The classical Greece small ship cruise is a wonderful holiday taking in fabulous sites in Greece and the Greek islands. Enjoy a harmonious balance between conventional cruising and private yachting on this exciting voyage of discovery, unraveling the wonders of Classical Greece. The beautiful Cyclades, Kea, Santorini, Mykonos and the neighboring UNESCO-protected archaeological isle of Delos. Crete, the largest and southern most Greek island. The crystal blue waters of the island of Kythira, a hidden gem of the Aegean sea. The Peloponnese with Monemvassia and Nafplion historical treasures. Hydra, an off-the-beaten track island with her picturesque harbour. Each day will be a Greek adventure as  you discover a new port of call, a hidden cove with crystal blue waters to cool you, a glimpse of ancient history to amaze you and rich cultural diversity to intrigue you. Take a look at the itinerary of the classical Greece small ship cruise below.

Greek Islands Adventure Cruise – 8 Days

Day 1 | Friday – ATHENS, MARINA ZEAS (PIRAEUS) – KEA

Your journey begins in Marina Zea, Athens, where you’ll be welcomed aboard with a refreshing drink. As we set sail along the Attica coastline, we’ll pass Cape Sounio, offering breathtaking views of the Temple of Poseidon from our open decks. Our first stop is Kea, where you’ll enjoy dinner and free time to explore this charming island. Late-night sailing to Delos. Overnight at sea.

Day 2 | Saturday – DELOS – MYKONOS

Wake up in the heart of ancient mythology at Delos, the birthplace of Apollo and a UNESCO World Heritage Site. After exploring its legendary ruins, we set sail to Mykonos, stopping for a swim in the crystal-clear Aegean waters. The rest of the day and night are yours to experience Mykonos’ vibrant nightlife, charming alleys, and golden beaches. Late-night sailing to Santorini.

Day 3 | Sunday – SANTORINI

Enjoy breakfast on deck as we sail towards Santorini, the most iconic of the Greek islands. Marvel at its whitewashed houses, blue-domed churches, and dramatic caldera views. Take an optional tour to uncover its hidden gems, from archaeological sites to picturesque villages. Overnight sailing to Crete.

Day 4 | Monday – RETHYMNON, CRETE

We arrive early in Rethymnon, a Venetian-influenced coastal town in Crete. The day is yours to explore or join an optional tour to the legendary Knossos Palace, home to the Minoan civilization. Stroll through the Old Town, soak in the local culture, and savor authentic Cretan cuisine before our late-night departure to Kythira. Overnight at sea.

Day 5 | Tuesday – KYTHIRA

Dive into the turquoise waters as we drop anchor en route to Kythira, one of Greece’s hidden gems. Known for its relaxed atmosphere and untouched beauty, Kythira is a paradise for explorers. Stroll through Kapsali, a quaint seaside village, and indulge in fresh seafood. Overnight in Kythira.

Day 6 | Wednesday – MONEMVASIA – NAFPLION

We set sail early for Monemvasia, a medieval fortress town with well-preserved Byzantine and Venetian architecture. Wander through cobblestone streets filled with history. In the afternoon, we sail to Nafplion, with a refreshing swim stop along the way. Once in Nafplion, explore its neoclassical charm at your own pace. Overnight in Nafplion.

Day 7 | Thursday – NAFPLION – HYDRA – MARINA ZEAS, ATHENS

In the morning, take an optional tour to Mycenae, the legendary kingdom of Agamemnon and a UNESCO World Heritage Site. Later, we sail to Hydra, a car-free island that has inspired artists like Chagall and Picasso. Enjoy the island’s serene beauty and traditional architecture before returning to Athens. Celebrate your journey with our Captain’s Farewell Dinner as we sail back to Marina Zea.

Day 8 | Friday – ATHENS, MARINA ZEAS (PIRAEUS)

Enjoy your final breakfast on board before disembarkation in Athens. Though this adventure ends here, we hope to welcome you on another voyage soon!

Please note that if your flight is not scheduled to arrive early enough or if your return flight departs too early, we recommend considering a one-night stay at one of our carefully chosen 4-star or 5-star hotels.

Included in this cruise:

• Accommodation in double or twin cabins with private SH/WC & air conditioning.
• Half-board: Buffet breakfast and one meal daily, including a Welcome Cocktail, a Greek night Evening, fun BBQ, weather permitting) and Captain’s Dinner.
• Regular (filter) coffee, tea and  drinking water free all day.
• Use of fishing and snorkelling equipment (subject to availability).
• English-Speaking Cruise Escort.
• Complimentary private transfer 
• Flights are not included but we can book a package holiday and book any flights from any airport.

Food & Drink

Cruise is based on Half-board basis and include Buffet breakfast and one meal daily, including a Welcome Cocktail, a Greek night Evening, fun BBQ, weather permitting) and Captain’s Dinner. Also include complimentary Regular (filter) coffee, tea and  drinking water free all day.

Highlights of the cruise

Kythira: A hidden gem

Kythira is an island of Greece, historically part of the Ionian Islands. It lies opposite the eastern tip of the Peloponnese peninsula. In Ancient Greek Mythology, Kythira was considered to be the island of celestial Aphrodite, the Goddess of love.

Hydra's quaint port

Hydra Island, one of the most unspoiled and interesting of?the Greek islands, is a small rocky island in the Argosaronic Gulf, south east out of the Athens port of Piraeus and within sight of the southern Peloponnese mainland. It’s very cosmopolitan, safe and one of the easiest of the Greek islands to access.

Greek Night under Santorini island

Our Greek-night dinner is followed by the famous and much-loved Greek night on board. Greek dance is a very old tradition, being referred to by authors such as Plato, Aristotle, Plutarch and Lucian.There are different styles and interpretations from all of the islands and surrounding mainland areas. 

Departure Dates 2025 

May: 9, 16, 23, 30
Jun:  6, 13, 20, 27
Jul:  4, 11, 18, 25
Aug: 1, 8, 15, 22, 29
Sep: 5, 12, 19, 26
Oct: 3, 10, 17, 24
                  Operating with Harmony V, except 5, 12 Sep operating with Variety Voyager

Departure Dates 2026

May: 1, 8, 15, 22, 29
Jun:  5, 12, 19, 26
Jul:   3, 10, 17, 24, 31
Aug: 7, 14, 21, 28
Sep: 4, 11, 18, 25
Oct:  2, 9, 16, 23
                  Operating with Harmony V & Harmony G

Call on 0330 390 0999