Have questions? We're here.
Star Flyer/Star Clipper Exterior

Italy Sailing Cruises

Travel made your way
Talk with an expert
Build your ideal Italy trip. Call 1.406.541.2677
Start Planning My Trip
Filter (60 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Italy
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
Relax by the sea in sunny Nice
from $2,570
EXPLORE

Corsica & French Riviera

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper
  • Discover Portofino’s coastal views
  • Wander Propriano’s town center
  • Stroll Alghero’s medieval streets
  • Visit Ile-Rousse’s coastline
Starts / Ends
Nice / Nice
Activity Level
Variable
Set sail on an 8-day Royal Clipper cruise through the Mediterranean, exploring beautiful coastal towns in France, Italy, and Corsica. Enjoy vibrant markets in Nice, stunning views in Portofino, and relax on St. Tropez’s famed Pampelonne Beach.
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
Evening lights of Marseille
from $13,595
EBD
EXPLORE

A Mediterranean Masterpiece

Barcelona - Rome - 13 Day Itinerary aboard MV Douglas Mawson
  • Stroll Nice’s Riviera promenades
  • Wander Port-Vendres’ streets
  • Discover Gaudí’s Sagrada Familia
  • Admire Cezanne’s landscapes
Starts / Ends
Barcelona / Rome
Activities
Wine Tasting
Activity Level
Variable
Join a 13-day cruise aboard the Douglas Mawson through Spain and Italy, starting in Barcelona with a Flamenco show and visiting landmarks like Gaudí's Sagrada Familia. Explore coastal towns and the French Riviera, and end in Rome, immersing in both countries' rich culture, art, and history.
Cruise Details
0
Beautiful view from Trogir fortress, Croatia
from $9,080
EXPLORE

Artistic Adriatic with Pinault Collection

Dubrovnik - Venice - 8 Day Itinerary aboard Le Dumont-d'Urville
  • Explore Dubrovnik’s old town
  • Walk Trogir’s Roman streets
  • Visit Zadar’s Sea Organ
  • See Ravenna’s ancient mosaics
Starts / Ends
Dubrovnik / Venice
Activities
Urban Exploration
Activity Level
Variable
Discover the Adriatic on this 8-day cruise from Dubrovnik to Venice aboard Le Dumont-d'Urville. Explore UNESCO-listed cities, Roman ruins, coastal fortresses, and Byzantine mosaics in Croatia and Italy. Stops include Trogir, Zadar, Rijeka, and Ravenna, each offering a unique look into the region’s layered history and culture.
Cruise Details
0
Explore the ancient ruins of Rome
from $3,740
EXPLORE

Rome to Athens

Civitavecchia - Piraeus - 12 Day Itinerary aboard Star Clipper
  • Explore Ponza pastel houses
  • Wander Amalfi grand Duomo
  • Discover Lipari Acropolis
  • Visit Syracuse Parco Archeologico
Starts / Ends
Civitavecchia / Piraeus
Activity Level
Variable
Set sail on a 12-day Mediterranean cruise from Civitavecchia aboard the Star Clipper, visiting highlights like Amalfi's grand Duomo, the ancient ruins of Olympia, and the charming island of Sifnos. Conclude your journey in Piraeus, Athens' main port, after exploring stunning cliffs and historical sites along the way.
Cruise Details
0
Monemvasia - View from the Top
from $3,740
EXPLORE

Athens to Rome

Piraeus - Civitavecchia - 12 Day Itinerary aboard Star Clipper
  • Explore Athens ancient Agora
  • Discover Hydra Monastery of Ilias
  • Tour Monemvasia Byzantine port
  • Visit Gythio picturesque streets
Starts / Ends
Piraeus / Civitavecchia
Activities
Village Visits, Small Ship Sailing, Archaeological Site Visits
Activity Level
Variable
Set sail on a 12-day Mediterranean cruise aboard the Star Clipper, exploring historic sites from the Acropolis in Athens to the ruins of Olympia, and enjoying charming towns like Taormina and Ponza. Experience ancient culture and stunning vistas before disembarking in Civitavecchia.
Cruise Details
0
Explore the beautiful Mediterranean island of Corsica
from $2,660
EXPLORE

