Have questions? We're here.

All Sicily Tours

Travel made your way
Balate Dorin
Visit charming Sicily
Talk with an expert
Build your ideal Mediterranean trip. Call 1.406.541.2677
Start Planning My Trip
Select one of the below 47 best Sicily trips for 2025 and 2026. Your local English-speaking guide will lead your small group or personalized private tour on an extraordinary adventure exploring Taormina, Syracuse, Palermo, Catania, and Trapani. Our Sicily trips for 2025 feature Archaeological Site Visits, Village Visits, Small Ship Sailing, Wine Tasting, and Local Market Visits, and start from $1,940 for trips of 7 to 21 days. Contact Adventure Life's Sicily trip planning experts to start planning your next seamless trip.
Filter (47 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Sicily
Visit charming Sicily
from $3,000
EXPLORE

Treasures of Sicily

Italy Small Group Tour - 9 Day Itinerary
Starts / Ends
Viagrande / Taormina
Activities
Hiking
Activity Level
Relaxed
Spend 9 days on this small group journey through the treasures of Sicily to step into a world where ancient ruins stand alongside vibrant cities and picturesque landscapes. Discover ancient ruins, bask in the island's natural beauty, and indulge in Sicily's culinary delights.
  • 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
Tour Details
0
Tour the charming city of Valletta, Malta.
from $9,450
EXPLORE

A Circumnavigation of Sicily with Smithsonian Journeys

Valletta - Valletta - 9 Day Itinerary aboard Le Bougainville
Starts / Ends
Valletta / Valletta
Activity Level
Variable
During this 9-day cruise around Sicily aboard the new luxury expedition ship Le Bougainville, you'll be able to explore mythical places at the crossroads of Eastern and Western civilizations. Discover Sicily's most beautiful historic cities and ancient sites.
  • Take a loop around Sicily
  • Discover Sicily's beautiful cities
  • Visit Syracuse
  • Explore Palermo
Cruise Details
0
Blue hour over the city in the shadow of Mount Etna
from $3,699
2for1
EXPLORE

Mediterranean Serenade

Roundtrip Malta - 8 Day Itinerary aboard Variety Voyager
Starts / Ends
Valletta / Valletta
Activity Level
Variable
Embark on an 8-day cruise to and from Malta aboard the Variety Voyager. Discover the UNESCO World Heritage Ggantija temples on Gozo Island and Lipari in Sicily. Ascend Mount Etna and explore iconic "The Godfather" filming locations.
  • Explore Gozo’s ancient temples
  • Discover Syracuse’s history
  • Taste Lipari’s finest wines
  • Swim in Malta’s waters
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
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.
  • Visit Taormina
  • Discover Palermo
  • Explore Lipari
  • Explore Amalfi
Cruise Details
0
Sunset over Palermo
from $3,799
2for1
EXPLORE

Sicilian Sunsets & Amalfi Delights

Malta - Naples - 8 Day Itinerary aboard Variety Voyager
Starts / Ends
Valletta / Naples
Activity Level
Variable
Embark on an 8-day cruise aboard the Variety Voyager from Valletta to Sicily and Southern Italy, exploring historic cities and stunning coastlines. Discover Agrigento, Erice, and Pompeii while enjoying exclusive onboard experiences and authentic Sicilian cuisine.
  • Explore Agrigento’s Temple Valley
  • Marvel at Trapani’s medieval street
  • Discover Erice’s Venus Castle
  • Taste Palermo’s food delights
Cruise Details
0
from $14,158
EXPLORE

The Ancient Shores of Sicily and Malta

Roundtrip Malta - 10 Day Itinerary aboard Sea Cloud II
Starts / Ends
Valletta / Valletta
Activities
Archaeological Site Visits, Village Visits, Wine Tasting
Activity Level
Variable
Embark on a 10-day Ancient Shores of Sicily and Malta cruise, aboard Sea Cloud II. Explore ancient cities, UNESCO-listed temples, and landscapes shaped by the Romans, Greeks, and Carthaginians. Visit Agrigento’s Valley of the Temples, the Ggantija Temples, and Valletta, stroll medieval Erice, and tour The Godfather’s Castello degli Schiavi.
  • Explore stunning UNESCO-listed site
  • Step into the history of Sicily
  • Discover the charm of ancient Erice
  • Savor the authentic Sicily flavors
  • Explore historic Taormina and Sirac
Cruise Details
0
from $9,540
EXPLORE

