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Top Mediterranean Trips & Tours in September 2025

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City of Dubrovnik
from $3,190
2for1
EXPLORE

Yachting in Albania & Croatia

Dubrovnik Roundtrip - 8 Day Itinerary aboard M/Y Callisto
Starts / Ends
Dubrovnik / Dubrovnik
Activities
Village Visits, Archaeological Site Visits, Wine Tasting
Activity Level
Variable
Join the M/Y Callisto for an 8-day cruise through the Adriatic and Ionian seas, exploring sites like Korcula, Vis, Montenegro, and Albania's coast. Enjoy onboard meals, local tastings, and cultural excursions, ending in Dubrovnik with easy transfers.
  • Explore Korcula’s old town
  • Swim Vis Island’s crystal waters
  • Wander Bar’s historic ruins
  • Relax Orikum Bay’s tranquil waters
Cruise Details
0
Wander through the maze of colorful buildings on Santorini
from $5,325
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Aegean Escape

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Set sail on an 8-day cruise to the Aegean aboard the Gemaya, exploring stunning islands like Santorini and Milos. Discover whitewashed villages, hidden coves, and the rich traditions of Greece amidst a backdrop of beauty and myth.
  • Explore Sifnos scenic trails
  • Discover Sikinos landscapes
  • Relax on Ios with pristine beaches
  • Visit Serifos with rugged landscape
Cruise Details
0
Enjoy the beautiful blue waters of the Mediterranean
from $5,325
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Saronic Gems

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Set sail for an 8-day cruise from Lavrion on the Gemaya, exploring the historic Saronic Islands. Enjoy stunning landscapes and rich culture, from the lush charm of Spetses to the UNESCO beauty of Hydra and Aegina's ancient Temple of Aphaia.
  • Explore Epidaurus’ ancient theater
  • Visit Aegina’s neoclassical charm
  • Swim Porto Cheli’s waters
  • Wander Nafplion’s old town
Cruise Details
0
Gondola on Canal Grande at Sunset, Venice
from $3,990
2for1
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Venetian Horizons

Venice Roudtrip - 8 Day Itinerary aboard M/Y Callisto
Starts / Ends
Venice / Venice
Activities
Local Market Visits
Activity Level
Variable
Embark on an 8-day Adriatic cruise aboard M/Y Callisto, starting in Venice and visiting coastal towns in Slovenia and Croatia before ending in Ravenna. Enjoy guided tours and free time to explore iconic sites, beautiful landscapes, and rich cultural heritage.
  • Visit Venice's Grand Canal
  • Enjoy fresh seafood in Piran
  • Explore Plitvice Lakes in Croatia
  • Experience truffle hunting in Koper
Cruise Details
0
Milos
from $3,275
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Divine Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Explore the captivating beauty of the Cyclades on this 8-day cruise aboard the Elysium. Discover this enchanting paradise, holding ancient secrets, and embark on a journey to explore its beauty.
  • Explore Delos sacred ruins
  • Wander Mykonos vibrant alleys
  • Swim Naxos crystal waters
  • Discover Ios golden beach
Cruise Details
0
City of Split on the waterfront
from $3,475
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Dubrovnik to Split

Dubrovnik - Split - 8 Day Itinerary aboard M/S Ambassador
Starts / Ends
Dubrovnik / Split
Activity Level
Variable
Embark on an 8-day cruise from Dubrovnik to Split aboard M/S Ambassador, exploring Croatia’s stunning islands, historic cities, and vibrant culture. Enjoy medieval towns, crystal-clear waters, and timeless traditions.
  • Explore historic Dubrovnik
  • Walk Korcula’s charming old town
  • Swim in Slano’s crystal-clear water
  • Stroll vibrant streets of Hvar
Cruise Details
0
View of Hvar harbor
from $3,475
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Split to Dubrovnik

