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Top Greece Trips & Tours in September 2025

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Discover Greece in September 2025 on one of these 18 tours hand-selected by the travel experts at Adventure Life. Explore the best of Athens, Santorini, Mykonos, Hydra, and Nafplion during September 2025 as you enjoy archaeological site visits, cruises, small ship cruises, village visits, and beaches. Prices for trips in September 2025 range from $1,862 to $38,380 for a vacation of 7 to 9 days. Choose any of the below 18 itineraries in September 2025 and customize it when you contact one of Adventure Life's expert Greece trip planners.
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    • Greece
Greek Monastery on a Rock and Sunny Summer Evening
$3,975
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Highlights of Classical Greece

7 Day Itinerary
  • Visit Athens, the capital of Greece
  • See iconic landmark in Athens
  • Visit Archaeological site of Mycena
  • See the charming town of Nafplion
  • See iconic site in Olympia
  • Explore Delphi, naval of the world
  • See the rock formation in Meteora
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Local Market Visits, Urban Exploration, Village Visits
Activity Level:
Relaxed
Embark on a journey through the ancient world on a 7-day classical Greece adventure from Athens. Discover the rich cultural heritage of Athens as you visit its famous landmarks, including the Acropolis and Parthenon. Explore the picturesque town of Nafplion, the first capital of Greece, and marvel …
Tour Details
0
Explore the beautiful walkways of Santorini
$3,264
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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
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
Traditional architecture in Greece.
$2,500
EXPLORE

Jewels of the Cyclades

8 Day Itinerary aboard Galileo
  • Dine at traditional Greek Tavernas
  • Enjoy a swim-stop at Poliegos
  • Explore Delos's archaeological site
  • Walk through Syros
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Variable
Take an 8-day cruise on the Galileo, which leaves and returns to Athens, to see the Aegean Islands, known for their white-washed villages and ports, bright skies, and crystal seas. During your trip, you can visit popular destinations like Santorini and Mykonos, as well as lesser-known islands such …
Cruise Details
0
Stop in beautiful Parga
$11,990
EXPLORE

Mediterranean Enchantments

8 Day Itinerary aboard Emerald Azzurra
  • Visit the site of Delphi
  • Explore the Albanian Riviera
  • Marvel at the town of Kotor
  • Explore ports in 4 countries
Starts / Ends:
Piraeus / Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Variable
This 8-day itinerary aboard the Emerald Azzurra is a great way to be enchanted with the Eastern Mediterranean. Explore the wealth of beauty that Greece has to offer, starting from the port of Piraeus in Athens, sail along the Corinth Canal to Itea and explore the archaeological site of Delphi, …
Cruise Details
0
See the ancient world come alive in Athens
$1,862
EXPLORE

Athens City Explorer

4 Day Itinerary
  • See iconic landmark in Athens
  • Visit Athens, the capital of Greece
  • Take a leisurely walk in Plaka
  • Visit Archaeological site of Mycena
  • See the charming town of Nafplion
  • See the lovely sea front of Athens
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Urban Exploration, Village Visits
Activity Level:
Relaxed
Experience the best of Athens with the 4-day Athens City Explorer tour. With the help of an experienced guide, this immersive and comprehensive tour will take you on a captivating journey through the rich history, culture, and landmarks of the ancient city of Athens. Encounter a vast collection of …
Tour Details
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The whitewashed cliffs of Santorini
$3,350
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Classical Greece

8 Day Itinerary aboard Harmony G
  • Explore the beautiful Cyclades
  • Visit the peaceful town of Chora
  • Tour the old quarter of Nafplion
  • Experience archaeological sites
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Snorkeling
Activity Level:
Variable
Board the Harmony G for a week-long round-trip cruise. On this 8-day cruise from and back to Athens, see Greece at its best: the beautiful white-washed Cycladic Islands of Santorini and Mykonos; Crete, the largest and southernmost Greek island; and the Peloponnese, with its historical treasures in …
Cruise Details
0
Wander through the maze of colorful buildings on Santorini
$4,555
Savings
EXPLORE

Aegean Escape

8 Day Itinerary aboard Gemaya
  • Visit Kythnos' famous baths
  • Explore the dreamy island of Sifnos
  • Explore Sarakiniko beach
  • Enjoy Santorini
  • See the sandy beaches of Magganari
Starts / Ends:
Lavrion / Lavrion
Activities:
Archaeological Site Visits, Kayaking, Local Market Visits, Small Ship Cruises, Snorkeling, Stand Up Paddle Boarding, Village Visits
Activity Level:
Variable
Explore the Aegean Sea's pristine Blue waters while cruising on the boutique yacht, Gemaya. This 8-day round-trip Greece cruise takes you around the Cyclades, to the famous Santorini and Milos islands, but most importantly, to lesser-known islands that are untouched, unspoiled, and …
Cruise Details
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Enjoy the beautiful blue waters of the Mediterranean
$5,185
Savings
EXPLORE