Culture and Islands of the Mediterranean

Barcelona - Valletta - 12 Day Itinerary aboard L'Austral
Starts / Ends
Barcelona / Valletta
Activities
Urban Exploration
Activity Level
Variable
Embark on a 12-day cruise from Barcelona to Malta aboard L’Austral. Enjoy culinary and cultural experiences with an included excursion per port. Highlights include Menorca, Alghero, Cagliari, Trapani, Palermo, Lipari, Catania, Syracuse, Gozo, and ending in Valletta.
  • Visit Menorca
  • Explore Sardinia
  • Discover Sicily
  • Experience Catania
  • Discover Syracuse
  • Discover Malta
Cruise Details
0
Explore ruins in Taormina within view of volcanic Mount Etna
from $3,699
2for1
EXPLORE

La Dolce Vita

Naples - Malta - 8 Day Itinerary aboard Variety Voyager
Starts / Ends
Naples / Valletta
Activity Level
Variable
Embark on an 8-day cruise aboard the Variety Voyager from Naples to Malta, visiting Capri, Taormina, Mount Etna, and Catania in Sicily. In Malta, explore Valletta's UNESCO sites and Gozo's ancient monuments.
  • Explore Capri's coastal allure
  • Visit Lipari’s ancient sites
  • Discover Taormina’s historic alleys
  • Wander Syracuse’s ancient streets
Cruise Details
0
Cruise into charming Sicily
from $2,460
EXPLORE

Amalfi & Sicily

Roundtrip Civitavecchia - 8 Day Itinerary aboard Royal Clipper
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.
  • Explore Civitavecchia seaport hub
  • Wander Sorrento’s cliffside lanes
  • Visit Pompeii’s preserved ruins
  • Admire Amalfi’s medieval Duomo
Cruise Details
0
Visit the Baroque Cathedral of Syracuse
from $8,220
EXPLORE

Cruising Southern Italy and Sicily – with Smithsonian Journeys

Valletta - Livorno - 9 Day Itinerary aboard Le Dumont-d'Urville
Starts / Ends
Valletta / Livorno
Activity Level
Variable
Sail on this 9-day Southern Italy and Sicily cruise with Smithsonian Journeys aboard Le Dumont-d'Urville. Start in Valletta, Malta, exploring historic landmarks. Visit Syracuse's Greek and cultural sites and Taormina's scenic views and theater. Explore Reggio di Calabria's coast and museum. Visit Civitavecchia, and conclude in Livorno, Tuscany.
  • Explore Valletta's heritage
  • Discover Syracuse's history
  • Admire Taormina's scenic views
  • Experience Naples culture
Cruise Details
0
Sicilian landscape in the early evening
from $2,080
EXPLORE

Amalfi & Sicily

Civitavecchia Roundtrip - 7 Day Itinerary aboard Star Clipper
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.
  • Explore Civitavecchia wonders
  • Discover Lipari lively streets
  • Witness Stromboli’s volcano
  • Experience Amalfi seaside views
Cruise Details
0
Coast of Ortigia island at city of Syracuse
from $2,590
EXPLORE

Sicily & Greece

Piraeus - Valletta - 9 Day Itinerary aboard Star Clipper
Starts / Ends
Piraeus / Valletta
Activities
Small Ship Sailing
Activity Level
Variable
Set sail on a 9-day cruise with Star Clipper, exploring Greece, Sicily, and Malta. Discover ancient sites, stunning landscapes, and cultural gems from Athens to Valletta while enjoying the charm of your ship.
  • Explore Piraeus port city
  • Wander Nafplio charming town
  • Discover Monemvasia fortress
  • Visit Syracuse ruins
Cruise Details
0
Visit Rome's famed Colosseum
from $12,795
EXPLORE

