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Top Italy Trips & Tours in September 2026

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    • Italy
Beautiful Amalfi Coast
from $2,320
SS 25%
EXPLORE

Amalfi & Sicily

Roundtrip Civitavecchia - 8 Day Itinerary aboard Star Clipper
  • Sail across Mediterranean waters
  • Visit Lipari for coastal views
  • Explore Messina cathedral clock
  • See seaside cliffs near Sorrento
Starts / Ends
Civitavecchia / Civitavecchia
Activities
Urban Exploration
Activity Level
Variable
Experience an 8-day Mediterranean sailing adventure from Civitavecchia, exploring Sicily, the Amalfi Coast, and the Aeolian and Pontine Islands aboard Star Clipper. Sail past Stromboli’s active volcano, wander historic Messina, and admire the coastal beauty of Amalfi and Sorrento. Explore Ponza’s unspoiled charm before returning to Rome’s port.
Cruise Details
0
View from mount Solaro of Capri island at summer day, Italy
from $4,499
$200+Perks
EXPLORE

Pearls of Italy

Civitavecchia to Dubrovnik - 7 Day Itinerary aboard World Traveller
  • Rome historic walking tour
  • Hike Monte Rosa trails
  • Kotor fortress panoramic views
  • Explore old Perithia
Starts / Ends
Civitavecchia / Dubrovnik
Activities
Hiking
Activity Level
Variable
Set sail on a 7-day cruise aboard World Traveller, from Civitavecchia to Dubrovnik, exploring iconic coastal cities and islands. Visit Capri, Lipari, Corfu, and Kotor. Discover ancient ruins, UNESCO sites, and crystal-clear beaches along the way. Enjoy a relaxed day at sea as part of this European itinerary.
Cruise Details
0
Explore Sibenik on the Dalmatian Coast
from $6,999
Save 30%
EXPLORE

Greece & Italy Reflections

Venice to Athens - 9 Day Itinerary aboard World Traveller
  • Cruise scenic Corinth Canal
  • Tour historic Sibenik fortress
  • Explore the Delphi ruins
  • Discover Parga’s Venetian castle
Starts / Ends
Venice / Piraeus
Activity Level
Variable
Embark on this 9-day cruise aboard the World Traveller from Venice to Athens, exploring the Adriatic and Aegean Seas. Highlights include Venice’s canals, Sibenik’s fortresses, Parga’s vibrant coastal setting, Delphi’s ancient ruins, sailing the Corinth Canal, Nafplion’s Venetian castles, and Athens’ iconic landmarks.
Cruise Details
0
Swim in the clear waters of the Mediterranean
from $2,570
EXPLORE

Voiles de Saint Tropez

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper
  • Explore Nice’s coastal charm
  • Discover Lerici’s seaside villages
  • Visit Portoferraio’s vineyards
  • Swim Sant'Amanza’s crystal waters
Starts / Ends
Nice / Nice
Activity Level
Variable
Set sail on an 8-day cruise aboard the Royal Clipper, exploring the stunning Mediterranean coasts of France, Italy, and Corsica. Journey from Nice to Lerici, Portoferraio, and St. Tropez, enjoying historical sites, breathtaking views, and vibrant local culture.
Cruise Details
0
Brilliant blue of Venice's lagoon
from $6,620
EXPLORE

The Best of Croatia

Venice Roundtrip - 8 Day Itinerary aboard Le Boreal
  • Stroll Venetian streets in Rovinj
  • Explore UNESCO-listed Split center
  • Admire Venice’s grand canals
  • Visit medieval Korcula island town
Starts / Ends
Venice / Venice
Activity Level
Variable
Cruise through Croatia and Montenegro on an 8-day cruise aboard Le Boreal. Explore Venice, Hvar, Split, Dubrovnik, Korcula, Rovinj, and Kotor with one guided excursion included at each port. Discover coastal towns, ancient landmarks, and scenic bays along the Dalmatian coast. Enjoy unique cultural experiences in every destination.
Cruise Details
0
French Cheese
from $16,595
EBD
EXPLORE

