Santorini Tour & Wine Tasting

The approach to Oia
Santorini is one of the most famous and frequently visited of the Greek isles. Having said that, there are parts of it that many travelers don't see. This island tour includes a visit to some of these lesser-known areas plus a delicious wine tasting. It begins in Oia, the furthest town along the caldera of this volcanic island. Oia is quintessential Santorini in that it abounds with white-washed houses, stone streets, and exudes an artistic vibe.

The tour continues with a trip up to the highest peak on Santorini, the top of which affords 360 degree views of the entire island. The descent also includes many stops, including at the medieval villages of Megalochori and Pyrgos, and the blue-domed church in Firostefani. The tour ends with a wine tasting where guests sample varietals dating back centuries, complimented by epic caldera views as the sun goes down.

Tours that Include Santorini Tour & Wine Tasting

White and blue churches over Santorini's caldera
Map of Discover Athens, Mykonos, Santorini, and Crete - 14 Days
Discover Athens, Mykonos, Santorini, and Crete - 14 Days

Delve into Greece's modern culture and ancient history with this exciting itinerary. Immerse yourself in Greek mythology in Athens and Delphi before beginning your island hopping adventure. Explore the picturesque streets and inviting waters of Mykonos and the volcanic island of Santorini, with a stop at the sacred island of Delos along the way. Then head to Crete for more fascinating archaeological sites, hiking in the mountains, and visits to traditional villages before returning to Athens.

Walk any number of streets for a view of the Acropolis
Map of History and Culture in Athens and Santorini - 7 Days
History and Culture in Athens and Santorini - 7 Days

Get to know ancient Athens and get a taste of island life on Santorini with this weeklong itinerary. Sample volcanic wine varietals in centuries-old vineyards, take a mythological tour of the capital, take a cooking class based on ancient Greek culinary methods, and more.

Get curious about the Cyclades
Map of Cultural Cyclades: Mykonos, Naxos, Ios, Santorini - 12 Days
Cultural Cyclades: Mykonos, Naxos, Ios, Santorini - 12 Days

Visit four distinct islands in Greece's most famous archipelago with this 12-day itinerary. Shop the glamorous boutiques of Mykonos, take a cooking workshop on cultural hotspot Naxos, experience village life on tiny Ios, and soak in the sun (and sunsets) of Santorini. Along the way, you'll enjoy lots of Greek history, glorious beach time, and pretty ferry rides across the Aegean sea.

Little Venice in Mykonos
Map of Discover Athens, Mykonos, Santorini, and Crete - 16 Days
Discover Athens, Mykonos, Santorini, and Crete - 16 Days

Experience some of the greatest aspects of Greece and its islands with this itinerary. You'll start in Athens, traveling back in time with visits to the Acropolis and the archaeological site at Delphi. Head into the islands next, starting with a tour of Mykonos and its neighboring mythological island of Delos. Then it's off to Santorini for sunsets and a caldera cruise, followed by the historic sites and traditional villages of Crete before you return to Athens.

The Old City and port in Mykonos
Map of Discover Athens, Mykonos, Santorini, and Crete - 15 Days
Discover Athens, Mykonos, Santorini, and Crete - 15 Days

Get the best of both Athens and the islands on this well-rounded trip to some of Greece's most classic locales. Starting in the capital, you'll get a dose of history at the Acropolis and Delphi. Then you'll sail to the famous blue-and-white islands of Mykonos and Santorini, including a day trip to the sacred island of Delos along the way. Spend a few days exploring Crete's traditional villages and historic sites before making your way back to Athens.

The beautiful buildings of Santorini
Map of Discover Athens, Mykonos, Santorini, and Crete - 13 Days
Discover Athens, Mykonos, Santorini, and Crete - 13 Days

From Athens to the islands, you'll experience some of the best Greece has to offer with this itinerary. Travel back in time in the capital, as you visit historic sites like the Acropolis and Delphi. Then make your way to the beaches of vibrant Mykonos, the sacred ruins of Delos, and the volcanic hills of Santorini. End your island hopping adventure in Crete, where you'll discover fascinating ruins and hike the stunning Samaria Gorge, before returning to Athens.

Taste of the Cyclades and Crete - 16 Days
Map of Taste of the Cyclades and Crete - 16 Days
Taste of the Cyclades and Crete - 16 Days

The glittering Cyclades span hundreds of miles, with centuries of history under their belt. Your trip through the island chain will start in glamorous Mykonos before a stop at relaxed Paros for lazy days of beaches and tavernas. Continue to Naxos and Ios, making your way to the volcanic sunsets and cliffside architecture of Santorini. Finally, head to Crete, where excellent cuisine and hospitality await.

