2Hulls

Destination comparison

Anguilla vs Thailand / Phuket

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

Quick Comparison

Dimension Anguilla Thailand / Phuket
Region Caribbean Indian Ocean
Peak season Dec, Jan, Feb, Mar, Apr Nov, Dec, Jan, Feb, Mar, Apr
Shoulder Nov, May May, Oct
Sailing difficulty easy to moderate easy
Recommended level beginner friendly beginner friendly
Avg wind (winter / summer) 17 / 13 kn 12 / 14 kn
Hurricane risk Aug, Sep, Oct None
Currency XCD (pegged to USD) THB
Mid-tier price (7 days) $11,500 $9,000
Luxury tier price $45,000 $38,000
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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
Indian Ocean
Thailand / Phuket

Monsoon June-October; charter companies often close. NE monsoon (November-March) brings steady winds. Best value in SE Asia. Cheap provisioning.

  • • 3 base marinas
  • • 5 must-visit anchorages
  • • 11 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.

Thailand / Phuket averages 12 knots in winter and 14 knots in summer. No hurricane season.

In terms of sailing difficulty, Anguilla is generally rated easy to moderate and Thailand / Phuket is easy. The difference matters: Anguilla 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+
Thailand / Phuket
  • Low season: $3,500
  • Mid season: $9,000
  • High season: $18,000
  • Luxury / crewed peak: $38,000+

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
Thailand / Phuket
  • Phi Phi Islands — Maya Bay; limestone karsts
  • Phang Nga Bay (Ao Phang Nga) — James Bond island; dramatic cliffs
  • Krabi - Railay Beach — Climbers' paradise
  • Similan Islands — Snorkeling/diving
  • Koh Racha — Day trip from Phuket

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 Thailand / Phuket.

If you want warmer / tropical water

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

If you want history / culture / food

Anguilla has 0 cultural anchorages vs Thailand / Phuket's 0. Pick by what kind of stop you want between swims.

Timing and Budget: Anguilla vs Thailand / Phuket

Frequently Asked Questions

Is Anguilla or Thailand / Phuket better for a first-time charter? ▾
Both work well for first-timers. Anguilla has easy to moderate sailing; Thailand / Phuket is easy. Most first-timers pick Anguilla (BVI is the canonical first-charter destination) but Thailand / Phuket is also well-supported by checkout sails at the marina.
Which is cheaper to charter — Anguilla or Thailand / Phuket? ▾
Thailand / Phuket 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 Thailand / Phuket vs $4,500 in Anguilla.
When is the best time to visit Anguilla vs Thailand / Phuket? ▾
Anguilla: peak Dec, Jan, Feb, Mar, Apr; shoulder Nov, May; off Jun, Jul, Aug, Sep, Oct. Thailand / Phuket: peak Nov, Dec, Jan, Feb, Mar, Apr; shoulder May, Oct; off Jun, Jul, Aug, Sep. Both are Caribbean-style (peak = Dec–Apr).
How do sailing conditions compare — Anguilla vs Thailand / Phuket? ▾
Anguilla: typical winter winds 17 knots, summer 13 knots. Sailing difficulty: easy to moderate. Hurricane risk: Aug, Sep, Oct. Thailand / Phuket: typical winter winds 12 knots, summer 14 knots. Sailing difficulty: easy. No hurricane season.
Which has better flight access — Anguilla or Thailand / Phuket? ▾
Anguilla: Clayton J. Lloyd International (AXA), also Connection through SXM + ferry. Thailand / Phuket: Phuket (HKT), also Krabi (KBV), Ko Samui (USM), Bangkok (BKK).
Which is more beginner-friendly, Anguilla or Thailand / Phuket? ▾
Both are accessible to first-time charterers (beginner friendly and beginner friendly respectively). Many charterers combine both on one trip.
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