Have questions? We're here.
Royal Clipper, Star Clippers Americas

Greece sailing cruises

Travel made your way
Talk with an expert
Build your ideal Greece trip. Call 1.406.541.2677
Start Planning My Trip
Experience the wonders of the Eastern Mediterranean on a small ship sailing adventure with Adventure Life. Discover the heavenly scents of lavender in the fields around Hvar, Croatia, and marvel at the iconic beauty of Dubrovnik. From archaeological site visits to snorkeling in crystal-clear waters, this journey offers a relaxed pace suitable for all travelers. Explore the vibrant heritage and breathtaking landscapes of Italy, Montenegro, and Croatia on luxurious tall ships like the Royal Clipper. Whether you choose to sail from Venice to Rome or Rome to Venice, each journey promises friendly service and a delightful menu of international foods. Engage in urban exploration, archaeological site visits, and village visits while falling asleep to the gentle rhythms of the sea. Don't miss this opportunity to immerse yourself in the wonders of the Mediterranean and create unforgettable memories. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
Filter (40 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Greece
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
Walking in Santorini
from $2,410
Air Credit
EXPLORE

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
Vineyard in Greece
from $5,300
Up to 50%
EXPLORE

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
Archaeological ruins
from $3,750
Save 10%
EXPLORE

Greek Islands & Turkey

Roundtrip Lavrion - 8 Day Itinerary aboard Panorama
  • Stroll Kea picturesque port
  • Explore Delos ancient ruins
  • Discover Patmos historic sites
  • Savor Sifnos fresh seafood
Starts / Ends
Lavrion / Lavrion
Activity Level
Variable
Experience an 8-day cruise on the Panorama through the Aegean Sea, visiting islands like Delos, Mykonos, and Naxos, along with ancient Ephesus in Turkey. Enjoy guided excursions and leisurely walks to immerse yourself in the rich history and culture of these stunning Mediterranean destinations.
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
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
The famous windmills of Mykonos
from $13,995
EBD
EXPLORE

Sailing the Greek Islands

Roundtrip Athens - 12 Day Itinerary aboard MV 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
Sail the Mediterranean
from $2,500
SS 25%
EXPLORE

Greek Island Odyssey

Piraeus Roundtrip - 8 Day Itinerary aboard Star Flyer
  • Walk Ancient Athens landmarks
  • Explore Karpathos Harbor
  • Visit Ephesus Ruins
  • Explore Patmos Heritage
Starts / Ends
Athens / Piraeus
Activity Level
Variable
Sail for 8 days aboard Star Flyer on the Greek Island Odyssey through the Aegean Sea. Travel from Athens to Karpathos, Rhodes, Kusadasi, Patmos, and Andros, balancing iconic ports, historic sites, and relaxed sailing days before returning to Piraeus.
Cruise Details
0
Colorful local boats in Greece
from $8,280
EXPLORE

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
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
0
Explore the ancient Acropolis
from $9,070
EXPLORE

The Greek islands with Nemanja Radulovic and friends

Athens Roundtrip - 8 Day Itinerary aboard Le Dumont-d'Urville
  • Explore Ancient Philippi
  • Discover Thessaloniki’s Heritage
  • Walk Volos' Traditional Villages
  • See Monasteries of Athos
Starts / Ends
Athens / Athens
Activity Level
Variable
Sail on an 8-day round-trip cruise from Athens aboard Le Dumont-d'Urville, exploring northern Greece. Visit Skiathos, Volos, Thessaloniki, Mount Athos, Kavala, Limnos, and Hydra. Discover UNESCO sites, historic towns, and coastal trails. Highlights include Byzantine churches, ancient ruins, and local cuisine along the Aegean coast.
Cruise Details
0
Volcanic landscape on Milos, Greek Islands, with clear water
from $7,495
EXPLORE

Summer Breeze Through The Aegean

Athens to Athens - 8 Day Itinerary aboard Sea Cloud II
  • Uncover the secrets of the Cyclades
  • Explore Epidaurus’ living history
  • See Panagia Hozoviotissa
  • Stroll charming Aegean harbor town
Starts / Ends
Piraeus / Athens
Activity Level
Variable
Experience an 8-day Mediterranean cruise aboard Sea Cloud II roundtrip from Athens. Sail the Aegean Sea under full canvas, explore Amorgos and Milos in the Cyclades, visit Nauplio and Poros in the Peloponnese, and discover UNESCO World Heritage sites including Epidaurus and the Acropolis.
Cruise Details
0
Enjoy stunning views from the island of Santorini
from $2,500
Air Credit
EXPLORE

Eternal Cyclades

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Athens ancient Agora
  • Discover Milos volcanic landscapes
  • Visit Adamas Sarakiniko Bay
  • Enjoy Santorini black sand beaches
Starts / Ends
Piraeus / Piraeus
Activities
Village Visits, Archaeological Site Visits, Small Ship Sailing, Local Market Visits
Activity Level
Variable
Embark on an 8-day cruise aboard the Star Flyer, exploring ancient sites in Greece and Turkey, including the Acropolis and the ruins of Halicarnassus. Visit beautiful destinations like Milos, Crete, Santorini, and Hydra before concluding your journey in Piraeus.
Cruise Details
0
The towering ruins of the Acropolis rise over Athens
from $2,410
Air Credit
EXPLORE

Northern Cyclades

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Piraeus bustling port city
  • Discover Kusadasi grand ruins
  • Visit Amorgos soaring cliffs
  • Stroll Mykonos harbor
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Set sail on an 8-day cruise aboard the Star Flyer to explore Greece’s ancient ruins and beautiful islands, starting in Piraeus. Experience vibrant destinations like Kusadasi, Patmos, and Mykonos while enjoying guided tours and hands-on sailing activities.
Cruise Details
0
1-12 of 40 Results

Plan smarter. Spend better.

Talk with an expert trip planner 1.800.344.6118

Plan My Trip
Shannon Fischer-Kendro Adventure Life employee profile
Shannon K.
Golden light reflecting off the whitewashed buildings of Santorini
Greece

Chat Greece with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
1.800.344.6118

Where is your next adventure?

Contact Chat Call
More Reasons

Why Travel With Adventure Life

All News

Featured In

How it Works

Connect

No cost, no commitment. Talk with our experts about your dream trip.

Plan

Share your travel style—we match you with the right itinerary or create one just for you.

Book

Lock in knowing every detail is handled and you’re fully supported.

Travel

Enjoy a seamless journey—and unlock 5% off your next adventure.

Greece Travel Guide

Favorite Greece Greece All Trips

Top Greece Travel Destinations

Greece Trips by Departure Date

Top Experiences in Greece

Greece Trips by Duration

Greece Trips by Activity