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Beautiful Taormina, Italy, with Mt. Etna in the background

Sicily Sailing Cruises

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Experience the enchanting beauty of the Eastern Mediterranean on a small ship sailing adventure with Adventure Life's array of 7 unique tours to Italy, Montenegro, and Croatia for 2026. Delve into the heart of Venice, Rome, and other stunning destinations aboard the luxury tall ship, Royal Clipper. Discover the heavenly scent of lavender in Hvar, snorkel in crystal-clear waters, visit the medieval city of Kotor, and explore the Sistine Chapel. From archaeological site visits to snorkeling excursions, each moment offers a chance to immerse yourself in the wonders of this region. Engage in land and sea exploration, revel in charming village visits, and enjoy small ship cruising at its finest. Don't miss this opportunity to explore the cultural and natural gems of the Eastern Mediterranean. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Taormina
Sunset over Palermo
from $8,910
No SS
EXPLORE

Epicurean Delights: The Food & Wine of Sicily

Valletta Roundtrip - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Visit Valley of Temples
  • Walk Palermo’s historic streets
  • Visit Taormina’s Greco-Roman theatr
  • Wander Syracuse’s old town
Starts / Ends
Valletta / Valletta
Activities
Local Market Visits, Village Visits, Small Ship Sailing, Archaeological Site Visits
Activity Level
Variable
Sail roundtrip from Valletta on a 9-day cruise through Sicily aboard Le Dumont-d’Urville. Discover Palermo, Syracuse, Taormina, and more as you explore UNESCO-listed ruins, charming island villages, and volcanic landscapes rich in history and culture.
Cruise Details
0
Relax by the sea in sunny Nice
from $8,470
Save 10%
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
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
Ancient theater of Taormina Sicily Italy with Etna erupting volcano at sunset
from $14,158
Save 20%
EXPLORE

The Ancient Shores of Sicily and Malta

Roundtrip Malta - 10 Day Itinerary aboard Sea Cloud II
  • Explore stunning UNESCO-listed site
  • Step into the history of Sicily
  • Discover the charm of ancient Erice
  • Savor the authentic Sicily flavors
  • Explore historic Taormina and Sirac
Starts / Ends
Valletta / Valletta
Activities
Wine Tasting
Activity Level
Variable
Embark on a 10-day Ancient Shores of Sicily and Malta cruise, aboard Sea Cloud II. Explore ancient cities, UNESCO-listed temples, and landscapes shaped by the Romans, Greeks, and Carthaginians. Visit Agrigento’s Valley of the Temples, the Ggantija Temples, and Valletta, stroll medieval Erice, and tour The Godfather’s Castello degli Schiavi.
Cruise Details
0
View from gondola during the ride through the canals, Venice
from $3,610
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
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
Explore ruins in Taormina within view of volcanic Mount Etna
from $7,599
Save 30%
EXPLORE

Adriatic Sunsets

Venice to Rome - 12 Day Itinerary aboard World Traveller
  • Explore Venice's Grand Canals
  • Taste Otranto’s Regional Wine
  • Visit Lipari’s Thermal Springs
  • Discover Rome’s Ancient Ruins
Starts / Ends
Venice / Civitavecchia
Activity Level
Variable
Sail the Adriatic and Mediterranean on this 12-day cruise from Venice to Rome aboard World Traveller. Explore the historic beauty of Slovenia’s Piran and Croatia’s charming ports, including Rovinj, Hvar, and Dubrovnik. Cross into Italy and uncover hidden gems like Otranto and Lipari before experiencing the iconic Amalfi Coast, Capri, and Ponza.
Cruise Details
0
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