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Top Sicily Trips & Tours in May 2025

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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 May 2025 on one of these 9 tours hand-selected by the travel experts at Adventure Life. Explore the best of Valletta, Taormina, Barcelona, Dubrovnik, and Gozo during May 2025 as you enjoy archaeological site visits, small ship cruises, cruises, wine tasting, and cultural. Prices for trips in May 2025 range from $3,030 to $26,499 for a vacation of 8 to 16 days. Choose any of the below 9 itineraries in May 2025 and customize it when you contact one of Adventure Life's expert Sicily trip planners.
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    • Sicily
Blue hour over the city in the shadow of Mount Etna
$3,699
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
Sunset over Palermo
$3,799
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
Explore ruins in Taormina within view of volcanic Mount Etna
$3,699
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
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
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
Ruins Athina Pronaia temple in Ancient Delphi
$15,696
Savings
EXPLORE

Mediterranean Wonders: Sicily, Greece, Sardinia, and Beyond

Spain - Greece - 13 Day Itinerary aboard National Geographic Orion
  • Cruise the Mediterranean Sea
  • Explore standing stones on Menorca
  • Taste Sicilian wine
  • Swim at Kefalonia
  • Explore Delphi and Corinth Canal
Starts / Ends:
Barcelona / Athens
Activities:
Small Ship Cruises
Activity Level:
Variable
On this 13-day Mediterranean Wonders: Sicily, Greece, Sardinia, and Beyond Cruise from Spain to Greece aboard National Geographic Orion, traverse the Mediterranean Sea to explore ancient ruins, medieval towns, and culinary delights from Spain and Sardinia to Corsica and Greece. Walk among …
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
Explore beautiful Barcelona
$12,799
EXPLORE

Timeless Tastes & Treasure

Barcelona - Venice - 15 Day Itinerary aboard World Navigator
  • Visit Barrakka Panoramic Lifts
  • Explore French Riviera and Old Nice
  • Visit the town of Côte d'Azur
  • Do truffle-hunting in Tuscany
Starts / Ends:
Barcelona / Venice
Activities:
Archaeological Site Visits, Local Market Visits, Urban Exploration, Wine Tasting
Activity Level:
Variable
Embark on a 15-day Timeless Tastes & Treasure Cruise from Barcelona to Venice aboard World Navigator. Along Valletta's Grand Harbor, start with the Barrakka Panoramic Lifts, for a sunset with an extended evening in port. Enjoy a late night in Monte Carlo, to explore the scenery of the …
Cruise Details
0
Stop in beautiful Parga
$11,399
EXPLORE

Ionian Interlude

Barcelona - Rome - 16 Day Itinerary aboard World Navigator
  • Explore Venice's canals and cuisine
  • Explore UNESCO-listed sites
  • Relax on Parga's scenic beaches
  • Hike to San Giovanni Fortress
Starts / Ends:
Barcelona / Civitavecchia
Activities:
Archaeological Site Visits, Local Market Visits, Village Visits, Wine Tasting
Activity Level:
Variable
Set sail on an unforgettable 16-day Ionian Interlude cruise aboard World Navigator, exploring the Mediterranean's wonders.. From Barcelona's vibrant streets to Rome's ancient allure, immerse yourself in rich history, culture, and natural beauty. Discover whimsical architecture in …
Cruise Details
0
1-9 of 9 Results
TrustScore 4.9 | 306 reviews
TrustScore 4.9 of 5
total score
Based on 306 reviews on
review score
19 hours ago
Tony and Shannon were always quick to answer my questions and requests. They booked my Upper Mississippi cruise perfectly. They made sure that my dietary needs were met which is a big deal for me. I have the utmost confidence with their assistance.
Code
review score
1 day ago
Third trip we have book with Adventure Life. Like the last two, we have had a quick response to all inquires
Carol Borland
review score
1 day ago
Angela was fantastic! She was thoughtful, helpful, and prompt in her responses without being intrusive. She accommodated our large group and was genuinely excited for us when it all worked out. Can't say enough good things! This is our second trip booking through Adventure Life and we will definitely do it again.
Emily
review score
2 days ago
Jessica was extremely helpful and generous with her time. She was very responsive to our questions and comments and in a very timely fashion. She worked with us in partnership to plan a trip specifically for us and our wants and needs.
Linda Coleman
review score
2 days ago
Mary Curry found right trip for my budget and the best date that I liked. She made that reservation when other company's agent could not do it. Thank you so much!
Theresa AN

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