2Hulls

Within the same region

Anguilla vs Bahamas

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

Quick Comparison

Dimension Anguilla Bahamas
Region Caribbean Caribbean
Peak season Dec, Jan, Feb, Mar, Apr Dec, Jan, Feb, Mar, Apr
Shoulder Nov, May Nov, May
Sailing difficulty easy to moderate moderate
Recommended level beginner friendly intermediate
Avg wind (winter / summer) 17 / 13 kn 16 / 11 kn
Hurricane risk Aug, Sep, Oct Aug, Sep, Oct
Currency XCD (pegged to USD) BSD (1:1 with USD)
Mid-tier price (7 days) $11,500 $10,500
Luxury tier price $45,000 $40,000
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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
Caribbean
Bahamas

Hurricane season June-November. Cold fronts bring Nor'westers November-March. Abacos are bareboat heartland. Short crossing from Florida (~50nm).

  • • 3 base marinas
  • • 5 must-visit anchorages
  • • 31 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.

Bahamas averages 16 knots in winter and 11 knots in summer. Hurricane risk: Aug, Sep, Oct.

In terms of sailing difficulty, Anguilla is generally rated easy to moderate and Bahamas is moderate. The difference matters: Bahamas 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):

Anguilla
  • Low season: $4,500
  • Mid season: $11,500
  • High season: $22,000
  • Luxury / crewed peak: $45,000+
Bahamas
  • 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

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
Bahamas
  • Exuma Cays — Pig Beach (Big Major Cay); swimming pigs
  • Thunderball Grotto — Made famous by James Bond film
  • Eleuthera - Glass Window Bridge — Dark Atlantic meets calm Bight
  • Abacos - Hope Town — Lighthouse; candy-striped; quaint
  • Andros - Androsia Batik — Largest island; blue holes

Which Should You Choose?

If you've never chartered before

Choose Anguilla. It's the more forgiving first-charter ground — charter fleets are abundant, marina staff speak English, checkout sails are standard.

If you want warmer / tropical water

Both sit in warm waters — temperature is broadly similar. The differentiator is which coast or chain: Anguilla vs Bahamas. Read the must-visit lists above.

If you want history / culture / food

Anguilla has 0 cultural anchorages vs Bahamas's 2. Pick by what kind of stop you want between swims.

Captain's Take

"The pigs of Big Major Cay have become a global phenomenon — and crowds have grown accordingly. Arrive before 10 AM or after 2 PM for a more intimate visit. The pigs are real, but they're fed by guides and boats — please don't feed them human food (alcohol, in particular, has reportedly made some ill). For ethical wildlife encounters, look at Andros (blue holes, native parrots) or Inagua (40,000+ flamingos at Union Creek Reserve). These islands also need visitors more than Pig Beach does."

— Captain S. (Bahamas Out Island), local captain · all note · verified 2026-09-01

Timing and Budget: Anguilla vs Bahamas

Frequently Asked Questions

Is Anguilla or Bahamas better for a first-time charter? ▾
Anguilla is the safer first-charter choice — sailing is easy to moderate and beginner friendly. Bahamas is better as a second-charter destination: intermediate.
Which is cheaper to charter — Anguilla or Bahamas? ▾
Bahamas is the cheaper of the two at the mid-tier: ~$10,500/week vs ~$11,500/week for Anguilla. Bareboat low-season starts around $4,000 in Bahamas vs $4,500 in Anguilla.
When is the best time to visit Anguilla vs Bahamas? ▾
Anguilla: peak Dec, Jan, Feb, Mar, Apr; shoulder Nov, May; off Jun, Jul, Aug, Sep, Oct. Bahamas: peak Dec, Jan, Feb, Mar, Apr; shoulder Nov, May; off Jun, Jul, Aug, Sep, Oct. Both are Caribbean-style (peak = Dec–Apr).
How do sailing conditions compare — Anguilla vs Bahamas? ▾
Anguilla: typical winter winds 17 knots, summer 13 knots. Sailing difficulty: easy to moderate. Hurricane risk: Aug, Sep, Oct. Bahamas: typical winter winds 16 knots, summer 11 knots. Sailing difficulty: moderate. Hurricane risk: Aug, Sep, Oct.
Which has better flight access — Anguilla or Bahamas? ▾
Anguilla: Clayton J. Lloyd International (AXA), also Connection through SXM + ferry. Bahamas: Lynden Pindling (NAS), Nassau, also Exuma International (GGT), Marsh Harbour (MHH) - Abacos.
Which is more beginner-friendly, Anguilla or Bahamas? ▾
Anguilla is the more beginner-friendly choice (beginner friendly). Bahamas is geared toward intermediate charterers and you'll want sailing experience to handle its conditions confidently.
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