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Sicily Tours & Cruises in 2026

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    • Sicily
Sunset over Palermo
from $8,560
EXPLORE

Ancient Shores of the Mediterranean

Malaga to Valletta - 10 Day Itinerary aboard Le Boreal
  • Explore Malaga’s coastal old town
  • Walk through Algiers’ UNESCO Casbah
  • Walk Valletta’s fortified streets
  • See Carthage and Byrsa
Starts / Ends
Malaga / Valletta
Activities
Urban Exploration
Activity Level
Variable
Set sail on a 10-day cruise from Malaga to Valletta aboard Le Boreal and explore UNESCO World Heritage Sites, ancient ruins, and vibrant local markets. Discover Roman theaters, Moorish palaces, Arab-Norman cathedrals, and Mediterranean coastlines. Enjoy cultural depth and historic architecture in each port.
Cruise Details
0
Ruins of Greece
from $7,790
$1000 SBC
EXPLORE

Cruising the Mediterranean: Sicily, Sardinia, and Mallorca – with Smithsonian Journeys

Valletta - Barcelona - 8 Day Itinerary aboard Le Boreal
  • Visit UNESCO sites in Valletta
  • Indulge in Sicilian seafood
  • Stroll Mahon's colorful streets
  • Transit the Corinth Canal passage
Starts / Ends
Valletta / Tarragona
Activity Level
Variable
Embark on an 8-day Le Boreal cruise from Valletta to Barcelona. Visit Sicily’s historic cities, Sardinia’s archaeological treasures, and the Balearic Islands’ stunning landscapes. Shore excursions, transfers, and expert-led discussions with Smithsonian Journeys.
Cruise Details
0
Sicilian landscape in the early evening
from $2,080
EXPLORE

Amalfi & Sicily

Civitavecchia Roundtrip - 7 Day Itinerary aboard Star Clipper
  • Explore Civitavecchia wonders
  • Discover Lipari lively streets
  • Witness Stromboli’s volcano
  • Experience Amalfi seaside views
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Embark on a 7-day cruise aboard the Star Clipper, starting from Civitavecchia and visiting Italy's beautiful coastal spots like the Aeolian Islands and Amalfi. Conclude your journey with easy access to explore Rome.
Cruise Details
0
Naples at Sunset, Italy
from $3,696
EXPLORE

A Mediterranean Christmas - Naples, the Amalfi Coast & Sicily

Naples Roundtrip - 8 Day Itinerary aboard MV La Belle de L'Adriatique
  • Pompeii archaeological site visit
  • Herculaneum historic ruins visit
  • Mount Etna volcano climb
  • Explore Capri and Anacapri
Starts / Ends
Naples / Naples
Activity Level
Variable
Sail on an 8-day Mediterranean cruise from Naples to Sicily, Calabria, and the Amalfi Coast aboard MV La Belle de L'Adriatique. Explore Pompeii, Herculaneum, Mount Etna, Taormina, Tropea, Amalfi, and Capri. Cruise the Aeolian Islands, enjoy cultural excursions, regional cuisine, gala evenings, and scenic sailing.
Cruise Details
0
Explore the colorful villages of Parga
from $7,540
EXPLORE

Ancient Cities of the Mediterranean

Valletta - Athens - 9 Day Itinerary aboard Le Bougainville
  • Explore ancient Syracuse ruins
  • Tour Sparta’s ancient port
  • Wander Monemvasia’s medieval alleys
  • Climb Nafplion’s hill fortress
Starts / Ends
Valletta / Athens
Activity Level
Variable
Embark on a 9-day Ancient Cities of the Mediterranean cruise from Valletta to Athens, exploring Syracuse, Reggio di Calabria, Gallipoli, Parga, Gythio, Monemvasia, and Nafplion. Discover a mix of ancient ruins, medieval towns, and coastal views aboard Le Bougainville. Each stop offers insight into centuries of Mediterranean culture and heritage.
Cruise Details
0
Athens Acropolis
from $1,740
Air Credit
EXPLORE

Sicily & Greece

Piraeus - Valletta - 6 Day Itinerary aboard Star Clipper
  • Explore Athens ancient Agora
  • Walk Monemvasia twisting alleys
  • Wander Syracuse baroque piazzas
  • Discover Valletta capital
Starts / Ends
Piraeus / Valletta
Activities
Small Ship Sailing
Activity Level
Variable
Embark on a 6-day Mediterranean cruise from Piraeus to Valletta aboard the Star Clipper, visiting historic sites in Greece, Italy, and Malta. Highlights include Monemvasia, Pilos, and Syracuse, concluding in Valletta, a UNESCO World Heritage site.
Cruise Details
0
View from mount Solaro of Capri island at summer day, Italy
from $11,425
EXPLORE

