Top Mediterranean Trips & Tours in September 2025

from $6,670

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European Autumn in the Aegean Sea

Athens Roundtrip - 8 Day Itinerary aboard Le Dumont-d'Urville

Starts / Ends

Athens / Athens

Activity Level

Variable

Sail for 8 days aboard Le Dumont-d'Urville, exploring iconic Greek destinations like Athens, Skiathos, and Thessaloniki, delving into ancient history, vibrant culture, and breathtaking landscapes

• Explore the rocky plateau of Athens
• Sail along Mount Athos
• Explore car-free island of Hydra
• Discover Skiathos' white houses

Cruise Details

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from $8,490

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Longing for La Dolce Vita

Sicily - Italy - 8 Day Itinerary aboard Sea Cloud Spirit

Starts / Ends

Catania / Naples

Activities

Small Ship Sailing

Activity Level

Variable

Embark on an 8-day "Longing for La Dolce Vita" cruise aboard the Sea Cloud Spirit. Begin in Taormina, a town known for its blend of cultures and varied cuisine. Explore Palermo and discover its historic palazzi and gold mosaics, then head to Lipari, an island with volcanic landscapes and a lively harbor town. The trip concludes in Amalfi.

• Visit Taormina
• Discover Palermo
• Explore Lipari
• Explore Amalfi

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from $3,630

Up to 20%

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Northern Gems

Roundtrip Split - 8 Day Itinerary aboard Markan

Starts / Ends

Split / Split

Activity Level

Variable

Join an 8-day cruise on the MV Markan along Croatia’s stunning Adriatic coast, visiting Split, Trogir, and UNESCO sites like Diocletian’s Palace. Enjoy swimming, wine tastings, and local cuisine, with nightly stays in port and live music during the Captain’s Dinner.

• Explore Krka’s lush trails
• Tour Sibenik’s old town
• Admire Kornati’s dramatic cliffs
• Wander Telascica’s lakeside trails

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from $2,690

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Split to Dubrovnik

8 Day Itinerary aboard M/S Summer

Starts / Ends

Split / Dubrovnik

Activity Level

Variable

Join this 8-day cruise from Split aboard MS Summer, which sails to the amazing islands and towns in Croatia, such as Bisevo Island, Korcula Island, Mljet Island, the Hvar Islands, the city of Dubrovnik, and many more.

• Explore Split
• Experience Vis
• Discover the Blue Cave
• Cruise along Dubrovnik

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from $1,465

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Southern Explorer

Split Roundtrip - 8 Day Itinerary aboard Seagull

Starts / Ends

Split / Split

Activities

Snorkeling

Activity Level

Variable

Discover the breathtaking Dalmatian coastline and islands on this 8-day cruise of Croatia aboard the M/V Seagull.

• Explore the famous Zlatni Rat beach
• Explore the seawater lakes
• Visit Hvar
• Enjoy Dubrovnik coast

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from $6,170

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Grand Voyage: Rome to Lisbon

Civitavecchia - Lisbon - 21 Day Itinerary aboard Royal Clipper

Starts / Ends

Civitavecchia / Lisbon

Activities

Archaeological Site Visits, Village Visits, Local Market Visits, Wildlife Viewing

Activity Level

Variable

Embark on a 21-day cruise aboard the Royal Clipper from Rome to Lisbon, exploring stunning cities like the Amalfi Coast, Sicily, and the Balearic Islands. Enjoy optional excursions to historic sites while relaxing onboard with sailing and adventure activities amidst breathtaking landscapes.

• Explore Sorrento’s coastal cliffs
• Wander Amalfi’s medieval streets
• Uncover Syracuse’s history
• Admire Lipari’s vibrant marina

Cruise Details

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from $3,630

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One Way Wonders

Trogir - Dubrovnik - 8 Day Itinerary aboard Avangard

Starts / Ends

Trogir / Dubrovnik

Activity Level

Variable

Set sail on an 8-day cruise from Trogir to Dubrovnik aboard the Avangard, blending relaxation with exploration. Discover Southern Dalmatia's islands through guided tours, wine tastings, and gourmet experiences while enjoying personalized service and breathtaking coastal scenery.

• Explore Trogir’s old town
• Swim Zlatni Rat beach
• Visit Bisevo’s luminous Blue Cave
• Walk Hvar’s historic streets

Cruise Details

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from $12,725

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Crossroads of the Ancient World: Exploring Greece and Turkey

Roundtrip Athens - 11 Day Itinerary aboard National Geographic Orion

Starts / Ends

Athens / Lavrion

Activities

Hiking, Wine Tasting, Kayaking, Cooking Classes

Activity Level

Variable

Embark on an 11-day Mediterranean cruise aboard National Geographic Orion starting in Athens. Visit Delos, Patmos, and Chios’s medieval villages. Explore the ruins of Ephesus, and the Castle of St. Peter in Bodrum, and enjoy water activities on nearby islands. Capture Leros’s windmills, explore Santorini’s volcanic history, and discover Naxos’s culture.

• Discover the Delos Heritage Site
• Explore Patmos and its sites
• Discover Chios’s medieval villages
• Sightseeing at the ruins of Ephesus
• Santorini and Naxos exploration

Cruise Details

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from $38,980

2for1

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Croatian Coast and the Best of Adriatic

Venice - Dubrovnik - 8 Day Itinerary aboard Emerald Azzurra

Starts / Ends

Venice / Dubrovnik

Activity Level

Variable

Experience an 8-day cruise from Venice to Dubrovnik on the Emerald Azzurra, exploring historic towns and islands across the Mediterranean. Discover Croatia’s rich culture and stunning coastline while enjoying the comforts of a modern yacht.

