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 (38 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
Activities
Small Ship Sailing
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

Civitavecchia Round-trip - 8 Day Itinerary aboard Royal Clipper
  • Gaze upon the Sistine Chapel
  • Snorkel at Palmarola
  • Visit historical Pompeii
  • Wander through the grand Duomo
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Board the Royal Clipper on this 8-day cruise to Amalfi & Sicily of the Mediterranean. Admire the perfect architecture and magical landscapes that this region is famous for, visiting Sorrento, Taormina, Amalfi, Ponza, Palmarola, and more! Explore the Sistine Chapel, and the ancient ruins of Pompeii, and even wander through the Pontine Islands.
Cruise Details
0
Beautiful Amalfi Coast
from $2,120
EXPLORE

Amalfi & Sicily

Rome Roundtrip - 7 Day Itinerary aboard Royal Clipper
  • Explore Rome
  • Discover Sorrento
  • Explore Lipari
  • Explore Amalfi
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Embark on a 7-day cruise aboard the Royal Clipper from Civitavecchia. Explore iconic landmarks like St. Peter's and the Colosseum before venturing to Sorrento, Pompeii, and Amalfi. From Taormina's breathtaking Mount Etna views to Lipari's volcanic fireworks, followed by tranquil discoveries in Ponza and Palmarola, it's a captivating cruise that melds history, culture, and nature.
Cruise Details
0
Relax in beautiful Sicily
from $8,490
65% OFF
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
Biking, Wine Tasting
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
EXPLORE

The Amalfi, Sicily and Malta: The Godfather

Rome to Malta - 12 Day Itinerary aboard Douglas Mawson
  • Guided Tour of Rome
  • Vatican City Exploration
  • Sicilian Wine Tasting
  • Explore Pompeii Ruins
  • Discover Amalfi Coast
  • Stroll Baroque Town of Ragusa
  • Valletta’s Historical Sights
Starts / Ends
Rome / Valletta
Activity Level
Variable
Join a 12-day Douglas Mawson expedition through the Amalfi Coast, Sicily, and Malta to explore ancient cities, scenic resorts, and a history shaped by family feuds and political intrigue. Enjoy personalized experiences with guided tours, wine tastings, and visits to iconic sites, ending in Malta’s capital, Valletta, with its fortifications and historic landmarks.
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
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
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
The sunny coast of Sardinia
from $2,300
EXPLORE

Ligurian Sea

8 Day Itinerary aboard Star Flyer
  • Experience a new age of sail
  • Discover Portoferraio's heritage
  • Visit Palombaggia beach
  • Explore medieval Alghero
Starts / Ends
Cannes / Cannes
Activities
Hiking
Activity Level
Variable
Starting in Cannes, France, with stops in Lerici, Portoferraio, Palombiaggia, Bonifacio, Alghero and more, this dazzling 8-day voyage introduces you to enchanting Southern European culture. Join the Star Flyer on a spectacular sailing experience where life aboard is blissfully relaxed.
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
The sunny coast of Sardinia
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
Activities
Archaeological Site Visits, Village Visits, Local Market Visits
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
Discover distinctive Venetian architecture
from $1,260
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
Urban Exploration
Activity Level
Variable
The Royal Clipper invites you on this 4-day cruise from Croatia to Slovenia. Starting and ending in Venice, Italy and exploring the towns of Rovinj in Croatia and Piran in Slovenia along the way to see Baroque architecture, and immerse yourself in the history and cuisine of this gorgeous Mediterranean region.
Cruise Details
0
Part of the beautiful French Riviera, Monaco sits high on a cliff.
from $2,570
EXPLORE

Corsica & French Riviera

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper
  • Explore Nice’s old town
  • Stroll Portofino’s harbor
  • Unwind at Plage Saint Antoine
  • Wander Alghero’s medieval streets
Starts / Ends
Nice / Nice
Activity Level
Variable
Set sail for an 8-day cruise on the Royal Clipper, visiting Monaco, Portofino, Corsica, Sardinia, and St. Tropez. Experience stunning landscapes, rich culture, and gourmet dining before returning to Nice with lasting memories.
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
1-18 of 38 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