This 11-day tour introduces you to three of Greece's most dazzling destinations: Athens, Milos, and Santorini. You'll spend several days in each place, enough time to sightsee in the capital city and explore the beaches and villages of two beautiful islands. Begin in Athens with a tour of the Acropolis, then catch the ferry to Milos, where you'll boat around the island and wander along cobblestoned streets lined with historic churches. Finish the itinerary with four days on Santorini, enjoying scenic walks, a wine tasting at a local winery, and a catamaran cruise finishing at sunset.


  • Explore the ancient wonders of the Acropolis
  • Discover caves and a dormant volcano on Milos
  • Sample local wines at an island winery
  • Sunbathe and swim at the famous Red Beach
  • Sail around Santorini on a catamaran cruise

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Athens & Sightsee Athens
Day 2 Tour the Acropolis Athens
Day 3 Boat to Agistri, Moni & Aegina Athens
Day 4 Catch the Ferry to Milos Milos
Day 5 Boat Around Milos Milos
Day 6 Relax on the Beach in Milos Milos
Day 7 Take the Ferry to Santorini Santorini
Day 8 Get to Know the Traditional Villages of Santorini Santorini
Day 9 Taste Wines in a Local Winery Santorini
Day 10 Enjoy a Catamaran Cruise  Santorini
Day 11 Depart Santorini - End of Trip  

Detailed Itinerary

Day 1: Arrive in Athens & Sightsee

Monastiraki Square and Sunset over Plaka
Monastiraki Square in Athens

Welcome to Greece! Your private driver will be waiting at the airport to transfer you to your hotel in Athens. In the afternoon, get out for some sightseeing. Those interested in history and mythology might choose to visit the National Archaeological Museum, the Museum of the Ancient Agora, or the Archaeological Museum of Kerameikos. View fine art at Benaki Museum, the Museum of Modern Art, or the National Gallery. You could also go off the beaten path at the Museum of Cycladic Art, where you can buy truly unique souvenirs, or the Museum of Ancient Greek Technology. You'll overnight in the city. 

Day 2: Tour the Acropolis

The Parthenon at the Athenian Acropolis

Today you'll visit the Acropolis, taking in views of the world-famous Parthenon. This temple, dedicated to the goddess Athena, has enchanted visitors since its construction was completed in 438 BCE. Afterward, the tour continues at the Athens Central Food Market (Varvakios Agora), where you'll sample regional delicacies made by Greek cheese-makers, pastry chefs, and food vendors of all kinds. The evening is free to relax or explore the city.

Day 3: Boat to Agistri, Moni & Aegina

Full Day Boat Tour Unique Sailing Experience to Agistri Moni Aegina
Snorkeling off the boat
Set sail for the Saronic IslandsAgistri, Moni, and Aegina — aboard a spacious Greek sailboat. Find your favorite spot on deck to soak up the Mediterranean sun while island-hopping! From ancient temples and wild peacocks to pristine beaches and an optional bike ride, there’s something for everyone at each stop along the way. Swim and snorkel right off the boat, then indulge in a delicious Greek lunch served on the boat.

Day 4: Catch the Ferry to Milos

Whitewashed buildings on Milos
Enjoy the ferry ride to Milos. The island has more than 70 beautiful beaches and is also home to a dormant volcano. Milos is associated with one of the most famous works of art in the world — the Venus de Milo statue now on display at the Louvre Museum in Paris — because the sculpture was discovered here. There's still plenty of history to explore here, including the historic catacombs and amphitheater.

Day 5: Boat Around Milos

Colorful rock formations on Milos
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Today you'll go on a boat tour around Milos, making stops along the way to swim and explore. You'll also visit Sykia Cave. Later in the day, you'll have plenty of activity options to choose from. Hike to the cliff-diving spots in Sarakiniko, visit the prehistoric village of Fylakopi, or walk around the idyllic fishing villages of Mantrakia, Klima, and Filopotamos.

Day 6: Relax on the Beach in Milos

Vibrant blue waters off the coast of Milos

Relax on Milos today. There's no shortage of beaches to choose from! The island’s villages are lovely, too, including the stately Plaka (the island’s capital), the harbor village of Adamantas, beautiful Hivadolimni, and Emporios with its small lagoon. Whitewashed Chora is home to quaint churches, such as Panagia Korfiatissa. Adamantas, built like an amphitheatre overlooking the Aegean Sea, is the second largest natural harbor natural in Greece and is famous for its nightlife. You might also opt to visit Apollonia on the northwestern tip of the island.

Day 7: Take the Ferry to Santorini

Sunset in Santorini
Sunset in Santorini

Catch a ferry to Santorini. On arrival, you'll take in the island's central caldera — the site of one of the largest volcanic eruptions in history — rising above you. The island's volcanic history has led to the formation of some of the most unique beaches in the Greek islands, along with the dramatic cliff views on the island's caldera side. Spend your day relaxing at the beach or strolling on one of Santorini’s scenic walking routes. For dinner, sample the island's signature cherry tomatoes and white eggplant, typically served as side dishes with fresh seafood. 

Day 8: Get to Know the Traditional Villages of Santorini

Tables overlooking the water in Imerovigli

In the morning, visit Prophet Elias Monastery, the highest spot on the island. Walk around Megalochori, one of the most picturesque villages on the island. You'll also go on a walking tour of the village of Emporio. Take a break for lunch before heading to Red Beach, one of the most scenic and interesting beaches on Santorini. In the afternoon, you'll have the chance to sample wines at a local winery nearby. At sunset, catch the views of the Blue Dome Church at Firostefani and the spectacular landscape below.

Day 9: Taste Wines in a Local Winery

Boats off the coast of Santorini

Explore the southeastern part of the island today, starting with a visit to the village of Kamari. Stop into Panagia Episkopi, the oldest Byzantine church on the island. Relax on the beach after lunch, then head to Canava Ouzo for a guided tasting of locally produced spirits, including ouzo. Another option is to visit Avantis Winery to taste wines and explore the viticulture tradition of Santorini. You'll also be able to tour the tomato factory in Vlychada. The tomato is one of the most famous and traditional products of Santorini, and you'll learn about its cultivation and the culinary traditions associated with it during a visit to a nearby farm.

Day 10: Enjoy a Catamaran Cruise 

Hiking Along Santorini's Caldera
Watching the sun go down in Santorini
A catamaran cruise is a wonderful way to spend part of your last day on the island. Start the tour on picturesque Ammoudi Bay, then sail to nearby hot springs for a refreshing dip. Continue cruising past a historic lighthouse before stopping at the Red Beach for swimming and snorkeling. Then you'll sail to the White Beach, enjoying a traditional Greek barbecue on the boat. 

Day 11: Depart Santorini - End of Trip

Santorini's Red Beach
The trip comes to an end today. You'll head to the airport to catch a flight out. Safe travels!

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