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Top Mediterranean Trips & Tours in October 2026

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Explore the beautiful walkways of Santorini
from $8,070
$1000 SBC
EXPLORE

Cruising the Greek Islands of the Southern Aegean: with Smithsonian Journeys

Roundtrip Athens - 8 Day Itinerary aboard Le Dumont-d'Urville
  • Smithsonian Journeys Cruise
  • Explore UNESCO World Heritage Sites
  • Sail the Santorini Caldera
  • Explore Mykonos
Starts / Ends
Athens / Athens
Activity Level
Variable
Embark on an 8-day Aegean cruise from Athens, exploring ancient ruins, charming islands, and vibrant modern life. Visit Patmos, Rhodes, Crete's Heraklion and Knossos, Amorgos' traditional villages, Delos' sacred ruins, Mykonos' chic resorts, and Nafplion's Mycenae and Epidaurus before returning to Athens.
Cruise Details
0
Explore beautiful Nafplion, Greece
from $12,350
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Landscapes and historic sites of the Peloponnese

Athens Roundtrip - 8 Day Itinerary aboard Le Champlain
  • Discover Athens Acropolis heritage
  • Corinth Canal crossing
  • Explore Olympia ruins
  • Monemvasia medieval fortress
Starts / Ends
Athens / Athens
Activities
Wine Tasting, Archaeological Site Visits, Village Visits
Activity Level
Variable
Explore Greece on an 8-day cruise round the Peloponnese aboard Le Champlain. Start and end in Athens, cross the Corinth Canal, and visit Delphi, Olympia, Katakolon, Gythio, Monemvasia, Nafplion, and Hydra with guided cultural excursions and island walks.
Cruise Details
0
City of Dubrovnik
from $2,900
NO SS
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One Way Wonders

Dubrovnik - Trogir - 8 Day Itinerary aboard Rhapsody
  • Explore Dubrovnik’s Old Town
  • Discover Mljet National Park
  • Wander medieval Korcula
  • Uncover Vis Island’s culture
Starts / Ends
Dubrovnik / Trogir
Activities
Kayaking, Local Market Visits, Wildlife Viewing
Activity Level
Variable
Embark on an 8-day cruise from Dubrovnik to Trogir aboard the Rhapsody, exploring Croatia's stunning coastal towns like Korcula and Hvar. Enjoy swimming in hidden bays, savoring local cuisine, and visiting UNESCO sites, ending your journey in the historic beauty of Trogir.
Cruise Details
0
Athens Acropolis
from $1,740
Air Credit
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Sicily & Greece

Piraeus - Valletta - 6 Day Itinerary aboard Star Clipper
  • Explore Athens ancient Agora
  • Walk Monemvasia twisting alleys
  • Wander Syracuse baroque piazzas
  • Discover Valletta capital
Starts / Ends
Piraeus / Valletta
Activities
Small Ship Sailing
Activity Level
Variable
Embark on a 6-day Mediterranean cruise from Piraeus to Valletta aboard the Star Clipper, visiting historic sites in Greece, Italy, and Malta. Highlights include Monemvasia, Pilos, and Syracuse, concluding in Valletta, a UNESCO World Heritage site.
Cruise Details
0
Charming streets of Mykonos, Greece
from $14,895
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Cruising the Greek Isles

Roundtrip Athens - 10 Day Itinerary aboard Le Dumont-d'Urville
  • Explore ancient Greek ruins
  • Visit Crete's Knossos Palace
  • Experience Santorini wine and hike
  • Wander in Patmos villages
Starts / Ends
Athens / Athens
Activities
Cooking Classes
Activity Level
Variable
Sail through Greece on a 12-day luxury cruise aboard Le Dumont d’Urville, from ancient Athens to sun-soaked islands like Santorini, Mykonos, and Patmos. Explore iconic ruins, whitewashed villages, and hidden gems with guided tours, hands-on culinary experiences, and exclusive cultural encounters that reveal the true heart of the Greek Isles.
Cruise Details
0
Explore the historic island of Korcula
from $2,900
NO SS
EXPLORE

