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 2022-2023

Name: Greece Tours & Travel
Brand: Adventure Life
Rating: 4.9 (375 reviews)

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Southern Cyclades

Athens to Athens
8 Days from $1,850

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.

Classical Greece

8 Days from $2,990

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.

Jewels of the Cyclades

8 Days from $2,790

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.

Donkeys are a traditional form of transportation in Greece

Greece, Montenegro & Croatia

Piraeus to Venice
12 Days from $2,760

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 $3,690

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.

Classical Greece

8 Days from $2,990

Board the sleek and modern Harmony G for an 8-day small ship Greek cruise that brings you right to the heart of Greece and its mosaic of amazing islands. Experience legendary Greek islands and ports like Marina Zeas, Mykonos, and Santorini, isolated beaches, the UNESCO-protected archaeological isle of Delos, local cultures, cuisine, and more!

A Catholic Pilgrimage to the Greek Isles

Private Charter
8 Days from $3,499

Admire the exceptional beauty of the Cyclades Islands on this incredible 8-day tall ship sailing adventure. Visit some of the most emblematic spots of this famous region including Patmos, Mykonos, Kusadasi, and the charming port of Piraeus.

Classical Greece

8 Days from $2,990

This 8-day cruise of Greece from the Variety Voyager 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.

Greece, Montenegro & Croatia

Venice to Athens
11 Days from $2,490

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!

Aegean Gems

Athens - Athens
12 Days from $6,015

Discover the Aegean Sea's treasures on a 12-day adventure onboard the Emerald Azzurra that begins and ends in Greece. Sail to Istanbul and its Old City, then to Turkey's Canakkale and Kusadasi, before returning through the gorgeous Greek islands of Rhodes, Santorini, and Mykonos.

8 Best Luxury Small Ship Cruises to Santorini for 2022-2023

Trip Name	From	Days	Next Departure	Summary
At the heart of the Greek Islands: Athens Roundtrip	$3690	8	Aug 18, 2022	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 Gems	$6015	12	Nov 28, 2022	Discover the Aegean Sea's treasures on a 12-day adventure onboard the Emerald Azzurra that begins and ends in Greece. Sail to Istanbul and its Old … 0
At the heart of the Greek Islands	$4020	8	Jul 22, 2022	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
From the city of Gods to the Eternal city	$4460	8	Sep 2, 2022	Set sail to discover the Mediterranean on this 8-day cruise aboard the Le Lyrial. Starting in Athens, cruise between Greece and the majestic … 0
Cruising the Greek Islands of the Southern Aegean: With Smithsonian Journeys	$5240	8	Jul 5, 2022	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
Cruising the Greek Islands of the Southern Aegean: With Smithsonian Journeys	$5970	8	Sep 1, 2022	Travel to the southern Aegean islands aboard the luxurious Le Bougainville, for eight days from Athens. Explore highlights including Delos, … 0
At the heart of the Greek Islands	$5040	8	Jul 26, 2022	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	Aug 26, 2022	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

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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.