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Top Sicily Tours & Cruises in 2025

Travel made your way ™
Balate Dorin
Visit charming Sicily
Amalfi
Explore Italy's colorful Amalfi coast
Venice
See the famed Rialto bridge in Venice
Rome
The Roman Colosseum in autumn
Naples
Naples at Sunset, Italy
Capri
Sail around the beautiful Italian island of Capri
Civitavecchia
Aleksander Nalbantjan
Visit the Forum Romanum, the center of ancient Rome
Sorrento
Sorrento, Italy
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Discover Sicily in 2025 on one of these trips hand selected by the travel experts at Adventure Life. Select any of the below 37 top-rated trips where you will explore Taormina, Valletta, Syracuse, Civitavecchia, and Lipari with an exceptional bilingual guide on a small group or customizable private tour. The most popular things to do in Sicily in are cruises, small ship cruises, archaeological site visits, cultural, and village visits. Our Sicily trips in 2025 range in price from $1,710 to $37,780 for trips of 7 to 17 days. Contact one of Adventure Life's expert Sicily trip planners for help planning a seamless experience.
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    • Sicily
Visit charming Sicily
$3,000
Savings
EXPLORE

Treasures of Sicily

Italy Small Group Tour - 9 Day Itinerary
  • Visit the Island of Sicily
  • Discover the Valley of the Temples
  • Visit Taormina's ancient ruins
  • See the Mount Etna in Sicily
  • Explore the coastal town of Cefalu
  • Visit Syracuse's Archeological Park
  • Discover the Zingaro Nature Reserve
Starts / Ends:
Viagrande / Taormina
Activities:
Archaeological Site Visits, Hiking, Village Visits, Wine Tasting
Activity Level:
Relaxed
Explore the Treasures of Sicily on this 9-day small group tour from Viagrande to Taormina, a collection of extraordinary wonders found on the beautiful Italian island of Sicily. Sicily is home to well-preserved Greek temples showcasing the island's ancient past. The Valley of the Temples in …
Tour Details
0
Tour the charming city of Valletta, Malta.
$8,370
EXPLORE

A Circumnavigation of Sicily with Smithsonian Journeys

Valletta - Valletta - 9 Day Itinerary aboard Le Bougainville
  • Take a loop around Sicily
  • Discover Sicily's beautiful cities
  • Visit Syracuse
  • Explore Palermo
Starts / Ends:
Valletta / Valletta
Activities:
Archaeological Site Visits, Small Ship Cruises
Activity Level:
Variable
Cruise around Sicily aboard the new luxury expedition ship Le Bougainville, while exploring mythical places at the crossroads of Eastern and Western civilizations. Discover Sicily's most beautiful historic cities and ancient sites. Valletta, the capital of Malta, is the departure point. Then, …
Cruise Details
0
Blue hour over the city in the shadow of Mount Etna
$3,699
Savings
EXPLORE

Mediterranean Serenade

Roundtrip Malta - 8 Day Itinerary aboard Variety Voyager
  • Discover Gozo Island
  • Witness Stromboli
  • Enjoy Catania
  • Explore Valetta
Starts / Ends:
Valletta / Valletta
Activities:
Archaeological Site Visits, Small Ship Cruises, Wine Tasting
Activity Level:
Variable
Embark on an 8-day cruise aboard the Variety Voyager through the enchanting destinations of Valletta, Gozo Island, Syracuse, Lipari, and Catania. Explore the ancient Ggantija temples in Gozo Island, dating back 5500 years. Discover Syracuse's "White City." Sail around the volcanic …
Cruise Details
0
Colorful villages line the shores of the Italian riviera
$4,336
EXPLORE

Aeolian Archipelago

Lipari to Salina - 8 Day Itinerary
  • Discover Lipari and Salina
  • Visit a local winery
  • Enjoy a scenic hike in Vulcano
  • Swim in Cala Junco nature reserve
  • Take a walking tour in Stromboli
  • Relax on the beaches of Salina
Starts / Ends:
Milazzo / Milazzo
Activities:
Archaeological Site Visits, Hiking, Village Visits, Wine Tasting
Activity Level:
Relaxed
The Aeolian Islands are a fascinating volcanic archipelago in the Tyrrhenian Sea north of Sicily and are listed on the UNESCO World Heritage Site. On this 8-day tour, explore the beautiful towns of Lipari, Vulcano, Panarea, Stromboli, Filicudi, and Salina. Experience nature and culture, and see the …
Tour 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
Sunset over Palermo
$3,799
Savings
EXPLORE

