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Top Greece Trips & Tours in May 2027

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Discover Greece in May 2027 on one of these 7 tours hand-selected by the travel experts at Adventure Life. Explore the best of during May 2027 as you enjoy Archaeological Site Visits, Village Visits, Hiking, Wine Tasting, and Cooking Classes. Prices for trips in May 2027 range from $2,500 to $41,390 for a vacation of 8 to 11 days. Choose any of the below 7 itineraries in May 2027 and customize it when you contact one of Adventure Life's expert Greece trip planners.
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    • Greece
Explore colorful villages on Rhodes
from $14,990
Up to 30%
EXPLORE

Greek Islands & Turkish Coastline

Roundtrip Athens - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Athens' sophistication
  • Discover Delos' mythological past
  • Experience Mykonos' whitewashed
  • Visit Patmos’ sacred cave
Starts / Ends
Athens / Athens
Activity Level
Variable
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.
Cruise Details
0
Visit charming Naxos
from $3,590
EBD 10%
EXPLORE

Divine Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Discover Ios golden beach
  • Swim Naxos crystal waters
  • Wander Mykonos vibrant alleys
  • Explore Delos sacred ruins
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
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.
Cruise Details
0
Relax on the sunny beaches of Paros
from $3,590
EBD 10%
EXPLORE

Mythical Aegean Adventure

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Explore Delos historic ruins
  • Wander Mykonos lively alleys
  • Visit Kusadasi ancient Ephesus
  • Swim Paros secluded bay
Starts / Ends
Lavrion / Lavrion
Activities
Snorkeling
Activity Level
Variable
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.
Cruise Details
0
Sail the Mediterranean
from $2,500
Air Credit
EXPLORE

Greek Island Odyssey

Piraeus Roundtrip - 8 Day Itinerary aboard Star Flyer
  • Walk Ancient Athens landmarks
  • Explore Karpathos Harbor
  • Visit Ephesus Ruins
  • Explore Patmos Heritage
Starts / Ends
Athens / Piraeus
Activities
Archaeological Site Visits, Village Visits, Small Ship Sailing
Activity Level
Variable
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.
Cruise Details
0
Beautiful villages cling to Santorini's cliff
from $13,000
Save 20%
EXPLORE

Crossroads of the Ancient World: Exploring Greece and Turkey

Roundtrip Athens - 11 Day Itinerary aboard National Geographic Orion
  • Discover the Delos Heritage Site
  • Explore Patmos and its sites
  • Discover Chios’s medieval villages
  • Sightseeing at the ruins of Ephesus
  • Santorini and Naxos exploration
Starts / Ends
Athens / Lavrion
Activities
Photography Seminars
Activity Level
Variable
Join this 11-day Mediterranean cruise aboard National Geographic Orion from Athens. Visit Delos, Patmos, and Chios’s medieval villages. Explore the ruins of Ephesus and the Castle of St. Peter in Bodrum, and enjoy water activities on nearby islands. Capture Leros’s windmills, explore Santorini’s volcanic history, and discover Naxos’s culture.
Cruise Details
0
Ruins Athina Pronaia temple in Ancient Delphi
from $9,100
Save 20%
EXPLORE

Ancient Mediterranean: Exploring Greece, Croatia and Albania

Greece to Croatia - 8 Day Itinerary aboard National Geographic Orion
  • Navigate scenic Corinth Canal
  • Explore Delphi Ruins
  • Stroll Dubrovnik Walls
  • Taste Local Wines
Starts / Ends
Athens / Zadar
Activities
Wine Tasting, Hiking, Cooking Classes, Kayaking, Festival Visits, Urban Exploration, Wildlife Viewing, Stand Up Paddle Boarding
Activity Level
Variable
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.
Cruise Details
0
kalymnos
from $3,750
10% EBD
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
Activities
Local Market Visits
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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