One Way Wonders

Dubrovnik - Trogir - 8 Day Itinerary aboard Nautilus
  • Take a guided tour in Dubrovnik
  • Explore medieval ramparts in Ston
  • Visit Bisevo’s luminous Blue Cave
  • Explore Trogir’s old town
Starts / Ends
Dubrovnik / Trogir
Activity Level
Variable
Experience an 8-day cruise from Dubrovnik to Trogir on the Nautilus, exploring picturesque islands and UNESCO sites. Enjoy guided tours, wine tastings, and local cuisine aboard a small ship for a more authentic journey.
Cruise Details
0
City of Dubrovnik
from $2,900
Save 20%
EXPLORE

Dalmatian Paradise

Roundtrip Trogir - 8 Day Itinerary aboard Nautilus
  • Hike Hvar Fortress
  • Visit Trstenik farm
  • Ride Dubrovnik cable car
  • Taste Peljesac famous Dingac
Starts / Ends
Trogir / Trogir
Activity Level
Variable
Experience an 8-day Adriatic cruise on the Nautilus, exploring Hvar's historical sites, enjoying a family farm dinner in Trstenik, and visiting Mljet National Park. Discover Dubrovnik's UNESCO Old Town, rural vineyards, and conclude with a tour of Trogir’s medieval architecture.
Cruise Details
0
Colorful villages line the shores of the Italian riviera
from $4,358
EXPLORE

Aeolian Archipelago

Lipari to Salina - 8 Day Itinerary
  • Discover Lipari and Salina
  • Visit a local winery
  • Enjoy a scenic hike in Vulcano
  • Swim in Cala Junco nature reserve
  • Take a walking tour in Stromboli
  • Relax on the beaches of Salina
Starts / Ends
Milazzo / Milazzo
Activity Level
Relaxed
Experience the nature and culture of the Aeolian Archipelago on this 8-day tour. Visit Lipari, Vulcano, Panarea, Stromboli, Filicidu, and Salina, which form one of the most active geological structures in the Mediterranean. Explore these beautiful coastal towns, visiting incredible volcanic rock formations and seafront black sand beaches.
Tour Details
0
Wander through the preserved structures of Dubrovnik
from $1,665
EXPLORE

Split to Dubrovnik

8 Day Itinerary aboard M/S Elixir
  • Explore UNESCO Sites
  • Explore Mljet National Park
  • Discover Croatia
  • Sail across Hvar Island
Starts / Ends
Split / Dubrovnik
Activity Level
Variable
This 8-day cruise from Split to Dubrovnik aboard M/S Elixir 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.
Cruise Details
0
View of Hvar harbor
from $1,665
EXPLORE

Dubrovnik to Split

8 Day Itinerary aboard M/S Elixir
  • See the Bisevo Blue Cave
  • Explore the Island of Vis
  • Walk around Mljet National Park
  • Visit the city of Dubrovnik
  • Wander around Korčula
Starts / Ends
Dubrovnik / Split
Activity Level
Variable
Uncover the beauty of Croatia in style on an 8-day cruise onboard the M/S Elixir. 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!
Cruise Details
0
Korcula Island
from $2,310
EBD
EXPLORE

Dalmatian Paradise

Roundtrip Trogir - 8 Day Itinerary aboard Maritimo
  • Visit Hvar winery
  • Walk Dubrovnik Old Town
  • Stroll Pucisca waterfront
  • Tour Trogir Old Town
Starts / Ends
Trogir / Trogir
Activities
Hiking
Activity Level
Variable
Set sail on an 8-day Adriatic cruise from Trogir aboard the Maritimo, exploring Hvar, the Peljesac Peninsula, and Mljet National Park. Enjoy local culture, stunning views, and authentic cuisine before concluding with a tour of UNESCO-listed Trogir.
Cruise Details
0
Discover distinctive Venetian architecture
from $3,699
Save 50%
EXPLORE

Venice & the Jewels of Veneto

Venice Roundtrip - 8 Day Itinerary aboard S.S. La Venezia
  • Experience St. Mark’s Basilica
  • Explore Ancient Torcello
  • Watch Murano Glassmaking
  • Discover Padua’s History
Starts / Ends
Venice / Venice
Activities
Urban Exploration, Biking
Activity Level
Variable
Experience an 8-day roundtrip cruise from Venice aboard S.S. La Venezia. Discover the Doge’s Palace, Burano’s colorful houses, Chioggia’s markets, and the Po Delta’s tranquil waterways. Visit castles, art museums, artisan studios, and lively piazzas, while enjoying authentic cuisine and unforgettable views of the Venetian Lagoon.
Cruise Details
0
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