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Top Italy Trips & Tours in May 2025

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Discover Italy in May 2025 on one of these 11 tours hand-selected by the travel experts at Adventure Life. Explore the best of Venice, Civitavecchia, Portofino, Taormina, and Portoferraio during May 2025 as you enjoy cruises, small ship cruises, archaeological site visits, village visits, and wine tasting. Prices for trips in May 2025 range from $1,880 to $38,380 for a vacation of 7 to 16 days. Choose any of the below 11 itineraries in May 2025 and customize it when you contact one of Adventure Life's expert Italy trip planners.
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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 Bougainvillewhere 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
The sunny coast of Sardinia
$2,030
Savings
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
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:
Relaxed
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
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
Explore the ancient ruins of Rome
$5,999
EXPLORE

Italy & France Allure

Rome - Barcelona - 8 Day Itinerary aboard World Navigator
  • Visit the Coliseum to catacombs
  • Explore town of San Remo
  • Explore French Riviera in Menton
  • Discover food market in Barcelona
Starts / Ends:
Civitavecchia / Barcelona
Activities:
Archaeological Site Visits, Cooking Classes, Local Market Visits, Village Visits, Wine Tasting
Activity Level:
Variable
Embark on an 8-day Mediterranean voyage aboard World Navigator commencing from Civitavecchia, Italy. Begin by delving into Rome's rich history to picturesque Portofino, Livorno's gateway to Pisa and Florence, and San Remo, famed for its music festival and floral beauty. Explore Menton's …
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
Bonifacio, Corsica, France
$1,880
EXPLORE

Corsica & French Riviera

7 Day Itinerary aboard Royal Clipper
  • Discover Portofino
  • Explore Bastia
  • Discover Sant' Amanza
  • Experience East Corsica
Starts / Ends:
Cannes / Cannes
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Embark on a 7-day cruise aboard the Royal Clipper in Cannes, France. This glamorous city is known for its luxurious lifestyle and the famous Cannes Film Festival. Next, visit the picturesque fishing village of Portofino, Italy, with its colorful houses and stunning views. Explore the beautiful …
Cruise Details
0
View of Hvar harbor
$12,990
EXPLORE

Croatian Coast and the Best of Adriatic

Venice - Dubrovnik - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Rovinj
  • Experience the attractions of Zadar
  • Discover Sibenik
  • Marvel at Hvar Town
Starts / Ends:
Venice / Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Variable
Begin your 8-day cruise of discovery in Venice, the gateway to Croatia. Cruise aboard the Emerald Azzurra and explore some of the Adriatic's most iconic destinations, including Rovinj, Zadar, Sibenik, Hvar, Split, Korcula, and Dubrovnik. Take a tour of Rovinj and visit the hilltop church of St. …
Cruise Details
0
Part of the beautiful French Riviera, Monaco sits high on a cliff.
$2,030
Savings
EXPLORE

Grand Prix Finals

Cannes - Civitavecchia - 8 Day Itinerary aboard Star Flyer
  • Explore Cannes
  • Sail through St. Florent
  • Discover Ajaccio's stylish allure
Starts / Ends:
Cannes / Civitavecchia
Activities:
Small Ship Cruises, Urban Exploration
Activity Level:
Variable
Set sail on an incredible 8-day cruise aboard Star Flyer for the ultimate Grand Prix Finals. From the glitzy shores of Cannes to Monaco's legendary domain. Discover vibrant harbors and ancient citadels in St. Florent and Bonifacio, and dive into Ajaccio's stylish vibe, the birthplace of …
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:
Relaxed
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
Stop in beautiful Parga
$5,040
EXPLORE

From The City of Gods to The Canals of Venice

Athens - Venice - 9 Day Itinerary aboard L'Austral
  • Discover Athens' cultural past
  • Marvel at the Corinth Canal
  • Stroll along Itea's old cobblestone
  • Taste the sweet life of Salento
Starts / Ends:
Athens / Venice
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits
Activity Level:
Variable
Explore a 9-day cruise from Athens to Venice aboard L'Austral. Begin in Athens, discovering the Acropolis and vibrant Plaka. Sail through the Corinth Canal for a unique spectacle. In Itea, visit Delphi Sanctuary before embracing Parga's history and lively streets. Otranto in Italy offers …
Cruise Details
0
1-11 of 11 Results
TrustScore 4.9 | 209 reviews
TrustScore 4.9 of 5
total score
Based on 209 reviews on
review score
7 hours ago
I have travelled with Adventure Life previously and certainly eager to do it again. Kassandra made excellent and honest suggestions while taking the time to understand what was important to us.
Susan
review score
1 day ago
They answered every question and concern that I had and put me at ease. Very excited for this once in a life-time trip.
Customer Tim
review score
2 days ago
I am a returning client to Adventure Life and am very pleased with their commitment to put together a great trip. Clara replied and clarified to any and all questions we had.
Claire Palmer
review score
4 days ago
Jessica was very responsive to my questions and never balked when I asked her to go back and find more options. She really worked hard to find the right cruise for us.
Amy Siegel
review score
4 days ago
Friendly, accommodating, knowledgeable, timely. They have made us feel very comfortable for our trip!
Gregg Chamberlain

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