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Top Greece Trips & Tours in May 2025

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Discover Greece in May 2025 on one of these 19 tours hand-selected by the travel experts at Adventure Life. Explore the best of during May 2025 as you enjoy Archaeological Site Visits, Village Visits, Scuba Diving, Small Ship Sailing, and Urban Exploration. Prices for trips in May 2025 range from $696 to $38,380 for a vacation of 5 to 13 days. Choose any of the below 19 itineraries in May 2025 and customize it when you contact one of Adventure Life's expert Greece trip planners.
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    • Greece
Greek Monastery on a Rock and Sunny Summer Evening
from $4,287
EXPLORE

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
Local Market Visits
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.
Tour Details
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Explore the beautiful walkways of Santorini
from $3,989
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
Wine Tasting
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.
Tour Details
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Church in the center of Marpissa, Paros, Greece
from $2,500
EBD 10%
EXPLORE

Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Galileo
  • Explore Poros neoclassical charm
  • Swim Poliegos turquoise waters
  • Stroll Folegandros cliffside views
  • Tour Delos sacred temples
Starts / Ends
Athens / Athens
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.
Cruise Details
0
Stop in beautiful Parga
from $12,990
2-for-1
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
Activity Level
Variable
Join this 8-day Eastern Mediterranean cruise aboard Emerald Azzurra and explore the wealth of beauty that Greece has to offer. Visit Sarandë on the Albanian Riviera, and Kotor, a truly stunning fortified town on Montenegro’s Adriatic Coast, and conclude in the iconic Croatian city of Dubrovnik.
Cruise Details
0
See the ancient world come alive in Athens
from $2,262
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
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.
Tour Details
0
See the ancient world come alive in Athens
from $3,350
EBD
EXPLORE

Classical Greece

Roundtrip Athens - 8 Day Itinerary aboard Harmony G
  • Explore Kea’s charming port
  • Discover Delos archaeological site
  • Visit Monemvasia’s medieval streets
  • Stroll Nafplion’s old town
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.
Cruise Details
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Wander through the maze of colorful buildings on Santorini
from $5,105
Up to 25%
EXPLORE

Aegean Escape

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
  • Explore Sifnos scenic trails
  • Discover Sikinos landscapes
  • Relax on Ios with pristine beaches
  • Visit Serifos with rugged landscape
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.
Cruise Details
0
Enjoy the beautiful blue waters of the Mediterranean
from $5,105
Up to 25%
EXPLORE

Saronic Gems

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
  • Explore Epidaurus’ ancient theater
  • Visit Aegina’s neoclassical charm
  • Swim Porto Cheli’s waters
  • Wander Nafplion’s old town
Starts / Ends
Lavrion / Lavrion
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.
Cruise Details
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Milos
from $3,150
Up to 25%
EXPLORE

Divine Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Explore Delos sacred ruins
  • Wander Mykonos vibrant alleys
  • Swim Naxos crystal waters
  • Discover Ios golden beach
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Explore the captivating beauty of the Cyclades on this 8-day cruise aboard the Elysium. Discover this enchanting paradise, holding ancient secrets, and embark on a journey to explore its beauty.
Cruise Details
0
The famous windmills of Mykonos
from $5,105
Up to 25%
EXPLORE

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
Activities
Hiking, Scuba Diving, Stand Up Paddle Boarding, Kayaking, Snorkeling
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.
Cruise Details
0
Explore the beautiful walkways of Santorini
from $6,070
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
Village Visits
Activity Level
Variable
Embark on a captivating 8-day cruise along the Greek and Turkish coasts aboard L'Austral. Explore ancient ruins, picturesque islands, and UNESCO World Heritage Sites. From the charming villages of the Dodecanese to the historical treasures of Ephesus and Athens, this cruise promises a diverse and enriching experience.
Cruise Details
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Sunset over Athens' port
from $2,300
EXPLORE

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
Activity Level
Variable
Experience the beauty of the Eastern Mediterranean on this 8-day cruise from Athens to Istanbul with the Star Clipper. Explore the Greek Island's rocky hills, lovely beaches, center markets, and seaside towns and discover the historical origin of the islands' traditions, culture, and architecture.
Cruise Details
0
Explore colorful villages on Rhodes
from $12,790
2-for-1
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
Activity Level
Variable
Board the Emerald Azzurra on this 8-day cruise of the southeastern Aegean Sea, exploring a number of the stunning Greek, Dodecanese and surrounding islands. Explore ports from Rhodes, Amorgos and Mykonos, to Bodrum and Kusadasi in Turkey. Visit Kusadasi's Grand Bazaar, the Mausoleum at Halicarnassus, and the medieval city of Rhodes.
Cruise Details
0
Stop in beautiful Parga
from $6,930
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
Activity Level
Variable
Embark on a 9-day cruise, from the city of Gods to the canals of Venice, aboard the L'Austral! Explore Athens, and marvel at the Corinth Canal. Discover ancient Delphi from Itea and medieval Otranto's mosaic treasures. Dive into Split's history, then meander Piran's Venetian streets before Venice's timeless allure captivates you.
Cruise Details
0
Ruins Athina Pronaia temple in Ancient Delphi
from $15,696
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
Activity Level
Variable
On this 13-day Mediterranean Wonders Cruise from Spain to Greece aboard National Geographic Orion, explore ancient ruins, medieval towns, and culinary delights. Visit Menorca's prehistoric stones, savor Sicilian wine, swim in Kefalonia's waters, and explore Delphi.
Cruise Details
0
Piazza Navona, Rome, Italy
from $3,450
EXPLORE

Italy, Montenegro & Croatia

12 Day Itinerary aboard Star Flyer
  • Explore the Sistine Chapel
  • Visit the medieval city of Kotor
  • Cruise through Venice's canals
  • Discover Amalfi's majestic Duomo
Starts / Ends
Civitavecchia / Venice
Activities
Archaeological Site Visits, Small Ship Sailing
Activity Level
Variable
Embark on a 12-day cruise aboard Star Flyer, cruising through Italy, Montenegro, and Croatia. Experience historic ports, Mediterranean cuisine, and scenic beauty while enjoying the comfort of a traditional sailing ship.
Cruise Details
0
Walking in Santorini
from $2,300
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
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.
Cruise Details
0
kalymnos
from $3,590
EBD 10%
EXPLORE

Unexplored Greece: Aegean Islands

Roundtrip Athens - 8 Day Itinerary aboard Panorama
  • Swim Ikaria’s crystal waters
  • Discover Patmos’ spiritual serenity
  • Taste Amorgos’ local flavors
  • Explore Athens' historic grandeur
Starts / Ends
Athens / Athens
Activity Level
Variable
Sail on an 8-day cruise aboard the Panorama, exploring 10 hidden Greek islands. Discover crystal waters, rich history, and authentic culture, where hospitality and passion are timeless traditions.
Cruise Details
0
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