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 800.344.6118
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 (21 Results)
  • Start Date
    Months
    Years
  • 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
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
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
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
Enjoy stunning views from the island of Santorini
from $2,500
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
Adventures in the Mediterranean
from $2,410
EXPLORE

Sporades Highlights

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Athens' Acropolis
  • Discover Pergamon’s acropolis
  • Stroll Skopelos whitewashed streets
  • Admire Poros’ naval traditions
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Set sail on an 8-day cruise aboard the Star Flyer, exploring Greece and Turkey's rich history and stunning landscapes. Enjoy traditional tall-ship sailing and breathtaking Aegean destinations from ancient Athens to charming Skopelos.
Cruise Details
0
Athens Acropolis
from $2,820
EXPLORE

Sicily & Greece

Piraeus - Valletta - 9 Day Itinerary aboard Star Flyer
  • Explore Milos Sarakiniko Bay
  • Visit Chania Venetian harbor
  • Walk Gythio streets
  • Explore Valletta the walled city
Starts / Ends
Piraeus / Valletta
Activity Level
Variable
Experience a 9-day Mediterranean sailing cruise on the Star Flyer, exploring ancient Athens, stunning Milos, and the charming alleys of Chania. Visit historic sites in Gythio, Pylos, Syracuse, Gozo, and end in Valletta, famous for its fortified city and gardens.
Cruise Details
0
A stunning view of Nafplion, Greece
from $2,150
SS 25%
EXPLORE

Sicily & Greece

Valletta to Athens - 7 Day Itinerary aboard Star Flyer
  • Explore Valletta the walled city
  • Explore Syracuse ruins
  • Visit Pilos Navarino Bay
  • Stroll Nafplio waterfront
Starts / Ends
Valletta / Piraeus
Activity Level
Variable
Join a 7-day cruise from Valletta to Piraeus on the Star Flyer, exploring historic sites like Syracuse's archaeological park and Monemvasia's Byzantine fortress. Visit Nafplio's Venetian architecture before concluding in Piraeus, where you can explore Athens' Acropolis and Agora.
Cruise Details
0
Athens Acropolis
from $1,740
EXPLORE

Sicily & Greece

Piraeus - Valletta - 6 Day Itinerary aboard Star Clipper
  • Explore Athens ancient Agora
  • Walk Monemvasia twisting alleys
  • Wander Syracuse baroque piazzas
  • Discover Valletta capital
Starts / Ends
Piraeus / Valletta
Activity Level
Variable
Embark on a 6-day Mediterranean cruise from Piraeus to Valletta aboard the Star Clipper, visiting historic sites in Greece, Italy, and Malta. Highlights include Monemvasia, Pilos, and Syracuse, concluding in Valletta, a UNESCO World Heritage site.
Cruise Details
0
Sunset over Athens' port
from $2,500
SS 25%
EXPLORE

Delightful Dervishes

Piraeus - Istanbul - 8 Day Itinerary aboard Star Flyer
  • Discover Piraeus’ vibrant gateway
  • Explore Mykonos’ charming harbor
  • Visit Patmos’ serene monastery
  • Experience Chios’ mastic heritage
Starts / Ends
Pireaus Port / Istanbul
Activities
Wine Tasting
Activity Level
Variable
Set sail on an 8-day cruise from Piraeus to Istanbul aboard the Star Flyer. Explore iconic landmarks, vibrant islands, ancient ruins, and serene coastal towns before concluding in Istanbul's cultural splendor.
Cruise Details
0
Poros, Greece
from $2,500
SS 25%
EXPLORE

Yachtsman's Paradise

Istanbul - Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Istanbul’s dynamic blend
  • Visit Dikili’s quiet harbor
  • Wander Skopelos Town’s alleys
  • Walk Piraeus to ancient Athens
Starts / Ends
Istanbul / Piraeus
Activity Level
Variable
Embark on an 8-day cruise from Istanbul to Athens aboard the Star Flyer, exploring ancient sites like Pergamon and experiencing charming coastal towns. Conclude your journey in historic Athens, the cradle of democracy and Western philosophy.
Cruise Details
0
Explore the ancient Acropolis
from $2,290
SS 25%
EXPLORE

Sicily & Greece

Piraeus - Valletta - 7 Day Itinerary aboard Royal Clipper
  • Wander Athens Ancient Agora
  • Explore Pylos Navarino Bay
  • Explore Syracuse’s historical ruins
  • Visit Valletta’s museums palaces
Starts / Ends
Piraeus / Valletta
Activity Level
Variable
Set sail on a 7-day Mediterranean cruise from Piraeus to Valletta aboard the Royal Clipper, exploring historic Athens, Monemvasia's Byzantine fortress, and Pylos, famous for King Nestor’s Palace. Discover Sicily's Syracuse and Malta's Gozo, known for diving and coastal caves, before concluding in the fortified capital of Valletta.
Cruise Details
0
1-12 of 21 Results
  • 1
  • 2

Let us match you to your best adventure.

Talk with an expert trip planner 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
800.344.6118

Where is your next adventure?

Contact Chat Call

Why Travel With Us?

Rewards That Go Further

Secure your 5% Past Traveler Rewards across a wide range of ships and destinations - not a single brand and not just cruises.

More Value, Less Risk

Our extensive travel experience helps you avoid common pitfalls, maximize your time, and get the most out of every part of your trip.

One Seamless Journey

We bring cruise and land together into a single, well-orchestrated experience—so your trip feels cohesive, not pieced together.

As 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.