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Southern Italy Tours Starting In September 2026

If you're looking at joining a tour through Southern Italy in September 2026, we have 20 unique guided tours and small group adventures with 480 departures from the world's leading tour operators departing in September.
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Departures (September 2026)
< August 2026 October 2026 >
Duration
7 Days
14 Days
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Price
$1,500pp
$12,444pp
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20 Tours (480 Tour Departures)
14 Day Country Roads of Southern Italy & Sicily with Insight Vacations
Tour
 (8)

14 Days Rome to Palermo
Operated By: Insight Vacations
Departures: Aug 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Sicily
Mutiple Deals Available
Save (per person) 877
From (per person) 5,020
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14 Day Highlights of Sicily & Southern Italy with Globus
Tour
 (5)

14 Days Rome to Palermo
Operated By: Globus
Departures: Jun 2025 to Nov 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Sicily
Mutiple Deals Available
Save (per person) 338
From (per person) 3,918
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9 Day Country Roads of Southern Italy with Insight Vacations
Tour
 (2)

9 Days Rome to Rome
Operated By: Insight Vacations
Departures: Jul 2025 to Sep 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Mutiple Deals Available
Save (per person) 539
From (per person) 3,104
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10 Day Southern Italy and Sicily with Trafalgar
Tour
 (2)

10 Days Rome to Palermo
Operated By: Trafalgar
Departures: Jun 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy, Sicily
Mutiple Deals Available
Save (per person) 634
From (per person) 3,186
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7 Day Exploring the Amalfi Coast with G Adventures
Tour
 (1)

7 Days Naples to Naples
Operated By: G Adventures
Departures: May 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Walking & Hiking
Countries Visited: Italy
May Sale
Save (per person) 277
From (per person) 1,572
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8 Day Highlights of Puglia with Explore!
Tour
 (1)

8 Days Bari to Lecce
Operated By: Explore!
Departures: Jun 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Off The Beaten Track
Countries Visited: Italy
Sign Up SavingsExclusive Deal
Save (per person) 330
From (per person) 2,258
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8 Day Puglia: Discover the Heel of Italy with Exodus Adventure Travels
Tour
 (1)

8 Days Matera to Lecce
Departures: Jun 2025 to Oct 2026
Trip Styles: Small Group, Scenic
Countries Visited: Italy
Last Minute DealSign Up Savings
Save (per person) 575
From (per person) 2,129
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13 or 12 Day Southern Italy & Sicily with Collette
Tour
 (1)

13 or 12 Days Palermo to Rome
Operated By: Collette
Departures: Aug 2025 to Jun 2027
Trip Styles: Coach, Scenic
Countries Visited: Sicily, Italy
50% Off Air
Save (per person) 144
From (per person) 3,879
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8 Day A Taste of Italy - Walking in Puglia with Explore!
Tour

8 Days Altamura to Monopoli
Operated By: Explore!
Departures: Jun 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Food & Wine, Walking & Hiking
Countries Visited: Italy
Sign Up SavingsExclusive Deal
Save (per person) 244
From (per person) 2,115
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8 Day Italy Coast to Coast by E-bike: Puglia to Amalfi Coast with Exodus Adventure Travels
Tour

8 Days Monopoli to Sorrento
Departures: Sep 2025 to Sep 2026
Trip Styles: Adventure, Small Group, Cycling
Countries Visited: Italy
Last Minute DealSign Up Savings
Save (per person) 616
From (per person) 3,734
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8 Day Walking the Amalfi Coast with Exodus Adventure Travels
Tour

8 Days Agerola to Agerola
Departures: May 2025 to Dec 2026
Trip Styles: Adventure, Small Group, Walking & Hiking
Countries Visited: Italy
Last Minute DealSign Up Savings
Save (per person) 557
From (per person) 1,625
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9 Day Hidden Treasures of Southern Italy with Globus
New ReleaseTour

9 Days Naples to Alberobello
Operated By: Globus
Departures: Jun 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Worldwide Savings
Save (per person) 303
From (per person) 2,414
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8 Day Cycling Puglia & Matera with Exodus Adventure Travels
Tour

8 Days Matera to Lecce
Departures: Jun 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Cycling
Countries Visited: Italy
Last Minute DealSign Up Savings
Save (per person) 577
From (per person) 2,134
View Trip
8 Day Walking in Puglia & Matera with Exodus Adventure Travels
Tour

8 Days Alberobello to Matera
Departures: Jun 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Walking & Hiking
Countries Visited: Italy
Last Minute DealSign Up Savings
Save (per person) 562
From (per person) 1,843
View Trip
8 Day Cycle Cilento & the Amalfi Coast with Exodus Adventure Travels
Tour

8 Days Palinuro to Minori
Departures: Jun 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Cycling
Countries Visited: Italy
Last Minute DealSign Up Savings
Save (per person) 584
From (per person) 2,279
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8 Day Cycle Puglia with Explore!
Tour

8 Days Altamura to Monopoli
Operated By: Explore!
Departures: Sep 2025 to Oct 2026
Trip Styles: Adventure, Small Group, Cycling, Walking & Hiking
Countries Visited: Italy
Sign Up Savings
Save (per person) 249
From (per person) 2,241
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9 Day Secrets of Puglia with Blue-Roads Touring
Tour

9 Days Naples to Naples
Operated By: Blue-Roads Touring
Departures: Sep 2025 to Nov 2026
Trip Styles: Coach, Small Group, Food & Wine, Off The Beaten Track, Scenic
Countries Visited: Italy
Exclusive Solo Offer
Save (per person) 156
From (per person) 3,263
View Trip
8 Day Gourmet Puglia with Cosmos
Tour

8 Days Bari to Martina Franca
Operated By: Cosmos
Departures: Jun 2025 to Oct 2026
Trip Styles: Coach, Scenic
Countries Visited: Italy
Exclusive Savings
Save (per person) 71
From (per person) 2,133
View Trip
8 Day Enchanting Southern Italy with Blue-Roads Touring
Tour

8 Days Naples to Naples
Operated By: Blue-Roads Touring
Departures: May 2025 to Nov 2026
Trip Styles: Coach, Small Group, Scenic
Countries Visited: Italy
Exclusive Solo Offer
Save (per person) 134
From (per person) 2,687
View Trip
8 Day Highlights of the Amalfi Coast with Exodus Adventure Travels
Tour

8 Days Agerola to Agerola
Departures: May 2025 to Dec 2026
Trip Styles: Small Group, Scenic
Countries Visited: Italy
Last Minute DealSign Up Savings
Save (per person) 566
From (per person) 1,843
View Trip
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