8 Day Itinerary aboard M/S Ambassador
Starts / Ends
Split / Dubrovnik
Activity Level
Variable
Discover the beauty of unspoiled beaches, historical architecture, blue caves, cobbled streets, national parks, and much more on this 8-day voyage aboard M/S Ambassador from Split to Dubrovnik.
  • See the Biševo Blue Cave
  • Explore the Island of Vis
  • Walk around Mljet National Park
  • Visit the city of Dubrovnik
  • Wander around Korčula
Cruise Details
0
Korcula, Croatia
from $2,940
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Split to Dubrovnik

8 Day Itinerary aboard M/S Mama Marija
Starts / Ends
Split / Dubrovnik
Activity Level
Variable
The M/S Mama Marija hosts this 8-day cruise, which visits Trogir, Hvar, Vis, Korcula, Sipan Island, and Dubrovnik while cruising along the magnificent Dalmatian Coast of Croatia. The breathtaking Bievo Cave is one of the highlights of this South Adriatic cruise. Become familiar with the country's history and culture.
  • Explore Split
  • Discover Vis
  • Experience Bisevo
  • Walk through Korcula
Cruise Details
0
Dubrovnik, Croatia
from $2,690
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Dubrovnik to Split

8 Day Itinerary aboard M/S Summer
Activity Level
Variable
From Dubrovnik, MS Summer takes you on an 8-day Croatian cruise that includes a visit to some of the country's most beautiful islands and towns, such as Bievo Island and Korcula Island, as well as the city of Split.
  • See the city of Dubrovnik
  • Sail across Hvar Island
  • Explore Mljet National Park
  • Discover Vis' preserved nature
Cruise Details
0
St. Mary monastery Mljet National Park
from $2,690
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Dubrovnik to Split

Dubrovnik - Split - 8 Day Itinerary aboard MS San Spirito
Starts / Ends
Dubrovnik / Split
Activity Level
Variable
Set sail on an 8-day cruise from Dubrovnik to Split aboard MS San Spirito, exploring Croatia’s stunning islands, historic cities, and vibrant culture. Enjoy medieval towns, crystal-clear waters, and timeless traditions.
  • Stroll vibrant streets of Hvar
  • Swim in Slano’s crystal-clear water
  • Walk Korcula’s charming old town
  • Explore historic Dubrovnik
Cruise Details
0
Wander through Rome
from $12,390
2for1
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Enchanting Italian Coastlines

Roundtrip Civitavecchia - 8 Day Itinerary aboard Emerald Sakara
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Experience the thrill of spectacular adventures along the enchanting coastlines and captivating islands of Greece, Turkey, Croatia, Italy, France, and Spain on an unforgettable 8-day cruise aboard the luxurious Emerald Sakara.
  • Discover Capri
  • Experience Sorrento
  • Marvel at Gaeta
  • Explore Amalfi Coast
Cruise Details
0
The famous windmills of Mykonos
from $5,325
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Sparkling Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
Starts / Ends
Lavrion / Lavrion
Activities
Hiking, Scuba Diving, Stand Up Paddle Boarding, Kayaking, Snorkeling
Activity Level
Variable
Embark on an 8-day cruise through the stunning Cyclades on the Gemaya, exploring charming islands like Milos, Sifnos, and Delos, rich in culture and natural beauty. Experience pristine beaches, delightful hiking, and vibrant local cuisine before concluding your adventure in Lavrion.
  • See pristine waters of Milos
  • Explore Sifnos' vibrant culture
  • Enjoy swimming in Despotiko
  • Visit ancient ruins in Delos
Cruise Details
0
Manarola, Italian Village in Cinque Terre National Park
from $6,930
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Turin, Langhe, and Cinque Terre

Turin to Sestri Levante - 10 Day Itinerary
Starts / Ends
Milan / Milan
Activity Level
Relaxed
On a 10-day Italian tour, discover the historic city of Turin, home to some of the country's most important art and architecture. Explore the world-famous wineries of Langhe and taste some of the region's finest wines, including the famous Barolo. Take a train from Sestri Levante and visit the Cinque Terre, one of Italy's most picturesque landscapes and enchanting medieval villages clinging to the coast.
  • Explore the city of Turin
  • Visit the city's main squares
  • Discover the wine region of Barolo
  • Taste local wine and cheese
  • Experience truffle hunting
  • Walk in Quadrilatero Romano
  • Admire Cinque Terre
  • Swim in the Italian Riviera
  • See the picturesque Santa Margherit
Tour Details
0
Beautiful Amalfi Coast
from $2,120
EXPLORE

