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Sailing Trips in Italy

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Choose from one of these 30 Italy sailing cruises in 2022. Sailing with the sails full and the sun shining is an unforgettable experience that Adventure Life's Italy sailing cruise experts can help you plan to perfection. Contact one of our Italy sailing cruise experts for help planning your next trip.
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    • Italy
Cape Drastis at Corfu island in Greece
$3,070
EXPLORE

Italy, Montenegro & Croatia

Venice to Rome - 12 Day Itinerary aboard Royal Clipper
  • Ride in a gondola in Venice
  • Visit the town of Rovinj
  • Call in at Kotor, Montenegro
  • Join an optional tour to Pompeii
Starts / Ends:
Venice / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
Enjoy one of the most stunning destinations in Europe, the Eastern Mediterranean, aboard the luxury tall ship the Royal Clipper. Sail to Italy, Croatia, and Montenegro from Venice. Discover the heavenly scent of lavender in the fields and valleys around the island of Hvar. In Dubrovnik, the sense …
Cruise Details
0
Scenic view of Dubrovnik
$16,950
EXPLORE

Mediterranean Gems: From Dubrovnik to Naples

Dubrovnik to Naples - 11 Day Itinerary aboard Sea Cloud
  • Explore Gerace
  • Tour the Amalfi Coast
  • Visit Pompeii
  • Explore Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
Marvel at ornate cathedrals and remarkable baroque buildings, explore great sites of antiquity—from renowned Pompeii to the less-visited Greek temples of Paestum—and meander through unspoiled clifftop towns, soaking up breathtaking views. Plus, with a little luck witness the orange glow …
Cruise Details
0
St.Blaise Church, Dubrovnik
$3,070
EXPLORE

Italy, Montenegro & Croatia

Rome to Venice - 12 Day Itinerary aboard Royal Clipper
  • Explore the Sistine Chapel
  • Snorkel at Palmarola
  • Visit the medieval city of Kotor
  • Cruise through Venice's canals
Starts / Ends:
Civitavecchia / Venice
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
Sail aboard the tall ship Royal Clipper from Rome to Venice on this 12-day expedition. Fall asleep to the gentle rhythms of the ship and sea, and awake refreshed and ready to explore a new destination. Experience friendly and gracious service and a delightful menu of international foods from the …
Cruise Details
0
The city of Bonifacio is built on stunning seaside cliffs along the riviera
$5,755
EXPLORE

Early Summer Mediterranean Style

Civitavecchia to Genoa - 8 Day Itinerary aboard Sea Cloud II
  • Admire Mediterranean beauty
  • Discover elegant Portofino
  • Journey to diverse Elba
Starts / Ends:
Civitavecchia / Genoa
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Join the Sea Cloud II on a fantastic cruise along the Italian Riviera. Admire imposing cliffs, white sandy beaches, avenues of cypresses, vineyards and olive groves, traditional villages, and elegant beach resorts which make the place of Napoleon's exile somewhere you would in fact like to be …
Cruise Details
0
Colosseum in Rome, Italy
$7,115
EXPLORE

Mediterranean: Civitavecchia to Valletta

9 Day Itinerary aboard Sea Cloud II
  • Admire beautiful Bonifacio
  • Walk around wonderful Naxos
  • Explore the Vatican State
  • Explore Capri and observe its charm
Starts / Ends:
Civitavecchia / Valletta
Activities:
Small Ship Sailing
Activity Level:
Relaxed
Explore the historical wonders of the Mediterranean on this 8-day small ship cruise sailing from Rome. Enjoy thepicturesque Amalfi Coast with its violet bougainvillea gracing pastel-pink facades, houses perched upon cliffs like swallows’ nests, and perron stairs with views out over the …
Cruise Details
0
Turquoise sea of Hvar island
$2,780
EXPLORE

Italy, Montenegro & Croatia

11 Day Itinerary aboard Royal Clipper
  • Ride in a gondola in Venice
  • Visit the town of Rovinj
  • Call in at Kotor, Montenegro
  • Join an optional tour to Pompeii
Starts / Ends:
Venice / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
Sail to Italy, Croatia, and Montenegro from Venice. Discover the heavenly scent of lavender in the fields and valleys around the island of Hvar. In Dubrovnik, the sense of awe never fails to descend when you set eyes on the beauty of the old town. Barrel under full sail through the narrow Strait of …
Cruise Details
0
Visit the Cathedral of Palmero on your small ship cruise around Sicily
$2,040
EXPLORE

