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Top Mediterranean Trips & Tours in September 2025

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Discover Mediterranean in September 2025 on one of these 85 tours hand-selected by the travel experts at Adventure Life. Explore the best of during September 2025 as you enjoy Village Visits, Archaeological Site Visits, Wine Tasting, Local Market Visits, and Urban Exploration. Prices for trips in September 2025 range from $696 to $112,500 for a vacation of 5 to 21 days. Choose any of the below 85 itineraries in September 2025 and customize it when you contact one of Adventure Life's expert Mediterranean trip planners.
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Greek Monastery on a Rock and Sunny Summer Evening
from $4,287
EXPLORE

Highlights of Classical Greece

7 Day Itinerary
  • Visit Athens, the capital of Greece
  • See iconic landmark in Athens
  • Visit Archaeological site of Mycena
  • See the charming town of Nafplion
  • See iconic site in Olympia
  • Explore Delphi, naval of the world
  • See the rock formation in Meteora
Starts / Ends
Athens / Athens
Activities
Local Market Visits
Activity Level
Relaxed
This 7-day tour of classical Greece will explore Athens and its rich cultural heritage. Visit the charming town of Nafplion and its beautiful architecture. Learn about Greek mythology and history at the Temple of Apollo and the Delphi Archaeological Museum. Finally, see the stunning rock formations of Meteora and the monasteries perched atop them.
Tour Details
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Explore the beautiful walkways of Santorini
from $4,323
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Greece Island Hopping

9 Day Itinerary
  • Visit Athens, the capital of Greece
  • See iconic landmark in Athens
  • Visit the charming town of Naoussa
  • Relax in Paros' beautiful beaches
  • Capture the famous Santorini sunset
  • Sample local wines in Santorini
  • Enjoy the beauty of Santorini
Starts / Ends
Athens / Athens
Activities
Wine Tasting
Activity Level
Relaxed
Embark on an unforgettable 9-day Greece island-hopping adventure, exploring the stunning islands of Athens, Paros, and Santorini. This journey will take you through a perfect blend of ancient history and breathtaking landscapes. Be ready for a trip filled with azure waters, sun-drenched beaches, delicious cuisine, and picturesque villages.
Tour Details
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Explore the heart of the ancient world
from $3,490
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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
Join an 8-day cruise on the Variety Voyager, exploring Greece's beautiful islands like Mykonos and Santorini and historic sites like Delos and Knossos. Enjoy stunning landscapes, relax on Kythira, and experience the culture and cuisine of Greece.
Cruise Details
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Relax on the beaches of Croatia's Dalmatian coast
from $4,184
EXPLORE

Highlights of Croatia

Split to Dubrovnik - 10 Day Itinerary
  • Visit Ancient ruins in Spilt
  • Visit Diocletian's Palace
  • Enjoy the coastline of Split
  • Explore the streets of Hvar
  • Visit Hvar, a historic port town
  • See Dubrovnik's historical sites
  • Taste fresh oysters in Ston
Starts / Ends
Split / Dubrovnik
Activities
Kayaking
Activity Level
Relaxed
Discover fascinating Croatia on this 10-day tour for 2025. Explore the stunning Dalmatian Riviera, wander Hvar's alleyways, beautiful beaches, and lost villages, immerse yourself in the "Pearl of the Adriatic," Dubrovnik's rich history and mesmerizing scenery, savor local wines, and marvel at Split’s old city walls and Diocletian’s Palace.
Tour Details
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Stop in beautiful Parga
from $12,990
2-for-1
EXPLORE

Mediterranean Enchantments

8 Day Itinerary aboard Emerald Azzurra
  • Visit the site of Delphi
  • Explore the Albanian Riviera
  • Marvel at the town of Kotor
  • Explore ports in 4 countries
Starts / Ends
Piraeus / Dubrovnik
Activity Level
Variable
Join this 8-day Eastern Mediterranean cruise aboard Emerald Azzurra and explore the wealth of beauty that Greece has to offer. Visit Sarandë on the Albanian Riviera, and Kotor, a truly stunning fortified town on Montenegro’s Adriatic Coast, and conclude in the iconic Croatian city of Dubrovnik.
Cruise Details
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Discover distinctive Venetian architecture
from $7,990
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Classic Italy

Venice to Rome - 10 Day Itinerary
  • Ride the gondola in Venetian canals
  • Discover the Sistine Chapel
  • Explore the Vatican Museums
  • Marvel at the architecture in Siena
  • Savor authentic Tuscan cuisine
  • Enjoy the Tuscan countryside
Starts / Ends
Venice / Rose Garden Palace
Activity Level
Relaxed
Explore Italy's rich culture, history, UNESCO World Heritage sites, and gourmet countryside on this 10-day classic Italian vacation. From Venice to Rome, tour the countryside and world-class sites in Florence, Siena, Colle di Val d'Elsa, and Rome.
Tour Details
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Relax in beautiful Split
from $6,800
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Classic Croatian Adventure

