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 (27 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Italy
Cruise into charming Sicily
$2,190
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
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Embark on an 8-day cruise aboard Royal Clipper through Amalfi and Sicily! Explore Rome's iconic landmarks like St. Peter's and the Colosseum before hitting Sorrento's stunning coast. Dive into history at Pompeii and relish Amalfi's medieval charm, from its Duomo to the picturesque …
Cruise Details
0
Beautiful Amalfi Coast
$1,880
EXPLORE

Amalfi & Sicily

Rome Roundtrip - 7 Day Itinerary aboard Royal Clipper
  • Explore Rome
  • Discover Sorrento
  • Explore Lipari
  • Explore Amalfi
Starts / Ends:
Civitavecchia / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Embark on a 7-day cruise aboard the Royal Clipper starting from Civitavecchia, where historic landmarks like St. Peter's and the Colosseum await. Explore Sorrento's coastal beauty, Pompeii's ancient ruins, and the medieval charm of Amalfi, then journey to Taormina for stunning views of …
Cruise Details
0
Relax in beautiful Sicily
$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
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Join an 8-day "Longing for La Dolce Vita" cruise from Sicily to Italy aboard the Sea Cloud Spirit. The adventure begins in Taormina, a town set high on cliffs, known for its blend of cultures and varied cuisine. Explore Palermo, where you can visit the historic palazzi and see the gold …
Cruise Details
0
Visit Rome's famed Colosseum
$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
Activities:
Archaeological Site Visits, Small Ship Sailing, Village Visits, Wine Tasting
Activity Level:
Variable
This 12-day Douglas Mawson adventure takes you from Rome to Sicily and Malta, blending historical highlights, scenic vistas, and cultural experiences. Start in Rome, where guided tours reveal iconic sites like the Colosseum, Trevi Fountain, and Vatican City. Continue to Sicily’s Porto …
Cruise Details
0
Relax by the sea in sunny Nice
$7,510
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:
Local Market Visits, Small Ship Sailing, Spa Relaxation, Village Visits
Activity Level:
Variable
Join this 11-day Mediterranean cruise from Nice to Valletta aboard Le Dumont-d'Urville. Stroll along the Promenade des Anglais or explore Chateau Hill. Next, visit Corsica, where Calvi welcomes you with stunning views from Notre-Dame-de-la-Serra and untouched natural beauty at the Revelatta …
Cruise Details
0
Cruise into charming Sicily
$3,880
$100 OBC
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
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Set sail on a 17-day Grand Voyage from Venice to Rome aboard the Star Flyer. Begin your adventure in Venice, Italy, renowned for its romantic canals and historic landmarks. Cruise to the sun-soaked beaches of Mali Losinj in Croatia, the lavender-scented island of Hvar, and the fortified city of …
Cruise Details
0
Wander through the vibrant streets of Barcelona
$7,940
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
Activities:
Local Market Visits, Small Ship Sailing, Village Visits
Activity Level:
Variable
This 9-day Mediterranean cruise from Barcelona to Nice aboard Le Dumont-d'Urville offers a blend of history, culture, and natural beauty, with a once-in-a-lifetime celestial event. On August 12, 2026, experience a total solar eclipse aboard Le Dumont-d'Urville as it sails near Palma de …
Cruise Details
0
The sunny coast of Sardinia
$2,030
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:
Biking, Hiking, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Step aboard Star Flyer and discover a new age of sail, where the traditions of the past merge with the amenitiies of the present day. Experience friendly and gracious service and a delightful menu of international foods from the far corners of the earth. Fall asleep to the gentle rhythms of the …
Cruise Details
0
Wander through Rome
$4,020
EXPLORE

Grand Voyage: Venice to Rome

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
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
On this 16-day Grand Voyage cruise from Venice to Rome aboard Royal Clipper, visit Venice's iconic landmarks, such as San Marco, the Bridge of Sighs, Doge's Palace, La Fenice Opera House, the Church of San Giorgio Maggiore, and the Grand Canal before exploring Rovinj's Baroque …
Cruise Details
0
Cruise the Mediterranean aboard the Royal Clipper
$960
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:
Variable
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
City of Dubrovnik
$2,190
$100 OBC
EXPLORE

Croatia & Montenegro

8 Day Itinerary aboard Royal Clipper
  • Explore Hvar
  • Discover Kotor
  • Explore Dubrovnik
  • Experience Vis
Starts / Ends:
Venice / Venice
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Embark on an 8-day cruise aboard the Royal Clipper from Venice, Italy, where you can explore iconic sites like San Marco, the Bridge of Sighs, and the Grand Canal. Then, sail to Mali Losinj, Croatia, to enjoy the 30-kilometer-long beach at Cikat Bay or cycle around the island. Next, visit Hvar, …
Cruise Details
0
Evening lights of Marseille
$13,595
EXPLORE

