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Explore the stunning island of Santorini

Santorini Luxury Small Ship Cruises

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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.
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Top 10 Small Ship Cruises to Santorini for 2025-2026

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Explore the heart of the ancient world

Classical Greece

8 Days from $3,490
Join an 8-day cruise on the Variety Voyager, exploring Greece's beautiful islands like Mykonos and Santorini and historic sites like Delos and Knossos. Enjoy stunning landscapes, relax on Kythira, and experience the culture and cuisine of Greece.
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Walking in Santorini

Southern Cyclades

8 Days from $2,410
Set sail for 8 days on the Star Flyer, exploring historic Aegean ports from Piraeus to Rhodes and Bodrum while enjoying stunning views in Santorini and Hydra. Experience local culture, cuisine, and relaxation, culminating in a memorable return to Piraeus.
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Church in the center of Marpissa, Paros, Greece

Jewels of the Cyclades

8 Days from $2,500
Set sail on an 8-day cruise aboard the Galileo, exploring the beautiful Cyclades from Athens to islands like Santorini, Mykonos, and Folegandros. Enjoy swim stops, cultural experiences, and delightful Cycladic cuisine on this unforgettable journey.
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A stunning view of Nafplion, Greece

Classical Greece

8 Days from $3,050
Set sail on an 8-day cruise from Athens aboard the Harmony V, exploring the Cyclades, Crete, and the hidden gem of Kythira. Discover historic charm in Monemvasia and Nafplion while enjoying a unique blend of cruising and yachting.
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Adventures in Santorini!

Sailing the Greek Isles

8 Days from $12,709
Explore the sun-kissed Greek Isles on this 8 luxury cruise aboard the Sea Cloud, a 58-guest sailboat. Each stop on this round trip cruise from Piraeus is brimming with activities, such as exploring the sanctuary ruins of Delos, the iconic cliffside villages of Santorini, and the Classical Greek culture and mythology.
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See the ancient world come alive in Athens

Classical Greece

8 Days from $3,350
Set sail on an 8-day cruise from Athens aboard the Harmony G, exploring the Cyclades, Crete, and the hidden gem of Kythira. Discover historic charm in Monemvasia and Nafplion while enjoying a unique blend of cruising and yachting.
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Wander through the maze of colorful buildings on Santorini

Aegean Escape

8 Days from $5,375
Set sail on an 8-day cruise to the Aegean aboard the Gemaya, exploring stunning islands like Santorini and Milos. Discover whitewashed villages, hidden coves, and the rich traditions of Greece amidst a backdrop of beauty and myth.
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Visit charming Naxos

Divine Cyclades

8 Days from $3,325
Embark on an 8-day cruise aboard the Elysium through the enchanting Cyclades. Discover this enchanting paradise, holding ancient secrets, and embark on a journey to explore its beauty.
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Milos

Divine Cyclades

8 Days from $3,265
Explore the captivating beauty of the Cyclades on this 8-day cruise aboard the Elysium. Discover this enchanting paradise, holding ancient secrets, and embark on a journey to explore its beauty.
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Explore colorful villages on Rhodes

Classical Greece

8 Days from $11,990
Embark on an 8-day cruise aboard the Emerald Azzurra from Athens, exploring Delos, Bodrum, Rhodes, Santorini, Chania, and Hydra. Discover ancient ruins, stunning landscapes, and charming harbors before returning to the historic Greek capital.
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3 Best Luxury Small Ship Cruises to Santorini for 2025-2026

Trip Name From Days Next Departure Summary
The Jewels of the Aegean $6,070 8 May 17, 2025 Embark on a captivating 8-day cruise along the Greek and Turkish coasts aboard L'Austral. Explore ancient ruins, picturesque islands, and UNESCO World Heritage Sites. From the charming villages of the Dodecanese to the historical treasures of Ephesus and Athens, this cruise promises a diverse and enriching experience.
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Jewels of the Aegean Sea in Music $6,940 8 Oct 31, 2025 Board Le Laperouse to join this 8-day cruise exploring highlights of the Aegean sea. Visit some of the most beloved ports in Greece, including Mykonos, Delos, Patmos, Rhodes, Santorini, and Nafplion.
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Cruising the Greek Islands of the Southern Aegean: with Smithsonian Journeys $7,790 8 Jul 06, 2025 Embark on an 8-day Aegean cruise from Athens aboard the Le Dumont-d'Urville, exploring ancient sites and serene islands. Visit Patmos, Symi, and Amorgos, enjoy a sunset cruise in Santorini's caldera, and explore the sacred islands of Delos, Mykonos, Mycenae, and Epidaurus.
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Santorini Cruise Tips & Travel Guide

The island of Mykonos, Greece

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Discover the top 9 things to do and see in the Cyclades Islands.
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Walking in Santorini

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).
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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.
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.
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Hydra Island, Greece

Greece Cruise Ports of Call

A small ship cruise is one of the best ways to see and experience all that Greece has to offer. However, with so many options, travelers might find themselves overwhelmed when starting to plan a trip. Learning more about the most well known ports of call for a Greece cruise can help narrow down the best options for you.
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