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Explore the stunning island of Santorini

Top Santorini Trips & Tours in June 2025

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Discover Santorini in June 2025 on one of these 11 tours hand-selected by the travel experts at Adventure Life. Explore the best of during June 2025 as you enjoy Archaeological Site Visits, Village Visits, Small Ship Sailing, Wine Tasting, and Cooking Classes. Prices for trips in June 2025 range from $3,090 to $42,495 for a vacation of 8 to 12 days. Choose any of the below 11 itineraries in June 2025 and customize it when you contact one of Adventure Life's expert Santorini trip planners.
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Explore the beautiful walkways of Santorini
from $4,323
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
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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A stunning view of Nafplion, Greece
from $3,450
EBD
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Classical Greece

Roundtrip Athens - 8 Day Itinerary aboard Harmony V
  • Stroll Nafplion’s old town
  • Visit the peaceful town of Chora
  • Discover Delos archaeological site
  • Explore Kea’s charming port
Starts / Ends
Athens / Athens
Activities
Snorkeling
Activity Level
Variable
Set sail on an 8-day cruise from Athens aboard the Harmony V, 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
Traditional architecture in 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
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
Santorini , Greece
from $12,709
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Sailing the Greek Isles

8 Day Itinerary aboard Sea Cloud
  • Experience the Cyclades
  • Discover the ruins of Delos
  • Discover the age-old villages
  • Discover the beauty of Santorini
Starts / Ends
Athens / Athens
Activity Level
Variable
Explore the sun-kissed Greek Isles on this 8 luxury cruise aboard the Sea Cloud, a 58-guest sailboat. Each stop on this round trip cruise from Piraeus is brimming with activities, such as exploring the sanctuary ruins of Delos, the iconic cliffside villages of Santorini, and the Classical Greek culture and mythology.
Cruise Details
0
See the ancient world come alive in Athens
from $3,350
EBD
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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
Wander through the maze of colorful buildings on Santorini
from $5,390
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
Activities
Scuba Diving
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
Milos
from $3,340
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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
Activities
Hiking
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
Turquoise sea of Hvar island
from $3,450
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Greece, Montenegro & Croatia

Venice - Athens - 12 Day Itinerary aboard Star Flyer
  • Admire Venice’s romantic icons
  • Explore Cres' Venetian charm
  • Wander Hvar amid lavender fields
  • Stroll Corfu’s lush hillsides
Starts / Ends
Venice / Piraeus
Activities
Small Ship Sailing
Activity Level
Variable
Set sail on a 12-day cruise from Venice to Piraeus aboard the Star Flyer, visiting stunning Mediterranean ports like Dubrovnik, Kotor, and Santorini. Enjoy onboard activities and guided excursions highlighting local culture and history across Italy, Croatia, Montenegro, and Greece.
Cruise Details
0
Donkeys are a traditional form of transportation in Greece
from $3,450
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Greece, Montenegro & Croatia

Piraeus - Venice - 12 Day Itinerary aboard Star Flyer
  • Discover Mykonos
  • Experience Santorini
  • Explore Corfu
  • Discover Kotor
Starts / Ends
Piraeus / Venice
Activity Level
Variable
Embark on a 12-day cruise aboard the Star Flyer. Discover ancient Athens, the charm of Mykonos, the beauty of Santorini, the sacred sites of Katakolon, Corfu's lush landscapes, the medieval allure of Kotor, Dubrovnik's splendor, Korcula's history, Hvar's lavender fields, and the romance of Venice.
Cruise Details
0
Charming streets of Mykonos, Greece
from $14,495
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Cruising the Greek Isles

Roundtrip Athens - 10 Day Itinerary aboard Le Dumont-d'Urville
  • Explore ancient Greek ruins
  • Visit Crete's Knossos Palace
  • Experience Santorini wine and hike
  • Wander in Patmos villages
Starts / Ends
Athens / Athens
Activities
Wine Tasting, Cooking Classes, Urban Exploration, Archaeological Site Visits, Village Visits
Activity Level
Variable
Sail through Greece on a 12-day luxury cruise aboard Le Dumont d’Urville, from ancient Athens to sun-soaked islands like Santorini, Mykonos, and Patmos. Explore iconic ruins, whitewashed villages, and hidden gems with guided tours, hands-on culinary experiences, and exclusive cultural encounters that reveal the true heart of the Greek Isles.
Cruise Details
0
from $3,090
Up to 50%
EXPLORE

Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Panorama
  • Stroll Folegandros cliffside views
  • Tour Delos sacred temples
  • Swim Poliegos turquoise waters
  • Explore Poros neoclassical charm
Activity Level
Variable
Set sail on an 8-day cruise aboard the Panorama, 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
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