Domed church in Mykonos
Map of Greek Panorama: Athens, Mainland Greece, Cyclades, and Crete - 21 Days
Greek Panorama: Athens, Mainland Greece, Cyclades, and Crete - 21 Days

Three weeks gives you enough time to take in Greece from all angles. Survey the city of Athens from atop the Acropolis before you move to Mykonos and Santorini for farm dinners and caldera cruises. Crete awaits next, full of stone villages to explore, before you return to the mainland to travel back in time to famous spots like Delphi, Meteora, and Mycenae.

Get curious about the Cyclades
Map of Cultural Cyclades - 13 Days
Cultural Cyclades - 13 Days

This cultural tour will take you through some of the Cyclades' top spots, with four islands on your itinerary. Go from glitzy boutiques to working farms as you explore Mykonos, then hop to Naxos to learn how to cook like an islander. You'll see the winding alleys of Ios and the caldera sunsets of Santorini, with plenty of Classical history, cliffside views, and crystal waters along the way.

Bay of Nafplio and the Bourtzi Castle at sunset
Map of Greek Panorama in Athens, Mainland Greece, The Cyclades, and Crete - 20 Days
Greek Panorama in Athens, Mainland Greece, The Cyclades, and Crete - 20 Days

Go from the city to the sea and back on this comprehensive itinerary. You'll start with the Acropolis and a sunset tour of the Temple of Poseidon before venturing down to Mykonos and Santorini for farm dinners and wine tasting. Next, head to Crete's charming cities and rugged Samaria Gorge before you return to the mainland, where you'll wrap up your journey among the monuments of Nafplio.

Port at Hydra
Map of Greek Panorama in Athens, Mainland Greece, The Cyclades, and Crete - 24 Days
Greek Panorama in Athens, Mainland Greece, The Cyclades, and Crete - 24 Days

Get a full picture of Greece's offerings with this expansive itinerary. Start off with five days in Athens, then head to the islands to see the two stars of the Cyclades, Santorini and Mykonos. Down to Crete next for both trekking and village tours before you head back to Athens to explore more sites of the mainland both in the city and in neighboring Nafplio.

Mykonos table views
Map of Greek Panorama in Athens, Mainland Greece, The Cyclades, and Crete - 19 Days
Greek Panorama in Athens, Mainland Greece, The Cyclades, and Crete - 19 Days

Travel almost the entire length of Greece on this fun itinerary. You'll start with the myths of Athens, then travel to the modern nightlife mixed with traditional farms of Mykonos and Santorini. The ferry to Crete will take you back to the Palace of Knossos and era of stone villages, then return to Athens to use the city and neighboring Nafplio as your base for expeditions to even more ancient monuments.

The Minoan Palace at Knossos
Map of Greek Panorama in Athens, Mainland Greece, The Cyclades, and Crete - 25 Days
Greek Panorama in Athens, Mainland Greece, The Cyclades, and Crete - 25 Days

You'll have plenty of time to see some of Greece's standout regions with this 25-day itinerary. Start with day and evening experiences of the myths and modern neighborhoods of Athens and the surrounding region before you head to the islands, with farm dinners in Mykonos, catamaran cruises in Santorini, and the landscapes of Crete all on the agenda. Then it's back to the mainland to experience some of the stars of Greek history, culture, and scenery.

Sunrise over the peninsula of Nafplio
Map of Greek Panorama: Athens, Mainland Greece, Cyclades, and Crete - 23 Days
Greek Panorama: Athens, Mainland Greece, Cyclades, and Crete - 23 Days

Whether you're on a morning bike ride through Athens, setting sail to the Cyclades, or trekking through Crete, this 23-day itinerary covers plenty of ground across the entire country of Greece. From Athens to the islands and back to Peloponnese, you'll experience much of the fun, food, and history Greece has to offer.

One of the main shopping streets in Nafplio
Map of Greek Panorama in Athens, Mainland Greece, The Cyclades, and Crete - 22 Days
Greek Panorama in Athens, Mainland Greece, The Cyclades, and Crete - 22 Days

This itinerary starts with the myths of the Acropolis as you look out over the Athenian skyline. Then, on to Santorini and Mykonos, where you'll visit the birthplace of Apollo and one of the ancient world's biggest trading ports at Delos. Finish with Crete and a return to the mainland to visit the monasteries of Meteora and ancient Delphi.