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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 13 unique tours to Italy, Montenegro, and Croatia for 2025. 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
Cruise into charming Sicily
from $2,460
EXPLORE

Amalfi & Sicily

Roundtrip Civitavecchia - 8 Day Itinerary aboard Royal Clipper
  • Explore Civitavecchia seaport hub
  • Wander Sorrento’s cliffside lanes
  • Visit Pompeii’s preserved ruins
  • Admire Amalfi’s medieval Duomo
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Set sail on an 8-day cruise aboard the Royal Clipper, exploring Italy and Sicily with stops in Civitavecchia, Sorrento, Amalfi, Taormina, and Syracuse. Enjoy volcanic views at the Aeolian Islands and optional excursions to Pompeii while experiencing Mediterranean beauty and history.
Cruise Details
0
Coast of Ortigia island at city of Syracuse
from $2,590
EXPLORE

Sicily & Greece

Piraeus - Valletta - 9 Day Itinerary aboard Star Clipper
  • Explore Piraeus port city
  • Wander Nafplio charming town
  • Discover Monemvasia fortress
  • Visit Syracuse ruins
Starts / Ends
Piraeus / Valletta
Activity Level
Variable
Set sail on a 9-day cruise with Star Clipper, exploring Greece, Sicily, and Malta. Discover ancient sites, stunning landscapes, and cultural gems from Athens to Valletta while enjoying the charm of your ship.
Cruise Details
0
Beautiful Amalfi Coast
from $2,120
EXPLORE

Amalfi & Sicily

Roundtrip Civitavecchia - 7 Day Itinerary aboard Royal Clipper
  • Explore Civitavecchia seaport hub
  • Discover Sorrento coastal vistas
  • Experience Amalfi medieval port
  • Wander Ponza harbor town
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Set sail on a 7-day cruise from Civitavecchia aboard the Royal Clipper, discovering Italy's stunning coastal towns and historic sites. Explore Sorrento, Amalfi, Taormina, and the Aeolian Islands, all while enjoying breathtaking landscapes and local charm.
Cruise Details
0
Relax in beautiful Sicily
from $8,490
EXPLORE

Longing for La Dolce Vita

Sicily - Italy - 8 Day Itinerary aboard Sea Cloud Spirit
  • Visit Taormina
  • Discover Palermo
  • Explore Lipari
  • Explore Amalfi
Starts / Ends
Catania / Naples
Activity Level
Variable
Embark on an 8-day "Longing for La Dolce Vita" cruise aboard the Sea Cloud Spirit. Begin in Taormina, a town known for its blend of cultures and varied cuisine. Explore Palermo and discover its historic palazzi and gold mosaics, then head to Lipari, an island with volcanic landscapes and a lively harbor town. The trip concludes in Amalfi.
Cruise Details
0
Civitavecchia, the historic port city that opens the gateway to Rome.
from $3,610
EXPLORE

Italy, Montenegro 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
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
Activities
Local Market Visits
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
Beautiful Taormina, Italy, with Mt. Etna in the background
from $9,920
EXPLORE

Epicurean Delights of Sicily and the Adriatic Coast of Italy

Valletta to Venice - 9 Day Itinerary aboard Le Bougainville
  • Visit Valletta's UNESCO sites
  • Explore ancient Syracuse ruins
  • Visit Taormina's Greek Theater
  • Savor Apulian wine and food
  • Discover Venice’s hidden gardens
  • Enjoy Ravenna's stunning mosaics
  • Mount Etna wine tasting
Starts / Ends
Valletta / Venice
Activities
Wine Tasting
Activity Level
Variable
Embark on a 9-day Le Bougainville trip through Sicily and Italy’s Adriatic coast, visiting UNESCO sites like Valletta, Syracuse, and Venice. Explore ancient ruins, Baroque cities, and medieval towns, while enjoying local wines, cheeses, and dishes prepared by chef Denny Imbroisi.
Cruise Details
0
Relax by the sea in sunny Nice
from $7,990
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 $10,280
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
Wander through Rome
from $4,600
EXPLORE

Grand Voyage: Venice to Rome

Venice - Civitavecchia - 16 Day Itinerary aboard Royal Clipper
  • Glide in a gondola in Grand Canal
  • Explore ruins and architecture
  • Swim in Dubrovnik's waters
  • Join an optional tour to Pompeii
Starts / Ends
Venice / Civitavecchia
Activity Level
Variable
On this 16-day Grand Voyage cruise from Venice to Rome, explore the waters across Hvar, Dubrovnik, Civitavecchia, East Corsica, and more. Discover the culture and the beauty of the Mediterranean!
Cruise Details
0
Cruise into charming Sicily
from $4,500
EXPLORE

Grand Voyage: Venice to Rome

17 Day Itinerary aboard Star Flyer
  • Explore Venice's canals
  • Explore ruins and architecture
  • Swim in Dubrovnik's waters
  • Join an optional tour to Pompeii
Starts / Ends
Venice / Civitavecchia
Activity Level
Variable
Embark on a 17-day Grand Voyage from Venice to Rome aboard the Star Flyer. Experience the romantic charm of Venice, the historic allure of Dubrovnik, and the stunning beauty of Sicily. Discover unspoiled beaches, medieval towns, and cultural treasures across Croatia, Montenegro, and Italy.
Cruise Details
0
Explore ruins in Taormina within view of volcanic Mount Etna
from $7,399
Air Credit
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
Activities
Archaeological Site Visits, Small Ship Sailing, Village Visits
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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