Amalfi & Sicily

Rome Roundtrip - 7 Day Itinerary aboard Royal Clipper
Starts / Ends
Civitavecchia / Civitavecchia
Activities
Small Ship Sailing
Activity Level
Variable
Embark on a 7-day cruise aboard the Royal Clipper from Civitavecchia. Explore iconic landmarks like St. Peter's and the Colosseum before venturing to Sorrento, Pompeii, and Amalfi. From Taormina's breathtaking Mount Etna views to Lipari's volcanic fireworks, followed by tranquil discoveries in Ponza and Palmarola, it's a captivating cruise that melds history, culture, and nature.
  • Explore Rome
  • Discover Sorrento
  • Explore Lipari
  • Explore Amalfi
Cruise Details
0
Dominican monastery in Bol on Brac Island
from $2,690
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Dubrovnik to Split

Dubrovnik - Split - 8 Day Itinerary aboard M/S Invictus
Starts / Ends
Dubrovnik / Split
Activity Level
Variable
Set sail on an 8-day cruise from Dubrovnik to Split aboard M/S Invictus, exploring Croatia’s stunning islands, historic cities, and vibrant culture. Enjoy medieval towns, crystal-clear waters, and timeless traditions.
  • Enter Bisevo’s Blue Cave
  • Walk Korcula’s charming old town
  • Discover Mljet’s National Park
  • Relax on Bol’s Zlatni Rat beach
Cruise Details
0
Beautiful Brac Island
from $2,690
EXPLORE

Split to Dubrovnik

8 Day Itinerary aboard M/S Invictus
Starts / Ends
Split / Dubrovnik
Activity Level
Variable
Join this 8-day cruise from Split aboard M/S Invictus which sails to the amazing islands and towns in Croatia such as Biševo Island, Korcula Island, Mljet Island, Hvar Islands, the city of Dubrovnik and many more
  • Discover Vis' preserved nature
  • Explore Mljet National Park
  • See the city of Dubrovnik
  • Sail across Hvar Island
Cruise Details
0
Wander through the preserved structures of Dubrovnik
from $2,435
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Split to Dubrovnik

8 Day Itinerary aboard M/S Captain Bota
Starts / Ends
Split / Dubrovnik
Activities
Urban Exploration
Activity Level
Variable
This 8-day cruise from Split to Dubrovnik aboard Captain Bota is a great way to see some of the most beautiful islands and cities in Croatia. Embark in Split, a UNESCO World Heritage Site, and then set sail for Hvar, Korčula, Mljet, and Vis. Explore ancient towns, swim in crystal-clear waters, and hike through lush forests.
  • Explore UNESCO Sites
  • Explore Mljet National Park
  • Discover Croatia
  • Sail across Hvar Island
Cruise Details
0
View of Hvar harbor
from $2,435
EXPLORE

Dubrovnik to Split

8 Day Itinerary aboard M/S Captain Bota
Starts / Ends
Dubrovnik / Split
Activity Level
Variable
Uncover the beauty of Croatia in style on an 8-day cruise onboard the M/S Captain Bota. The voyage from Dubrovnik to Split, and take in the stunning islands of Mljet, Vis, and Bol, with plenty of time to explore the national park, pristine beaches, and cobblestone lanes along the way. Discover hidden gems such as the Biševo Blue Cave, marvel at ancient medieval structures, and create lasting memories in Croatia!
  • See the Biševo Blue Cave
  • Explore the Island of Vis
  • Walk around Mljet National Park
  • Visit the city of Dubrovnik
  • Wander around Korčula
Cruise Details
0
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