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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 421 trips departing between March 2026 and October 2027.
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22 Tours (421 Tour Departures)
8 Day Malta & Gozo Discovery with Explore Worldwide
Tour
 (4)

8 Days Malta to Sliema
Operated By: Explore Worldwide
Departures: Mar 2026 to Nov 2026
Trip Styles: Adventure, Small Group, Off The Beaten Track
Visit: Malta
Exclusive Savings
From
US$1,872
Save 272
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$1,804
Save 266
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$2,677
Save 95
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
Exclusive Savings
From
US$4,627
Save 155
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$2,745
Save 295
Per Person
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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
Exclusive Savings
From
US$2,279
Save 77
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$2,522
Save 348
Per Person
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8 Day Classical Sicily with Explore Worldwide
Tour

8 Days Syracusa to Giardini Naxos
Operated By: Explore Worldwide
Departures: Mar 2026 to Oct 2027
Trip Styles: Adventure, Small Group
Visit: Sicily
Exclusive Savings
From
US$2,609
Save 291
Per Person
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16 Day Malta & Gozo Discovery with Classical Sicily with Explore Worldwide
Tour

16 Days Malta to Giardini Naxos
Operated By: Explore Worldwide
Departures: Mar 2026 to Oct 2026
Trip Styles: Adventure, Small Group
Visit: Malta, Sicily
Exclusive Savings
From
US$4,792
Save 363
Per Person
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7 Day Venice to Rome by Rail with Explore Worldwide
Tour

7 Days Venice to Rome
Operated By: Explore Worldwide
Departures: Mar 2026 to Oct 2027
Trip Styles: Adventure, Small Group, Rail
Visit: Italy
Exclusive Savings
From
US$2,212
Save 348
Per Person
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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$2,881
Save 299
Per Person
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8 Day Amalfi Coast Walking - Hotel Risorgimento with Explore Worldwide
Tour

8 Days Naples to Naples
Operated By: Explore Worldwide
Departures: Mar 2026 to Oct 2027
Visit: Italy
Exclusive Savings
From
US$1,804
Save 266
Per Person
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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
Exclusive Savings
From
US$2,541
Save 83
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
Exclusive Savings
From
US$2,279
Save 78
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$2,958
Save 302
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$5,325
Save 585
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: Jun 2026 to Sep 2027
Visit: Italy
Exclusive Savings
From
US$2,716
Save 95
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$3,822
Save 328
Per Person
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8 Day Amalfi Coast Walking - Coastal Hotel with Explore Worldwide
Tour

8 Days Naples to Naples
Operated By: Explore Worldwide
Departures: Mar 2026 to Oct 2027
Visit: Italy
Exclusive Savings
From
US$1,862
Save 63
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$2,677
Save 293
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$2,134
Save 266
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$2,347
Save 273
Per Person
View Trip
Results: 22 results

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