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Top Mediterranean Trips & Tours in September 2023

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Greece
Jorde Angjelovik
Colorful flowers and brilliant blue skies complement beautiful Greek islands
Adriatic Sea
Photos provided by Travel Dynamics International
Sail along the Grande Canal in Venice
Sicily
Balate Dorin
Visit charming Sicily
Sicily
Balate Dorin
Visit charming Sicily
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Discover Mediterranean in September 2023 on one of these 37 tours hand-selected by the travel experts at Adventure Life. Explore the best of Dubrovnik, Hvar, Split, Korcula, and Mljet Island during September 2023 as you enjoy small ship cruises, village visits, archaeological site visits, urban exploration, and small ship sailing. Prices for trips in September 2023 range from $1,250 to $32,680 for a vacation of 7 to 15 days. Choose any of the below 37 amazing itineraries in September 2023 and customize it to make it your own with the help of one of Adventure Life's expert Mediterranean trip planners.
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Cape Drastis at Corfu island in Greece
$3,070
EXPLORE

Italy, Montenegro & Croatia

Venice to Rome - 12 Day Itinerary aboard Royal Clipper
  • Ride in a gondola in Venice
  • Visit the town of Rovinj
  • Call in at Kotor, Montenegro
  • Join an optional tour to Pompeii
Starts/ Ends in:
Venice / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Snorkeling
Activity Level:
Relaxed
Enjoy one of the most stunning destinations in Europe, the Eastern Mediterranean, aboard the luxury tall ship the Royal Clipper. Sail to Italy, Croatia, and Montenegro from Venice. Discover the heavenly scent of lavender in the fields and valleys around the island of Hvar. In Dubrovnik, the sense …
Cruise Details
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Scenic view of Dubrovnik
$16,950
EXPLORE

Mediterranean Gems: From Dubrovnik to Naples

Dubrovnik to Naples - 11 Day Itinerary aboard Sea Cloud
  • Explore Gerace
  • Tour the Amalfi Coast
  • Visit Pompeii
  • Explore Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
Marvel at ornate cathedrals and remarkable baroque buildings, explore great sites of antiquity—from renowned Pompeii to the less-visited Greek temples of Paestum—and meander through unspoiled clifftop towns, soaking up breathtaking views. Plus, with a little luck witness the orange glow …
Cruise Details
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Walking in Santorini
$1,890
EXPLORE

Southern Cyclades

Athens to Athens - 8 Day Itinerary aboard Star Flyer
  • Explore beautiful Rhodes
  • Visit Halicarnassus
  • Discover breathtaking Santorini
  • Ride a donkey to a lookout point
Starts/ Ends in:
Piraeus / Piraeus
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
The Star Flyer brings you closer to unique island cultures, ancient treasures, and the breathtaking beaches of Greece on a spectacular 8-day cruise. History-lovers can seek out ruins, both ancient and from the Crusades of the Middle Ages. Shoppers can have a field day in the stores and galleries, …
Cruise Details
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Stop in beautiful Parga
$5,515
EXPLORE

Eastern 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 in:
Piraeus / Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
This 8-day itinerary aboard the Emerald Azzurra is a great way to be enchanted with the Eastern Mediterranean. Explore the wealth of beauty that Greece has to offer, starting from the port of Piraeus in Athens, sail along the Corinth Canal to Itea and explore the archaeological site of Delphi, …
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Traditional architecture in Greece.
$2,990
EXPLORE

Classical Greece

8 Day Itinerary aboard Harmony V
  • Explore the beautiful Cyclades
  • Discover the palace of King Minoas
  • Tour the old quarter of Nafplion
  • Experience archaeological sites
Activities:
Archaeological Site Visits, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Classical Greece shows Greece at its best: the beautiful white-washed Cycladic Islands of Santorini and Mykonos, Crete - the largest and southern-most Greek Island, and the Peloponnese with Monemvassia and Nafplion and their historical treasures. Add to these destinations the less known and quaint …
Cruise Details
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Athens Acropolis
$2,790
EXPLORE