Mediterranean Masterpiece

Spain to Rome - 13 Day Itinerary aboard Douglas Mawson
  • Enjoy Flamenco night
  • Explore Barcelona’s Sagrada Familia
  • Stroll Las Ramblas' streets
  • Visit the Vatican Museums
  • Tour historical Rome's sites
Starts / Ends:
Barcelona / Rome
Activities:
Archaeological Site Visits, Festival Visits, Small Ship Sailing, Village Visits, Wine Tasting
Activity Level:
Variable
Experience Spain and Italy on a 13-day Douglas Mawson adventure with personalized excursions at key destinations. Start in Barcelona, where a representative meets you at the airport for a smooth transfer to your hotel. Enjoy an evening Flamenco event that showcases Spain’s dance and music …
Cruise Details
0
Piazza Navona, Rome, Italy
$3,030
$100 OBC
EXPLORE

Italy, Montenegro & Croatia

12 Day Itinerary aboard Star Flyer
  • Explore the Sistine Chapel
  • Visit the medieval city of Kotor
  • Cruise through Venice's canals
  • Discover Amalfi's majestic Duomo
Starts / Ends:
Civitavecchia / Venice
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Cruise from Rome to Venice on this 12-day cruise aboard Star Flyer, exploring Italy, Montenegro, and Croatia's historic ports and cultural landmarks. From Civitavecchia's Roman history to Amalfi's medieval charm and Messina's Sicilian delights, enjoy traditional sailing at sea. …
Cruise Details
0
Hydra Island, Greece
$2,170
EXPLORE

Sicily & Greece

Piraeus to Valletta - 9 Day Itinerary aboard Star Flyer
  • Ride a donkey on Hydra
  • Visit Sicily's archaeological sites
  • Explore historic Pilos
  • Discover Gozo, a diving destination
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Start your tall ship sailing expedition in the ancient city of Athens, the birthplace of democracy and epicenter of western civilization, a city for all eternity. Visit Syracuse, a city on the Ionian coast of Sicily that's known for its ancient ruins. It was once the largest city in the world, …
Cruise Details
0
Coast of Ortigia island at city of Syracuse
$2,280
EXPLORE

Sicily & Greece

Piraeus - Valletta - 9 Day Itinerary aboard Star Clipper
  • See Nafplio's Venetian buildings
  • Visit Monemvasia, a Byzantine city
  • See historic Taormina and Syracuse
  • Explore Malta's cultural heritage
Starts / Ends:
Piraeus / Valletta
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
On this 9-day Sicily & Greece cruise from Piraeus to Valletta aboard the Star Clipper, embark on an adventure through ancient and historic destinations, starting in Athens, the birthplace of democracy. Visit Nafplio, a charming seaport town in Greece, followed by the fortified Byzantine city of …
Cruise Details
0
Explore the quaint towns along the Croatian coast
$2,190
$100 OBC
EXPLORE

Croatia & Montenegro

Venice Roundtrip - 8 Day Itinerary aboard Royal Clipper
  • Explore Venice's famous canals
  • Discover Vis Island
  • Visit the preserved city of Kotor
  • Bask in the warm sands of Cikat Bay
Starts / Ends:
Venice / Venice
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Join Royal Clipper on this 8-day Adriatic tall ship voyage. Experience friendly and gracious service and a delightful menu of international foods from the far corners of the earth. Fall asleep to the gentle rhythms of the ship and sea, and awake refreshed and ready to explore a new destination. …
Cruise Details
0
Cannes at sunset
$3,640
EXPLORE

Grand Voyage: Malaga to Cannes

16 Day Itinerary aboard Star Flyer
  • Gaze upon Malaga's architecture
  • Explore luxurious Ibiza
  • Try your hand at sailing
  • Admire St. Tropez's famous beaches
Starts / Ends:
Malaga / Cannes
Activities:
Local Market Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Variable
On this 15-day sailing voyage, admire Palma's enormous Gothic cathedral, a powerful symbol of the religious fervor which gripped all of Spain shortly after the defeat of the Moors. Discover Mahon's heritage, including the invention of mayonnaise and the first distillation of gin from …
Cruise Details
0
View of Hvar, Croatia
$2,190
$100 OBC
EXPLORE

Croatia & Montenegro

Including Korcula - 8 Day Itinerary aboard Royal Clipper
  • Explore Venice's famous canals
  • Discover Marco Polo's birthplace
  • Visit the preserved city of Kotor
  • Listen to the Sea Organ in Zadar
Starts / Ends:
Venice / Venice
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Join Royal Clipper on this 8-day Adriatic tall ship voyage. Experience friendly and gracious service and a delightful menu of international foods from the far corners of the earth. Fall asleep to the gentle rhythms of the ship and sea, and awake refreshed and ready to explore a new destination. …
Cruise Details
0
1-18 of 27 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