Amalfi & Sicily

Rome Roundtrip - 8 Day Itinerary aboard Royal Clipper
  • Gaze upon the Sistine Chapel
  • Visit a snorkeling heaven Palmarola
  • Join Pompeii's historical excursion
  • Wander through the grand Duomo
Starts / Ends:
Civitavecchia / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Idyllic islands, charming cobbled villages, spectacular scenery, intriguing history... capture the heart of the Mediterranean in a single cruise voyage. Each small harbor is especially suited for small ship exploration. Enjoy the best of the region — from the ancient ruins of Rome and …
Cruise Details
0
Sicilian landscape in the early evening
$1,850
EXPLORE

Amalfi & Sicily

Civitavecchia Roundtrip - 8 Day Itinerary aboard Star Clipper
  • Gaze upon the Sistine Chapel
  • Snorkel at Palmarola
  • Visit historical Pompeii
  • Wander through the grand Duomo
Starts / Ends:
Civitavecchia / Civitavecchia
Activities:
Small Ship Cruises, Small Ship Sailing, Urban Exploration, Village Visits
Activity Level:
Relaxed
Idyllic islands, charming cobbled villages, spectacular scenery, intriguing history... capture the heart of the Mediterranean in a single cruise voyage. Each small harbor is especially suited for small ship exploration. Enjoy the best of the region — from the ancient ruins of Rome and …
Cruise Details
0
Cruise the Mediterranean aboard the Royal Clipper
$890
EXPLORE

Croatia & Slovenia

Venice Roundtrip - 4 Day Itinerary aboard Royal Clipper
  • Ride in a gondola in Venice
  • Visit the town of Rovinj
  • Explore Slovenia's hidden gems
  • View the domes of San Marco
Starts / Ends:
Venice / Venice
Activities:
Small Ship Cruises, Small Ship Sailing, Urban Exploration, Village Visits
Activity Level:
Relaxed
Join Royal Clipper on this 4-day cruise visiting Croatia and Slovenia. Embark in Venice, Italy before making your way to Croatia. Stop in Rovinj which is dominated by the Baroque three-nave church of St. Euphemia. Next visit Piran in Slovenia, which boasts some of the country's finest …
Cruise Details
0
Visit the Cathedral of Palmero on your small ship cruise around Sicily
$6,195
EXPLORE

Sicily's Rich Cultural Heritage

Valletta to Syracuse - 8 Day Itinerary aboard Sea Cloud II
  • View the Cappella Palatina
  • Visit Syracuse, a UNESCO site
  • Take a cable car up Mt. Etna
  • Join a cooking class at Lipari
Starts / Ends:
Malta / Malta
Activities:
Archaeological Site Visits, Cooking Classes, Small Ship Sailing
Activity Level:
Relaxed
Be a part of this exclusive 8-day cruise and discover the most beautiful sights of Sicily, a magical place full of royal palaces, ancient temples, and heavenly panoramas. Delight yourself with the many facets of the largest Mediterranean island, a fabulously diverse microcosm in its own right with …
Cruise Details
0
Explore ruins in Sicily
$7,115
EXPLORE

On a Course of Longing through Bella Italia

Civitavecchia to Valletta - 9 Day Itinerary aboard Sea Cloud II
  • Explore the Vatican State
  • Admire beautiful Bonifacio
  • Discover Corsica's history
  • Visit the royal Capella Palatina
Starts / Ends:
Civitavecchia / Malta
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Explore the historical wonders of the Mediterranean on this 8-day small ship cruise sailing from Rome. Enjoy thepicturesque Corsica Coast with its houses perched upon cliffs like swallows’ nests, and perron stairs with views out over the turquoise sea. Discover Taormina, a stunning town in …
Cruise Details
0
St.Blaise Church, Dubrovnik
$5,755
EXPLORE

The 1000 Facets of the Adriatic Sea

8 Day Itinerary aboard Sea Cloud II
  • Stroll along Zadar's coastline
  • Tour Pula's amphitheater
  • Discover Split culture
  • Explore Ravenna's mosaics
Starts / Ends:
Bari / Venice
Activities:
Adventure Options, Small Ship Sailing
Activity Level:
Relaxed
Explore the Adriatic Sea on board Sea Cloud II, where you may find the perfect mix of shore exploration and relaxing sails. This magnificent amphitheater in Pula is the gift of Vespasian, one of the most beautiful and best maintained in the world. Split, the Adriatic city where Roman and Venetian …
Cruise Details
0
Beautiful beach at Cannes, France
$890
EXPLORE