The Amalfi, Sicily and Malta: The Godfather

Rome - Valletta - 12 Day Itinerary aboard Douglas Mawson
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.
  • Discover Rome’s imperial relics
  • Explore Gaeta’s medieval fortress
  • Wander Naples’ ancient streets
  • Marvel at Pompeii’s ruins
Cruise Details
0
Explore historic Bonifacio atop the cliffs of Corsica
from $7,790
EXPLORE

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

Valletta - Nice - 8 Day Itinerary aboard Le Bougainville
Starts / Ends
Valletta / Nice
Activities
Land & Sea Exploration
Activity Level
Variable
Explore the heart of the Mediterranean on this 8-day Mediterranean Island Cruise with Smithsonian Journeys from Valletta to Nice aboard Le Bougainville. Discover Sicily, Sardinia, Corsica, and Elba's historical civilizations that left mark on these islands' language, cuisine, art, and architecture.
  • Discover Mediterranean islands
  • Experience ancient ruins
  • Admire Byzantine-Arab mosaics
  • Explore medieval towns
  • Discover local cuisine
Cruise Details
0
Coast of Ortigia island at city of Syracuse
from $6,690
EXPLORE

Ancient Jewels of the Mediterranean

Valletta - Athens - 8 Day Itinerary aboard Le Dumont-d'Urville
Starts / Ends
Valletta / Athens
Activity Level
Variable
Set sail on an 8-day Ancient Jewels of the Mediterranean cruise aboard Le Dumont-d'Urville! Explore Malta's coast and Greece's treasures. Discover Syracuse's puppetry, Paros' villages, and Taormina's ancient theatre. Experience Gallipoli, Galaxidi, Hydra, and Paros.
  • Meet a famous puppeteer in Syracuse
  • Immerse in Southern Italy
  • Wander through the ancient streets
Cruise Details
0
Coast of Ortigia island at city of Syracuse
from $5,510
EXPLORE

Ancient Jewels of the Mediterranean

Athens - Valletta - 8 Day Itinerary aboard L'Austral
Starts / Ends
Athens / Valletta
Activity Level
Variable
Embark on an 8-day adventure on L’Austral from Athens to the Maltese coast. Enjoy excursions at each port, including visits to Hydra's monuments, Paros, and Galaxidi. In southern Italy, discover Gallipoli's Greek heritage, Taormina's ancient theatre, and Ortygia's historic streets. The cruise concludes in Valletta, the capital of Malta.
  • Meet a famous puppeteer in Syracuse
  • Discover Southern Italy's history
  • Cross the Corinth Canal to Galaxidi
  • Explore Paros and its white marbles
Cruise Details
0
Explore ruins in Sicily
from $5,840
EXPLORE

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

Valletta - Barcelona - 8 Day Itinerary aboard Le Boreal
Starts / Ends
Valletta / Tarragona
Activities
Local Market Visits
Activity Level
Variable
Embark on an 8-day Le Boreal cruise from Valletta to Barcelona. Visit Sicily’s historic cities, Sardinia’s archaeological treasures, and the Balearic Islands’ stunning landscapes. Shore excursions, transfers, and expert-led discussions with Smithsonian Journeys.
  • Visit UNESCO sites in Valletta
  • Indulge in Sicilian seafood
  • Stroll Mahon's colorful streets
  • Transit the Corinth Canal passage
Cruise Details
0
Explore ruins in Sicily
from $6,330
EXPLORE

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

Valletta - Tarragona - 8 Day Itinerary aboard L'Austral
Starts / Ends
Valletta / Tarragona
Activity Level
Variable
Experience an 8-day cruise aboard L'Austral, exploring cultural treasures in the Mediterranean's historic ports. From UNESCO-listed Valletta to the Roman ruins of Tarragona, delve into the region's rich heritage and scenic beauty.
  • Visit UNESCO charm in Valletta
  • Explore Tarragona's Roman ruins
  • Indulge in Sicilian seafood
  • Stroll Mahon's colorful streets
Cruise Details
0
1-18 of 47 Results

Mediterranean Travel Guide

Favorite Mediterranean Mediterranean All Trips

Top Mediterranean Travel Destinations

Mediterranean Trips by Departure Date

Top Experiences in Mediterranean

Mediterranean Trips by Duration

Mediterranean Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By