Sicilian Sunsets & Amalfi Delights

Malta - Naples - 8 Day Itinerary aboard Variety Voyager
  • Explore Port Empedocle
  • Discover Trapani
  • Explore Sorrento
  • Explore Palermo
Starts / Ends:
Valletta / Naples
Activities:
Archaeological Site Visits, Small Ship Cruises, Wine Tasting
Activity Level:
Variable
Embark on an 8-day cruise aboard the Variety Voyager from Malta's charming capital, Valletta, through Sicily and Southern Italy. Visit Agrigento's UNESCO-listed Temple Valley, explore the medieval streets of Erice, and delve into Palermo's Mafia history while savoring Sicilian cuisine. …
Cruise Details
0
$9,540
EXPLORE

Culture and Islands of the Mediterranean

Barcelona - Valletta - 12 Day Itinerary aboard L'Austral
  • Visit Menorca
  • Explore Sardinia
  • Discover Sicily
  • Experience Catania
  • Discover Syracuse
  • Discover Malta
Starts / Ends:
Barcelona / Valletta
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits, Wine Tasting
Activity Level:
Variable
Embark on a 12-day cruise from Barcelona to the Maltese coast aboard L’Austral, in partnership with Relais & Châteaux. This journey offers a blend of culinary and cultural experiences, with an included excursion per person at each port of call. Highlights include Menorca's rich …
Cruise Details
0
Explore ruins in Taormina within view of volcanic Mount Etna
$3,699
Savings
EXPLORE

La Dolce Vita

Naples - Malta - 8 Day Itinerary aboard Variety Voyager
  • Discover Syracuse
  • Explore Taormina
  • Experience Lipari Island
  • Discover Capri Island
Starts / Ends:
Naples / Valletta
Activities:
Archaeological Site Visits, Small Ship Cruises, Wine Tasting
Activity Level:
Variable
Embark on an 8-day cruise from Naples to Malta aboard the Variety Voyager. Begin your journey in charming Naples, the birthplace of pizza, before heading to the stylish island of Capri, a favorite among celebrities and jet-setters. In Sicily, explore the enchanting town of Taormina, with its narrow …
Cruise Details
0
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
Visit the Baroque Cathedral of Syracuse
$8,220
EXPLORE

Cruising Southern Italy and Sicily – with Smithsonian Journeys

Valletta - Livorno - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Explore Valletta's heritage
  • Discover Syracuse's history
  • Admire Taormina's scenic views
  • Experience Naples culture
Starts / Ends:
Valletta / Livorno
Activities:
Archaeological Site Visits, Small Ship Cruises
Activity Level:
Variable
Join the 9-day Cruising Southern Italy and Sicily with Smithsonian Journeys aboard Le Dumont-d'Urville. Begin in Valletta, Malta, exploring its historic streets and landmarks. Continue to Syracuse, Sicily, for a blend of ancient Greek and cultural influences, and Taormina, known for its views …
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 historic Bonifacio atop the cliffs of Corsica
$7,690
EXPLORE

Mediterranean Island Voyage: Sicily, Sardinia, Corsica, and Elba – with Smithsonian Journeys

Valletta - Nice - 8 Day Itinerary aboard Le Bougainville
  • Discover Mediterranean islands
  • Experience ancient ruins
  • Admire Byzantine-Arab mosaics
  • Explore medieval towns
  • Discover local cuisine
Starts / Ends:
Valletta / Nice
Activities:
Archaeological Site Visits, Land & Sea Exploration, Small Ship Cruises, Village Visits
Activity Level:
Variable
Embark on this 8-day Mediterranean Island Voyage with Smithsonian Journeys from Valletta to Nice on Le Bougainville where you can engage in discussions with two Smithsonian Journeys Experts onboard. Explore five Mediterranean islands on one itinerary, starting from Malta and moving on to Sicily, …
Cruise Details
0
Coast of Ortigia island at city of Syracuse
$4,840
EXPLORE

Ancient Jewels of the Mediterranean

Valletta - Athens - 8 Day Itinerary aboard Le Dumont-d'Urville
  • Meet a famous puppeteer in Syracuse
  • Immerse in Southern Italy
  • Wander through the ancient streets
Starts / Ends:
Valletta / Athens
Activities:
Archaeological Site Visits, Small Ship Cruises
Activity Level:
Variable
Embark on an enchanting 8-day Ancient Jewels of the Mediterranean cruise aboard Le Dumont-d'Urville. Starting in Valetta, indulge in included excursions at each port. Meet a famed puppeteer in Syracuse, explore quaint villages in Paros, and visit the historic Rodolico shipyard. Discover the …
Cruise Details
0
Coast of Ortigia island at city of Syracuse
$4,960
EXPLORE