Rome to Cannes

4 Day Itinerary aboard Royal Clipper
  • Sail into Bonifacio's harbor
  • Discover Corsica's landscapes
  • Marvel at the town of Bonifacio
Starts / Ends:
Civitavecchia / Cannes
Activities:
Local Market Visits, Scuba Diving, Small Ship Sailing, Snorkeling, Village Visits
Activity Level:
Relaxed
Embark on your 4-day journey from Rome to Cannes, in Civitavecchia, the port city of Rome. Sail to Bonifacio, Corsica, a bustling port town in a protected harbor with excellent seafood restaurants and a modern marina. Leave the cliffs of Bonifacio and visit Calvi. Finally disembark in Cannes, the …
Cruise Details
0
The sunny coast of Sardinia
$1,890
EXPLORE

Ligurian Sea

Cannes Roundtrip - 8 Day Itinerary aboard Star Clipper
  • Tour a vineyard in Portoferraio
  • Visit Monaco, full of allure
  • Discover medieval Alghero
  • View Corsica's landscapes
Starts / Ends:
Cannes / Cannes
Activities:
Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
Join the luxury tall ship Star Clipper on this special cruise which showcases the history, culture, and art of the western Mediterranean. Start in Cannes with its powdery golden sand and shallow crystal-clear blue water which deepens gradually. Admire the ancient citadel town of Bonifacio,perched …
Cruise Details
0
The clifftop town of Bonifacio, Corsica
$1,890
EXPLORE

Cannes to Rome

8 Day Itinerary aboard Star Clipper
  • Explore Napoleon's birthplace
  • Sail into Bonifacio's harbor
  • Visit Monaco, full of allure
  • Discover Corsica's landscapes
Starts / Ends:
Cannes / Civitavecchia
Activities:
Local Market Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
Embark on your 8-day journey from Cannes to Rome. From Cannes, sail to Monaco where you can experience true luxury.Spend time exploring the cliffs ofBonifacio and the beaches in East Corsica. Enjoy the mountainous landscape and tour Napoleon's birthplace of Ajaccio. Set sail for Portoferraio in …
Cruise Details
0
An aerial view of the city Malaga
$2,490
EXPLORE

Malta, Balearic Islands & Spain

2022 - 11 Day Itinerary aboard Star Flyer
  • Relax aboard a majestic tall ship
  • Gaze upon Palma's Gothic cathedral
  • Visit the World Heritage City
  • Explore Cagliari, Sardinia
Starts / Ends:
Valletta / Malaga
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Join us on a delightful sailing experience and relax in some of the most historical and magical destinations in the Mediterranean. Enjoy the easy-going informality aboard your tall ship, finding that there are no rigid schedules and you are free to do as you wish with your days and evenings. Start …
Cruise Details
0
Donkeys are a traditional form of transportation in Greece
$2,820
EXPLORE

Greece, Montenegro & Croatia

Piraeus to Venice - 12 Day Itinerary aboard Star Flyer
  • View beautiful Mykonos
  • Walk through sacred temples
  • Discover historic Dubrovnik
  • Bike around Mali Losinj
  • Visit inviting Korcula
Starts / Ends:
Piraeus / Venice
Activities:
Archaeological Site Visits, Biking, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Discover some of the most breathtaking destinations in Europe on this incredible 12-day voyage. The lushest (and some say the loveliest) of all the Greek Islands, Corfu lies just a stone's throw from the Albanian coast. Hvar is idyllically located just off the Dalmatian Coast, the island and …
Cruise Details
0
The city of Bonifacio is built on stunning seaside cliffs along the riviera
$2,040
EXPLORE

Voiles de Saint Tropez

8 Day Itinerary aboard Royal Clipper
  • Enjoy a vineyard in Portoferraio
  • Relax on Palombaggia beach
  • Discover medieval Alghero
  • Observe the regatta at St. Tropez
Starts / Ends:
Cannes / Cannes
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Join the luxury tall ship Royal Clipper on this special cruise which showcases the history, culture, and art of the western Mediterranean. Start in Cannes with its powdery golden sand and shallow crystal-clear blue water which deepens gradually. Admire the ancient citadel town of Bonifacio,perched …
Cruise Details
0
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