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A 30 to 40m yacht visiting Anguilla in 2026 peak weeks runs $110,000 to $170,000 per week plus a 30 percent APA when booked as part of a St Martin or St Barths-based charter. Anguilla does not carry a dedicated 30 to 40m charter fleet. The island is a 6nm cross from St Martin and a 12nm cross from St Barths, and the pattern is to embark in Simpson Bay or Gustavia and route Anguilla as a two to three day leg inside a seven to ten night Caribbean charter. This page covers what the bracket actually does at Anguilla, not a fleet that does not exist on island.
Why Anguilla as a leg, not a base
Anguilla is 16nm long, low and flat, with the best beaches in the northeast Caribbean and almost no charter infrastructure. The island has one customs port (Road Bay at Sandy Ground), no charter marina, and two practical anchorages for the bracket: Road Bay on the west and Crocus Bay on the north. Berthing at the bracket is not available. Provisioning is workable but slow.
The 30 to 40m bracket fits the Anguilla cross because the open-water passages from Simpson Bay and Gustavia are short and protected enough not to need a large-yacht weather window. The size is right for the Road Bay anchorage, which carries 4 to 6 mid-size yachts comfortably and tightens above that.
Charter clients who want an "Anguilla charter" almost always mean a St Martin or St Barths charter that includes 2 to 4 days at Anguilla. Yachts that promote themselves as Anguilla-based are typically positioning from one of the two and adding Anguilla as a selling point.
Weekly rates for Anguilla-inclusive charters in 2026 to 2027
Ranges below are full-week rates for yachts based in St Martin or St Barths that route a two to four day Anguilla leg. Peak weeks (Christmas, New Year, President's week) for the 2026 to 2027 season, before APA at 30 percent and gratuity at 10 to 15 percent.
| Base | LOA bracket | Weekly rate (low to high) |
|---|---|---|
| St Martin | 30 to 33m | $110K to $130K |
| St Martin | 33 to 36m | $125K to $150K |
| St Martin | 36 to 40m | $145K to $170K |
| St Barths | 30 to 36m | $130K to $160K |
| St Barths | 36 to 40m | $155K to $185K |
Anguilla day-stops do not add a premium to the headline weekly rate. The cost differential is in the embarkation base. St Barths embarkation runs 10 to 15 percent above St Martin embarkation for equivalent yacht and week.
Anguilla port and immigration fees are payable through APA and run $200 to $400 per day per yacht plus per-guest cruising tax. Plan for these as a line item.
What you get from the bracket on the Anguilla leg
The yachts that route Anguilla cleanly carry a beach-landing tender capable of running guests to Meads Bay, Shoal Bay East, and Rendezvous Bay across a swell day. Tenders rated for 25 knot crossings to the eastern beaches are the spec.
At-anchor stabilizers are useful at Road Bay because the Atlantic swell wraps in across the winter trades, and the anchorage rolls when the wind drops below 12 knots overnight. Yachts without at-anchor stabilizers will move guests off the yacht for dinner ashore on roll-prone nights.
Provisioning. Anguilla supports the bracket if planned 48 hours ahead through the operator's APA. The crew bench is shallow; a chef who knows Anguilla suppliers (the Dune Preserve fish, the Old House provisions network) is the difference between a workable food week and an indifferent one.
Trip shapes that include Anguilla at this bracket
The St Martin loop with Anguilla. Embark Simpson Bay, work to Anguilla for two nights at Road Bay, run to St Barths for two nights at Gustavia, return via Tintamarre and Pinel. Seven nights. Standard pattern.
The St Barths to Anguilla swing. Embark Gustavia, two nights St Barths, two nights Anguilla, two nights Saba or Statia, return Gustavia. Seven nights. Better for charter clients who want quieter anchorages.
The Anguilla-anchored stationary week. Embark St Martin, position to Anguilla, base Road Bay for 4 to 5 nights with day-rotations to the cays. Seven nights. Works for groups who want Anguilla beach access without daily moves.
What this bracket does not do at Anguilla
Berthing. Anguilla has no charter berth at the bracket. Yachts anchor at Road Bay or Crocus Bay and tender in.
Late-season weeks. Anguilla's tourism season closes through May and the island goes quiet. Yacht weeks past 20 April are workable on price but the on-island service narrows sharply.
Dedicated charter inventory. No 30 to 40m motor yacht winters in Anguilla. Yachts that claim a permanent Anguilla base are positioning from St Martin or St Barths.
What we said no to
Yachts that market "Anguilla-based charters" without disclosing the St Martin or St Barths positioning leg in the booking confirmation. We would also pass on yachts without at-anchor stabilizers for any week between mid-January and mid-March, when the Atlantic swell wraps into Road Bay nightly. The bracket is too large to roll all night with comfort.
Our pick
For two couples, seven nights in February: a 33m motor yacht based Simpson Bay, two nights Anguilla, two nights St Barths, two nights St Martin cays. Budget $130K plus APA, all-in roughly $170K. Booking lead time: 5 to 7 months.
For a family of 10, ten nights at Christmas: a 38m motor yacht based Gustavia, three nights Anguilla, three nights St Barths, four nights St Martin and Saba. Budget $200K plus APA, all-in roughly $265K. Booking lead time: 9 to 12 months minimum.