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Top Mediterranean Trips & Tours in October 2026

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Discover Mediterranean in October 2026 on one of these 95 tours hand-selected by the travel experts at Adventure Life. Explore the best of during October 2026 as you enjoy Archaeological Site Visits, Village Visits, Wine Tasting, Local Market Visits, and Urban Exploration. Prices for trips in October 2026 range from $734 to $117,000 for a vacation of 5 to 20 days. Choose any of the below 95 itineraries in October 2026 and customize it when you contact one of Adventure Life's expert Mediterranean trip planners.
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Explore the beautifully preserved walled city of Dubrovnik
from $2,900
EXPLORE

Dalmatian Paradise

Roundtrip Trogir - 8 Day Itinerary aboard Avangard
  • Visit Mljet St. Mary's Isle
  • Ride Dubrovnik cable car
  • Stroll Pucisca waterfront
  • Tour Trogir Old Town
Starts / Ends
Trogir / Trogir
Activity Level
Variable
Join an 8-day Adriatic cruise aboard the Avangard, exploring Trogir, Hvar's theater and fortress, and tasting wines on Peljesac Peninsula. Enjoy stunning views from Srd Mountain in Dubrovnik and visit Korcula's stonemasonry school before concluding in Trogir.
Cruise Details
0
The towering ruins of the Acropolis rise over Athens
from $2,000
EBD 10%
EXPLORE

Antiquity to Byzantium

Roundtrip Athens - 8 Day Itinerary aboard Galileo
  • Explore Epidaurus grand theater
  • Visit Mycenae and its Lion’s Gate
  • Discover Nafplion’s old town
  • Tour Delphi’s ruins
Starts / Ends
Athens / Athens
Activity Level
Variable
Set sail on an 8-day cruise aboard the MS Galileo, exploring Greece's rich history from Nafplion's Ancient Epidaurus to the Oracle of Delphi at Itea. Experience highlights like Mycenae's ruins, the Dirou Caves, and the Palace of Nestor before returning through the Corinth Canal to Athens.
Cruise Details
0
Traditional architecture in Greece.
from $3,090
EBD 10%
EXPLORE

Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Galileo
  • Capture Santorini’s caldera views
  • Swim Poliegos turquoise waters
  • Stroll Folegandros cliffside views
  • Tour Delos sacred temples
Starts / Ends
Athens / Athens
Activity Level
Variable
Set sail on an 8-day cruise aboard the Galileo, exploring the beautiful Cyclades from Athens to islands like Santorini, Mykonos, and Folegandros. Enjoy swim stops, cultural experiences, and delightful Cycladic cuisine on this unforgettable journey.
Cruise Details
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St.Blaise Church, Dubrovnik
from $1,545
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Dubrovnik to Split

Dubrovnik - Split - 8 Day Itinerary aboard M/S Splendid
  • Tour Split’s Diocletian Palace
  • Enter Bisevo’s magical Blue Cave
  • Relax on Bol’s Zlatni Rat beach
  • Explore historic Dubrovnik
Starts / Ends
Dubrovnik / Split
Activities
Urban Exploration
Activity Level
Variable
Set sail on an 8-day cruise from Dubrovnik to Split aboard M/S Splendid, exploring Croatia’s stunning islands, historic cities, and vibrant culture. Enjoy medieval towns, crystal-clear waters, and timeless traditions.
Cruise Details
0
Explore the heart of the ancient world
from $3,550
Up to 50%
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Classical Greece

Roundtrip Athens - 8 Day Itinerary aboard Variety Voyager
  • Explore the beautiful Cyclades
  • Discover Delos archaeological site
  • Tour Nafplion's old quarter
  • Explore Kea’s charming port
Starts / Ends
Athens / Athens
Activity Level
Variable
Embark on an 8-day Aegean cruise on the Variety Voyager, starting in Lavrion. Highlights include Mykonos, Santorini, Crete's Knossos, and Hydra, before returning to Athens.
Cruise Details
0
Visit charming Sicily
from $3,420
EXPLORE

Highlights of Sicily

Italy Small Group Tour - 9 Day Itinerary
  • Visit the Island of Sicily
  • Discover the Valley of the Temples
  • Visit Taormina's ancient ruins
  • See the Mount Etna in Sicily
  • Explore the coastal town of Cefalu
  • Visit Syracuse's Archeological Park
  • Discover the Zingaro Nature Reserve
Starts / Ends
Viagrande / Taormina
Activities
Wine Tasting
Activity Level
Relaxed
Spend 9 days on this small group journey through the highlights of Sicily to step into a world where ancient ruins stand alongside vibrant cities and picturesque landscapes. Discover ancient ruins, bask in the island's natural beauty, and indulge in Sicily's culinary delights.
Tour Details
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Relaxing on the Amalfi coast of Italy
from $2,775
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Highlights of the Amalfi Coast

