Have questions? We're here.
Stop in Piraeus, the port of Athens

Top Piraeus Trips & Tours

Travel made your way
Talk with an expert
Build your ideal Greece trip. Call 1.406.541.2677
Start Planning My Trip
Select one of the below 35 best Piraeus trips for 2026 and 2027. Your local English-speaking guide will lead your small group or personalized private tour on an extraordinary adventure exploring . Our Piraeus trips for 2026 feature Archaeological Site Visits, Village Visits, Small Ship Sailing, Local Market Visits, and Wine Tasting, and start from $1,740 for trips of 6 to 15 days. Contact Adventure Life's Piraeus trip planning experts to start planning your next seamless trip.
Filter (35 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Piraeus
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
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
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
Explore the ancient Acropolis
from $2,500
SS 25%
EXPLORE

Aegean Gems

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Walk Athens historic Agora
  • Explore Samos harbor ruins
  • Stroll Çeşme white streets
  • Discover Skyros village life
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Discover Greece and Türkiye aboard Star Flyer on an 8-day sailing from Piraeus to Piraeus. Visit Athens’ historic Agora, stroll Samos’ harbor, explore Cesme’s streets, wander Skyros’ villages, relax on Skopelos beaches, and experience Poros’ cultural landmarks. Onboard, enjoy pools, lounges, a library, and a spa.
Cruise Details
0
Discover beautiful Symi island
from $2,500
Air Credit
EXPLORE

Authentic Greek Escape

Roundtrip Piraeus - 8 Day Itinerary aboard Star Flyer
  • Explore Athens historic Agora
  • Stroll Fethiye old town
  • Swim near Symi harbor
  • Wander Monemvasia alleys
Starts / Ends
Piraeus / Piraeus
Activity Level
Variable
Experience 8 days aboard Star Flyer from Piraeus to Piraeus, exploring Greek and Turkish islands. Walk through Athens’ historic Agora, and visit Fethiye, Symi, Astypalea, Sifnos, and Monemvasia. Enjoy beaches, ancient ruins, local culture, and authentic cuisine while sailing traditional waters of the Aegean and Mediterranean Seas.
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, Small Ship Sailing, Archaeological Site Visits, 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 Odeon of Herodes Atticus, Greece
from $11,395
EBD
EXPLORE

Classic Greece: To Antiquity and Beyond

Roundtrip Athens - 10 Day Itinerary aboard MV Douglas Mawson
  • Explore Athens’ ancient wonders
  • Discover Delphi’s ruins
  • Wander Zakynthos’ streets
  • Stroll Gytheio’s harbor
Starts / Ends
Athens / Piraeus
Activity Level
Variable
Experience a 10-day cruise from Athens on the Douglas Mawson, exploring the historic Peloponnese. Visit ancient sites like Olympia and Monemvasia, where the rich heritage of Greece unfolds at every turn.
Cruise Details
0
Adventures in the Mediterranean
from $2,410
Air Credit
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 $1,740
Air Credit
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
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
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
Enjoy the natural beauty of Rhodes
from $6,499
EXPLORE

Aegean Tastes And Tales

Athens Roundtrip - 9 Day Itinerary aboard World Traveller
  • See Hydra harbor village views
  • Mykonos windmills scenic stroll
  • Explore Rhodes medieval town
  • See Agios Nikolaos harbor views
Starts / Ends
Piraeus / Piraeus
Activities
Wine Tasting
Activity Level
Variable
Sail through the Aegean and explore iconic destinations across Greece and Turkey on a 9-day cruise aboard World Traveller. Discover ancient ruins, coastal villages, and island culture. Walk through historic streets, relax on beaches, and explore archaeological landmarks
Cruise Details
0
1-12 of 35 Results

Let us match you to your best adventure.

Talk with an expert trip planner 1.800.344.6118

Plan My Trip
Jason Maynard employee profile
Jason M.
Stop in Piraeus, the port of Athens
Greece

Chat Piraeus 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

Why Travel With Us?

Travel That Gives Back

We partner with operators who prioritize local communities and conservation, so your trip has a positive impact beyond your own experience.

We Save You Time and Stress

Skip the endless research and information overload—our deep destination expertise helps you design a more seamless trip in a fraction of the time.

Rewards!

Secure your 5% Past Traveler Rewards on your next trip, applicable across a variety of operators, brands, and worldwide destinations.

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.