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Sicily Tours & Cruises in 2026

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Relax in beautiful Sicily
from $3,610
EXPLORE

Rome to Athens

Civitavecchia - Piraeus - 12 Day Itinerary aboard Star Clipper
  • Explore Ponza’s harbor town
  • Discover Sorrento’s ancient cliffs
  • View Lipari’s bustling marina
  • Wander Syracuse’s baroque piazzas
Starts / Ends
Civitavecchia / Piraeus
Activity Level
Variable
Join a 12-day cruise on the Star Clipper, starting from Civitavecchia and exploring Italy's Pontine Islands, the Aeolian Islands, and Sicily. Discover Greece's historic sites, including Olympia and picturesque Hydra, before concluding in Athens.
Cruise Details
0
Wander the cobbled streets of Rovinj
from $11,795
EBD
EXPLORE

Valletta to Venice: An Adriatic Renaissance

Valletta - Venice - 12 Day Itinerary aboard MV Douglas Mawson
  • Unveil Valletta’s history
  • Wander Reggio Calabria's sea views
  • Uncover Gallipoli’s coastal charm
  • Visit Bari’s unique Trulli Houses
Starts / Ends
Malta / Venice
Activities
Wine Tasting
Activity Level
Variable
Join a 12-day cruise on the Douglas Mawson, exploring historic routes from Valletta to Venice. Discover the rich legacies of knights and explorers in cities like Split, Dubrovnik, and Ravenna while experiencing the Adriatic's history and culture.
Cruise Details
0
Relax by the sea in sunny Nice
from $8,470
EXPLORE

Isle of Beauty, Italian shores & Malta

Nice - Valletta - 11 Day Itinerary aboard Le Dumont-d'Urville
  • Stroll Promenade des Anglais
  • Explore Napoleon’s exile home
  • Visit Lipari’s obsidian quarries
  • See Valletta’s Grandmasters Palace
Starts / Ends
Nice / Valletta
Activities
Spa Relaxation
Activity Level
Variable
Embark on this 11-day cruise across the Mediterranean from Nice to Valletta aboard Le Dumont-d'Urville. Explore Corsica’s charming ports, Sicily’s historical treasures, and the natural beauty of the Aeolian Islands. Visit iconic landmarks like the Calvi Citadel, Portofino’s harbor, and Lipari’s obsidian quarries.
Cruise Details
0
Mount Etna looms over an ancient town
from $14,490
Save $150
EXPLORE

Malta, Sicily & Amalfi Coast

Valletta - Civitavecchia - 10 Day Itinerary aboard Emerald Sakara
  • Explore Valletta’s Baroque capital
  • Visit Giardini Naxos’ beaches
  • Admire Lipari’s scenic cliffs
  • Discover Amalfi’s cathedral
Starts / Ends
Valletta / Civitavecchia
Activities
Local Market Visits
Activity Level
Variable
Set sail for a 10-day Mediterranean cruise from Valletta, Malta, to Civitavecchia, Italy, on the Emerald Sakara. Visit Sicilian beaches, Amalfi's historic sites, and enjoy stunning views from Capri and Sorrento, balancing relaxation with exploration.
Cruise Details
0
City of Dubrovnik
from $8,060
EXPLORE

From the Adriatic to the Ionian Sea

Dubrovnik to Valleta - 10 Day Itinerary aboard Le Bougainville
  • Explore Mljet's lakes and monastery
  • Tour Parga’s ancient sites
  • Discover Gallipoli old town
  • Visit Korcula’s medieval town
Starts / Ends
Dubrovnik / Valletta
Activities
Village Visits, Urban Exploration, Biking
Activity Level
Variable
Sail from Dubrovnik to Valletta aboard Le Bougainville on a 10-day Mediterranean cruise. Explore medieval Dubrovnik, the forests of Mljet, Vis Island’s shipwrecks, and Montenegro’s walled town of Kotor. Discover Greek ruins in Parga, Italian heritage in Gallipoli, and Roman history in Taormina.
Cruise Details
0
An aerial view of the city Malaga
from $2,990
SS 25%
EXPLORE

Malta, Balearics & Spain

Valletta - Malaga - 10 Day Itinerary aboard Star Clipper
  • Explore Valletta with its heritage
  • Discover Porto Empedocle
  • Visit Cagliari and its Castello
  • Experience Ibiza with its beaches
Starts / Ends
Valletta / Malaga
Activities
Small Ship Sailing, Archaeological Site Visits
Activity Level
Variable
Embark on a 10-day sailing cruise from Valletta to Malaga, visiting Sicily, Sardinia, Menorca, Ibiza, and Cartagena. Explore historic landmarks and enjoy relaxing days at sea on Star Clippers’ tall ships.
Cruise Details
0
Beautiful Taormina, Italy, with Mt. Etna in the background
from $31,340
Save $150
EXPLORE

