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14 Days in Santorini

14 Days Yacht Charter Santorini

Two-week charter — the format for charters that become trips.

14 Days from Santorini — what's realistic

A 14-day charter is what UHNW repeat clients book when they've outgrown the 7-day format. Two full weeks aboard a single yacht transforms the experience from 'yacht trip' to 'temporary home'. The crew has time to learn your preferences deeply. The chef can plan a full week of varied menus and start fresh on the second week. The route can cover meaningfully more geography. Practical advantages: yacht owners often offer 5-10% discount on the second week of multi-week charters. Crew gratuity convention is similar to a 7-day week (one gratuity covers both weeks), making the per-day tip economics favourable. The yacht can travel further — Cyclades + Crete + Peloponnese loops become possible. Charters above 14 days are rarer but follow similar discount and routing patterns. Departure from Vlyhada Marina. Best paired with yacht selection that matches the duration: longer trips suit larger yachts with separate crew zones; 3-day weekends suit 20-30 metre motor yachts or large catamarans.

Best suited for

  • UHNW repeat clients wanting deeper time aboard
  • Multi-island routes that need real time (Cyclades + Crete, Athens + Sporades + Dodecanese)
  • Family reunions and milestone trips combining multiple sub-groups
  • Santorini-departure charters
  • Charters built around Cyclades itineraries

Yachts based near Santorini

Cyclades fleet for 14 days charters

S/CAT Kos 52 Cat

15.84 m · 10 guests

Per Person · Per WeekFrom €8,960 | plus expenses VAT & APA

S/Y Kos 52 Sail

15.98 m · 10 guests

Per Person · Per WeekFrom €6,170

S/CAT Madicon

14.00 m (46 ft) · 10 guests

Per Person · Per WeekFrom €5,900

S/CAT Angelika

11.89 m (39 ft) · 10 guests

Per Person · Per WeekFrom €4,900

S/CAT Alia

11.28 m (37 ft) · 10 guests

Per Person · Per WeekFrom €4,200

S/Y Kos 38

11.50 m · 6 guests

Per Person · Per WeekFrom €3,300

S/CAT Kos 58

17.65 m · 12 guests

Per Person · Per WeekFrom €20,080

S/CAT Errant Vagabond

15.35 m · 10 guests

Per Yacht · Per WeekFrom €11,500/week

See the full fleet

14 Days sample itinerary from Santorini

Days 1-2 Santorini. Days 3-5 Cyclades south (Folegandros, Sikinos, Ios, Anafi). Days 6-9 central Cyclades (Naxos, Paros, Antiparos, Mykonos, Delos). Days 10-12 Crete (Heraklion + Chania north coast). Days 13-14 return via Milos to Santorini.

Notes from George

  • Book Santorini-departure charters 4-9 months ahead for peak summer. Boarding directly from Vlyhada Marina saves Athens positioning leg.
  • 14 Days charters work best with a clear priority list — what 2-3 things matter most. The captain optimises around them.
  • Crew gratuity convention 10-18% of base rate paid in cash at end. Same convention regardless of charter duration.
  • Multi-week (10+ days) charters often qualify for owner discounts on the second week.
  • Ask the captain at day-one briefing about the itinerary's flexibility — Greek weather changes; the route adapts.

Frequently asked

About 14 days yacht charter santorini

How much does a 14 days yacht charter from Santorini cost?

Base rates scale by yacht size. For 14 days the typical range starts around €55K (smaller yachts) and runs to €300K+ (30+ metre yachts), plus APA (25-30%) and Greek VAT (12-24%).

Why 14 days instead of the standard week?

Two-week charters allow the captain and chef to deliver an experience that 7-day charters can't match. Repeat clients increasingly choose 14 days.

Can we customize the itinerary?

Yes. The sample itinerary above is one common pattern. The captain plans the actual route based on weather, your preferences, and any specific destinations you want included. Brief us at booking.

What if the weather changes?

Captains plan with weather flexibility. Multi-day charters typically have 1-2 weather-buffer days built into the route. The boat stays in protected anchorages if conditions require.

Should we board Santorini directly or repositioning yacht from Athens?

For longer charters, repositioning fees may apply if you want a specific yacht. Ask at booking.

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Plan your 14 days Santorini charter.

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