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Adventures in Santorini!

Santorini Trips with Village Visits

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Explore remote villages on one of the below 21 unique Santorini cultural experiences for 2025 or 2026. 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, Wine Tasting, Local Market Visits, 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
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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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Traditional architecture in Greece.
from $3,090
10% EBD
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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
0
Explore the beautiful walkways of Santorini
from $4,174
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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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Explore colorful villages on Rhodes
from $11,990
2for1
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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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See the ancient world come alive in Athens
from $3,350
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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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Visit charming Naxos
from $3,405
Up to 25%
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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
Walking in Santorini
from $2,410
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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
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Wander through the maze of colorful buildings on Santorini
from $5,440
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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
  • Taste Assyrtiko at Volacus Winery
  • Visit Konstantakis for wines
  • Savor village lunch in Platanos
  • Enjoy Mantineia wines at Semeli
Starts / Ends
Athens / Athens
Activity Level
Variable
Join an 8-day cruise on the Panorama to discover Greece's renowned wine regions like Nemea and Santorini, led by expert Tim Clarke. Enjoy exclusive tastings, meet winemakers, and savor regionally inspired dinners while sailing through stunning landscapes.
Cruise Details
0
Explore colorful villages on Rhodes
from $11,990
2for1
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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
0
Walking through the unique architecture of Greece.
from $9,100
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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
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
0
Mykonos at Dusk
from $11,990
2for1
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Athens to Istanbul Adventure

Athens (Piraeus) - Istanbul - 8 Day Itinerary aboard Emerald Azzurra
  • Discover Santorini cliff villages
  • Tour Delos archaeological ruins
  • Visit Ephesus near Kusadasi
  • End journey in Istanbul
Starts / Ends
Athens / Istanbul
Activities
Village Visits, Archaeological Site Visits
Activity Level
Variable
Explore Greece and Turkey on an 8-day cruise aboard Emerald Azzurra. Discover Santorini’s iconic cliffside villages, ancient ruins in Delos and Ephesus, sacred sites in Patmos, and the historic coastlines of Mykonos, Kusadasi, and Kepez. End the journey in Istanbul.
Cruise Details
0
Colorful local boats in Greece
from $8,280
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A Symphony at Sea: The Musical Traditions of Greece

Roundtrip Athens - 8 Day Itinerary aboard Le Champlain
  • Explore historic Athens landmarks
  • Marvel at Delos ruins
  • Enjoy Mykonos’ seaside charm
  • Relax in car-free Hydra
Starts / Ends
Athens / Athens
Activities
Small Ship Sailing
Activity Level
Variable
Set sail on Le Champlain for an 8-day round-trip Mediterranean Cruise from Athens through the Greek Islands. Explore Heraklion, Santorini, Rhodes, Amorgos, Delos, Mykonos, and Hydra. Discover ancient ruins, scenic landscapes, and charming whitewashed villages. Each destination reveals a unique part of Greece’s history, culture, and beauty.
Cruise Details
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The famous windmills of Mykonos
from $13,995
EBD
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Sailing the Greek Islands

Roundtrip Athens - 12 Day Itinerary aboard Douglas Mawson
  • Wander Athens’ ancient sites
  • Explore Mykonos’ vibrant culture
  • Tour Ephesus’ ancient ruins
  • Relax on Patmos beaches
Starts / Ends
Athens / Piraeus
Activity Level
Variable
Set sail on a 12-day cruise aboard the Douglas Mawson through Greece's stunning islands, experiencing vibrant villages and rich Mediterranean culture. Discover historical gems like Rhodes, Santorini, and Ephesus while starting your adventure in Athens.
Cruise Details
0
Beautiful villages cling to Santorini's cliff
from $12,229
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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
Beautiful Taormina, Italy, with Mt. Etna in the background
from $31,340
2for1
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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
0
Suez Canal Bridge, Egypt
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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Charming streets of Mykonos, Greece
from $14,895
Save 50%
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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
0
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