2Hulls

Destination comparison

Greece vs Grenada & the Grenadines

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

Quick Comparison

Dimension Greece Grenada & the Grenadines
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 20 / 15 kn
Hurricane risk None Aug, Sep, Oct
Currency EUR XCD (pegged to USD)
Mid-tier price (7 days) $8,000 $10,500
Luxury tier price $32,000 $40,000
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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
Grenada & the Grenadines

Stronger trade winds than Northern Caribbean; typically 18-25kt in winter. Tobago Cays is the must-do sail. One-way Grenada to St Lucia possible.

  • • 3 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.

Grenada & the Grenadines averages 20 knots in winter and 15 knots in summer. Hurricane risk: Aug, Sep, Oct.

In terms of sailing difficulty, Greece is generally rated moderate and Grenada & the Grenadines 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+
Grenada & the Grenadines
  • Low season: $4,000
  • Mid season: $10,500
  • High season: $20,000
  • Luxury / crewed peak: $40,000+

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
Grenada & the Grenadines
  • Tobago Cays — Five uninhabited islands; turtle snorkeling
  • Petit St Vincent — Quiet luxury island
  • Mayreau — Saltwhistle Bay
  • Bequia - Friendship Bay — Local charm

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 Grenada & the Grenadines.

If you want warmer / tropical water

Choose Grenada & the Grenadines. 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 Grenada & the Grenadines

Frequently Asked Questions

Is Greece or Grenada & the Grenadines better for a first-time charter? ▾
Neither is a "first-charter" pick — both lean intermediate. Consider starting in BVI or Greece before tackling Greece/Grenada & the Grenadines.
Which is cheaper to charter — Greece or Grenada & the Grenadines? ▾
Greece is the cheaper of the two at the mid-tier: ~$8,000/week vs ~$10,500/week for Grenada & the Grenadines (mid-size catamaran, shoulder season). Bareboat low-season starts around $3,000 in Greece vs $4,000 in Grenada & the Grenadines.
When is the best time to visit Greece vs Grenada & the Grenadines? ▾
Greece: peak Jun, Jul, Aug; shoulder May, Sep, Oct; off Nov, Dec, Jan, Feb, Mar, Apr. Grenada & the Grenadines: 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 Grenada & the Grenadines? ▾
Greece: typical winter winds 14 knots, summer 12 knots. Sailing difficulty: moderate. No hurricane season. Grenada & the Grenadines: typical winter winds 20 knots, summer 15 knots. Sailing difficulty: moderate. Hurricane risk: Aug, Sep, Oct.
Which has better flight access — Greece or Grenada & the Grenadines? ▾
Greece: Athens (ATH), Mykonos (JMK), Santorini (JTR), also Corfu (CFU), Heraklion (HER), Rhodes (RHO). Grenada & the Grenadines: Maurice Bishop (GND, Grenada), also Canouan (CIW), Union Island (UNI).
Which is more beginner-friendly, Greece or Grenada & the Grenadines? ▾
Both are accessible to first-time charterers (intermediate and intermediate respectively). Many charterers combine both on one trip.
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Choose Between Greece & Grenada & the Grenadines

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