2Hulls

Destination comparison

Italy vs Saint Barthélemy

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

Quick Comparison

Dimension Italy Saint Barthélemy
Region Mediterranean Caribbean
Peak season Jun, Jul, Aug Dec, Jan, Feb, Mar, Apr
Shoulder May, Sep, Oct Nov, May
Sailing difficulty moderate to difficult moderate
Recommended level intermediate to advanced intermediate
Avg wind (winter / summer) 12 / 9 kn 18 / 13 kn
Hurricane risk None Aug, Sep, Oct
Currency EUR EUR
Mid-tier price (7 days) $9,500 $22,000
Luxury tier price $38,000 $90,000
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At a Glance

Mediterranean
Italy

Mid-summer can be windless in Tyrrhenian. Pontine and Aeolian islands more sheltered. Pricing premium in peak August. Tonnage tax and mooring fees can be high.

  • • 5 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

Italy averages 12 knots in winter and 9 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, Italy is generally rated moderate to difficult and Saint Barthélemy is moderate. The difference matters: Italy asks more of the skipper — confidence at the helm and some experience with coastal navigation helps.

Cost Comparison

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

Italy
  • Low season: $3,500
  • Mid season: $9,500
  • High season: $19,000
  • Luxury / crewed peak: $38,000+
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

Italy
  • Capri - Faraglioni — Iconic rock formations; Blue Grotto
  • Amalfi Coast — Positano, Ravello; dramatic cliffs
  • Pontine Islands — Ponza, Ventotene; Italian favorite
  • Aeolian Islands (UNESCO) — Stromboli volcano at sunset
  • Sardinia - Costa Smeralda — Crystal water; Porto Cervo
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 Italy 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 Italy. Mediterranean culture, history, cuisine, wines.

Captain's Take

"Amalfi Coast in summer is stunning but challenging. Berthing fees run €150-300/night even for 50ft catamarans. The recommended strategy: anchor out in quiet bays (Cala di Ieranto, Marina del Cantone) and dinghy in. Capri's Marina Grande charges premium prices; the alternative is anchoring at Cala del Rio on the south side of the island — beautiful and free. Beware the strong Mistral-like NW Libeccio that can pipe up suddenly in late afternoon. Aeolian Islands (Stromboli) are far less crowded and a stunning sail south."

— Captain P. (Naples charter fleet), local captain · summer note · verified 2026-09-01

Timing and Budget: Italy vs Saint Barthélemy

Frequently Asked Questions

Is Italy or Saint Barthélemy better for a first-time charter? ▾
Neither is a "first-charter" pick — both lean intermediate to advanced. Consider starting in BVI or Greece before tackling Italy/Saint Barthélemy.
Which is cheaper to charter — Italy or Saint Barthélemy? ▾
Italy is the cheaper of the two at the mid-tier: ~$9,500/week vs ~$22,000/week for Saint Barthélemy (mid-size catamaran, shoulder season). Bareboat low-season starts around $3,500 in Italy vs $8,000 in Saint Barthélemy.
When is the best time to visit Italy vs Saint Barthélemy? ▾
Italy: 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 — Italy vs Saint Barthélemy? ▾
Italy: typical winter winds 12 knots, summer 9 knots. Sailing difficulty: moderate to difficult. 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 — Italy or Saint Barthélemy? ▾
Italy: Rome Fiumicino (FCO), Naples (NAP), Olbia (OLB), also Milan (MXP), Venice (VCE). Saint Barthélemy: Gustaf III (SBH), also Connection through SXM.
Which is more beginner-friendly, Italy or Saint Barthélemy? ▾
Both are accessible to first-time charterers (intermediate to advanced and intermediate respectively). Many charterers combine both on one trip.
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