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
Experience the enchanting allure of small ship sailing in Italy with Adventure Life's aventure cruises for 2025. 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.
Filter (49 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Italy
Explore Sibenik on the Dalmatian Coast
from $3,870
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
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
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
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
Activities
Archaeological Site Visits, Small Ship Sailing
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
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
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
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
See the famed Rialto bridge in Venice
from $7,099
EXPLORE

Grande Italia

Milan to Rome - 13 Day Itinerary aboard S.S. La Venezia
  • Marvel at Milan’s Duomo
  • Walk historic Verona streets
  • Discover colorful Burano
  • Watch Murano glassblowers
Starts / Ends
Milan / Rome
Activities
Wine Tasting, Biking
Activity Level
Variable
Experience the best of Northern Italy with a journey through Milan, Verona, and Venice on this 13-day Grande Italia cruise aboard S.S. La Venezia. Explore Verona, the romantic city of Romeo and Juliet, and enjoy a wine tasting at a historic Valpolicella estate. Sail through the Venetian Lagoon, and experience the grandeur of Castello del Catajo.
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 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
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
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
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
Wander the cobbled streets of Rovinj
from $11,795
EBD
EXPLORE

Valletta to Venice: An Adriatic Renaissance

Valletta - Venice - 12 Day Itinerary aboard Douglas Mawson
  • Unveil Valletta’s history
  • Wander Reggio Calabria's sea views
  • Uncover Gallipoli’s coastal charm
  • Visit Bari’s unique Trulli Houses
Starts / Ends
Malta / Venice
Activity Level
Variable
Join a 12-day cruise on the Douglas Mawson, exploring historic routes from Valletta to Venice. Discover the rich legacies of knights and explorers in cities like Split, Dubrovnik, and Ravenna while experiencing the Adriatic's history and culture.
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
Wander through the vibrant streets of Barcelona
from $10,270
EXPLORE

A Solar Eclipse at Sea: Voyage Across the Western Mediterranean - with Smithsonian Journeys

Barcelona - Nice - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Witness solar eclipse in Palma
  • Explore Palma de Mallorca’s coves
  • Discover Mahon’s colorful streets
  • See Portofino’s harbor
Starts / Ends
Barcelona / Nice
Activity Level
Variable
Embark on a 9-day Mediterranean cruise from Barcelona to Nice aboard Le Dumont-d'Urville. Visit Palma de Mallorca's stunning coves, and explore Mahon’s historic charm. See Sardinia’s medieval town of Alghero, followed by the scenic beaches of Ile-Rousse in Corsica. Discover Napoleon’s legacy in Portoferraio and more.
Cruise Details
0
Sant'Amanza beach, Corsica, France
from $2,570
EXPLORE

Ligurian Sea

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper
  • Stroll Nice’s old town
  • Discover Lerici’s villages
  • Explore Portoferraio’s vineyards
  • Relax on Sant’Amanza’s beach
Starts / Ends
Nice / Nice
Activity Level
Variable
Embark on an 8-day cruise aboard the Royal Clipper, sailing from Nice to Monaco while discovering beautiful coastal towns and rich cultural landmarks. Enjoy vibrant local cuisine, stunning beaches, and history in France, Italy, and Monaco.
Cruise Details
0
Relax on France's colorful coast
from $2,300
EXPLORE

Ligurian Sea

Roundtrip Nice - 8 Day Itinerary aboard Star Flyer
  • Explore Nice’s Old Town
  • Visit Lerici’s poetic coast
  • Wander Bonifacio’s clifftop citadel
  • Stroll Monaco’s elegant streets
Starts / Ends
Nice / Nice
Activity Level
Variable
Set sail for an 8-day cruise on the Star Flyer, starting in Nice and visiting Lerici, Portoferraio, and Bonifacio. Discover Sardinia's Alghero, relax on Porticcio Beach and end your journey in Monaco before returning to Nice.
Cruise Details
0
View from mount Solaro of Capri island at summer day, Italy
from $10,280
EBD 25%
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
Activities
Village Visits
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
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
1-18 of 49 Results

Italy Travel Guide

Top Italy Travel Destinations

Italy Trips by Departure Date

Top Experiences in Italy

Italy Trips by Duration

Italy Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By