The blue & white houses on the volcanic cliffs of Santorini's village of Oia are perhaps the most iconic scene in the Greek Isles. Below the cliffs are multi-colored beaches, warm water, and the relaxing atmosphere of the Aegean Sea. A cable car takes you from the old port to the town of Fira, where you can try your hand at cooking in an authentic Greek kitchen with the guidance of local chefs. Avid explorers might choose to visit the prehistoric Akrotiri Archaeological Site where an advanced & cultured society was buried by one of the most devastating volcanic eruptions in history. On the bright side, wine connoisseurs will delight in the locally grown varieties including the popular Agiorgitiko and Xinomavro varieties & the unique pine-infused Retsina. Start planning your luxury cruise to Santorini with Adventure Life.

Top 10 Small Ship Cruises to Santorini for 2023-2024

Name: Greece Tours & Travel
Brand: Adventure Life
Rating: 4.9 (464 reviews)

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Southern Cyclades

Athens to Athens
8 Days from $1,890

Experience the traditional charm of the Southern Cyclades Islands on this 8-day Mediterranean sailing cruise aboard the luxurious Star Flyer. Discover the magic and mythology of the Greek Isles as you visit the small port towns of Rhodes, Hydra, and the legendary island of Santorini. You'll stop at sun-kissed beaches, ancient ruins, & modern cities.

Jewels of the Cyclades

8 Days from $2,990

Embark the Galileo for an 8-day small ship Greek cruise showcasing the Aegean Islands, known for their white-washed villages and ports, bright skies, and crystal seas. Enjoy visits to Santorini and Mykonos and off-the-beaten-track islands such as Paros and Folegandros. Swimming, nightlife, and daily excursions highlight this itinerary.

Classical Greece

8 Days from $3,190

This 8-day cruise of Greece from the Harmony V takes you round-trip from historic Athens to Mykonos, Santorini, Crete, and Nafplion, where you see the archaeological treasures of these port towns while enjoying a relaxing cruise of turquoise Mediterranean waters that balances small ship sailing with luxury yachting.

Donkeys are a traditional form of transportation in Greece

Greece, Montenegro & Croatia

Piraeus to Venice
12 Days from $2,820

Join the Star Flyer on an exciting 12-day small ship cruise from Athens to Venice. Relax on the teak decks of the majestic tall ship as it sails along the clear waters around Mykonos, Santorini, Katákolon, Corfu, Kotor, Dubrovnik, Korcula, Hvar, Mali Losinj, and Venice! Along the way, you will learn about the mythology born here and soak in the sun!

At the heart of the Greek Islands: Athens Roundtrip

Athens - Athens
8 Days from $5,280

Departing from Athens, sail to some of Greece's most beautiful and lovely islands, including Delos and Mikonos, before returning to Athens on the elegant Le Bougainville.

Admire the temples of the Athenian acropolis

The jewels of the Aegean

Athens - Athens
8 Days from $4,570

Board Le Bougainville to join this 8-day cruise exploring highlights of the Aegean sea, roundtrip from Athens. Visit some of the most beloved ports in Greece, including Mykonos, Delos, Patmos, Rhodes, Santorini, and Nafplion.

Greece, Montenegro & Croatia

Venice to Athens
11 Days from $2,540

Discover the hidden gems of the Dalmatian Coast and the spectacular views of the famous Greek Islands on this 11-day cruise aboard the Star Flyer. Visit Cres, Hvar, Kotor, Santorini, Mykonos, and more as you relax on the teak decks of your luxurious tall ship!

Explore beautiful coastal towns in Greece

At the heart of the Greek Islands

Athens Roundtrip
8 Days from $4,890

Step aboard the new, luxurious Le Lyrial in Athens for an 8-day small ship Greek cruise to some of the most beautiful, charming islands like Delos, Mikonos, Hydra and Nafplion before returning to Athens.

Music in Autumnal Greece

Athens - Athens
8 Days from $6,020

Sail the Aegean Sea and set off to discover Greece and its famous islands aboard Le Bougainville for an 8-day Mediterranean cruise from Athens roundtrip. Enjoy stops in the fascinating ports of Kusadasi, Delos, Patmos, Rhodes, Santorini, and Nafplion.

At the heart of the Greek Islands

Athens - Athens
8 Days from $5,040

Departing from Athens, sail to some of Greece's most beautiful and lovely islands, including Delos and Mikonos, before returning to Athens on the elegant Le Jacques Cartier. Cruise to the most stunning Greek islands in the Aegean Sea and take in the rich cultural legacy as well as refreshing dives in the archipelago's turquoise waters.

6 Best Luxury Small Ship Cruises to Santorini for 2023-2024

Trip Name	From	Days	Next Departure	Summary
At the heart of the Greek Islands: Athens Roundtrip	$5280	8	Jun 8, 2023	Departing from Athens, sail to some of Greece's most beautiful and lovely islands, including Delos and Mikonos, before returning to Athens on the … 0
The jewels of the Aegean	$4570	8	Oct 18, 2023	Board Le Bougainville to join this 8-day cruise exploring highlights of the Aegean sea, roundtrip from Athens. Visit some of the most beloved ports … 0
At the heart of the Greek Islands	$4890	8	Sep 3, 2023	Step aboard the new, luxurious Le Lyrial in Athens for an 8-day small ship Greek cruise to some of the most beautiful, charming islands like Delos, … 0
At the heart of the Greek Islands	$5040	8	Jul 5, 2023	Departing from Athens, sail to some of Greece's most beautiful and lovely islands, including Delos and Mikonos, before returning to Athens on the … 0
Aegean Wine Cruise	$4890	8	Sep 1, 2023	Take this once-in-a-lifetime voyage on the Harmony G and enjoy an Aegean wine cruise from and to Athens. Visit Nafplio-Nemea and taste their fine … 0
Cruising the Greek Islands of the Southern Aegean: With Smithsonian Journeys	$5900	8	Jul 12, 2023	Board the luxurious Le Jacques Cartier in Athens for an 8-day cruise to some of the most beautiful Greek islands in the southern Aegean. Explore … 0

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Santorini Cruise Tips & Travel Guide

Introduction to the Mediterranean

Summer is the high travel season in the Mediterranean. The best time to take a Mediterranean cruise, however, is in the spring (May-June) or fall (September-October).

Witness the Changing of the Guard in Athens

Greece Overview

Often called the cradle of western civilization, Greece maintains a rich culture that has evolved over thousands of years and has influenced people throughout the world. With so much history and deep-rooted traditions, travel to this destination evokes a truly unique sense of cultural romance.

Santorini Cruise Highlights

Lying beyond the legendary beaches mythology, art, architecture, and beautiful seaside landscapes are but a few enchantments of Santorini Island.

Oja - has one of the world's most spectacular (and famous) sunsets.

Akrotiri Archaeological Site was a Minoan settlement covered by volcanic ash from the Theran eruption around 1627 BC preserving remains of fine frescoes and artworks. The settlement has been suggested as an inspiration for Plato's legend of Atlantis.