• Your journey begins with a pre-night stay on Santorini, an island famed for its caldera views and photogenic, blue-domed churches. Take your time to visit Oia at sunset, stroll the labyrinthine streets of Fira, and taste local Assyrtiko wine at a family-owned vineyard. For those who like to stay active on holiday, the hike from Fira to Imerovigli reveals viewpoints only keen explorers can reach.

• Sail towards Amorgos, where you can trek up to the Monastery of Hozoviotissa, an incredible 11th-century monastery that looks like it has been whitewashed directly onto the sheer cliff face. It’s a steep climb, but the monks welcome you with psimeni raki (a local honey-spiced spirit) and loukoumi (Turkish delight). Next, head to Naxos, the largest and most fertile of the Cyclades. Explore the inland villages where you can visit the Vallindras distillery to see how they make Kitron, a liqueur from the citron fruit that only grows here.

• Between the bustle of Santorini and Mykonos, you’ll sail to the Small Cyclades - usually islands like Koufonisia or Iraklia. You’ll spend the day swimming in water so clear you can see the bottom, followed by a dinner of fresh seafood at a family-run taverna where the menu depends on the morning’s catch. Your final stop is Mykonos, where you can enjoy a post-cruise stay. Explore the sacred island of Delos for a chance to discover UNESCO-listed ruins before returning to the comfort of your hotel or setting out to explore Mykonos’s celebrated nightlife.

• On board this 50-foot yacht, you’ll stay in an ensuite cabin with access to the yacht’s stunning sun deck for lounging while you sail and a communal area for breakfast. The real luxury is the location. Because the yacht can dock in small harbours, you don’t need to wait for tender boats. You can step off the gangway straight into the heart of the action, giving you immediate access to the islands whenever you want it.

Santorini | Amorgos | Small Cyclades | Naxos | Syros | Mykonos

What’s included:

• 1 night at Santorini Kastelli Resort, Santorini

• Superior Room; bed & breakfast basis

• 7-night cruise aboard Ocean Star 56

• Double cabin; room only basis

• 1 night at Mykonos Blu, A Grecotel Resort, Mykonos

• Island Bungalow; bed & breakfast basis

• Flights from London Gatwick on 25/05/2026; with private transfers

• 20% discount

Terms and Conditions

Subject to availability. Local charges and T&Cs apply. Please give me a call for further details. Price based on 2 people sharing. Prices correct at time of posting. Offers are subject to change. I can advise on travel insurance at the time of booking.

9 nights from £2,109 per person based on 2 sharing