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Top Italy Trips & Tours in September 2025

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Discover Italy in September 2025 on one of these 12 tours hand-selected by the travel experts at Adventure Life. Explore the best of Civitavecchia, Amalfi, Ponza, Sorrento, and Lipari during September 2025 as you enjoy cruises, small ship cruises, archaeological site visits, small ship sailing, and cultural. Prices for trips in September 2025 range from $1,430 to $38,380 for a vacation of 6 to 15 days. Choose any of the below 12 itineraries in September 2025 and customize it when you contact one of Adventure Life's expert Italy trip planners.
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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
Wander through Rome
$12,390
Savings
EXPLORE

Enchanting Italian Coastlines

Roundtrip Civitavecchia - 8 Day Itinerary aboard Emerald Sakara
  • Discover Capri
  • Experience Sorrento
  • Marvel at Gaeta
  • Explore Amalfi Coast
Starts / Ends:
Civitavecchia / Civitavecchia
Activities:
Small Ship Cruises
Activity Level:
Variable
Embark on an 8-day cruise along the Italian coastline aboard the Emerald Sakara, starting and ending in Civitavecchia, the main port for Rome. Marvel at the intricate architecture of the Amalfi Coast, enjoy dining under the stars and among fragrant lemon trees in Capri, and explore the stunning …
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
Sorrento Landscape
$1,430
EXPLORE

Rome to Rome

Civitavecchia Roundtrip - 6 Day Itinerary aboard Star Flyer
  • Visit the Sistine Chapel
  • Explore Gaeta's history
  • Discover the town of Positano
  • Witness the pastel houses of Ponza
Starts / Ends:
Civitavecchia / Civitavecchia
Activities:
Small Ship Cruises
Activity Level:
Variable
Embark on a 6-day Italy cruise aboard Star Flyer, exploring iconic landmarks in Rome, including St. Peter's, the Colosseum, and the Pantheon. Visit Gaeta, a coastal city south of Rome with a fortified settlement and rich ancient monuments. Discover the medieval charm of Amalfi, and wander …
Cruise Details
0
Alghero, Sardinia, Italy
$3,030
EXPLORE

Grand Voyage: Rome to Nice

15 Day Itinerary aboard Star Flyer
  • Discover Portoferraio
  • Experience East Corsica's beach
  • Discover Bonifacio
  • Explore Alghero
Starts / Ends:
Civitavecchia / Nice
Activities:
Small Ship Cruises
Activity Level:
Variable
Embark on a 15-day cruise aboard the Star Flyer and explore Italy and France's enchanting destinations. Begin in Civitavecchia, discovering iconic landmarks like St. Peter's Basilica and the Sistine Chapel. Cruise to Lipari for medieval charm and secluded beaches, passing Stromboli's …
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
Gondola on Canal Grande at Sunset, Venice
$3,990
EXPLORE

Venetian Horizons

Venice Roudtrip - 8 Day Itinerary aboard M/Y Callisto
  • Visit Venice's Grand Canal
  • Enjoy fresh seafood delicacies
  • Explore Plitvice Lakes in Croatia
  • Join a truffle hunting experience
Starts / Ends:
Venice / Venice
Activities:
Archaeological Site Visits, Local Market Visits, Small Ship Cruises, Village Visits
Activity Level:
Variable
Set sail on an 8-day Adriatic cruise aboard M/Y Callisto that begins in the city of Venice and winds its way through the coastal towns of Slovenia and Croatia before culminating in the historic city of Ravenna. This eight-day cruise offers a blend of guided tours and free time, allowing you to …
Cruise Details
0
See the famed Rialto bridge in Venice
$8,999
EXPLORE

Flavors of the Adriatic

Venice - Livorno - 11 Day Itinerary aboard World Navigator
  • Explore Venice’s romantic canals
  • Discover Zadar’s UNESCO heritage
  • Hike to San Giovanni Fortress
  • Wander through Split’s Old Town
Starts / Ends:
Venice / Livorno
Activities:
Local Market Visits, Urban Exploration, Wine Tasting
Activity Level:
Variable
Embark on an 11-day Adriatic adventure aboard World Navigator, exploring the cultural and culinary delights of Italy, Croatia, and Montenegro. Venice captivates with its romantic canals and historic architecture. In Croatia, discover the ancient city of Zadar, the historical treasures of Split, and …
Cruise Details
0
The clifftop town of Bonifacio, Corsica
$2,280
EXPLORE

Rome to Nice

9 Day Itinerary aboard Star Flyer
  • Discover Portoferraio
  • Experience East Corsica's beach
  • Discover Bonifacio
  • Explore Alghero
Starts / Ends:
Civitavecchia / Nice
Activities:
Small Ship Cruises
Activity Level:
Variable
Embark on a 9-day cruise aboard the Star Flyer. Explore the Mediterranean starting from Civitavecchia, home to the awe-inspiring St. Peter's Basilica and its newly restored Sistine Chapel. Explore Rome's iconic Spanish Steps and the ancient Colosseum, then marvel at the majestic Pantheon. …
Cruise Details
0
View of Hvar harbor
$12,990
Savings
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
City of Dubrovnik
$3,890
EXPLORE

Adriatic Jewels

Venice - Dubrovnik - 8 Day Itinerary aboard M/Y Callisto
  • Visit a UNESCO World Heritage site
  • Discover Rovinj in Croatia
  • Visit St. James Cathedral
  • Try a truffle hunting & wine tour
Starts / Ends:
Venice / Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises
Activity Level:
Variable
Embark on an 8-day Adriatic cruise, starting in Venice and concluding in Dubrovnik, aboard M/Y Callisto. From the moment of embarkation in Venice, you'll be treated to exceptional service and unique experiences. Explore Rovinj’s charming old town, join a truffle hunt in Istria, and …
Cruise Details
0
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