Top Santorini Trips & Tours in June 2026

from $4,539

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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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from $3,550

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

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from $3,090

EBD 10%

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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

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from $12,190

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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

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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

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from $5,495

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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

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from $3,460

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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

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from $12,740

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Classical Greece

Roundtrip Athens - 8 Day Itinerary aboard Emerald Azzurra

• Explore Delos archaeological island
• Wander Mykonos whitewashed island
• Visit Bodrum seaport
• Discover Rhodes old town

Starts / Ends

Athens / Athens

Activity Level

Variable

Embark on an 8-day cruise aboard the Emerald Azzurra from Athens, exploring Delos, Bodrum, Rhodes, Santorini, Chania, and Hydra. Discover ancient ruins, stunning landscapes, and charming harbors before returning to the historic Greek capital.

Cruise Details

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from $3,610

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Greece, Montenegro & Croatia

Athens - Venice - 12 Day Itinerary aboard Star Clipper

• View beautiful Mykonos
• Walk through sacred temples
• Discover historic Dubrovnik
• Explore the lovely Cres Town
• Visit inviting Korcula

Starts / Ends

Piraeus / Venice

Activity Level

Variable

Join Star Clipper on this 12-day cruise from Athens to Venice. Relax on the teak decks of the majestic tall ship as it sails along the clear waters around Mykonos, Santorini, Katakolon, Corfu, Kotor, Dubrovnik, Korcula, Hvar, Cres, and Venice! Along the way, you can learn about the mythology born here and soak in the sun!

Cruise Details

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from $9,162

Save 60%

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Greek Isles Odyssey: Mythology, History and Cerulean Seas

Athens to Athens - 8 Day Itinerary aboard National Geographic Orion

• Explore Delos’ sacred site
• Tour Akrotiri’s ruins
• Taste wines with experts
• Carve marble in Naxos

Starts / Ends

Athens / Lavrion

Activities

Village Visits, Archaeological Site Visits, Wine Tasting, Hiking, Cooking Classes, Urban Exploration, Stand Up Paddle Boarding, Land & Sea Exploration, Kayaking

Activity Level

Variable

Sail through the Greek Isles on an 8-day voyage aboard National Geographic Orion, featuring experts from Food & Wine magazine. Explore Delos, Milos, Naxos, and more with hands-on cultural experiences, wine tastings, and guided adventures through ancient ruins and island traditions.

Cruise Details

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from $3,240

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Suez Canal Crossing

Piraeus - Safaga - 11 Day Itinerary aboard Star Flyer

• Walk Athens Agora historic site
• Ride Hydra hills scenic trail
• Explore Monemvasia fortress
• Sail through Suez Canal
• Explore Bodrum’s ruins

Starts / Ends

Piraeus / Safaga

Activity Level

Variable

Embark on an 11-day cruise aboard Star Flyer, exploring Greece and Egypt. Begin in Athens, visit Hydra, Monemvasia, Santorini, and Bodrum, and then continue to Rhodos, Alexandria, and Port Said. Explore ancient ruins, stunning islands, and vibrant cultures, with highlights including the Suez Canal and the Red Sea's crystal-clear waters.

Cruise Details

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from $31,340

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Islands of the Mediterranean

Piraeus - Malaga - 12 Day Itinerary aboard Scenic Eclipse II

• Explore Athens’ Acropolis
• Discover Mykonos’ iconic windmills
• Wander Santorini’s streets
• Experience Chania’s Venetian harbor

Starts / Ends

Piraeus / Malaga

Activities

Local Market Visits

Activity Level

Variable

Embark on a 12-day Mediterranean cruise aboard the Scenic Eclipse II, exploring iconic Greek islands like Mykonos and Santorini, along with the charming coastal towns of Sardinia and Ibiza. This journey combines rich cultural immersion, stunning scenery, and regional flavors across Southern Europe.

Cruise Details

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from $3,610

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Suez Canal Crossing

Safaga - Piraeus - 12 Day Itinerary aboard Star Flyer

• Discover Safaga’s Red Sea coast
• Transit the Suez Canal
• Explore Cairo from Port Said
• Walk Rhodes’ Old Town

Starts / Ends

Safaga / Piraeus

Activities

Small Ship Sailing

Activity Level

Variable

Embark on a 12-day cruise from Safaga to Athens aboard the Star Flyer, exploring Egypt's historic sites and Greece's stunning islands. Enjoy visits to the Suez Canal, Alexandria, Rhodes, Santorini, and more.

Cruise Details

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from $14,895

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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

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

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