Early Summer Mediterranean Style

Valletta - Nice - 11 Day Itinerary aboard Sea Cloud Spirit
  • Discover Valletta's architecture
  • Experience Ortigia’s Old Town
  • Explore Corsica, Sardinia and Calvi
  • Discover Amalfi and Amalfi Coast
Starts / Ends
Valletta / Nice
Activity Level
Variable
Sail from Malta to France on an 11-day Early Summer Mediterranean cruise aboard the Sea Cloud Spirit. Visit Valletta’s historic streets, Syracuse’s ancient ruins, and Taormina’s views of Mount Etna. Cruise past the Amalfi Coast, visit Capri’s grottos, Corsica’s cliffs, Sardinia’s Catalan past, and Calvi’s beaches. End in St. Tropez and scenic Nice.
Cruise Details
0
Beautiful Amalfi Coast
from $2,320
SS 25%
EXPLORE

Amalfi & Sicily

Roundtrip Civitavecchia - 8 Day Itinerary aboard Star Clipper
  • Sail across Mediterranean waters
  • Visit Lipari for coastal views
  • Explore Messina cathedral clock
  • See seaside cliffs near Sorrento
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Experience an 8-day Mediterranean sailing adventure from Civitavecchia, exploring Sicily, the Amalfi Coast, and the Aeolian and Pontine Islands aboard Star Clipper. Sail past Stromboli’s active volcano, wander historic Messina, and admire the coastal beauty of Amalfi and Sorrento. Explore Ponza’s unspoiled charm before returning to Rome’s port.
Cruise Details
0
The Roman theatre in Cartagena
from $8,950
EXPLORE

Ancient shores of the Mediterranean

Valletta - Malaga - 11 Day Itinerary aboard Le Bougainville
  • See Valletta UNESCO heritage site
  • Discover Syracuse Greek heritage
  • Visit Agrigento Valley Temples
  • Tour Tunis Carthage SidiBouSaid
Starts / Ends
Valletta / Malaga
Activities
Archaeological Site Visits, Village Visits, Local Market Visits, Wine Tasting
Activity Level
Variable
11-day cruise from Valletta to Málaga aboard Le Bougainville explores Malta, Sicily, Tunisia, Algeria, and Spain. Syracuse, Agrigento, Tunis, Algiers, Cartagena, Almería, Melilla, and Granada highlight ancient sites, coastal cities, and UNESCO-listed heritage stops.
Cruise Details
0
Explore Sibenik on the Dalmatian Coast
from $3,870
Air Credit
EXPLORE

Italy, Montenegro & Croatia

Venice - Civitavecchia - 12 Day Itinerary aboard Royal Clipper
  • Admire Venice’s domes
  • Wander Rovinj’s medieval streets
  • Discover Sibenik’s coastal lanes
  • Explore Kotor’s medieval town
Starts / Ends
Venice / Civitavecchia
Activities
Snorkeling
Activity Level
Variable
Set sail on a 12-day Royal Clipper cruise through the Mediterranean, visiting stunning destinations like Venice, Dubrovnik, and Syracuse. Experience rich history and culture while enjoying scenic views and a relaxing day at sea before concluding in Civitavecchia, near Rome.
Cruise Details
0
Stroll along Barcelona's famed beaches
from $20,935
Save $1500
EXPLORE

Mediterranean Wonders: Sicily, Greece, Sardinia, and Beyond

Spain - Greece - 13 Day Itinerary aboard National Geographic Orion
  • Cruise the Mediterranean Sea
  • Explore standing stones on Menorca
  • Taste Sicilian wine
  • Swim at Kefalonia
  • Explore Delphi and Corinth Canal
Starts / Ends
Barcelona / Athens
Activities
Hiking, Kayaking, Stand Up Paddle Boarding
Activity Level
Variable
Embark on a 13-day Mediterranean Wonders Cruise from Spain to Greece aboard National Geographic Orion, explore ancient ruins, medieval towns, and local cuisine. Visit Menorca’s prehistoric stones, Bonifacio’s citadel, Sardinia’s artisan villages, savor Sicilian wine, swim in Kefalonia’s waters, and explore Delphi.
Cruise Details
0
Stop in beautiful Malta
from $23,540
EXPLORE

Island Odyssey: Malta, Sicily & the Greek Isles

Valletta - Piraeus - 8 Day Itinerary aboard Scenic Eclipse II
  • Explore Valletta’s walled city
  • Discover Syracuse’s Greek ruins
  • Wander Monemvasia’s medieval street
  • Stroll Nafplion’s Old Town
Starts / Ends
Valletta / Piraeus
Activities
Wildlife Viewing
Activity Level
Variable
Embark on an 8-day cruise aboard Scenic Eclipse II, starting in Valletta, Malta, and visiting historic Syracuse, Nafplion, and Mykonos. Experience the cultural richness, history, and stunning coastal beauty of the Mediterranean in style and comfort.
Cruise Details
0
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Kassandra Magruder Adventure Life employee profile
Kassandra M.
Sail to the stunning city of Taormina, Sicily.
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