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Top Greece Trips & Tours in May 2025

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Discover Greece in May 2025 on one of these 16 tours hand-selected by the travel experts at Adventure Life. Explore the best of Athens, Santorini, Mykonos, Patmos, and Piraeus during May 2025 as you enjoy archaeological site visits, cruises, village visits, small ship cruises, and cultural. Prices for trips in May 2025 range from $1,809 to $38,380 for a vacation of 7 to 16 days. Choose any of the below 16 itineraries in May 2025 and customize it when you contact one of Adventure Life's expert Greece trip planners.
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Greek Monastery on a Rock and Sunny Summer Evening
$4,055
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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
Activities:
Archaeological Site Visits, Local Market Visits, Urban Exploration, Village Visits
Activity Level:
Relaxed
Embark on a journey through the ancient world on a 7-day classical Greece adventure from Athens. Discover the rich cultural heritage of Athens as you visit its famous landmarks, including the Acropolis and Parthenon. Explore the picturesque town of Nafplion, the first capital of Greece, and marvel …
Tour Details
0
Explore the beautiful walkways of Santorini
$3,330
EXPLORE

Greece Island Hopping

9 Day Itinerary
  • 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
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Village Visits, Wine Tasting
Activity Level:
Relaxed
Escape to Greece on this 9-day Island Hopping Adventure that will take you to Athens, Paros, and Santorini. Start your journey in Athens, where you'll explore the architectural wonders of the ancient world, including the Acropolis and the Parthenon. Taste some of the finest Greek cuisines at …
Tour Details
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Traditional architecture in Greece.
$2,500
GroupSave
EXPLORE

Jewels of the Cyclades

8 Day Itinerary aboard Galileo
  • Dine at traditional Greek Tavernas
  • Enjoy a swim-stop at Poliegos
  • Explore Delos's archaeological site
  • Walk through Syros
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Variable
Take an 8-day cruise on the Galileo, which leaves and returns to Athens, to see the Aegean Islands, known for their white-washed villages and ports, bright skies, and crystal seas. During your trip, you can visit popular destinations like Santorini and Mykonos, as well as lesser-known islands such …
Cruise Details
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Stop in beautiful Parga
$12,990
EXPLORE

Mediterranean Enchantments

8 Day Itinerary aboard Emerald Azzurra
  • Visit the site of Delphi
  • Explore the Albanian Riviera
  • Marvel at the town of Kotor
  • Explore ports in 4 countries
Starts / Ends:
Piraeus / Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Variable
This 8-day itinerary aboard the Emerald Azzurra is a great way to be enchanted with the Eastern Mediterranean. Explore the wealth of beauty that Greece has to offer, starting from the port of Piraeus in Athens, sail along the Corinth Canal to Itea and explore the archaeological site of Delphi, …
Cruise Details
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See the ancient world come alive in Athens
$1,899
EXPLORE

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
Activities:
Archaeological Site Visits, Urban Exploration, Village Visits
Activity Level:
Relaxed
Experience the best of Athens with the 4-day Athens City Explorer tour. With the help of an experienced guide, this immersive and comprehensive tour will take you on a captivating journey through the rich history, culture, and landmarks of the ancient city of Athens. Encounter a vast collection of …
Tour Details
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The whitewashed cliffs of Santorini
$3,350
GroupSave
EXPLORE

Classical Greece

8 Day Itinerary aboard Harmony G
  • Explore the beautiful Cyclades
  • Visit the peaceful town of Chora
  • Tour the old quarter of Nafplion
  • Experience archaeological sites
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Snorkeling
Activity Level:
Variable
Board the Harmony G for a week-long round-trip cruise. On this 8-day cruise from and back to Athens, see Greece at its best: the beautiful white-washed Cycladic Islands of Santorini and Mykonos; Crete, the largest and southernmost Greek island; and the Peloponnese, with its historical treasures in …
Cruise Details
0
Explore the beautiful walkways of Santorini
$4,960
EXPLORE

The Jewels of the Aegean

Antalya - Athens - 8 Day Itinerary aboard L'Austral
  • Visit Kusadasi's fishing village
  • Explore UNESCO World Heritage Sites
  • Discover Patmos's landscapes
  • Sail the Cyclades archipelago
Starts / Ends:
Antalya / Athens
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits
Activity Level:
Relaxed
Set sail on the L'Australfor an 8-day cruise to the southern Aegean's most stunning Greek islands, and take in the archipelago's rich cultural history and cool, turquoise waters. Explore Antalya's Roman port, medieval Rhodes, mythic Patmos, and the historic fishing village turned …
Cruise Details
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Milos
$3,095
EXPLORE

Divine Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Explore Cape Sounion
  • Discover the island of Delos
  • Experience Mykonos
  • Enjoy Santorini
Starts / Ends:
Delos / Sifnos
Activities:
Hiking, Small Ship Cruises
Activity Level:
Variable
Embark on an 8-day cruise aboard the Elysium and discover the stunning beauty of the Cyclades. The islands shine with beautiful light and vivid blue colors, surrounded by gorgeous beaches, clear waters, and white buildings. Each island has unique charm and beauty, offering a timeless and peaceful …
Cruise Details
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Sunset over Athens' port
$2,030
Savings
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Delightful Dervishes