A Mediterranean Feast

Naples - Lisbon - 17 Day Itinerary aboard MV Douglas Mawson
  • Explore archaeological Pompeii
  • Taste Naples' iconic pizza
  • Discover the Palace of Caserta
  • Visit Monaco's 'The Rock'
Starts / Ends
Naples / Lisbon
Activities
Local Market Visits, Wine Tasting
Activity Level
Variable
Set sail on a 17-day cruise from Naples to Lisbon aboard the Douglas Mawson, exploring the Mediterranean's rich culinary heritage. Experience local gastronomy and culture while visiting historic sites, traditional villages, and renowned wineries.
Cruise Details
0
Enjoy the brilliant blue water of the Mediterranean
from $14,990
EXPLORE

Spanish Shores & Beyond

Barcelona - Palma de Mallorca - 10 Day Itinerary aboard Emerald Sakara
  • Explore Port-Vendres French harbor
  • Discover Saint-Tropez Riviera town
  • Wander Calvi’s Corsican coast
  • Stroll Mahon’s cobbled streets
Starts / Ends
Barcelona / Palma de Mallorca
Activity Level
Variable
Experience a 10-day Mediterranean cruise from Barcelona to Palma de Mallorca on the Emerald Sakara, visiting stunning ports like Monte Carlo and Calvi. Enjoy coastal charm, cultural sites, and luxurious relaxation throughout this captivating journey.
Cruise Details
0
A stunning fortified old town with massive stone walls overlooking the Adriatic Sea
from $12,495
EXPLORE

Adriatic Voyage: Croatia, Montenegro and Greece

Split to Athens - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Explore ancient Split ruins
  • Cruise scenic Kotor Bay
  • Visit underground lake Cephalonia
  • Transit historic Corinth Canal
Starts / Ends
Venice / Athens
Activities
Kayaking, Biking
Activity Level
Variable
Sail from Venice to Athens on a 9-day Adriatic voyage aboard Le Dumont d’Urville. Explore ancient ruins, charming coastal towns, and scenic islands, with plenty of enriching excursions and unforgettable views.
Cruise Details
0
A coastal town on the Adriatic Sea
from $5,799
Save 30%
EXPLORE

Croatian Dreams

Dubrovnik to Venice - 8 Day Itinerary aboard World Traveller
  • Tour Dubrovnik’s UNESCO Old Town
  • Discover Split’s Roman ruins
  • Tour Opatija’s Lungomare boardwalk
  • Tour Piran’s medieval walls
Starts / Ends
Dubrovnik / Venice
Activity Level
Variable
Sail on an 8-day cruise from Dubrovnik to Venice aboard the World Traveller. Walk Dubrovnik’s historic Old Town, explore Hvar’s lavender fields and visit Split’s Diocletian’s Palace. Enjoy wine tasting on Vis Island and stroll Opatija’s coastal promenade. Discover Piran’s medieval charm before ending the journey in Venice.
Cruise Details
0
Mediterranean blue Dubrovnik from above
from $6,745
EXPLORE

Back to Summer on the Azure Adriatic

Dubrovnik - Venice - 8 Day Itinerary aboard Sea Cloud II
  • Explore Dubrovnik Old Town
  • Discover Hvar Venetian harbor
  • Walk Korcula medieval streets
  • Admire Trogir UNESCO architecture
Starts / Ends
Dubrovnik / Venice
Activities
Village Visits, Small Ship Sailing, Archaeological Site Visits
Activity Level
Variable
Set sail for 8 days from Dubrovnik to Venice aboard Sea Cloud II, discovering the Adriatic’s historic cities, islands, and coastal beauty. Explore Dubrovnik’s Old Town, Hvar’s Venetian harbor, Korcula’s medieval streets, Trogir’s UNESCO architecture, Rovinj’s Istrian charm, and Venice’s Grand Canal and St. Mark’s Square.
Cruise Details
0
Cortina D Ampezzo, idyllic mountain peaks of Dolomites
from $8,214
EXPLORE

Dolomites Explorer

Bolzano to Venice - 8 Day Itinerary
  • Enjoy the culture of Bolzano
  • Visit Bozen's main local attraction
  • Hike the Parco del Respiro
  • Visit the Abbey of Novacella
  • Cable car ride to Castelrotto
  • Visit a local dairy
  • Discover Cortina's mountain scenery
  • Hike the spectacular Tre Cime
  • Tour Venice's Grand Canal by boat
Starts / Ends
Venice / Venice
Activity Level
Moderate
Drive through stunning mountain scenery to see the panoramic vistas and serene lakes, and pass through enchanting mountain villages on this 8-day tour to the Dolomites mountain range in Italy. Visit
Tour Details
0
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Jess H.
Looking over Florence at the Basilica di Santa Maria del Fiore.
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