Top Mediterranean Trips & Tours in September 2025

from $3,330

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Split to Dubrovnik

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

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

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.

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from $2,300

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Northern Cyclades

Roundtrip Greece - 8 Day Itinerary aboard Star Clipper

• Explore iconic destinations
• Swim at beautiful Kusadasi
• Visit the monastery at Amorgós
• Explore Ephesus

Starts / Ends

Piraeus / Piraeus

Activities

Snorkeling

Activity Level

Variable

Embark on this 8-day Northern Cyclades cruise roundtrip to Greece aboard the Star Clipper tall ship and discover the unparalleled splendor of the Cyclades Islands. Immerse in the essence of this renowned region and visit iconic destinations like Patmos, Amorgós, Mykonos, Spetses, and the enchanting port of Piraeus.

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from $2,300

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Sporades Highlights

Piraeus roundtrip - 8 Day Itinerary aboard Star Clipper

• Explore the birthplace of democracy
• See the Acropolis nearby Dikkili
• Walk around Skiathos and shop
• Visit the naval academy in Poros

Starts / Ends

Piraeus / Piraeus

Activities

Urban Exploration

Activity Level

Variable

Embark on an 8-day Sporades Highlights Mediterranean cruise aboard Star Clipper, exploring the coasts of Greece and Turkey. Visit Dikili, Myrina Limnos, Skiathos, Skopelos, Poros, and more, indulging in ancient ruins, shopping, and relaxing in the Aegean sun. A unique and unforgettable experience awaits you.

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from $8,318

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Dolomites Hiking Adventure

10 Day Itinerary

• Visit Pesaris' historic center
• Hike the Mount Coglians
• Visit a local harpsichord maker
• Discover Cortina's mountain scenery
• Hike the spectacular Tre Cime
• Visit a local dairy
• Enjoy the culture of Bolzano
• Tour Venice's Grand Canal by boat

Starts / Ends

Venice / Venice

Activities

Hiking, Cooking Classes

Activity Level

Moderate

On this 10-day tour, hike through the stunning Dolomites mountain range in Italy to see the panoramic vistas, beautiful mountain huts, and serene lakes and pass through enchanting mountain villages.

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from $3,890

10% OFF

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Adriatic Jewels

Venice - Dubrovnik - 8 Day Itinerary aboard M/Y Callisto

• Visit a UNESCO World Heritage site
• Discover Rovinj in Croatia
• Visit St. James Cathedral
• Try a truffle hunting & wine tour

Starts / Ends

Venice / Dubrovnik

Activity Level

Variable

Set sail on an 8-day Adriatic cruise aboard M/Y Callisto, sailing from Venice to Dubrovnik. Explore historic towns like Rovinj, Senj, and Kotor, and marvel at natural wonders such as the Plitvice and Krka Waterfalls. This adventure combines cultural heritage, natural beauty, and culinary delights, making it a truly unforgettable experience.

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from $8,700

Free SE

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Cruising Southern Spain and Portugal – with Smithsonian Journeys

Barcelona - Lisbon - 9 Day Itinerary aboard Le Laperouse

• Stroll Barcelona’s vibrant streets
• Explore Palma’s idyllic coves
• Discover Valencia’s architecture
• Visit Ronda’s dramatic landscapes

Starts / Ends

Barcelona / Lisbon

Activities

Archaeological Site Visits

Activity Level

Variable

Embark on a 9-day cruise aboard Le Laperouse, exploring Spain and Portugal’s vibrant coasts from Barcelona to Lisbon. Highlights include Gaudi’s masterpieces in Barcelona, the Alhambra of Granada, and Lisbon’s UNESCO-listed Jeronimos Monastery, with stops in Mallorca, Malaga, Cadiz, and the Algarve’s stunning landscapes.

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from $1,940

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Amalfi & Sicily

7 Day Itinerary aboard Star Flyer

• Explore Civitavecchia
• Discover Lipari
• Explore Amalfi
• Discover Messina

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Board the Star Flyer on this unforgettable 7-day cruise of the Mediterranean. Admire the perfect architecture and magical landscapes this region is famous for, visiting Ponza, Amalfi, Lipari, and more! Explore the Sistine Chapel and wander through the town of Pontine Islands.

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from $1,630

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Rome to Rome

Civitavecchia Roundtrip - 6 Day Itinerary aboard Star Flyer

• Visit the Sistine Chapel
• Explore Gaeta's history
• Discover the town of Positano
• Witness the pastel houses of Ponza

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Sail on a 6-day Italy cruise with Star Flyer, exploring Rome's iconic landmarks, visiting Gaeta's historic coastal city, and discovering the medieval charm of Amalfi. Explore Positano, marvel at Sorrento's city walls, and enjoy the unspoiled beauty of Ponza Town before concluding the journey in Civitavecchia.

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from $7,599

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Grande Italia

Milan to Rome - 13 Day Itinerary aboard S.S. La Venezia

• Marvel at Milan’s Duomo
• Walk historic Verona streets
• Discover colorful Burano
• Watch Murano glassblowers

Starts / Ends

Milan / Rome

Activities

Wine Tasting, Village Visits, Small Ship Sailing, Biking, Local Market Visits

Activity Level

Variable

Experience the best of Northern Italy with a journey through Milan, Verona, and Venice on this 13-day Grande Italia cruise aboard S.S. La Venezia. Explore Verona, the romantic city of Romeo and Juliet, and enjoy a wine tasting at a historic Valpolicella estate. Sail through the Venetian Lagoon, and experience the grandeur of Castello del Catajo.