Greece - Turkey - 8 Day Itinerary aboard Star Clipper
  • Explore Mykonos
  • Discover Patmos and Chios
  • Enjoy Dikili beach town
  • Stroll Bozcaada cobbled street
Starts / Ends:
Piraeus / Istanbul
Activities:
Small Ship Cruises, Wine Tasting
Activity Level:
Variable
Embark on this 8-day cruise adventure that starts from Athens and ends in Istanbul, Turkey, to explore the stunning beauty of the Eastern Mediterranean aboard the Star Clipper. Explore Mykonos, the cosmopolitan island with rocky hills and beautiful beaches. Discover the serene Greek island of …
Cruise Details
0
Explore colorful villages on Rhodes
$12,790
EXPLORE

Greek Islands & Turkish Coastline

8 Day Itinerary aboard Emerald Azzurra
  • Experience Kusadasi's Grand Bazaar
  • Tour the Mausoleum at Halicarnassus
  • Explore the medieval city of Rhodes
  • Discover stunning Greek islands
Starts / Ends:
Piraeus / Piraeus
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits
Activity Level:
Variable
Sail the azure waters of the southeastern Aegean Sea on this 8-day cruise aboard the Emerald Azzurra. Embark in the port ofPiraeus in Athens, stopping off to explore a number of the stunning Greek, Dodecanese and surrounding islands. From theAegean island of Patmos where Saint John wrote the Book …
Cruise Details
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Stop in beautiful Parga
$5,040
EXPLORE

From The City of Gods to The Canals of Venice

Athens - Venice - 9 Day Itinerary aboard L'Austral
  • Discover Athens' cultural past
  • Marvel at the Corinth Canal
  • Stroll along Itea's old cobblestone
  • Taste the sweet life of Salento
Starts / Ends:
Athens / Venice
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits
Activity Level:
Variable
Explore a 9-day cruise from Athens to Venice aboard L'Austral. Begin in Athens, discovering the Acropolis and vibrant Plaka. Sail through the Corinth Canal for a unique spectacle. In Itea, visit Delphi Sanctuary before embracing Parga's history and lively streets. Otranto in Italy offers …
Cruise Details
0
Ruins Athina Pronaia temple in Ancient Delphi
$15,696
Savings
EXPLORE

Mediterranean Wonders: Sicily, Greece, Sardinia, and Beyond

Spain - Greece - 13 Day Itinerary aboard National Geographic Orion
  • Cruise the Mediterranean Sea
  • Explore standing stones on Menorca
  • Taste Sicilian wine
  • Swim at Kefalonia
  • Explore Delphi and Corinth Canal
Starts / Ends:
Barcelona / Athens
Activities:
Small Ship Cruises
Activity Level:
Relaxed
On this 13-day Mediterranean Wonders: Sicily, Greece, Sardinia, and Beyond Cruise from Spain to Greece aboard National Geographic Orion, traverse the Mediterranean Sea to explore ancient ruins, medieval towns, and culinary delights from Spain and Sardinia to Corsica and Greece. Walk among …
Cruise Details
0
Walking in Santorini
$2,030
EXPLORE

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
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
The Star Clipper brings you closer to unique island cultures, ancient treasures, and the breathtaking beaches of Greece on a spectacular 8-day cruise. History lovers can seek out ruins, both ancient and from the Crusades of the Middle Ages. Shoppers can have a field day in the stores and galleries, …
Cruise Details
0
kalymnos
$3,590
GroupSave
EXPLORE

Hidden Greece: Unexplored Greek Islands

8 Day Itinerary aboard Panorama
  • Discover Kalymnos
  • Enjoy views of the Aegean Sea
  • Learn about the island of Patmos
  • Explore the villages of Ikaria
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits
Activity Level:
Relaxed
Board the Panorama for this8-dayMediterraneancruise to the legendary Greek Isles.Explore stunning island destinations that offer a taste of true Greek culture. These are places where people take pride in offering hospitality, and where things are done with love and soul. Discover hidden gems with …
Cruise Details
0
Stop in beautiful Parga
$11,399
EXPLORE

Ionian Interlude

Barcelona - Rome - 16 Day Itinerary aboard World Navigator
  • Explore Venice's canals and cuisine
  • Explore UNESCO-listed sites
  • Relax on Parga's scenic beaches
  • Hike to San Giovanni Fortress
Starts / Ends:
Barcelona / Civitavecchia
Activities:
Archaeological Site Visits, Local Market Visits, Village Visits, Wine Tasting
Activity Level:
Variable
Set sail on an unforgettable 16-day Ionian Interlude cruise aboard World Navigator, exploring the Mediterranean's wonders.. From Barcelona's vibrant streets to Rome's ancient allure, immerse yourself in rich history, culture, and natural beauty. Discover whimsical architecture in …
Cruise Details
0
Explore the ancient Acropolis
$665
EXPLORE

Athens Snapshot Extension

3 Day Itinerary
  • 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
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Village Visits
Activity Level:
Relaxed
Experience the magic of Athens on this 3-day extension to your time in Greece. Start your journey by visiting the iconic Acropolis and Parthenon, two of the most famous ancient sites in the world. Admire the impressive architecture and learn about the rich history of these iconic landmarks. …
Tour Details
0
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