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Explore's Italy Tours

Join Explore Worldwide on one of 22 cycling and walking holidays, family holidays and small group tours to Italy this season. September is the most popular month to begin your tour and Explore Worldwide have 327 trips departing between August 2026 and November 2027.
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22 Tours (327 Departures)
22 Tours (327 Departures)
Departures
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Duration
7 Days
16 Days
Trip Styles
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Start & End Cities
Price
$1,600pp
$6,230pp
Countries
8 Day Malta & Gozo Discovery with Explore Worldwide
Tour
 (4)

8 Days Malta to Sliema
Operator: Explore
Departures: Sep 2026 to Nov 2027
Trip Styles: Adventure, Off The Beaten Track
Visits: Malta
From (Per Person)
US$2,150
Per Person
View Trip
8 Day Amalfi Coast Walking - Agriturismo with Explore Worldwide
Tour
 (3)

8 Days Naples to Naples
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Styles: Adventure, Walking & Hiking
Visits: Italy
Exclusive Savings
From (Per Person)
US$1,930
Save 280
Per Person
View Trip
8 Day Classical Sicily with Explore Worldwide
Tour
 (1)

8 Days Syracusa to Giardini Naxos
Operator: Explore
Departures: Aug 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visits: Sicily
Exclusive Savings
From (Per Person)
US$2,740
Save 200
Per Person
View Trip
8 Day Highlights of Puglia with Explore Worldwide
Tour
 (1)

8 Days Bari to Lecce
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Styles: Adventure, Off The Beaten Track
Visits: Italy
Exclusive Savings
From (Per Person)
US$2,620
Save 130
Per Person
View Trip
8 Day A Taste of Italy - Walking in Puglia with Explore Worldwide
Tour

8 Days Altamura to Monopoli
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Styles: Adventure, Food & Wine, Walking & Hiking
Visits: Italy
From (Per Person)
US$2,400
Per Person
View Trip
8 Day Rome, Sorrento & the Amalfi Coast with Explore Worldwide
Tour

8 Days Rome to Sorrento
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Style: Adventure
Visits: Italy
Exclusive Savings
From (Per Person)
US$2,640
Save 410
Per Person
View Trip
7 Day Venice to Rome by Rail with Explore Worldwide
Tour

7 Days Venice to Rome
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Styles: Adventure, Rail
Visits: Italy
Exclusive Savings
From (Per Person)
US$2,440
Save 280
Per Person
View Trip
8 Day Lake Como Walking with Explore Worldwide
Tour

8 Days Milan to Milan
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Styles: Adventure, Walking & Hiking
Visits: Italy
From (Per Person)
US$2,560
Per Person
View Trip
8 Day Amalfi Coast Walking - Hotel Risorgimento with Explore Worldwide
Tour

8 Days Naples to Naples
Operator: Explore
Departures: Aug 2026 to Oct 2027
Trip Styles: Adventure, Walking & Hiking
Visits: Italy
Exclusive Savings
From (Per Person)
US$1,790
Save 420
Per Person
View Trip
8 Day Cycle Puglia with Explore Worldwide
Tour

8 Days Altamura to Monopoli
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Styles: Adventure, Cycling, Walking & Hiking
Visits: Italy
From (Per Person)
US$2,710
Per Person
View Trip
16 Day Malta & Gozo Discovery with Classical Sicily with Explore Worldwide
Tour

16 Days Malta to Giardini Naxos
Operator: Explore
Departures: Oct 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visits: Malta, Sicily
Exclusive Savings
From (Per Person)
US$5,050
Save 170
Per Person
View Trip
15 Day Sicily in Depth with Historian Antonio Marretta with Explore Worldwide
Tour

15 Days Syracusa to Giardini Naxos
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visits: Sicily
Exclusive Savings
From (Per Person)
US$4,700
Save 140
Per Person
View Trip
14 Day Venice to Rome by Rail with Sorrento & the Amalfi Coast with Explore Worldwide
Tour

14 Days Venice to Sorrento
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Styles: Adventure, Rail
Visits: Italy
Exclusive Savings
From (Per Person)
US$4,930
Save 690
Per Person
View Trip
8 Day A Taste of Tuscany - Hilltop Towns & Vineyards with Explore Worldwide
Tour

8 Days Pisa to Pisa
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Styles: Adventure, Food & Wine
Visits: Italy
From (Per Person)
US$3,180
Per Person
View Trip
8 Day Amalfi Coast Discovery with Explore Worldwide
Tour

8 Days Naples to Naples
Operator: Explore
Departures: May 2027 to Oct 2027
Trip Style: Adventure
Visits: Italy
From (Per Person)
US$2,490
Per Person
View Trip
8 Day Hiking in the Dolomites with Explore Worldwide
Tour

8 Days Venice to Venice
Operator: Explore
Departures: Aug 2026 to Sep 2027
Trip Styles: Adventure, Walking & Hiking
Visits: Italy
Exclusive Savings
From (Per Person)
US$2,800
Save 280
Per Person
View Trip
8 Day A Taste of Sicily - Palermo to Syracuse with Explore Worldwide
Tour

8 Days Palermo to Catania
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Food & Wine
Visits: Sicily, Italy
Exclusive Savings
From (Per Person)
US$2,960
Save 160
Per Person
View Trip
8 Day Amalfi Coast Walking - Coastal Hotel with Explore Worldwide
Tour

8 Days Naples to Naples
Operator: Explore
Departures: Oct 2026 to Nov 2027
Trip Styles: Adventure, Walking & Hiking, Winter
Visits: Italy
Exclusive Savings
From (Per Person)
US$1,640
Save 280
Per Person
View Trip
8 Day Cycle Dolomites, Lake Garda & Verona with Explore Worldwide
Tour

8 Days Venice to Venice
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Cycling
Visits: Italy
Exclusive Savings
From (Per Person)
US$2,830
Save 170
Per Person
View Trip
8 Day Upgraded - Walking Italy: Rome & Umbria with Explore Worldwide
Tour

8 Days Rome to Rome
Operator: Explore
Departures: May 2027 to Sep 2027
Trip Styles: Adventure, Walking & Hiking
Visits: Italy
From (Per Person)
US$4,290
Per Person
View Trip
8 Day Tuscany Walking & Wine with Explore Worldwide
Tour

8 Days Pisa to Florence
Operator: Explore
Departures: Sep 2026 to Oct 2027
Trip Styles: Adventure, Food & Wine, Walking & Hiking
Visits: Italy
Exclusive Savings
From (Per Person)
US$2,760
Save 280
Per Person
View Trip
8 Day Walking In Sicily with Explore Worldwide
Tour

8 Days Giardini Naxos to Giardini Naxos
Operator: Explore
Departures: Oct 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Walking & Hiking
Visits: Sicily
Exclusive Savings
From (Per Person)
US$2,180
Save 170
Per Person
View Trip
Results: 22 results

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