Top Mediterranean Trips & Tours in May 2025

from $3,150

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Treasures of Sicily

Italy Small Group Tour - 9 Day Itinerary

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.

• 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

Tour Details

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from $2,845

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Dubrovnik and Dalmatian Coast

Croatia Small Group Tour - 8 Day Itinerary

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.

• Visit Dubrovnik's historical places
• Visit an Oyster Farm in Ston
• Visit Ancient ruins in Spilt
• Enjoy the coastline of Split

Tour Details

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from $2,550

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Highlights of the Amalfi Coast

Italy Small Group Tour - 8 Day Itinerary

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.

• 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

Tour Details

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from $1,825

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Dubrovnik to Split

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

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.

• Tour Split’s Diocletian Palace
• Enter Bisevo’s magical Blue Cave
• Relax on Bol’s Zlatni Rat beach
• Explore historic Dubrovnik

Cruise Details

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from $2,500

EBD 10%

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Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Galileo

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.

• Capture Santorini’s caldera views
• Swim Poliegos turquoise waters
• Stroll Folegandros cliffside views
• Tour Delos sacred temples

Cruise Details

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from $3,989

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Greece Island Hopping

9 Day Itinerary

Starts / Ends

Athens / Athens

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.

• 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

Tour Details

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from $2,445

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Dubrovnik to Split

8 Day Itinerary aboard M/S Mama Marija

Activities

Fishing

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.

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

Cruise Details

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from $696

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Athens Snapshot Extension

3 Day Itinerary

Starts / Ends

Athens / Athens

Activity Level

Relaxed

Discover Athens on this 3-day Athens Snapshot Adventure and discover its rich history, vibrant culture, and stunning beauty as Greece's capital city. This unique experience will take you on a captivating journey through the ancient and modern wonders that define Athens, providing you with a comprehensive snapshot of this extraordinary destination.

• Visit Athens, the capital of Greece
• See iconic landmark in Athens
• Take a leisurely walk in Plaka
• Sample local cuisine in Athens
• Visit the new museums of Athens
• See the lovely sea front of Athens

Tour Details

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from $4,287

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Highlights of Classical Greece

7 Day Itinerary

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.

• 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

Tour Details

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from $2,262

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Athens City Explorer

4 Day Itinerary

Starts / Ends

Athens / Athens

Activities

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.

• 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

Tour Details

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from $3,350

EBD

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Classical Greece

Roundtrip Athens - 8 Day Itinerary aboard Harmony G

Starts / Ends

Athens / Athens

Activity Level

Variable

Set sail on an 8-day cruise from Athens aboard the Harmony G, exploring the Cyclades, Crete, and the hidden gem of Kythira. Discover historic charm in Monemvasia and Nafplion while enjoying a unique blend of cruising and yachting.

• Explore Kea’s charming port
• Discover Delos archaeological site
• Visit Monemvasia’s medieval streets
• Stroll Nafplion’s old town

Cruise Details

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from $3,190

2for1

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Yachting in Albania & Croatia

Dubrovnik Roundtrip - 8 Day Itinerary aboard M/Y Callisto

Starts / Ends

Dubrovnik / Dubrovnik

Activities

Archaeological Site Visits, Village Visits, Wine Tasting

Activity Level

Variable

Join the M/Y Callisto for an 8-day cruise through the Adriatic and Ionian seas, exploring sites like Korcula, Vis, Montenegro, and Albania's coast. Enjoy onboard meals, local tastings, and cultural excursions, ending in Dubrovnik with easy transfers.

• Explore Korcula’s old town
• Swim Vis Island’s crystal waters
• Wander Bar’s historic ruins
• Relax Orikum Bay’s tranquil waters

Cruise Details

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from $3,699

2for1

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La Dolce Vita

Naples - Malta - 8 Day Itinerary aboard Variety Voyager

Starts / Ends

Naples / Valletta

Activity Level

Variable

Embark on an 8-day cruise aboard the Variety Voyager from Naples to Malta, visiting Capri, Taormina, Mount Etna, and Catania in Sicily. In Malta, explore Valletta's UNESCO sites and Gozo's ancient monuments.

• Explore Capri's coastal allure
• Visit Lipari’s ancient sites
• Discover Taormina’s historic alleys
• Wander Syracuse’s ancient streets

Cruise Details

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from $3,799

2for1

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Sicilian Sunsets & Amalfi Delights

Malta - Naples - 8 Day Itinerary aboard Variety Voyager

Starts / Ends

Valletta / Naples

Activities

Local Market Visits

Activity Level

Variable

Embark on an 8-day cruise aboard the Variety Voyager from Valletta to Sicily and Southern Italy, exploring historic cities and stunning coastlines. Discover Agrigento, Erice, and Pompeii while enjoying exclusive onboard experiences and authentic Sicilian cuisine.

• Explore Agrigento’s Temple Valley
• Marvel at Trapani’s medieval street
• Discover Erice’s Venus Castle
• Taste Palermo’s food delights

Cruise Details

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from $5,250

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Aegean Escape

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya

Starts / Ends

Lavrion / Lavrion

Activity Level

Variable

Set sail on an 8-day cruise to the Aegean aboard the Gemaya, exploring stunning islands like Santorini and Milos. Discover whitewashed villages, hidden coves, and the rich traditions of Greece amidst a backdrop of beauty and myth.

• Explore Sifnos scenic trails
• Discover Sikinos landscapes
• Relax on Ios with pristine beaches
• Visit Serifos with rugged landscape

Cruise Details

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from $5,250

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Saronic Gems

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya

Starts / Ends

Lavrion / Lavrion

Activities

Scuba Diving

Activity Level

Variable

Set sail for an 8-day cruise from Lavrion on the Gemaya, exploring the historic Saronic Islands. Enjoy stunning landscapes and rich culture, from the lush charm of Spetses to the UNESCO beauty of Hydra and Aegina's ancient Temple of Aphaia.

• Explore Epidaurus’ ancient theater
• Visit Aegina’s neoclassical charm
• Swim Porto Cheli’s waters
• Wander Nafplion’s old town

Cruise Details

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from $3,390

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Dubrovnik to Split

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

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.

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

Cruise Details

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from $2,810

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Split to Dubrovnik

8 Day Itinerary aboard M/S Ambassador

Starts / Ends

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.

• See the Biševo Blue Cave
• Explore the Island of Vis
• Walk around Mljet National Park
• Visit the city of Dubrovnik
• Wander around Korčula

Cruise Details

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