Saronic Gems

8 Day Itinerary aboard Gemaya
  • Visit ancient ruins in Epidaurus
  • Explore Poros beautiful beaches
  • Enjoy swimming in Porto Cheli
  • Visit many museum in Nafplion
  • Explore the island of Spetses
  • Discover Hydra's ancient ruins
Starts / Ends:
Lavrion / Lavrion
Activities:
Archaeological Site Visits, Kayaking, Local Market Visits, Small Ship Cruises, Snorkeling, Village Visits
Activity Level:
Variable
Discover the Saronic Islands of Greece on this 8-day journey aboard the Gemaya, a group of charming islands with pristine beaches, and experience Greek beauty and rich cultural history. Setting sail from Lavrion, your adventure begins with a visit to Epidaurus, renowned for its ancient theater and …
Cruise Details
0
The famous windmills of Mykonos
$5,185
Savings
EXPLORE

Sparkling Cyclades

8 Day Itinerary aboard Gemaya
  • See pristine waters of Milos
  • Explore Sifnos' vibrant culture
  • Enjoy swimming in Despotiko
  • Visit ancient ruins in Delos
  • Explore the island of Syros
  • See marine sanctuary in Yiaros
Starts / Ends:
Lavrion / Lavrion
Activities:
Archaeological Site Visits, Kayaking, Local Market Visits, Small Ship Cruises, Snorkeling, Stand Up Paddle Boarding, Village Visits
Activity Level:
Variable
Experience the Greek Sparkling Cyclades on this 8-day voyage on the Gemaya, a group of enchanting islands with pristine beaches and a rich cultural history. From Lavrion, your adventure begins with a visit to Milos and Sarakiniko Bay, known for their milky blue waters that swell into the sea caves. …
Cruise Details
0
Admire the temples of the Athenian acropolis
$5,750
EXPLORE

European Autumn in the Aegean Sea

Athens Roundtrip - 8 Day Itinerary aboard Le Dumont-d'Urville
  • Explore the rocky plateau of Athens
  • Sail along Mount Athos
  • Explore car-free island of Hydra
  • Discover Skiathos' white houses
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Village Visits
Activity Level:
Variable
Embark on an 8-day cruise aboard Le Dumont-d'Urville to explore the Aegean Sea's treasures. Begin in Athens, blending ancient and modern amidst the Acropolis. Explore Plaka's streets, and taste local cuisine. Discover Skiathos' beauty, Volos' mythical charm, and …
Cruise Details
0
Milos
$3,200
EXPLORE

Divine Cyclades

Roundtrip Lavrion - 8 Day Itinerary aboard Elysium
  • Explore Cape Sounion
  • Discover the island of Delos
  • Experience Mykonos
  • Enjoy Santorini
Starts / Ends:
Delos / Sifnos
Activities:
Hiking, Small Ship Cruises
Activity Level:
Variable
Embark on an 8-day cruise aboard the Elysium and discover the stunning beauty of the Cyclades. The islands shine with beautiful light and vivid blue colors, surrounded by gorgeous beaches, clear waters, and white buildings. Each island has unique charm and beauty, offering a timeless and peaceful …
Cruise Details
0
The famous windmills of Mykonos
$1,930
EXPLORE

Northern Cyclades

Roundtrip Greece - 8 Day Itinerary aboard Star Clipper
  • Explore iconic destinations
  • Swim at beautiful Kusadasi
  • Visit the monastery at Amorgós
  • Explore Ephesus
Starts / Ends:
Piraeus / Piraeus
Activities:
Archaeological Site Visits, Small Ship Cruises, Snorkeling
Activity Level:
Variable
Experience the breathtaking Cyclades Islands on this 8-day Northern Cyclades roundtrip to Greece aboard the Star Clipper. Explore destinations like Patmos, Amorgós, Mykonos, Spetses, and the port of Piraeus. Discover hidden gems, immerse in rich local cultures, and indulge in the flavors of …
Cruise Details
0
Colorful traditional fishing boats in Greece
$2,030
EXPLORE

