Crete Yacht Charter Itineraries

Crete to Santorini
Charter Itinerary

4 Days Charter Itinerary
Start an unforgettable 4-day yacht charter through the Aegean Sea, traveling from the rugged majesty of Crete to the caldera vistas of Santorini. This is a journey that blends myth and luxury, taking you through timeless villages, crystalline anchorages, and dramatic volcanic landscapes—all from the comfort of your private superyacht. From Heraklion’s ancient ruins and Cretan hospitality to the serenity of uninhabited isles and the cliffside opulence of Santorini, each day reveals a different chapter of Greece’s seafaring soul. You’ll dive in turquoise lagoons, dine beneath starlit skies, and wake to the gentle rhythm of the Aegean—every detail seamlessly curated for the discerning traveler. Ideal from May through October, this itinerary is designed to balance history, relaxation, and high-end leisure, making it the perfect escape for couples, families, or intimate groups looking to experience the best of the Greek islands in just a few days.
Make the best of your Crete yacht trip with our Crete to Santorini yacht charter itinerary.
Day 1

Embark in Heraklion, Crete - Dia Island anchorage

Begin your Aegean odyssey in Heraklion, the dynamic capital of Crete. Step aboard your yacht at the Venetian harbor, greeted by your crew with champagne and local mezze. Before setting sail, explore the Palace of Knossos, a Bronze Age marvel that echoes with myths of the Minotaur and Labyrinth. Alternatively, stroll the city’s old walls and Venetian fortress. Enjoy lunch on deck as you cruise north to Dia Island, a protected marine reserve just offshore. Dive into the clear shallows, paddleboard in silence, or snorkel over ancient ruins submerged beneath the sea. As evening falls, enjoy sunset aperitifs and a Cretan-inspired dinner onboard, surrounded by utter tranquility.
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Day 2

Dia to Elounda & Spinalonga – Island Myths & Quiet Luxury

Cruise east along Crete’s mountainous northern coastline toward Elounda, a serene enclave known for its upscale resorts and turquoise bays. Anchor near Spinalonga Island, once a Venetian fortress and later a leper colony. Take a tender ashore to explore its haunting beauty, wandering stone alleys with panoramic sea views. Return to your yacht for lunch with a view of Mirabello Bay, then spend the afternoon swimming, sunbathing, or indulging in a spa treatment at the luxurious Elounda Peninsula Resort. For dinner, reserve a table at Calypso Restaurant, a refined spot offering French-Mediterranean cuisine in an ethereal setting. Or enjoy a private dinner on board under a sky ablaze with stars.
Day 3

Cruise to Anafi – Serenity in the Cyclades

Today, leave Crete behind and head north into the Cyclades, stopping at the pristine island of Anafi, one of Greece’s last untouched gems. Anchored off Kleisidi Beach, you’ll find yourself in a tranquil haven of golden sands and emerald waters. This is your day to disconnect—swim in calm seas, snorkel through hidden coves, or hike up to Kalamos Rock, the second-largest monolith in Europe after Gibraltar. With almost no tourism infrastructure, Anafi is an invitation to reconnect with nature and simplicity. Enjoy a barefoot beach BBQ or a relaxed dinner on deck, as the island glows amber in the setting sun.
Day 4

Santorini – Volcanic Majesty & Cliffside Glamour

Awaken to the surreal sight of Santorini’s caldera, a crescent of sheer cliffs rising from the sea. Your captain will cruise into the crater formed by a massive volcanic eruption millennia ago—one of the most dramatic harbor entries in the world. Anchor beneath the towns of Fira or Oia, perched like sugar cubes above the lava-scarred cliffs. After breakfast, take the tender ashore and ascend to explore whitewashed villages, blue-domed churches, and designer boutiques. Visit a local winery such as Santo Wines for a tasting with panoramic views, or unwind at Katikies Spa. Enjoy a farewell dinner at Ambrosia in Oia or onboard your yacht, with front-row seats to one of the most famous sunsets on Earth. Disembark in Santorini the following morning—or extend your charter to explore more Cycladic jewels like Ios, Paros, or Mykonos.
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