2Hulls

Destination comparison

Greece vs Saint Barthélemy

Two distinct sailing grounds — here's how they compare on conditions, cost, season, and who they suit.

Quick Comparison

Dimension Greece Saint Barthélemy
Region Mediterranean Caribbean
Peak season Jun, Jul, Aug Dec, Jan, Feb, Mar, Apr
Shoulder May, Sep, Oct Nov, May
Sailing difficulty moderate moderate
Recommended level intermediate intermediate
Avg wind (winter / summer) 14 / 12 kn 18 / 13 kn
Hurricane risk None Aug, Sep, Oct
Currency EUR EUR
Mid-tier price (7 days) $8,000 $22,000
Luxury tier price $32,000 $90,000
Detail page View → View →

At a Glance

Mediterranean
Greece

Meltemi (strong NW wind) peaks in July-August; affected areas: Cyclades. Best sailing: late May-June and September. Sail one-way Athens to Mykonos/Santorini possible.

  • • 4 base marinas
  • • 6 must-visit anchorages
  • • 27 boats in our fleet database for this region
Caribbean
Saint Barthélemy

Most expensive Caribbean charter destination. Suited to crewed charters; bareboat limited. New Year's / Christmas fully booked 6+ months in advance.

  • • 2 base marinas
  • • 4 must-visit anchorages
  • • 31 boats in our fleet database for this region

Sailing Conditions

Greece averages 14 knots in winter and 12 knots in summer. There's no hurricane season, which makes year-round planning easier.

Saint Barthélemy averages 18 knots in winter and 13 knots in summer. Hurricane risk: Aug, Sep, Oct.

In terms of sailing difficulty, Greece is generally rated moderate and Saint Barthélemy is moderate. They're at the same level — your decision will hinge on route and vibe, not on whether you can handle the conditions.

Cost Comparison

For a 7-day charter of a typical 45-ft catamaran (4 cabins, sleeps 8):

Greece
  • Low season: $3,000
  • Mid season: $8,000
  • High season: $16,000
  • Luxury / crewed peak: $32,000+
Saint Barthélemy
  • Low season: $8,000
  • Mid season: $22,000
  • High season: $40,000
  • Luxury / crewed peak: $90,000+

Bareboat base rates. Crewed typically adds ~$1,500/day (captain + hostess). Prices exclude fuel, provisioning, mooring fees, gratuity.

Anchorages & Must-Do

Greece
  • Santorini caldera — Iconic cliff villages; sunset at Oia
  • Mykonos — Cosmopolitan nightlife; Little Venice
  • Naxos — Long beaches; Mount Zas hiking; quieter
  • Ios — Party vibe; quiet anchorages
  • Milos — Sarakiniko lunar landscape; sea caves
Saint Barthélemy
  • Gustavia — Red-tin-roof harbor town
  • St Jean beach — Iconic landing strip beach
  • Colombier Beach — Hike-in or anchor; pristine
  • Pointe à Lézard — Turtle and reef

Which Should You Choose?

If you've never chartered before

Both work for first-timers. The default choice for the industry is BVI; choose that unless you have specific reasons to prefer Greece or Saint Barthélemy.

If you want warmer / tropical water

Choose Saint Barthélemy. Warmer water year-round (often 75–85°F), palm-fringed anchorages.

If you want history / culture / food

Choose Greece. Mediterranean culture, history, cuisine, wines.

Captain's Take

"The Meltemi wind peaks in July-August with gusts of 30-40 knots, mostly in the central Cyclades (Mykonos-Paros-Naxos corridor). If you're a less experienced crew, base yourself in the Saronic Gulf (Aegina, Hydra, Spetses) or the Ionian (Corfu, Lefkada) — far calmer. For adventurous crews, the Meltemi gives excellent downwind runs from Mykonos to Santorini in just one day. Always have a Plan B harbor within 10nm — Koufonisia and Donoussa are great Meltemi shelters."

— Captain M. (Athens-based charter fleet), local captain · summer note · verified 2026-09-01

Timing and Budget: Greece vs Saint Barthélemy

Frequently Asked Questions

Is Greece or Saint Barthélemy better for a first-time charter? ▾
Neither is a "first-charter" pick — both lean intermediate. Consider starting in BVI or Greece before tackling Greece/Saint Barthélemy.
Which is cheaper to charter — Greece or Saint Barthélemy? ▾
Greece is the cheaper of the two at the mid-tier: ~$8,000/week vs ~$22,000/week for Saint Barthélemy (mid-size catamaran, shoulder season). Bareboat low-season starts around $3,000 in Greece vs $8,000 in Saint Barthélemy.
When is the best time to visit Greece vs Saint Barthélemy? ▾
Greece: peak Jun, Jul, Aug; shoulder May, Sep, Oct; off Nov, Dec, Jan, Feb, Mar, Apr. Saint Barthélemy: peak Dec, Jan, Feb, Mar, Apr; shoulder Nov, May; off Jun, Jul, Aug, Sep, Oct. Both are Mediterranean-style (peak = Jun–Aug).
How do sailing conditions compare — Greece vs Saint Barthélemy? ▾
Greece: typical winter winds 14 knots, summer 12 knots. Sailing difficulty: moderate. No hurricane season. Saint Barthélemy: typical winter winds 18 knots, summer 13 knots. Sailing difficulty: moderate. Hurricane risk: Aug, Sep, Oct.
Which has better flight access — Greece or Saint Barthélemy? ▾
Greece: Athens (ATH), Mykonos (JMK), Santorini (JTR), also Corfu (CFU), Heraklion (HER), Rhodes (RHO). Saint Barthélemy: Gustaf III (SBH), also Connection through SXM.
Which is more beginner-friendly, Greece or Saint Barthélemy? ▾
Both are accessible to first-time charterers (intermediate and intermediate respectively). Many charterers combine both on one trip.
Keep Exploring

Choose Between Greece & Saint Barthélemy

Tell us your dates and group. We'll recommend the right one — honestly.