Sporades Highlights

Piraeus roundtrip - 8 Day Itinerary aboard Star Clipper
  • Explore the birthplace of democracy
  • See the Acropolis nearby Dikkili
  • Walk around Skiathos and shop
  • Visit the naval academy in Poros
Starts / Ends:
Piraeus / Piraeus
Activities:
Small Ship Cruises, Urban Exploration
Activity Level:
Variable
Embark on an 8-day Sporades Highlights cruise from Piraeus aboard Star Clipper, and discover the coasts of Athens. Roam through Dikili, Myrina Limnos, Skiathos, Skopelos, and Poros, culminating this one-of-a-kind journey in Athens, Greece. Witness the Acropolis majestically standing 280 meters high …
Cruise Details
0
Cape Drastis at Corfu island in Greece
$3,600
EXPLORE

The Treasures of the Adriatic: Croatia, Greece, Albania and Montenegro

8 Day Itinerary aboard MV La Belle de L'Adriatique
  • Explore Apollonia
  • Visit the National History Museum
  • Take a tour of Corfu island
  • Explore the ancient city of Bar
Starts / Ends:
Dubrovnik / Dubrovnik
Activities:
Small Ship Cruises, Village Visits
Activity Level:
Variable
Embark on MV La Belle de L'Adriatique and join this 8-day cruise through the countries in the Adriatic Sea! Between Croatia and Montenegro via Greece and Albania, between beautiful cities and archaeological remains, wild beauty and unusual landscapes. Discover Dubrovnik, the pearl of the …
Cruise Details
0
Traditional architecture in Greece.
$2,500
GroupSave
EXPLORE

Jewels of the Cyclades

8 Day Itinerary aboard Panorama
  • Dine at traditional Greek Tavernas
  • Enjoy a swim-stop at Poliegos
  • Explore Delos's archaeological site
  • Walk through Syros
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Variable
Take an 8-day cruise on the Panorama, which leaves and returns to Athens, to see the Aegean Islands, known for their white-washed villages and ports, bright skies, and crystal seas. During your trip, you can visit popular destinations like Santorini and Mykonos, as well as lesser-known islands such …
Cruise Details
0
Colorful local boats in Greece
$3,490
GroupSave
EXPLORE

Classical Greece

Roundtrip Athens - 8 Day Itinerary aboard Variety Voyager
  • Explore the beautiful Cyclades
  • Discover the palace of King Minoas
  • Tour the old quarter of Nafplion
  • Experience archaeological sites
Activities:
Archaeological Site Visits, Small Ship Cruises, Snorkeling
Activity Level:
Variable
Classical Greece shows Greece at its best: the beautiful white-washed Cycladic Islands of Santorini and Mykonos, Crete - the largest and southern-most Greek Island, and the Peloponnese with Monemvassia and Nafplion and their historical treasures. Add to these destinations the less known and quaint …
Cruise Details
0
Walking in Santorini
$1,930
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
Explore the ancient Acropolis
$652
EXPLORE

Athens Snapshot Extension

3 Day Itinerary
  • Visit Athens, the capital of Greece
  • See iconic landmark in Athens
  • Take a leisurely walk in Plaka
  • Sample local cuisine in Athens
  • Visit the new museums of Athens
  • See the lovely sea front of Athens
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Village Visits
Activity Level:
Relaxed
Experience the magic of Athens on this 3-day extension to your time in Greece. Start your journey by visiting the iconic Acropolis and Parthenon, two of the most famous ancient sites in the world. Admire the impressive architecture and learn about the rich history of these iconic landmarks. …
Tour Details
0
1-18 of 18 Results
TrustScore 4.9 | 305 reviews
TrustScore 4.9 of 5
total score
Based on 305 reviews on
review score
7 hours ago
Third trip we have book with Adventure Life. Like the last two, we have had a quick response to all inquires
Carol Borland
review score
7 hours ago
Angela was fantastic! She was thoughtful, helpful, and prompt in her responses without being intrusive. She accommodated our large group and was genuinely excited for us when it all worked out. Can't say enough good things! This is our second trip booking through Adventure Life and we will definitely do it again.
Emily
review score
1 day ago
Jessica was extremely helpful and generous with her time. She was very responsive to our questions and comments and in a very timely fashion. She worked with us in partnership to plan a trip specifically for us and our wants and needs.
Linda Coleman
review score
1 day ago
Mary Curry found right trip for my budget and the best date that I liked. She made that reservation when other company's agent could not do it. Thank you so much!
Theresa AN
review score
4 days ago
Shannon has been a real pleasure to work with. Responsive, quick to come back with answers and alternatives, and very knowledgable. Everything you want in a travel planner!
S Dunn

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