Have questions? We're here.
Looking over Florence at the Basilica di Santa Maria del Fiore.

Top Italy Trips & Tours in September 2025

Travel made your way ™
Talk with an expert
Build your ideal Italy trip. Call 1.406.541.2677
Start Planning My Trip
Talk with an expert
Discover Italy in September 2025 on one of these 15 tours hand-selected by the travel experts at Adventure Life. Explore the best of Venice, Civitavecchia, Amalfi, Taormina, and Sorrento during September 2025 as you enjoy cruises, small ship cruises, cultural, archaeological site visits, and small ship sailing. Prices for trips in September 2025 range from $1,430 to $112,500 for a vacation of 6 to 11 days. Choose any of the below 15 itineraries in September 2025 and customize it when you contact one of Adventure Life's expert Italy trip planners.
Filter (15 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Italy
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
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
Wander through Rome
$11,590
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
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
$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
Gondola on Canal Grande at Sunset, Venice
$3,290
Savings
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
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
See the famed Rialto bridge in Venice
$11,399
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
La Bella Vita
$4,950
Savings
EXPLORE

Venice and Mantua Cruise

7 Day Itinerary aboard La Bella Vita
  • Tour of historic Venice
  • Cruise on the Canal of the Orphans
  • Tour of Chioggia
  • Enjoy dinner at Villa Ca'Zen
Activities:
Biking, Local Market Visits, River Cruises, Village Visits, Wine Tasting
Activity Level:
Variable
Explore the magical and historical heritage that Italy posses by boarding to La Bella Vita for this 7-day cruise. Travel by Venice's famous monuments and visit the Naval Museum that houses important vessels such as ceremonial barges and warships. Visit Chioggia and enjoy touring the colorful …
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
Brilliant blue of Venice's lagoon
$6,290
EXPLORE

4th Opera Festival at Sea

Venice - Valletta - 8 Day Itinerary aboard L'Austral
  • Explore Rovinj
  • Discover Hvar
  • Visit Otranto
  • Explore Taormina
Starts / Ends:
Venice / Valletta
Activities:
Small Ship Cruises
Activity Level:
Variable
Embark on an 8-day cruise aboard the L'Austral, exploring the cultural and artistic treasures of the Ionian and Adriatic Seas. Visit Malta, Montenegro, Croatia, and Italy for its 4th Opera Festival at Sea, featuring Artistic Director Alain Duault and renowned musicians. This cruise includes …
Cruise Details
0
View of Hvar harbor
$12,390
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
La Bella Vita cruising in Venice
$90,500
EXPLORE

Private Charter - Venice and Mantua Cruise Aboard La Bella Vita

7 Day Itinerary aboard La Bella Vita
  • Enjoy dinner at Villa Ca'Zen
  • Tour of Chioggia
  • Cruise on the Canal of the Orphans
  • Tour of historic Venice
Activities:
Biking, Local Market Visits, River Cruises, Village Visits, Wine Tasting
Activity Level:
Variable
Discover a truly magical cruise aboard La Bella Vita on Italy's Venetian Lagoon, River Po, and Canal Bianco between Venice and the lakeside Renaissance city of Mantua. Visit the Naval Museum, which houses notable vessels like ceremonial barges and warships, as you travel with a guided tour of …
Cruise Details
0
1-15 of 15 Results
TrustScore 4.9 | 306 reviews
TrustScore 4.9 of 5
total score
Based on 306 reviews on
review score
3 days 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
4 days 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
4 days 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
5 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
5 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

Top Italy Travel Destinations

Italy Trips by Departure Date

Top Experiences in Italy

Italy Trips by Duration

Italy Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By

Plan My Trip
We love travel, talk with an expert 1.800.344.6118