Jewels of the Cyclades

8 Day Itinerary aboard Galileo
  • Dine at traditional Greek Tavernas
  • Tour a local winery in Santorini
  • Explore Delos's archaeological site
  • Walk through Syros
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
The Jewels of the Cyclades cruise showcases the Aegean Islands known for their white-washed villages and ports, bright skies, and crystal sea. Visit well-known places on this 8-day cruise on the Galileo, such as Santorini and Mykonos and off-the-beaten-track islands such as Paros and Folegandros. …
Cruise Details
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Sicilian landscape in the early evening
$1,890
EXPLORE

Amalfi & Sicily

Civitavecchia Roundtrip - 8 Day Itinerary aboard Star Clipper
  • Gaze upon the Sistine Chapel
  • Snorkel at Palmarola
  • Visit historical Pompeii
  • Wander through the grand Duomo
Starts/ Ends in:
Civitavecchia / Civitavecchia
Activities:
Small Ship Cruises, Small Ship Sailing, Urban Exploration, Village Visits
Activity Level:
Relaxed
Idyllic islands, charming cobbled villages, spectacular scenery, intriguing history... capture the heart of the Mediterranean in a single cruise voyage. Each small harbor is especially suited for small ship exploration. Enjoy the best of the region — from the ancient ruins of Rome and …
Cruise Details
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The towering ruins of the Acropolis rise over Athens
$1,890
EXPLORE

Northern Cyclades

8 Day Itinerary aboard Star Flyer
  • View the Acropolis & Ephesus ruins
  • Swim at beautiful Kusadasi
  • Visit the monastery at Amorgós
  • Explore Mykonos' landscapes
Starts/ Ends in:
Piraeus / Piraeus
Activities:
Archaeological Site Visits, Small Ship Cruises, Snorkeling
Activity Level:
Relaxed
Experience and fall in love with the traditional charm of the famous Cyclades Islands on this 8-day sailing adventure. Discover the magic and mythology of the Greek Isles, one of the most storied regions of the world. Sail across the azure waters of the Aegean Sea in a tall ship, visiting the small …
Cruise Details
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Adventures in the Mediterranean
$1,890
EXPLORE

Sporades Highlights

Athens Roundtrip - 8 Day Itinerary aboard Star Flyer
  • Explore the birthplace of democracy
  • See the Acropolis nearby Dikkili
  • Walk around Skiathos and shop
  • Visit the naval academy in Poros
Starts/ Ends in:
Piraeus / Piraeus
Activities:
Small Ship Cruises, Urban Exploration
Activity Level:
Relaxed
Explore the coasts of Athens on this 8-day cruise aboard the tall ship, Star Flyer. Visit Dikili, Myrina Limnos, Skiathos, Skopelos, Poros and conclude this unique experience in Athens, Greece.See the Acropolis perched at a height of 280 meters orthe Asklepion near Diikli. Enjoy shopping off the …
Cruise Details
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Salona ruins with city of Split in background
$1,775
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
Activities:
Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
Beautiful beaches, preserved nature, ecological agriculture, and preserved traditional architecture are unique highlights of this 8-day Croatian expedition.Board the M/S Mama Marijaand admirethe most spectacular coastline Europe has to offer as you explore tiny islands, secluded coves, and swim in …
Cruise Details
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Mediterranean blue Dubrovnik from above
$1,495
EXPLORE

Elegance Cruise from Split

8 Day Itinerary aboard M/S Captain Bota
  • Swim at Zlatni Rat
  • Have a free night in Hvar
  • Tour Dubrovnik's historic center
  • Cruise to Mljet National Park
Starts/ Ends in:
Split / Split
Activities:
Archaeological Sites, Small Ship Cruise, Village Visit
Activity Level:
Relaxed
Experience the Croatian way of life on this 8-day round trip cruise from Split, aboard the luxurious MS Captain Bota. This cruise showcases the beauty of the South Dalmatian Islands and explores the traditions of ancient cities of Dubrovnik, Bol, Hvar, and others. Relax and swim in the sun-kissed …
Cruise Details
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The city of Bonifacio is built on stunning seaside cliffs along the riviera
$2,040
EXPLORE

Voiles de Saint Tropez

8 Day Itinerary aboard Royal Clipper
  • Enjoy a vineyard in Portoferraio
  • Relax on Palombaggia beach
  • Discover medieval Alghero
  • Observe the regatta at St. Tropez
Starts/ Ends in:
Cannes / Cannes
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Join the luxury tall ship Royal Clipper on this special cruise which showcases the history, culture, and art of the western Mediterranean. Start in Cannes with its powdery golden sand and shallow crystal-clear blue water which deepens gradually. Admire the ancient citadel town of Bonifacio,perched …
Cruise Details
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Golden hour in Venice's famed Piazza San Marco
$2,926
EXPLORE

