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Italy Sailing Cruises

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Experience the enchanting allure of small ship sailing in Italy with Adventure Life's aventure cruises for 2026. Sail aboard the luxurious tall ships and discover heavenly scents of lavender in Hvar, the charm of Dubrovnik, and the beauty of the Amalfi Coast. Engage in archaeological site visits, snorkeling adventures, and village explorations to immerse yourself in the history and culture of these stunning destinations. From gondola rides in Venice to exploring ancient ruins in Pompeii, each moment offers a unique opportunity to marvel at the wonders of the Eastern Mediterranean. With activities suitable for all, don't miss the chance to embark on a journey through breathtaking landscapes and vibrant heritage. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Italy
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
Beautiful Amalfi Coast
from $2,660
EXPLORE

Amalfi & Sicily

Roundtrip Civitavecchia - 8 Day Itinerary aboard Royal Clipper
  • Reach Civitavecchia
  • View Sorrento’s city walls
  • Wander Agropoli’s medieval center
  • Admire Lipari’s Acropolis
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Experience an 8-day Mediterranean cruise from Civitavecchia, Rome, on the Royal Clipper, visiting Sorrento, Agropoli, Taormina, and the stunning Pontine Islands. Explore ancient ruins, enjoy the scenic Amalfi Coast, and snorkel the vibrant coral beaches before returning to Rome.
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
Explore Italy's colorful Amalfi coast
from $1,740
EXPLORE

Rome to Rome

Roundtrip Civitavecchia - 6 Day Itinerary aboard Star Clipper
  • Discover Civitavecchia seaport
  • Stroll Amalfi coastal town
  • View the ruins of Pompeii
  • Admire Ponza’s harbor
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Set sail on a 6-day cruise from Civitavecchia, exploring Amalfi and Sorrento, with optional Pompeii visits, and the charming island of Ponza. The trip includes optional and guided excursions for a rich cultural experience.
Cruise Details
0
Explore Agropoli, Italy
from $3,350
EXPLORE

Sicily Unveiled with Italian Treasures

Roundtrip Civitavecchia - 11 Day Itinerary aboard Star Clipper
  • Sail coastlines of Sicily
  • Cruise Aeolian Islands
  • Visit Trapani port
  • Explore Palermo streets
Starts / Ends
Civitavecchia / Civitavecchia
Activities
Village Visits, Local Market Visits
Activity Level
Variable
Sail Italy’s southern coast on an 11-day cruise aboard Star Clipper. Experience Sicily, the Aeolian Islands, Calabria, and the Amalfi Coast, navigating volcanic landscapes, historic ports, and small island harbors for an intimate sailing experience.
Cruise Details
0
Explore Italy's colorful Amalfi coast
from $2,820
EXPLORE

Italy's Southern Jewels

Roundtrip Civitavecchia - 9 Day Itinerary aboard Star Clipper
  • Wander Lipari streets
  • See Taormina sights
  • Roam medieval Agropoli
  • Tour Paestum temples
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Take a 9-day roundtrip cruise from Civitavecchia on the Star Clipper, exploring volcanic islands and historic towns such as Lipari, Taormina, and Amalfi. Enjoy sights like Stromboli, Pompeii, and the picturesque harbor of Ponza before returning.
Cruise Details
0
Clifftop towns on Italy's Tyrrhenian coast
from $2,500
SS 25%
EXPLORE

Icons of the Italian Coast

Roundtrip Civitavecchia - 8 Day Itinerary aboard Star Clipper
  • Stroll Ponza to see pastel houses
  • Admire Sorrento on the Amalfi Coast
  • Wander Agropoli’s medieval center
  • Visit Lipari to see the Acropolis
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Embark on an 8-day roundtrip cruise from Civitavecchia on the Star Clipper, visiting stunning volcanic islands and charming coastal towns. Highlights include Lipari's Acropolis, Stromboli's volcano, Taormina near Mount Etna, Agropoli's medieval charm, Sorrento with Pompeii access, and the picturesque Pontine Islands.
Cruise Details
0
Wander through Rome
from $1,770
EXPLORE

Rome to Rome

Roundtrip Civitavecchia - 5 Day Itinerary aboard Royal Clipper
  • Admire Sorrento walls
  • Tour Pompeii ruins
  • Explore Amalfi medieval history
  • Wander Ponza town’s pastel houses
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Embark on a 5-day Mediterranean cruise from Civitavecchia aboard the Royal Clipper, featuring stops at Sorrento, Amalfi, and Ponza. Explore historic sites, picturesque landscapes, and enjoy snorkeling at Palmarola before returning to Civitavecchia.
Cruise Details
0
Explore historic Bonifacio atop the cliffs of Corsica
from $1,300
EXPLORE

Rome to Rome

Roundtrip Civitavecchia - 4 Day Itinerary aboard Royal Clipper
  • View Bonifacio’s limestone cliffs
  • Tour Portoferraio’s local vineyards
  • Reach Civitavecchia
  • Admire Bonifacio’s architecture
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Sail to and from Civitavecchia on this 4-day Royal Clipper cruise. Explore Corsica’s cliffs and Napoleon’s villa in Portoferraio on this Mediterranean voyage.
Cruise Details
0
Breathtaking views of Saint-Florent, Corsica — where vibrant wildflowers meet the rugged coastline and turquoise waves crash under dramatic skies.
from $1,260
EXPLORE

Rome to Rome

Roundtrip Civitavecchia - 4 Day Itinerary aboard Royal Clipper
  • Discover Saint-Florent harbor
  • Visit Cap Corse peninsula
  • Tour Portoferraio landscapes
  • Explore Civitavecchia gateway
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Set sail on a 4-day cruise from Civitavecchia aboard the Royal Clipper to explore vibrant Saint-Florent in Corsica and historic Portoferraio in Elba, once home to Napoleon. Enjoy a blend of maritime heritage and cultural landmarks.
Cruise Details
0
Life in the slow lane at the Darsena Medicea
from $1,030
EXPLORE

Rome to Rome

Roundtrip Civitavecchia - 4 Day Itinerary aboard Star Clipper
  • Tour Civitavecchia bustling harbor
  • Wander Bastia colored buildings
  • Explore Portoferraio local vineyard
Starts / Ends
Civitavecchia / Civitavecchia
Activities
Small Ship Sailing, Archaeological Site Visits
Activity Level
Variable
Set sail on a 4-day Mediterranean cruise from Civitavecchia aboard the Star Clipper, visiting Bastia in Corsica and Portoferraio in Italy. Explore charming streets, historic sites, and local vineyards before returning to Civitavecchia.
Cruise Details
0
Visit Rome's famed Colosseum
from $12,795
EBD
EXPLORE

The Amalfi, Sicily and Malta: The Godfather

Rome - Valletta - 12 Day Itinerary aboard MV Douglas Mawson
  • Discover Rome’s imperial relics
  • Explore Gaeta’s medieval fortress
  • Wander Naples’ ancient streets
  • Marvel at Pompeii’s ruins
Starts / Ends
Rome / Valletta
Activities
Wine Tasting
Activity Level
Variable
Join this 12-day cruise on the Douglas Mawson, exploring Southern Italy, Sicily, and Malta's stunning history and culture. Experience the Amalfi Coast, ancient cities, and Malta's heritage while savoring local cuisine and vibrant Mediterranean life.
Cruise Details
0
1-12 of 71 Results

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