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Top Greece Trips & Tours in May 2026

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Discover Greece in May 2026 on one of these 13 tours hand-selected by the travel experts at Adventure Life. Explore the best of during May 2026 as you enjoy Archaeological Site Visits, Village Visits, Hiking, Local Market Visits, and Scuba Diving. Prices for trips in May 2026 range from $731 to $25,679 for a vacation of 5 to 13 days. Choose any of the below 13 itineraries in May 2026 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 $4,501
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 $4,188
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 $3,090
EBD 10%
EXPLORE

Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Galileo
  • Capture Santorini’s caldera views
  • Swim Poliegos turquoise waters
  • Stroll Folegandros cliffside views
  • Tour Delos sacred temples
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.
Cruise Details
0
See the ancient world come alive in Athens
from $2,376
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
0
Enjoy the beautiful blue waters of the Mediterranean
from $5,375
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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
0
Visit charming Naxos
from $3,325
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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
Explore the beautiful walkways of Santorini
from $5,375
EXPLORE

Aegean Escape

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
  • Explore Kythnos thermal springs
  • Experience Sifnos scenic trails
  • Visit Kimolos charming Chora
  • Enjoy Santorini iconic sunset
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Embark on an 8-day cruise from Lavrion aboard the Gemaya, exploring the stunning Aegean Sea's islands, including Santorini and Milos. Experience picturesque villages, secluded beaches, and rich Greek history amidst breathtaking landscapes.
Cruise Details
0
Colorful flowers and brilliant blue skies complement beautiful Greek islands
from $5,375
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Sparkling Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Gemaya
  • Visit Yiaros and protected wildlife
  • Hike Sifnos scenic trails
  • Swim Despotiko crystal waters
  • Visit ancient ruins in Delos
Starts / Ends
Lavrion / Lavrion
Activities
Archaeological Site Visits, Village Visits, Hiking, Scuba Diving, Kayaking, Stand Up Paddle Boarding, Snorkeling
Activity Level
Variable
Embark on an 8-day cruise through the Greek Cyclades aboard the Gemaya, visiting breathtaking islands like Milos, Sifnos, and Delos. Explore pristine beaches, rich heritage, and vibrant culture, concluding your journey at the tranquil marine sanctuaries of Yiaros and Kea.
Cruise Details
0
Sunset over Athens' port
from $2,410
EXPLORE

Delightful Dervishes

Piraeus - Istanbul - 8 Day Itinerary aboard Star Flyer
  • Discover Piraeus’ vibrant gateway
  • Explore Mykonos’ charming harbor
  • Visit Patmos’ serene monastery
  • Experience Chios’ mastic heritage
Starts / Ends
Pireaus Port / Istanbul
Activity Level
Variable
Set sail on an 8-day cruise from Piraeus to Istanbul aboard the Star Flyer. Explore iconic landmarks, vibrant islands, ancient ruins, and serene coastal towns before concluding in Istanbul's cultural splendor.
Cruise Details
0
Ruins Athina Pronaia temple in Ancient Delphi
from $16,172
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
Land & Sea Exploration
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
kalymnos
from $3,690
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
Explore the ancient Acropolis
from $731
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
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.
Tour Details
0
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TrustScore 4.8 | 530 reviews
TrustScore 4.8 of 5
total score
Based on 530 reviews on
review score
1 week ago
Our trip to Greece was memorable. Adventure Life arranged for a private driver and daily tour leaders who were knowledgeable and personable. The day we were supposed to return, Greece had a 24-hour strike. Elma handled all the transportation problems promptly. I love that Adventure Life has people with experience in different parts of the world, plus local contacts.
JoAnn H.
review score
2 weeks ago
We have used Franny from Adventure Life to help us plan trips to South Africa (with 2 safari lodges), Ecuador, Belize, and Greece. Every trip was phenomenal. Franny will get to know you and what you like - then she plans magical experiences for you! I love having someone who knows my preferences and plans it for me - the trips have not been overpriced and they take the stress out of travel planning.
Debby Casson
review score
4 months ago
THEY GET BACK TO YOU PROMPTLY WITH ANSWERS TO YOUR CONCERNS OR QUESTIONS.
L Boerma
review score
5 months ago
What make Adventure-Life great are the people. Plus the expertise that different people have for different areas of the world.
JoAnn H.
review score
6 months ago
Very informative! Good job!
Penne Johnson

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