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15 Nights

Malta and Gozo Discovery + Classical Sicily

Explore Malta, Gozo and Sicily from Valletta’s fortifications and prehistoric temples to Syracuse, Palermo and Mount Etna, linked by a short flight between islands.

Starts:Luqa, Malta
Ends:Giardini Naxos, Italy
Group Size:4- 18
Operator:Explore!

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$5260
$4293pp excluding flights $286 per night
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14 Nights

Sicily in Depth with Historian Antonio Marretta

Discover ancient Sicily on this two-week tour of the captivating island

Starts:Syracusa
Ends:Giardini Naxos
Group Size:4- 18
Difficulty:Moderate
Operator:Explore!

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$4770
$4055pp excluding flights $290 per night
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15 Nights

Italy Explorer

Explore Italy’s icons from Rome and Venice to Tuscany, the Amalfi Coast and Sicily on a 16‑day, fully guided coach tour featuring guided walks and multiple free days.

Starts:Rome, Italy
Ends:Rome, Italy
Group Size:10- 51
Operator:Expat Explore Travel

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$2945pp excluding flights $196 per night
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7 Nights

Solo-ish Sicily

Explore Sicily’s culture, cuisine and coast on a small-group Solo-ish journey from Catania to Palermo with guided walks, local experiences and time to do your own thing.

Starts:Catania, Italy
Ends:Palermo, Italy
Group Size:1- 16
Operator:G Adventures

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$2499
$1999pp excluding flights $286 per night
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13 Nights

Highlights of Sicily

Discover Sicily’s highlights from Palermo to the Aeolian Islands, with island cruising, a guided Valley of the Temples visit, and a hands-on arancini cooking class on a small-group adventure.

Starts:Palermo, Italy
Ends:Palermo, Italy
Group Size:1- 16
Operator:G Adventures

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$3949pp excluding flights $304 per night
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14 Nights

Best of Italy and Sicily

Journey from Sicily to Venice with guided sightseeing, scenic cruises and time in Rome, Florence and Cinque Terre on a colorful exploration of Italy and the Vatican.

Starts:Palermo, Italy
Ends:Venice, Italy
Group Size:25- 52
Operator:Trafalgar

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$5250
$4581pp excluding flights $327 per night
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8 Nights

Sicily in Depth - Classic Group

Explore Sicily on a 9-day guided journey from Palermo to Catania, featuring Local Expert-led visits, authentic dining, and highlights from the Palatine Chapel and Valley of the Temples to Syracuse and

Starts:Palermo, Italy
Ends:Catania, Italy
Operator:Insight Vacations

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$2860
$2574pp excluding flights $322 per night
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8 Nights

Colors of Sicily

Journey across Sicily from Palermo to Catania, combining iconic sites, local cultural experiences and delicious cuisine with guided visits and free time to explore.

Starts:Palermo, Italy
Ends:Catania, Italy
Operator:Trafalgar

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$2750
$2426pp excluding flights $303 per night
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13 Nights

Sicily in Depth - With 6-Day Malta Option, Classic Group

Experience a 14‑day journey across Sicily’s highlights with Local Experts, then fly to Malta for relaxed exploration from Sliema, including Valletta and Mdina.

Starts:Palermo, Italy
Ends:Valletta, Malta
Operator:Insight Vacations

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$4515
$4085pp excluding flights $314 per night
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16 Nights

Grand Italy & Sicily - Small Group

Discover Italy from Rome to Sicily on a 17-day small group tour featuring iconic art, coastal villages, island escapes and UNESCO treasures with Local Experts.

Starts:Rome, Italy
Ends:Palermo, Italy
Operator:Insight Vacations

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$10095
$9850pp excluding flights $616 per night
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16 Nights

Grand Italy & Sicily - Classic Group

Discover Rome, Venice, Florence, Capri and Sicily on a 17‑day guided journey featuring Local Experts, iconic highlights and memorable regional dining.

Starts:Rome, Italy
Ends:Palermo, Italy
Operator:Insight Vacations

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$7550
$6593pp excluding flights $412 per night
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13 Nights

Country Roads of Southern Italy & Sicily

A 2-week guided journey from Rome to Palermo showcases Southern Italy and Sicily’s highlights, combining scenic days and expert-led visits with memorable regional dining.

Starts:Rome, Italy
Ends:Palermo, Italy
Operator:Insight Vacations

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$5225
$4598pp excluding flights $354 per night
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9 Nights

Southern Italy and Sicily

From Rome to Palermo, discover Pompeii, Capri, Taormina, Agrigento and Monreale on a southern Italy and Sicily journey with a Travel Director, Local Specialists and cherry-picked hotels.

Starts:Rome, Italy
Ends:Palermo, Italy
Operator:Trafalgar

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$3575
$3146pp excluding flights $350 per night
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8 Nights

Sicily in Depth - Small Group

Discover Sicily on a 9-day small-group journey from Palermo to Catania, featuring Local Experts, iconic ancient sites and memorable food and wine experiences.

Starts:Palermo, Italy
Ends:Catania, Italy
Operator:Insight Vacations

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$4225
$3722pp excluding flights $465 per night
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7 Nights

Real Sicily | Age 27-35 | 2026

Explore Sicily from Catania to Palermo with seaside charm, historic treasures and tasty local experiences on a limited edition adventure for ages 27–35.

Starts:Catania, Italy
Ends:Palermo, Italy
Operator:Contiki

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$1725
$1475pp excluding flights $211 per night
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21 Nights

Ultimate Italy | 2026

Discover Italy from Rome to Palermo over 22 days, taking in Florence, Cinque Terre, Milan, Venice, the Amalfi Coast and Sicily with guided visits, free time and local experiences.

Starts:Rome, Italy
Ends:Palermo, Italy
Operator:Contiki

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$4578
$4348pp excluding flights $207 per night
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21 Nights

Ultimate Italy | Age 27-35 | 2026

From Rome to Palermo, Ultimate Italy (Age 27–35 | 2026) spans mainland icons and Sicily with guided moments, free time and unforgettable stops along the way.

Starts:Rome, Italy
Ends:Palermo, Italy
Operator:Contiki

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$4658
$4433pp excluding flights $211 per night
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12 Nights

Italian Escape & Sicily | Age 27-35 | 2026

Explore Italy from Rome to Palermo via Capri, the Amalfi Coast and Sicily on an age 27-35 adventure featuring a flight to Catania, ferry views and standout included experiences.

Starts:Rome, Italy
Ends:Palermo, Italy
Operator:Contiki

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$2710
$2582pp excluding flights $215 per night
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12 Nights

Italian Escape & Sicily | Classic | 2026

Discover Italy from Rome to Palermo on a 13-day journey featuring the Amalfi Coast and Capri, an internal flight to Sicily, and time in Taormina, Syracuse, Cefalù and the Valley of the Temples.

Starts:Rome, Italy
Ends:Palermo, Italy
Operator:Contiki

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$2848
$2703pp excluding flights $225 per night
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7 Nights

Real Sicily | Classic | 2026

Journey across Sicily from Catania to Palermo, taking in Taormina, Syracuse, the Valley of the Temples and Cefalù with included experiences and free time.

Starts:Catania, Italy
Ends:Palermo, Italy
Operator:Contiki

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$1750
$1485pp excluding flights $212 per night
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