Ancient Jewels of the Mediterranean

Athens - Valletta - 8 Day Itinerary aboard L'Austral
  • Meet a famous puppeteer in Syracuse
  • Discover Southern Italy's history
  • Cross the Corinth Canal to Galaxidi
  • Explore Paros and its white marbles
Starts / Ends:
Athens / Valletta
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits
Activity Level:
Variable
Starting in Athens, enjoy an 8-day adventure on L’Austral to the Maltese coast. Experience excursions at each port featuring Hydra's monuments, Daniel Mauceri's puppetry in Syracuse, and Aci Trezza's shipyard. Visit Paros, known for its white marble, and Hydra, a car-free island …
Cruise Details
0
Explore ruins in Sicily
$6,000
EXPLORE

Cruising the Mediterranean: Sicily, Sardinia, and Mallorca – with Smithsonian Journeys

Valletta - Tarragona - 8 Day Itinerary aboard L'Austral
  • Visit UNESCO charm in Valletta
  • Explore Tarragona's Roman ruins
  • Indulge in Sicilian seafood
  • Stroll Mahon's colorful streets
Starts / Ends:
Valletta / Tarragona
Activities:
Archaeological Site Visits, Local Market Visits
Activity Level:
Variable
Set sail on an unforgettable 8-day Mediterranean journey aboard L'Austral. Begin your cruise in Valletta, a UNESCO World Heritage site known for its majestic streets and historic landmarks. From the Grandmaster's palace to Saint John’s cathedral, immerse yourself in the rich history …
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
$1,710
EXPLORE

Amalfi & Sicily

7 Day Itinerary aboard Star Flyer
  • Explore Civitavecchia
  • Discover Lipari
  • Explore Amalfi
  • Discover Messina
Starts / Ends:
Civitavecchia / Civitavecchia
Activities:
Small Ship Cruises
Activity Level:
Variable
Embark on a 7-day cruise aboard the Star Flyer. From Civitavecchia to explore Italy's stunning destinations. Begin by admiring the beauty of St. Peter's and the restored Sistine Chapel, then feel the vibrancy of Rome at the Spanish Steps. Explore the Colosseum and marvel at the …
Cruise Details
0
Visit charming Sicily
$11,425
EXPLORE

Fiery Sicily and Charming Adriatic Sea

Catania - Dubrovnik - 11 Day Itinerary aboard Sea Cloud II
  • Marvel at volcanic soil in Catania
  • Explore Sicily's poetic masterpiece
  • Learn about Europe's Mount Etna
  • Step into Bari's historic old town
Starts / Ends:
Catania / Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises
Activity Level:
Variable
Embark on an 11-day cruise aboard the Sea Cloud II, exploring Sicily's fiery landscapes and the Adriatic Sea's charming beauty. Begin in Catania, where Goethe found inspiration amidst vibrant orange and lemon trees. Discover Taormina's elegance with a view of Mount Etna. Sailing becomes …
Cruise Details
0
1-18 of 37 Results
TrustScore 4.8 | 392 reviews
TrustScore 4.8 of 5
total score
Based on 392 reviews on
review score
17 hours ago
The trip planners at Adventure Life were very helpful and always replied to my inquiries right away. The excursions, accomodations, and local guides were excellent
Avi Argaman
review score
1 day ago
Be sure to sign up for all the tours, otherwise you will be sitting on the boat since not all stops are moored at a dock. Some are anchored.
Gail Puryear
review score
1 day ago
There were two best aspects to our trip: 1. The Adventure Life folks and the folks in Athens and Crete who supported our itinerary, guided us, and ran the cooking program were all superb. 2. Everything they all planned for us went without a hitch. When we needed a bit of help, they came through with really good answers. We became aware of AL from a friend who had an excellent experience in a different location. So did we. We can recommend AL without reservation.
Tom Campbell
review score
1 day ago
My agent Jeff did not push the sale while providing thorough information and replying quickly to my many questions.
Mary Lou Carlson
review score
2 days ago
We have used AL for decades now to plan trips. Kassandra has been with us from the start and has never disappointed. She knows our family and our quirks and is always willing to fit the trip to us. This time we made her work for the booking because of family member schedules. It has all come together for a great Christmas gift for many families.
Kris Rowe

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