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from $9,190

2-for-1

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Sensations of Lyon and Provence

Lyon - Marseille - 8 Day Itinerary aboard Emerald Liberté

• Explore Lyon
• Discover Chalon-sur-Saône
• Experience Tournon
• Uncover the rich history of Arles

Starts / Ends

Lyon / Marseille

Activity Level

Variable

Sail from Marseille to Lyon for another fun and exciting 8-day cruise along the Rhone and Saone Rivers. Emerald Liberté offers comfortable accommodations before exploring different cities.

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from $7,356

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Lake Como, Milan, and Amalfi

10 Day Itinerary

• Ride a boat on Lake Como
• See the Gothic Art in Milan
• Stroll around in Galleria Vittorio
• See archaeological sites in Pompeii
• Admire the coastline of Amalfi
• Enjoy scenic drives in Italy

Starts / Ends

Milan / Naples

Activity Level

Relaxed

Discover Italy’s highlights on this 10-day tour, from Lake Como and exploring Milan’s Gothic splendor to savoring limoncello in Amalfi. Visit Pompeii’s ancient ruins and unwind on the stunning Amalfi Coast.

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from $8,213

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Dolomites Explorer

Bolzano to Venice - 8 Day Itinerary

• Enjoy the culture of Bolzano
• Visit Bozen's main local attraction
• Hike the Parco del Respiro
• Visit the Abbey of Novacella
• Cable car ride to Castelrotto
• Visit a local dairy
• Discover Cortina's mountain scenery
• Hike the spectacular Tre Cime
• Tour Venice's Grand Canal by boat

Starts / Ends

Venice / Venice

Activity Level

Moderate

Drive through stunning mountain scenery to see the panoramic vistas and serene lakes, and pass through enchanting mountain villages on this 8-day tour to the Dolomites mountain range in Italy. Visit

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from $1,379

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The tip of Provence to Lyon on the Rhone and Saone River

7 Day Itinerary aboard MS Rhone Princess

• Discover the Vercors Massif
• The Camargue and its customs
• Visit Avignon's Papal Palace
• Explore Beaujolais

Starts / Ends

Martigues / Macon

Activity Level

Variable

On MS Rhone Princess, embark on an exceptional seven-day cruise from the Rhône to the Saône River. Marseille's Mediterranean port, a safari through the wild Camargue, and a visit to the Beaujolais wineries are among the highlights.

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from $7,824

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Essence of Burgundy & Provence

14 Day Itinerary aboard MS Amacello

• Discover Geneva’s vibrant history
• Explore Annecy’s picturesque charm
• Stroll Dijon’s medieval streets
• Visit Tournus’ Benedictine abbey

Starts / Ends

Geneva / Nice

Activity Level

Variable

Embark on a 14-day cruise aboard the Amacello through Switzerland and France, from Geneva and Annecy through Burgundy and Provence. Indulge in Lyon’s culinary delights, explore historic treasures, and end with three unforgettable nights in Nice, Monaco, and Monte Carlo.

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from $7,644

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Taste of Bordeaux

15 Day Itinerary aboard MS Amadolce

• Visit the Atrium
• Tour Arcachon
• Explore the Castle of Roquetaillade
• Enjoy wine tasting

Activities

Land & Sea Exploration

Activity Level

Variable

Board the Amadolce and enjoy 2 nights in Bilbao and 2 nights in San Sebastian leading up to a 7-night round-trip river cruise from Bordeaux, followed by 2 nights in the Loire Valley and 1 night in Paris. Visit world-famous wine estates tasting Grand Cru wines including Château Latour, Château Mouton Rothschild, Château Pichon Longueville and Château Gruaud Larose.

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from $3,090

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Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Panorama

• Stroll Folegandros cliffside views
• Tour Delos sacred temples
• Swim Poliegos turquoise waters
• Explore Poros neoclassical charm

Activity Level

Variable

Set sail on an 8-day cruise aboard the Panorama, 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.

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from $6,030

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Complete Morocco

Casablanca to Marrakesh - 14 Day Itinerary

• Discover Casablanca's culture
• Visit Hassan II Mosque
• Visit Tangier's old quarters
• See Tangier's UNESCO site
• Visit the blue city of Chefchaouen
• Discover Volubilis's Roman ruins
• Visit Marrakesh markets
• Experience the Sahara Desert

Starts / Ends

Casablanca / Marrakesh

Activities

Camping, Wilderness Lodge Exploration

Activity Level

Relaxed

Experience the ultimate 14-day Morocco Adventure from Casablanca to Marrakesh! Traverse ancient medinas in Fez, visit the majestic Hassan II Mosque, and ride camels through the Sahara Desert. Dive into the vibrant markets of Marrakesh, indulge in Moroccan cuisine, and explore the enchanting blue city of Chefchaouen. Your expert guides will immerse you in the country's rich history and traditions.

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from $2,300

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Southern Cyclades

8 Day Itinerary aboard Star Clipper

• Explore beautiful Rhodes
• Visit Halicarnassus
• Discover breathtaking Santorini
• Ride a donkey to a lookout point

Starts / Ends

Piraeus / Piraeus

Activity Level

Variable

On this 8-day cruise through the Mediterranean on the Star Clipper, you can enjoy the traditional charm of the Southern Cyclades Islands. Discover the magic and mythology of the Greek Isles as you visit the small port towns of Rhodes and Hydra and the legendary island of Santorini. Visit sun-kissed beaches, ancient ruins, and modern cities along the way.

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