• Explore Venice's romantic canals
• Wander Rovinj’s vibrant alleys
• Discover Sibenik’s historic streets
• Experience Vis's peaceful charm

Cruise Details

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from $6,999

Air Credit

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Flavors of the Adriatic

Venice - Livorno - 11 Day Itinerary aboard World Navigator

Starts / Ends

Venice / Livorno

Activities

Urban Exploration

Activity Level

Variable

Embark on an 11-day Adriatic adventure aboard World Navigator. Discover the historic charm of Venice, the stunning beaches of Zadar, and the medieval beauty of Kotor. Enjoy rich cultural experiences, breathtaking landscapes, and delectable cuisine throughout this unforgettable journey.

• Explore Venice’s romantic canals
• Discover Zadar’s UNESCO heritage
• Hike to San Giovanni Fortress
• Wander through Split’s Old Town

Cruise Details

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from $6,480

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Cruise from Greece to Turkey

Piraeus - Istanbul - 10 Day Itinerary aboard SH Diana

Starts / Ends

Piraeus / Istanbul

Activity Level

Variable

Embark on a 10-day Mediterranean journey, starting in Athens with the Acropolis and Parthenon. Explore Naxos’ whitewashed houses and beaches, Chania’s medieval harbor, and Agios Nikolaos’s waterfront. Visit Spinalonga Island, Rhodes’ UNESCO Old Town, and Lindos’ Acropolis. End in Istanbul, with landmarks like Hagia Sophia and Topkapi Palace.

• Iconic landmarks in Athens
• Cycladic island exploration
• Chania’s medieval harbor
• Explore Spinalonga Island
• Rhodes' UNESCO-listed Old Town

Cruise Details

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from $3,475

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Dubrovnik to Split

Dubrovnik to Split - 8 Day Itinerary aboard M/S Mama Marija II

Starts / Ends

Dubrovnik / Split

Activity Level

Variable

Sail from Dubrovnik to Split on this 8-day Adriatic trip and enjoy the splendor of enchanted Croatia. The M/S Mama Marija takes you on this voyage, which begins in Dubrovnik and winds its way around the Dalmatian coast. Swim in the Adriatic Sea, explore Mljet National Park, see Korula Island, and visit cities home to an abundance of UNESCO World Heritage Sites.

• Explore Mljet National Park
• Visit Korčula Island
• Enjoy Trogir's heritage
• Stroll through relaxing Omiš

Cruise Details

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from $4,184

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Highlights of Croatia

Split to Dubrovnik - 10 Day Itinerary

Starts / Ends

Split / Dubrovnik

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.

• 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

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from $1,622

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Split

4 Day Itinerary

Starts / Ends

Split / Split

Activity Level

Relaxed

This incredible 4-day tour for 2025 explore the magnificent 1700-year-old city of Split. Rich in cultural life and surrounded by breathtaking nature, this vibrant city is home to UNESCO-listed Diocletian's Palace and other architectural icons. Explore its old town, go for a hike in Krka National Park, and learn about its olive oil culture.

• See the coastline of Split
• Visit the Diocletian's Palace
• Discover Krka National park
• Explore the historic town of Split

Tour Details

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from $1,142

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Dubrovnik

4 Day Itinerary

Starts / Ends

Dubrovnik / Dubrovnik

Activity Level

Relaxed

This 4-day tour for 2025 allows visitors to step into the fascinating world of Dubrovnik. Wander the cobbled streets of its UNESCO-listed Old Town. Ascend Europe's most impressive medieval walls for panoramic views. Wander through charming alleyways, visit an oyster farm, indulge in local delicacies, and taste the country’s renowned wines.

• Visit Dubrovnik's historical places
• Admire the views of Old Town
• Visit an Oyster Farm in Ston
• Taste the Croatian cuisine
• Enjoy wine-tasting class

Tour Details

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from $1,056

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Exploring Hvar

4 Day Itinerary

Starts / Ends

Hvar / Hvar

Activity Level

Relaxed

Explore the fascinating island of Hvar located on the Dalmatian Riviera on this magical 4-day tour for 2025. Marvel at the turquoise waters of the Adriatic. Hike to the abandoned villages of Malo and Velo Grablje. Admire the traditional architecture. Indulge in local delicacies and wine tasting as you traverse fields of lavender.

• Visit Hvar, a popular island resort
• See the breathtaking views in Hvar
• See iconic landmarks of Hvar
• Enjoy wine-tasting class

Tour Details

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from $2,460

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Amalfi & Sicily

Roundtrip Civitavecchia - 8 Day Itinerary aboard Royal Clipper

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Set sail on an 8-day cruise aboard the Royal Clipper, exploring Italy and Sicily with stops in Civitavecchia, Sorrento, Amalfi, Taormina, and Syracuse. Enjoy volcanic views at the Aeolian Islands and optional excursions to Pompeii while experiencing Mediterranean beauty and history.

• Explore Civitavecchia seaport hub
• Wander Sorrento’s cliffside lanes
• Visit Pompeii’s preserved ruins
• Admire Amalfi’s medieval Duomo

Cruise Details

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from $3,475

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Split to Dubrovnik

Split to Dubrovnik - 8 Day Itinerary aboard M/S Mama Marija II

Starts / Ends

Split / Dubrovnik

Activity Level

Variable

Embark on the M/S Mama Marija II for an unforgettable eight-day small ship voyage along the stunning Dalmatian coast. Discover some of Croatia's most popular attractions. Immerse yourself in this enchanted country's culture and rich past.

• Explore the medieval town of Split
• Visit the island of Hvar
• Admire Korcula's architecture
• Tour historic Dubrovnik

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