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Adventures in Santorini!

Santorini Trips with Village Visits

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Explore remote villages on one of the below 23 unique Santorini cultural experiences for 2026 or 2027. Visit the local village, meet the people, experience local cuisine with a local English speaking guide on your own private tour or small group guided tour. Discover unique local cultures on trips that include activities like Archaeological Site Visits, Small Ship Sailing, Local Market Visits, Wine Tasting, and Cooking Classes and cost from $2,410 for experiences of 8 to 13 days. Tell us about your ideal Santorini cultural trip and our Santorini experts will help you plan every detail of your next trip.

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A stunning view of Nafplion, Greece
from $3,550
EBD 10%
EXPLORE

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 $2,871
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
Explore the beautiful walkways of Santorini
from $4,208
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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
0
Explore colorful villages on Rhodes
from $11,990
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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
Activities
Local Market Visits
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
See the ancient world come alive in Athens
from $3,350
EBD 10%
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
Visit charming Naxos
from $3,445
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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
Activities
Hiking
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
Walking in Santorini
from $2,410
Air Credit
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Southern Cyclades

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Piraeus vibrant port city
  • Wander Rhodes medieval streets
  • Discover Bodrum rich history
  • Admire Santorini whitewashed cliffs
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Set sail for 8 days on the Star Flyer, exploring historic Aegean ports from Piraeus to Rhodes and Bodrum while enjoying stunning views in Santorini and Hydra. Experience local culture, cuisine, and relaxation, culminating in a memorable return to Piraeus.
Cruise Details
0
Wander through the maze of colorful buildings on Santorini
from $5,500
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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
0
Vineyard in Greece
from $5,300
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Wines of Greece

Roundtrip Athens - 8 Day Itinerary aboard Panorama
  • Visit Poros with fine Ionian wines
  • Wander Nafplio ruins of Mycenae
  • Walk Naxos charming villages
  • Admire Syros architecture
Starts / Ends
Athens / Athens
Activities
Wine Tasting
Activity Level
Variable
Join an 8-day Greek wine cruise aboard the Panorama, guided by expert Tim Clarke. Explore the evolution of Greek wine production through tastings, vineyard visits, and lectures, all while enjoying the rich agricultural culture of the region.
Cruise Details
0
Iconic view of Syros island Blue sea with houses and mountains
from $2,700
EXPLORE

Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Harmony G
  • Discover Poliegos turquoise waters
  • Taste Folegandros local delicacies
  • Tour Santorini Akrotiri ruins
  • View Delos archaeological site
Starts / Ends
Athens / Athens
Activity Level
Variable
Join an 8-day cruise on the Harmony G, exploring beautiful islands like Poliegos, Folegandros, and Santorini, where you can enjoy swimming, local cuisine, and historical sites. Finish your journey in Athens after stops in Mykonos and Kythnos, with memorable experiences including a Greek Night celebration.
Cruise Details
0
A traditional Greek table setup known as a meze spread, specifically showcasing ouzo paired with various seafood appetizers
from $3,090
EXPLORE

Αegean Food & Culture Stories

Roundtrip Piraeus - 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
Archaeological Site Visits, Village Visits, Small Ship Sailing
Activity Level
Variable
Join an 8-day culinary cruise in the Cyclades on the Galileo, hosted by culinary expert Angelis Nannos. Experience daily tastings, learn about Aegean traditions, and explore beautiful islands while enjoying insights into the region's food and agriculture.
Cruise Details
0
Explore colorful villages on Rhodes
from $11,990
EXPLORE

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
0
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Adventures in Santorini!
Greece

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