2Hulls

Destination comparison

Anguilla vs Spain / Balearic Islands

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

Quick Comparison

Dimension Anguilla Spain / Balearic Islands
Region Caribbean Mediterranean
Peak season Dec, Jan, Feb, Mar, Apr Jun, Jul, Aug
Shoulder Nov, May May, Sep, Oct
Sailing difficulty easy to moderate easy to moderate
Recommended level beginner friendly beginner friendly
Avg wind (winter / summer) 17 / 13 kn 13 / 11 kn
Hurricane risk Aug, Sep, Oct None
Currency XCD (pegged to USD) EUR
Mid-tier price (7 days) $11,500 $9,000
Luxury tier price $45,000 $36,000
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At a Glance

Caribbean
Anguilla

Quiet, family-friendly. Often skipped by American bareboat fleet who focus on BVI. Short hop from St Martin (5nm).

  • • 2 base marinas
  • • 4 must-visit anchorages
  • • 31 boats in our fleet database for this region
Mediterranean
Spain / Balearic Islands

Tramontana (N wind) in Mallorca summer. Best value is May and September. Formentera requires ferry hop from Ibiza. Protected north anchorages in Menorca.

  • • 3 base marinas
  • • 5 must-visit anchorages
  • • 27 boats in our fleet database for this region

Sailing Conditions

Anguilla averages 17 knots in winter and 13 knots in summer. Hurricane risk runs Aug, Sep, Oct — outside these months the sailing is generally dependable.

Spain / Balearic Islands averages 13 knots in winter and 11 knots in summer. No hurricane season.

In terms of sailing difficulty, Anguilla is generally rated easy to moderate and Spain / Balearic Islands is easy to 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):

Anguilla
  • Low season: $4,500
  • Mid season: $11,500
  • High season: $22,000
  • Luxury / crewed peak: $45,000+
Spain / Balearic Islands
  • Low season: $3,500
  • Mid season: $9,000
  • High season: $18,000
  • Luxury / crewed peak: $36,000+

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

Anchorages & Must-Do

Anguilla
  • Shoal Bay — Often voted world's best beach
  • Mead's Bay — Calm; long beach
  • Prickly Pear Cays — Day trip; BBQ lunch
  • Rendezvous Bay — Anchorage; mellow
Spain / Balearic Islands
  • Formentera — Caribbean-of-Med; turquoise water
  • Cala Macarelleta, Menorca — Best Menorcan cove
  • Es Vedrà, Ibiza — Mythic rock; sunset
  • Cala Deià, Mallorca — Tramuntana coast; celeb favorite
  • Sa Dragonera Channel — Dramatic scenery

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 Anguilla or Spain / Balearic Islands.

If you want warmer / tropical water

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

If you want history / culture / food

Choose Spain / Balearic Islands. Mediterranean culture, history, cuisine, wines.

Timing and Budget: Anguilla vs Spain / Balearic Islands

Frequently Asked Questions

Is Anguilla or Spain / Balearic Islands better for a first-time charter? ▾
Both work well for first-timers. Anguilla has easy to moderate sailing; Spain / Balearic Islands is easy to moderate. Most first-timers pick Anguilla (BVI is the canonical first-charter destination) but Spain / Balearic Islands is also well-supported by checkout sails at the marina.
Which is cheaper to charter — Anguilla or Spain / Balearic Islands? ▾
Spain / Balearic Islands is the cheaper of the two at the mid-tier: ~$9,000/week vs ~$11,500/week for Anguilla. Bareboat low-season starts around $3,500 in Spain / Balearic Islands vs $4,500 in Anguilla.
When is the best time to visit Anguilla vs Spain / Balearic Islands? ▾
Anguilla: peak Dec, Jan, Feb, Mar, Apr; shoulder Nov, May; off Jun, Jul, Aug, Sep, Oct. Spain / Balearic Islands: peak Jun, Jul, Aug; shoulder May, Sep, Oct; off Nov, Dec, Jan, Feb, Mar, Apr. Both are Caribbean-style (peak = Dec–Apr).
How do sailing conditions compare — Anguilla vs Spain / Balearic Islands? ▾
Anguilla: typical winter winds 17 knots, summer 13 knots. Sailing difficulty: easy to moderate. Hurricane risk: Aug, Sep, Oct. Spain / Balearic Islands: typical winter winds 13 knots, summer 11 knots. Sailing difficulty: easy to moderate. No hurricane season.
Which has better flight access — Anguilla or Spain / Balearic Islands? ▾
Anguilla: Clayton J. Lloyd International (AXA), also Connection through SXM + ferry. Spain / Balearic Islands: Palma de Mallorca (PMI), Ibiza (IBZ), Barcelona (BCN), also Valencia (VLC), Mahón Menorca (MAH).
Which is more beginner-friendly, Anguilla or Spain / Balearic Islands? ▾
Both are accessible to first-time charterers (beginner friendly and beginner friendly respectively). Many charterers combine both on one trip.
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