Top Mediterranean Trips & Tours in September 2026

from $5,440

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Sparkling Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya

• See pristine waters of Milos
• Explore Sifnos' vibrant culture
• Enjoy swimming in Despotiko
• Visit ancient ruins in Delos

Starts / Ends

Lavrion / Lavrion

Activity Level

Variable

Embark on an 8-day cruise through the stunning Cyclades on the Gemaya, exploring charming islands like Milos, Sifnos, and Delos, rich in culture and natural beauty. Experience pristine beaches, delightful hiking, and vibrant local cuisine before concluding your adventure in Lavrion.

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from $4,486

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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

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.

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from $2,367

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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

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.

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from $16,290

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Classical Greece

Roundtrip Athens - 8 Day Itinerary aboard Emerald Azzurra

• Explore Delos archaeological island
• Wander Mykonos whitewashed island
• Visit Bodrum seaport
• Discover Rhodes old town

Starts / Ends

Athens / Athens

Activity Level

Variable

Embark on an 8-day cruise aboard the Emerald Azzurra from Athens, exploring Delos, Bodrum, Rhodes, Santorini, Chania, and Hydra. Discover ancient ruins, stunning landscapes, and charming harbors before returning to the historic Greek capital.

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from $9,460

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Cruising Southern Italy and Sicily – with Smithsonian Journeys

Valletta - Livorno - 9 Day Itinerary aboard Le Dumont-d'Urville

• Explore Valletta's heritage
• Discover Syracuse's history
• Admire Taormina's scenic views
• Experience Naples culture

Starts / Ends

Valletta / Livorno

Activity Level

Variable

Sail on this 9-day Southern Italy and Sicily cruise with Smithsonian Journeys aboard Le Dumont-d'Urville. Start in Valletta, Malta, exploring historic landmarks. Visit Syracuse's Greek and cultural sites and Taormina's scenic views and theater. Explore Reggio di Calabria's coast and museum. Visit Civitavecchia, and conclude in Livorno, Tuscany.

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from $11,220

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Ancient Mediterranean: Exploring Greece, Croatia and Albania

Greece to Croatia - 8 Day Itinerary aboard National Geographic Orion

• Navigate scenic Corinth Canal
• Explore Delphi Ruins
• Stroll Dubrovnik Walls
• Taste Local Wines

Starts / Ends

Athens / Zadar

Activities

Festival Visits, Wildlife Viewing

Activity Level

Variable

Embark on an 8-day Mediterranean cruise aboard the National Geographic Orion, sailing from Greece to Croatia with stops in Albania, Corfu, and Dubrovnik. Explore ancient ruins, UNESCO World Heritage sites, and coastal cultures on this expertly guided expedition.

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from $10,620

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Greek Isles Odyssey: Mythology, History and Cerulean Seas

Athens to Athens - 8 Day Itinerary aboard National Geographic Orion

• Explore Delos’ sacred site
• Tour Akrotiri’s ruins
• Taste wines with experts
• Carve marble in Naxos

Starts / Ends

Athens / Lavrion

Activities

Village Visits, Archaeological Site Visits, Urban Exploration, Hiking, Kayaking, Wine Tasting, Cooking Classes, Stand Up Paddle Boarding, Land & Sea Exploration

Activity Level

Variable

Sail through the Greek Isles on an 8-day voyage aboard National Geographic Orion, featuring experts from Food & Wine magazine. Explore Delos, Milos, Naxos, and more with hands-on cultural experiences, wine tastings, and guided adventures through ancient ruins and island traditions.

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from $6,620

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The Best of Croatia

Venice Roundtrip - 8 Day Itinerary aboard Le Boreal

• Stroll Venetian streets in Rovinj
• Explore UNESCO-listed Split center
• Admire Venice’s grand canals
• Visit medieval Korcula island town

Starts / Ends

Venice / Venice

Activity Level

Variable

Cruise through Croatia and Montenegro on an 8-day cruise aboard Le Boreal. Explore Venice, Hvar, Split, Dubrovnik, Korcula, Rovinj, and Kotor with one guided excursion included at each port. Discover coastal towns, ancient landmarks, and scenic bays along the Dalmatian coast. Enjoy unique cultural experiences in every destination.

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from $3,610

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Rome to Athens

Civitavecchia - Piraeus - 12 Day Itinerary aboard Star Clipper

• Explore Ponza’s harbor town
• Discover Sorrento’s ancient cliffs
• View Lipari’s bustling marina
• Wander Syracuse’s baroque piazzas

Starts / Ends

Civitavecchia / Piraeus

Activities

Small Ship Sailing

Activity Level

Variable

Join a 12-day cruise on the Star Clipper, starting from Civitavecchia and exploring Italy's Pontine Islands, the Aeolian Islands, and Sicily. Discover Greece's historic sites, including Olympia and picturesque Hydra, before concluding in Athens.

