Have questions? We're here.
Explore the stunning island of Santorini

Top Santorini Trips & Tours in October 2025

Travel made your way ™
Talk with an expert
Build your ideal Greece trip. Call 1.406.541.2677
Start Planning My Trip
Talk with an expert
Discover Santorini in October 2025 on one of these 8 tours hand-selected by the travel experts at Adventure Life. Explore the best of Santorini, Athens, Mykonos, Delos, and Paros during October 2025 as you enjoy archaeological site visits, cruises, village visits, beaches, and small ship cruises. Prices for trips in October 2025 range from $2,300 to $23,120 for a vacation of 8 to 9 days. Choose any of the below 8 itineraries in October 2025 and customize it when you contact one of Adventure Life's expert Santorini trip planners.
Filter (8 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Santorini
Explore the beautiful walkways of Santorini
from$3,989
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:
Archaeological Site Visits, Village Visits, Wine Tasting
Activity Level:
Relaxed
Escape to Greece on this 9-day Island Hopping Adventure that will take you to Athens, Paros, and Santorini. Start your journey in Athens, where you'll explore the architectural wonders of the ancient world, including the Acropolis and the Parthenon. Taste some of the finest Greek cuisines at …
Tour Details
0
Church in the center of Marpissa, Paros, Greece
from$2,500
EBD 10%
EXPLORE

Jewels of the Cyclades

Roundtrip Athens - 8 Day Itinerary aboard Galileo
  • Explore Poros neoclassical charm
  • Swim Poliegos turquoise waters
  • Stroll Folegandros cliffside views
  • Tour Delos sacred temples
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Small Ship Sailing, Village Visits
Activity Level:
Variable
Embark on an 8-day cruise aboard the Galileo. Discover the Cyclades, exploring iconic and lesser-known islands. Depart from Athens and visit Poros, the pristine beaches of Poliegos, and the charming village of Folegandros. Experience Santorini's dramatic caldera views and Paros' vibrant …
Cruise 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
Activities:
Archaeological Site Visits, Village Visits
Activity Level:
Variable
Embark on an 8-day cruise to and from Athens aboard the Harmony G. Depart from Athens and explore Kea’s quiet charm. Visit Delos, an ancient sacred site, and experience Mykonos’ cosmopolitan energy. Admire Santorini’s volcanic landscape and Crete’s rich history. Discover …
Cruise Details
0
Wander through the maze of colorful buildings on Santorini
from$5,105
Up to 25%
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:
Archaeological Site Visits, Scuba Diving, Small Ship Cruises, Village Visits
Activity Level:
Variable
Embark on an 8-day cruise to and from Lavrion aboard the Gemaya. Sail into the enchanting Aegean, where the sea’s mesmerizing blue holds the echoes of ancient myths. Legend tells of Aegeus, the Athenian king, who leaped to his fate in these waters, believing his son lost. Today, this luminous …
Cruise Details
0
Milos
from$3,150
Up to 25%
EXPLORE

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:
Archaeological Site Visits, Hiking, Small Ship Cruises, Village Visits
Activity Level:
Variable
Embark on an 8-day cruise aboard the Elysium, sailing through the enchanting Cyclades, discovering ancient legends and breathtaking landscapes. Begin at Lavrion, setting sail for Cape Sounion to witness the iconic Temple of Poseidon before cruising to Delos, Apollo’s mythical birthplace. …
Cruise Details
0
Colorful local boats in Greece
from$6,940
EXPLORE

Jewels of the Aegean Sea in Music

Athens - Antalya - 8 Day Itinerary aboard Le Laperouse
  • Visit islands of the Aegean Sea
  • Enjoy beautiful Rhodes and Nafplion
  • Visit colorful Kusadasi,Turkey
  • See ancient sacred sites on Delos
Starts / Ends:
Athens / Antalya
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Variable
Explore Jewels of the Aegean Sea in music on this 8-day cruise aboard Le Laperouse. Set sail from Athens to Antalya, and explore ports with access to the finest ancient sites of Greece. Explore the Cycladic gems of Delos and Mykonos, where you'll find UNESCO World Heritage-listed sites of …
Cruise Details
0
from$2,500
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
Activities:
Archaeological Site Visits, Small Ship Sailing, Village Visits
Activity Level:
Variable
Embark on an 8-day cruise aboard the Panorama. Discover the Cyclades, exploring iconic and lesser-known islands. Depart from Athens and visit Poros, the pristine beaches of Poliegos, and the charming village of Folegandros. Experience Santorini's dramatic caldera views and Paros' vibrant …
Cruise Details
0
Walking in Santorini
from$2,300
EXPLORE

Southern Cyclades

8 Day Itinerary aboard Star Clipper
  • Explore beautiful Rhodes
  • Visit Halicarnassus
  • Discover breathtaking Santorini
  • Ride a donkey to a lookout point
Starts / Ends:
Piraeus / Piraeus
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
The Star Clipper brings you closer to unique island cultures, ancient treasures, and the breathtaking beaches of Greece on a spectacular 8-day cruise. History lovers can seek out ruins, both ancient and from the Crusades of the Middle Ages. Shoppers can have a field day in the stores and galleries, …
Cruise Details
0
1-8 of 8 Results

Europe Travel Guide

Top Europe Travel Destinations

Europe Trips by Departure Date

Top Experiences in Europe

Europe Trips by Duration

Europe Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By

Shannon Fischer-Kendro Adventure Life employee profile
Shannon K
Plan My Trip
We love travel, talk with an expert 1.800.344.6118
GOT IT!
We use cookies to give you the best experience on our website. Continue browsing the site if you're ok with this. For more info, please see our privacy policy.