Zagreb to Dubrovnik - 14 Day Itinerary
  • Visit Zagreb with guide
  • See lakes and stunning waterfalls
  • Sail the coastline of Split
  • Visit the Diocletian's Palace
  • Visit Dubrovnik's historical places
  • Visit an Oyster Farm in Ston
  • Visit Hvar, a popular island escape
Starts / Ends
Zagreb / Dubrovnik
Activities
Snorkeling, Cooking Classes, Land & Sea Exploration
Activity Level
Relaxed
This 14-day Classic Croatian Adventure for 2025 takes visitors on a cultural and culinary journey by land and sea. Explore vibrant Zagreb, marvel at the UNESCO-listed Plitvice Lakes National Park, and the stunning old city of Split. Sail to the renowned islands of Hvar and Korcula, and culminate your voyage in magical Dubrovnik.
Tour Details
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Colorful villages line the shores of the Italian riviera
from $4,357
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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
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Church in the center of Marpissa, Paros, Greece
from $3,090
EBD 10%
EXPLORE

Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Galileo
  • Explore Poros neoclassical charm
  • Swim Poliegos turquoise waters
  • Stroll Folegandros cliffside views
  • Tour Delos sacred temples
Starts / Ends
Athens / Athens
Activities
Small Ship Sailing
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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City of Dubrovnik
from $3,829
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Croatia and Montenegro

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
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
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See the famed Rialto bridge in Venice
from $3,054
EXPLORE

Venice Extension

4 Day Itinerary
  • Tour Venice's Grand Canal by boat
  • See monuments and famous churches
  • Visit Mazzorbo's vineyards
  • Create your own carnival mask
  • Explore famous squares and canals
Starts / Ends
Venice / Splendid Venice - Starhotels Collezione
Activity Level
Relaxed
On this 4-day tour, cruise down the Grand Canal of Venice and spend some time on the most famous Venetian lagoon islands, Mazzorbo and Burano. Stay in a luxury Venetian hotel and explore its fascinating maze of narrow streets, elegant palaces, and imposing churches.
Tour Details
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Visit charming Sicily
from $3,000
EXPLORE

Treasures 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
Activity Level
Relaxed
Spend 9 days on this small group journey through the treasures 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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Relax in beautiful Split
from $2,920
EXPLORE

Dubrovnik and Dalmatian Coast

Croatia Small Group Tour - 8 Day Itinerary
  • Visit Dubrovnik's historical places
  • Visit an Oyster Farm in Ston
  • Visit Ancient ruins in Spilt
  • Enjoy the coastline of Split
Starts / Ends
Split / Dubrovnik
Activities
Hiking, Wildlife Viewing
Activity Level
Easy Active
On this 8-day Croatia small group tour, spend your week exploring the stunning Dalmatian Riviera, wandering through Split's alleyways and beautiful beaches, and immersing yourself in the rich history and culture of Trogir and Dubrovnik, surrounded by the crystal blue waters of the Adriatic.
Tour Details
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Explore Italy's colorful Amalfi coast
from $2,550
EXPLORE

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
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St.Blaise Church, Dubrovnik
from $1,770
EXPLORE

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
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
Salona ruins with city of Split in background
from $2,825
EXPLORE

Dubrovnik to Split

8 Day Itinerary aboard M/S Mama Marija
  • Explore Mljet National Park
  • Visit Korčula Island
  • Enjoy Trogir's heritage
  • Stroll through relaxing Omiš
Activity Level
Variable
On this 8-day Adriatic cruise, sail from Dubrovnik to Split and discover the beauty of enchanting Croatia. The M/S Mama Marija takes you on this cruise, starting in Dubrovnik, hugging the Adriatic Sea. Swim in the Adriatic Sea, explore Mljet National Park, visit Kor?ula Island, and tour cities that are considered UNESCO Heritage Sites.
Cruise Details
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Cape Drastis at Corfu island in Greece
from $3,600
EXPLORE

The Treasures of the Adriatic: Croatia, Greece, Albania and Montenegro

8 Day Itinerary aboard MV La Belle de L'Adriatique
  • Explore Apollonia
  • Visit the National History Museum
  • Take a tour of Corfu island
  • Explore the ancient city of Bar
Starts / Ends
Dubrovnik / Dubrovnik
Activity Level
Variable
This 8-day cruise aboard MS La Belle de L'Adriatique takes you through Croatia, Greece, Albania and Montenegro to explore and visit the beautiful cities, archaeological remains, and stunning landscapes lie in between these four countries. You'll make stops in Bar, Berat, Corfu, Dubrovnik, Sarande, and Tirane.
Cruise Details
0
See the ancient world come alive in Athens
from $2,262
EXPLORE

Athens City Explorer

4 Day Itinerary
  • See iconic landmark in Athens
  • Visit Athens, the capital of Greece
  • Take a leisurely walk in Plaka
  • Visit Archaeological site of Mycena
  • See the charming town of Nafplion
  • See the lovely sea front of Athens
Starts / Ends
Athens / Athens
Activities
Archaeological Site Visits, Village Visits, Urban Exploration
Activity Level
Relaxed
Embark on a cultural journey through Athens with the 4-day Athens City Explorer. Experience the unique and captivating journey through the ancient and modern wonders that describe Athens. Discover its rich history, vibrant culture, and stunning beauty as Greece's capital city.
Tour Details
0
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