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from $2,570

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Corsica & French Riviera

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper

• Discover Portofino’s coastal views
• Wander Propriano’s town center
• Stroll Alghero’s medieval streets
• Visit Ile-Rousse’s coastline

Starts / Ends

Nice / Nice

Activities

Local Market Visits

Activity Level

Variable

Set sail on an 8-day Royal Clipper cruise through the Mediterranean, exploring beautiful coastal towns in France, Italy, and Corsica. Enjoy vibrant markets in Nice, stunning views in Portofino, and relax on St. Tropez’s famed Pampelonne Beach.

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from $2,570

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Rome to Nice

Civitavecchia - Nice - 8 Day Itinerary aboard Royal Clipper

• Roam Monaco’s opulent streets
• Stroll Alghero’s medieval lanes
• Unwind at Sant’Amanza
• Wander Bastia’s old town

Starts / Ends

Civitavecchia / Nice

Activities

Snorkeling

Activity Level

Variable

Set sail on an 8-day cruise from Civitavecchia to Nice aboard the Royal Clipper, exploring historic sites like Portoferraio and Alghero and stunning beaches in Corsica and the luxurious Monaco. Conclude your journey in Nice, enjoying its vibrant Old Town and the beautiful Promenade des Anglais.

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from $3,863

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Corsican Cruise

Nice Roundtrip - 8 Day Itinerary aboard MV La Belle des Océans

• Discover Corsica
• Cruise the coast of Gulf of Porto
• Visit Calanques de Piana
• Explore the Balagne Region

Starts / Ends

Nice / Nice

Activity Level

Variable

This eight-day Corsican voyage aboard the MV La Belle des Océans reveals Corsica's hidden riches, a real paradise on earth that appears to have every marvel of the world on its shores or in its mountains. Relax on the beautiful beaches of Cargèse, "the Greek village," and Saint-Florent, Corsica's version of Saint-Tropez.

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from $3,765

Up to 20%

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Dubrovnik to Split

Dubrovnik - Split - 8 Day Itinerary aboard M/S Ambassador

• Explore historic Dubrovnik
• Walk Korcula’s charming old town
• Swim in Slano’s crystal-clear water
• Stroll vibrant streets of Hvar

Starts / Ends

Dubrovnik / Split

Activity Level

Variable

Embark on an 8-day cruise from Dubrovnik to Split aboard M/S Ambassador, exploring Croatia’s stunning islands, historic cities, and vibrant culture. Enjoy medieval towns, crystal-clear waters, and timeless traditions.

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from $3,765

Up to 20%

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Split to Dubrovnik

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

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Split / Dubrovnik

Activity Level

Variable

Discover the beauty of unspoiled beaches, historical architecture, blue caves, cobbled streets, national parks, and much more on this 8-day voyage aboard M/S Ambassador from Split to Dubrovnik.

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from $2,320

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Amalfi & Sicily

Civitavecchia Roundtrip - 8 Day Itinerary aboard Star Clipper

• Sail across Mediterranean waters
• Visit Lipari for coastal views
• Explore Messina cathedral clock
• See seaside cliffs near Sorrento

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Civitavecchia / Civitavecchia

Activity Level

Variable

Experience an 8-day Mediterranean sailing adventure from Civitavecchia, exploring Sicily, the Amalfi Coast, and the Aeolian and Pontine Islands aboard Star Clipper. Sail past Stromboli’s active volcano, wander historic Messina, and admire the coastal beauty of Amalfi and Sorrento. Explore Ponza’s unspoiled charm before returning to Rome’s port.

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from $3,145

Up to 20%

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Split to Dubrovnik

8 Day Itinerary aboard M/S Mama Marija

• Explore Split
• Discover Vis
• Experience Bisevo
• Walk through Korcula

Starts / Ends

Split / Dubrovnik

Activity Level

Variable

The M/S Mama Marija hosts this 8-day cruise, which visits Trogir, Hvar, Vis, Korcula, Sipan Island, and Dubrovnik while cruising along the magnificent Dalmatian Coast of Croatia. The breathtaking Bievo Cave is one of the highlights of this South Adriatic cruise. Become familiar with the country's history and culture.

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from $2,870

Up to 20%

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Dubrovnik to Split

8 Day Itinerary aboard M/S Summer

• See the city of Dubrovnik
• Sail across Hvar Island
• Explore Mljet National Park
• Discover Vis' preserved nature

Activities

Fishing

Activity Level

Variable

From Dubrovnik, MS Summer takes you on an 8-day Croatian cruise that includes a visit to some of the country's most beautiful islands and towns, such as Bievo Island and Korcula Island, as well as the city of Split.

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from $2,870

Up to 20%

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Dubrovnik to Split

Dubrovnik - Split - 8 Day Itinerary aboard MS San Spirito

• Stroll vibrant streets of Hvar
• Swim in Slano’s crystal-clear water
• Walk Korcula’s charming old town
• Explore historic Dubrovnik

Starts / Ends

Dubrovnik / Split

Activity Level

Variable

Set sail on an 8-day cruise from Dubrovnik to Split aboard MS San Spirito, exploring Croatia’s stunning islands, historic cities, and vibrant culture. Enjoy medieval towns, crystal-clear waters, and timeless traditions.

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