From Renaissance-infused Mantua to the Canals of Venice

7 Day Itinerary aboard MS Michelangelo
  • Discover Emilia-Romagna
  • Enjoy tasting authentic Parmesan
  • Explore the romantic Verona
  • Admire Vicenza's architecture
Starts/ Ends in:
Venice / Venice
Activities:
River Cruises, Village Visits
Activity Level:
Relaxed
From Mantua to Venice, enjoy a unique cruise through the heart of three Italian regions. Your trip starts with the region of Emilia-Romagna and its traditional cuisine: do not miss out on a tour of Parma and Cremona complete with a tasting of authentic cheese and ham! Lombardy welcomes you next …
Cruise Details
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Adventures in Santorini!
$13,080
EXPLORE

Sailing the Greek Isles aboard the Sea Cloud

8 Day Itinerary aboard Sea Cloud
  • Experience the Cyclades
  • Discover the ruins of Delos
  • Discover the age-old villages
  • Discover the beauty of Santorini
Starts/ Ends in:
Athens / Athens
Activities:
Archaeological Site Visits, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
While there are many ways to tour the Greek Isles, exploring aboard an authentic tall ship on a Greece small ship cruise offers an unrivaled experience and guarantees an in-depth encounter with all its wonders. The combination of this peerless ship and the expedition-style voyage sends you off …
Cruise Details
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View of Hvar harbor
$5,495
EXPLORE

Croatian Coast and the Best of Adriatic

8 Day Itinerary aboard Emerald Azzurra
  • Marvel at Diocletian’s Palace
  • Visit Korcula, “Little Dubrovnik”
  • Relax on the shoreline of Hvar
  • Explore Croatia
Starts/ Ends in:
Dubrovnik / Venice
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
For eight days, sail on the Emerald Azzurra to these gorgeous Croatian destinations. Along the gorgeous Adriatic coast, azure waters abound, and Croatia exhibits a unique brand of beauty. From Dubrovnik's unmistakable terracotta buildings to the island of Korcula, dubbed "Little …
Cruise Details
0
The city of Bonifacio is built on stunning seaside cliffs along the riviera
$3,500
EXPLORE

Grand Voyage: Venice to Cannes

15 Day Itinerary aboard Royal Clipper
  • Explore traditional Rovinj
  • Swim in Dubrovnik's waters
  • Admire the scenery of Corfu
  • Sail through the Strait of Messina
Starts/ Ends in:
Venice / Cannes
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
This 15-day sailing expedition between Italy and France offers the flexibility to do as you wish with your days and evenings. Experience light-hearted fun, informal elegance, and no rigid schedules. Participate in classes such as knot tying and navigation, relax on the deck and watch as the sun …
Cruise Details
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Landscape of old Perast, Kotor bay
$2,540
EXPLORE

Greece, Montenegro & Croatia

Venice to Athens - 11 Day Itinerary aboard Star Flyer
  • Glide in a gondola in Venice
  • Visit Lubenice, a UNESCO site
  • Admire Hvar's beauty
  • Explore cosmopolitan Mykonos
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Love is always in the air in Venice. Start your 11-day tall ship adventure gliding in a gondola down the Grand Canal. Explore Hvar, idyllically located just off the Dalmatian Coast. The island and the little port named after it have been a favorite getaway ever since the time of the Romans, the …
Cruise Details
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City of Split on the waterfront
$2,440
EXPLORE

Dubrovnik to Split

8 Day Itinerary aboard M/S Ambassador
  • See the Biševo Blue Cave
  • Explore the Island of Vis
  • Walk around Mljet National Park
  • Visit the city of Dubrovnik
  • Wander around Korčula
Activities:
Archaeological Sites, Small Ship Cruise, Village Visit
Activity Level:
Relaxed
Join M/S Ambassador on its 8-day cruise from Dubrovnik to Split and vice versa. This itinerary takes you to the most interesting sights of Dubrovnik such as the City Walls and the historical center. Enjoy walking around Mljet National Park and see the Great and Small Lake and the Islet of St. Mary …
Cruise Details
0
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