
  31 mi
- Catania Italy
  26 mi
- Taormina Italy
  141 mi
- Valletta Malta
  1 mi
- Saint Julians Malta
From $3,847
4% Off
US$3,697
+$122 upfront costs
You save $150
View tour