Top Greece Trips & Tours in May 2027

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.

Set sail on an 8-day cruise from Athens aboard the Emerald Azzurra, discovering Greece and Turkey's coastal gems. Experience ancient sites like Delos and Mykonos, enjoy leisure in Santorini, and explore local markets, all while relaxing on your luxurious yacht.

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.

Embark on an 8-day cruise aboard the Elysium through the enchanting Cyclades. Discover this enchanting paradise, holding ancient secrets, and embark on a journey to explore its beauty.

Experience an 8-day cruise on the Elysium, sailing the Aegean Sea from Mykonos to Kusadasi and Ephesus. Enjoy historic sites, traditional cuisine, and the vibrant culture of the islands while relaxing on stunning beaches.

Experience an 8-day cruise on the Panorama through the Aegean Sea, visiting islands like Delos, Mykonos, and Naxos, along with ancient Ephesus in Turkey. Enjoy guided excursions and leisurely walks to immerse yourself in the rich history and culture of these stunning Mediterranean destinations.

Sail for 8 days aboard Star Flyer on the Greek Island Odyssey through the Aegean Sea. Travel from Athens to Karpathos, Rhodes, Kusadasi, Patmos, and Andros, balancing iconic ports, historic sites, and relaxed sailing days before returning to Piraeus.

Discover Greece and Türkiye aboard Star Flyer on an 8-day sailing from Piraeus to Piraeus. Visit Athens’ historic Agora, stroll Samos’ harbor, explore Cesme’s streets, wander Skyros’ villages, relax on Skopelos beaches, and experience Poros’ cultural landmarks. Onboard, enjoy pools, lounges, a library, and a spa.

Experience 8 days aboard Star Flyer from Piraeus to Piraeus, exploring Greek and Turkish islands. Walk through Athens’ historic Agora, and visit Fethiye, Symi, Astypalea, Sifnos, and Monemvasia. Enjoy beaches, ancient ruins, local culture, and authentic cuisine while sailing traditional waters of the Aegean and Mediterranean Seas.

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.

Explore the Greek Islands and Turkey on an 11-day cruise aboard National Geographic Orion. Travel from Athens and Lavrio to Delos, Patmos, Samos, Ephesus, Bodrum, Leros, Naxos, and Paros. Walk ancient ruins, visit monasteries, explore island villages, sail the Aegean Sea, and experience local culture and history.

Join a 12-day Mediterranean cruise on the Star Flyer, starting in Istanbul and visiting historical sites like Pergamon, Patmos, and the ancient ruins of Knidos. Explore charming towns like Cesme and Fethiye, and conclude your journey in Antalya's Kaleici district.