Italy Small Group Tour - 8 Day Itinerary
  • Admire the Amalfi Coastline
  • Explore Positano on foot
  • Visit Herculaneum and Pompeii
  • Ride a boat to the island of Capri
  • Walk the Path of the Gods
  • Explore the village of Ravello
Starts / Ends
Naples / Naples
Activity Level
Easy Active
Discover one of the most fascinating and romantic destinations in the world, the Amalfi Coast. On this small 8-day group adventure, visit both Herculaneum and Pompeii, see the romantic coastal towns of Amalfi, Positano, and Ravello, and explore the island of Capri on this best-selling tour.
Tour Details
0
Admire the ruins of a temple on Naxos
from $3,390
Save 20%
EXPLORE

Greek Islands & Turkey

Roundtrip Athens - 8 Day Itinerary aboard Variety Voyager
  • Stroll Syros to see local culture
  • Explore Delos ancient ruins
  • Wander Mykonos whitewashed streets
  • Visit Samos port of Pythagorion
Starts / Ends
Lavrion / Lavrion
Activities
Village Visits, Archaeological Site Visits, Local Market Visits
Activity Level
Variable
Experience an 8-day cruise on the Aegean Sea aboard the Variety Voyager, visiting the Cyclades and Eastern Aegean islands like Mykonos and Patmos. Enjoy guided excursions to Ephesus and explore local culture and history at a relaxed pace.
Cruise Details
0
Mahon, Menorca
from $3,240
Air Credit
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Malta, Balearic Islands & Spain

Malta - Malaga - 11 Day Itinerary aboard Star Flyer
  • Explore Valletta’s stunning gardens
  • Discover Gozo’s mythical charm
  • Visit Cagliari’s medieval Castello
  • Marvel at Malaga’s Alcazaba
Starts / Ends
Valletta / Malaga
Activities
Small Ship Sailing
Activity Level
Variable
Sail the Mediterranean on an 11-day cruise aboard the Star Flyer, visiting historic Valletta, tranquil Gozo, Sardinia’s Cagliari, Menorca, Palma de Mallorca, Cartagena, Motril, and Malaga, with relaxing days at sea.
Cruise Details
0
See the ancient world come alive in Athens
from $3,350
Up to 50%
EXPLORE

Classical Greece

Roundtrip Athens - 8 Day Itinerary aboard Harmony G
  • Explore Kea’s charming port
  • Discover Delos archaeological site
  • Visit Monemvasia’s medieval streets
  • Stroll Nafplion’s old town
Starts / Ends
Athens / Athens
Activity Level
Variable
Set sail on an 8-day cruise from Athens aboard the Harmony G, exploring the Cyclades, Crete, and the hidden gem of Kythira. Discover historic charm in Monemvasia and Nafplion while enjoying a unique blend of cruising and yachting.
Cruise Details
0
Visit charming Naxos
from $3,445
EXPLORE

Divine Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Discover Ios golden beach
  • Swim Naxos crystal waters
  • Wander Mykonos vibrant alleys
  • Explore Delos sacred ruins
Starts / Ends
Lavrion / Lavrion
Activities
Hiking
Activity Level
Variable
Embark on an 8-day cruise aboard the Elysium through the enchanting Cyclades. Discover this enchanting paradise, holding ancient secrets, and embark on a journey to explore its beauty.
Cruise Details
0
The lighthouse of Kotor
from $3,093
$695 off
EXPLORE

Croatia and Montenegro

Dubrovnik Roundtrip - 8 Day Itinerary aboard MV La Belle de L'Adriatique
  • Discover Dubrovnik
  • Explore beautiful Mljet
  • Enjoy Veneto-Byzantine tradition
  • Visit the gorgeous Krka Falls
Starts / Ends
Dubrovnik / Dubrovnik
Activities
Biking
Activity Level
Variable
Discover Mediterranean charm on this 8-day cruise aboard the MV La Belle de L'Adriatique. Start and end in the historical city of Dubrovnik. Explore all the wonders this famous region has to offer as you sail through clear-blue waters & enchanting coastal towns, including architectural diversity and Skradinkski buk & Krka National Park.
Cruise Details
0
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