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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 and October are the most popular months to begin your tour and Explore Worldwide have 414 trips departing between April 2026 and November 2027.
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22 Tours (414 Tour Departures)
8 Day Malta & Gozo Discovery with Explore Worldwide
Tour
 (4)

8 Days Malta to Sliema
Operated By: Explore Worldwide
Departures: Apr 2026 to Nov 2026
Trip Styles: Adventure, Small Group, Off The Beaten Track
Visit: Malta
Exclusive Savings
From
US$1,970
Save 210
Per Person
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8 Day Amalfi Coast Walking - Agriturismo with Explore Worldwide
Tour
 (3)

8 Days Naples to Naples
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2027
Visit: Italy
Exclusive Savings
From
US$1,860
Save 210
Per Person
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8 Day Classical Sicily with Explore Worldwide
Tour
 (1)

8 Days Syracusa to Giardini Naxos
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$2,690
Save 210
Per Person
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8 Day Highlights of Puglia with Explore Worldwide
Tour
 (1)

8 Days Bari to Lecce
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Off The Beaten Track
Visit: Italy
Exclusive Savings
From
US$2,670
Save 200
Per Person
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8 Day Lake Como Walking with Explore Worldwide
Tour

8 Days Milan to Milan
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2027
Visit: Italy
Exclusive Savings
From
US$2,420
Save 200
Per Person
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8 Day Hiking in the Dolomites with Explore Worldwide
Tour

8 Days Venice to Venice
Operated By: Explore Worldwide
Departures: Jul 2026 to Sep 2027
Visit: Italy
From
US$2,800
Per Person
View Trip
8 Day Amalfi Coast Discovery with Explore Worldwide
Tour

8 Days Naples to Naples
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Italy
From
US$2,350
Per Person
View Trip
8 Day Amalfi Coast Walking - Coastal Hotel with Explore Worldwide
Tour

8 Days Naples to Naples
Operated By: Explore Worldwide
Departures: Oct 2026 to Nov 2027
Visit: Italy
From
US$1,920
Per Person
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15 Day Ancient Sicily with Explore Worldwide
Tour

15 Days Syracusa to Giardini Naxos
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily, Italy
From
US$4,770
Per Person
View Trip
8 Day Amalfi Coast Walking - Hotel Risorgimento with Explore Worldwide
Tour

8 Days Naples to Naples
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2027
Visit: Italy
Exclusive Savings
From
US$1,860
Save 210
Per Person
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8 Day A Taste of Italy - Walking in Puglia with Explore Worldwide
Tour

8 Days Altamura to Monopoli
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Visit: Italy
Exclusive Savings
From
US$2,200
Save 200
Per Person
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8 Day A Taste of Sicily - Palermo to Syracuse with Explore Worldwide
Tour

8 Days Palermo to Catania
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2027
Visit: Sicily, Italy
Exclusive Savings
From
US$3,050
Save 210
Per Person
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8 Day Upgraded - Walking Italy: Rome & Umbria with Explore Worldwide
Tour

8 Days Rome to Rome
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Visit: Italy
Exclusive Savings
From
US$3,940
Save 210
Per Person
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8 Day Walking In Sicily with Explore Worldwide
Tour

8 Days Giardini Naxos to Giardini Naxos
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Visit: Sicily
From
US$2,350
Per Person
View Trip
8 Day Cycle Puglia with Explore Worldwide
Tour

8 Days Altamura to Monopoli
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2027
Visit: Italy
From
US$2,620
Per Person
View Trip
8 Day A Taste of Tuscany - Hilltop Towns & Vineyards with Explore Worldwide
Tour

8 Days Pisa to Pisa
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Visit: Italy
Exclusive Savings
From
US$2,970
Save 210
Per Person
View Trip
7 Day Venice to Rome by Rail with Explore Worldwide
Tour

7 Days Venice to Rome
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy
Exclusive Savings
From
US$2,350
Save 210
Per Person
View Trip
16 Day Malta & Gozo Discovery with Classical Sicily with Explore Worldwide
Tour

16 Days Malta to Giardini Naxos
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2026
Trip Styles: Adventure, Small Group
Visit: Malta, Sicily
Exclusive Savings
From
US$5,050
Save 210
Per Person
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8 Day Cycle Dolomites, Lake Garda & Verona with Explore Worldwide
Tour

8 Days Venice to Venice
Operated By: Explore Worldwide
Departures: May 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Cycling
Visit: Italy
Exclusive Savings
From
US$2,830
Save 210
Per Person
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8 Day Rome, Sorrento & the Amalfi Coast with Explore Worldwide
Tour

8 Days Rome to Sorrento
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Italy
Exclusive Savings
From
US$2,760
Save 210
Per Person
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8 Day Tuscany Walking & Wine with Explore Worldwide
Tour

8 Days Pisa to Florence
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2027
Visit: Italy
Exclusive Savings
From
US$2,600
Save 270
Per Person
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14 Day Venice to Rome by Rail with Sorrento & the Amalfi Coast with Explore Worldwide
Tour

14 Days Venice to Sorrento
Operated By: Explore Worldwide
Departures: Apr 2026 to Oct 2026
Trip Styles: Adventure, Small Group, Rail
Visit: Italy
Exclusive Savings
From
US$5,330
Save 420
Per Person
View Trip
Results: 22 results

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