Treasures of Corsica

Nice - Civitavecchia - 8 Day Itinerary aboard Royal Clipper
  • Wander Nice’s historic Vieux Nice
  • Experience Monaco’s Prince’s Palace
  • Visit L'Ile Rousse’s Place Paoli
  • Discover Elba’s local vineyards
Starts / Ends
Nice / Civitavecchia
Activity Level
Variable
Experience an 8-day Mediterranean cruise on the Royal Clipper from Nice to Civitavecchia, exploring the French and Italian Rivieras, Corsica, and Elba. Highlights include Monaco's glamour, the beauty of Portofino, and tours of Napoleon's birthplace and exile villa.
Cruise Details
0
Sails on the horizon for the Les Voiles de Saint-Tropez
from $2,500
EXPLORE

Voiles de St. Tropez

Civitavecchia - Nice - 8 Day Itinerary aboard Star Clipper
  • Tour a vineyard in Portoferraio
  • Explore Napoleon's birthplace
  • Discover Stintino's beaches
  • Observe the regatta at St. Tropez
Starts / Ends
Civitavecchia / Nice
Activities
Local Market Visits, Festival Visits
Activity Level
Variable
Set sail on an 8-day Mediterranean cruise from Civitavecchia aboard the Star Clipper, exploring Italy and France. Visit Elba Island, Portofino, Corsica, and Menton, culminating with a full day at the Les Voiles de Saint-Tropez regatta before concluding in Nice.
Cruise Details
0
Coast of Ortigia island at city of Syracuse
from $3,195
EXPLORE

The Best of the Mediterranean

Roundtrip Valletta - 8 Day Itinerary aboard MV La Belle de L'Adriatique
  • Explore Saint John's Baroque
  • Taste chocolate in Modica
  • Ascend mighty Mount Etna
  • Stroll Mdina’s medieval streets
Starts / Ends
Valletta / Valletta
Activity Level
Variable
Discover the best of the Mediterranean as you explore the magic of Malta and Sicily on an 8-day cruise aboard La Belle de l’Adriatique, featuring UNESCO sites, historic towns, and local flavors. From Valletta to Syracuse, enjoy every excursions, cultural treasures, and vibrant onboard festivities.
Cruise Details
0
Swim in the clear waters of the Mediterranean
from $2,570
EXPLORE

Voiles de Saint Tropez

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper
  • Explore Nice’s coastal charm
  • Discover Lerici’s seaside villages
  • Visit Portoferraio’s vineyards
  • Swim Sant'Amanza’s crystal waters
Starts / Ends
Nice / Nice
Activity Level
Variable
Set sail on an 8-day cruise aboard the Royal Clipper, exploring the stunning Mediterranean coasts of France, Italy, and Corsica. Journey from Nice to Lerici, Portoferraio, and St. Tropez, enjoying historical sites, breathtaking views, and vibrant local culture.
Cruise Details
0
Explore the quaint towns along the Croatian coast
from $4,740
EXPLORE

Venice to Venice

Venice Roundtrip - 15 Day Itinerary aboard Royal Clipper
  • Explore Venice Landmarks
  • Visit Dubrovnik Old Town
  • Cruise Kotor Bay
  • Discover Korcula Island
Starts / Ends
Venice / Venice
Activities
Spa Relaxation
Activity Level
Variable
Set sail aboard Royal Clipper on a 15-day Venice roundtrip cruise through the Adriatic. Explore Kotor, Dubrovnik, Korcula, Trogir, and Rovinj. Discover coastal Italy and Croatia with medieval towns, island harbors, swim stops, and scenic sailing experiences.
Cruise Details
0
25-36 of 60 Results

We do the homework for you.

Talk with an expert trip planner 1.800.344.6118

Plan My Trip
Franny Friesz Adventure Life employee profile
Franny F.
Looking over Florence at the Basilica di Santa Maria del Fiore.
Italy

Chat Italy with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
1.800.344.6118

Where is your next adventure?

Contact Chat Call

Why Travel With Us?

More Value, Less Risk

Our extensive travel experience helps you avoid common pitfalls, maximize your time, and get the most out of every part of your trip.

Peace of Mind

You'll work with a team of humans who get to know you, answer every question, and support you until you return home—we're always just a call or text away.

We Save You Time and Stress

Skip the endless research and information overload—our deep destination expertise helps you design a more seamless trip in a fraction of the time.

As Featured In

How it Works

Connect

No cost, no commitment. Talk with our experts about your dream trip.

Plan

Share your travel style—we match you with the right itinerary or create one just for you.

Book

Lock in knowing every detail is handled and you’re fully supported.

Travel

Enjoy a seamless journey—and unlock 5% off your next adventure.