Islands of the Mediterranean

Piraeus - Malaga - 12 Day Itinerary aboard Scenic Eclipse II
  • Explore Athens’ Acropolis
  • Discover Mykonos’ iconic windmills
  • Wander Santorini’s streets
  • Experience Chania’s Venetian harbor
Starts / Ends
Piraeus / Malaga
Activity Level
Variable
Embark on a 12-day Mediterranean cruise aboard the Scenic Eclipse II, exploring iconic Greek islands like Mykonos and Santorini, along with the charming coastal towns of Sardinia and Ibiza. This journey combines rich cultural immersion, stunning scenery, and regional flavors across Southern Europe.
Cruise Details
0
Civitavecchia, the historic port city that opens the gateway to Rome.
from $3,610
Air Credit
EXPLORE

Italy and Croatia

Civitavecchia - Venice - 12 Day Itinerary aboard Star Clipper
  • Explore Ponza’s colorful harbor
  • Discover Amalfi’s grand Duomo
  • Admire Lipari’s volcanic beauty
  • Wander Taormina’s ancient lanes
Starts / Ends
Civitavecchia / Venice
Activity Level
Variable
Set sail on a 12-day cruise from Civitavecchia to Venice on the Star Clipper, exploring Italy and Croatia's hidden gems like Ponza and Otranto. Experience historic towns and local cuisine, and enjoy onboard relaxation and adventure across beautiful coastal seas.
Cruise Details
0
View from gondola during the ride through the canals, Venice
from $3,610
SS 25%
EXPLORE

Italy, Montenegro and Croatia

Venice - Civitavecchia - 12 Day Itinerary aboard Star Clipper
  • Explore Venice’s Grand Canal
  • Discover Mali Losinj’s Cikat Bay
  • Visit Sibenik’s St. James Cathedral
  • Walk Dubrovnik’s ancient city walls
Starts / Ends
Venice / Civitavecchia
Activity Level
Variable
Set sail on a 12-day Star Clipper cruise from Venice, exploring Croatia's coastal gems and Montenegro's Kotor. Discover Italy's Apulia region, Sicily's Taormina, and end your journey in Civitavecchia, just outside Rome.
Cruise Details
0
Admire the distinctive red roofs of the cities of the Dalmatian coast
from $4,480
EXPLORE

Grand Voyage: Venice to Rome

Venice - Civitavecchia - 15 Day Itinerary aboard Royal Clipper
  • Admire Venice’s Renaissance palaces
  • Explore Rovinj’s harbor
  • Discover Sibenik’s cathedral
  • Walk Dubrovnik’s historic walls
Starts / Ends
Venice / Civitavecchia
Activity Level
Variable
Embark on a 15-day cruise from Venice to Civitavecchia aboard the Royal Clipper, exploring stunning Adriatic and Mediterranean destinations. Discover historical sites in Rovinj, Dubrovnik, and Syracuse while enjoying the natural beauty of islands like Ponza and Corsica.
Cruise Details
0
Wander through colorful seaside towns
from $9,270
EXPLORE

Sweet Mediterranean Escape

Athens to Nice - 13 Day Itinerary aboard Le Boreal
  • Tour Patmos sacred sites
  • Explore ancient Delos ruins
  • Sail scenic Corinth Canal
  • Visit Porto Santo Stefano
Starts / Ends
Athens / Nice
Activity Level
Variable
Embark on a 13-day cruise from Athens to Nice aboard Le Boreal. Visit UNESCO sites in Patmos and Delos, sail through the Corinth Canal, explore ancient towns like Nafplion, Taormina, and Gaeta, and relax on the coasts of Milos, Corsica, and Tuscany. Discover both major highlights and hidden gems across the Mediterranean.
Cruise Details
0
Relax by the sea in sunny Nice
from $9,270
EXPLORE

From the Tyrrhenian Sea to the Adriatic

Nice - Venice - 13 Day Itinerary aboard Le Boreal
  • Stroll Promenade des Anglais
  • Stroll Lipari’s volcanic landscape
  • Circle Dubrovnik’s stone ramparts
  • Tour Taormina’s ancient ruins
Starts / Ends
Nice / Venice
Activity Level
Variable
Set sail on a 13-day Tyrrhenian Sea to the Adriatic cruise aboard Le Boreal. Explore Nice, Bonifacio, Lipari, Taormina, Dubrovnik, Split, Rovinj, and Piran. Walk historic centers, enjoy coastal views, and discover local cultures. Relax with onboard amenities during scenic sea days before ending in Venice.
Cruise Details
0
25-36 of 40 Results

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Mary C.
Sail to the stunning city of Taormina, Sicily.
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