Boat charters around Anguilla

Day charters, catamaran sails, speedboat trips and fishing charters around Anguilla. Tell us your date and group size and the Caribbein concierge confirms availability and the exact price with the operator.

14 boat chartersfrom €450
Your dates

Dates and guests are used to estimate the stay and pre-fill your request. Availability and the exact price are confirmed by the Caribbein concierge, usually within about two hours. Nothing is charged.

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Showing 1–14

PowerCat 40

Power catamaran
40 ft · up to 12 guests · Captain + hostess
  • Sunset cruise (2h) · West coast sunset€800 / boat
  • Half day (4h) · Around St-Martin€1,500 / boat
  • Full day (8h) · St-Martin & Anguilla€2,000 / boat
Captain & hostessOpen barSnorkeling gearPaddleboard

Double-decker 40ft power catamaran with shade and space for groups…

from €800 / boat

Sailcat 60 (Leopard 60)

Sailing catamaran
60 ft · up to 20 guests · Captain + hostess
  • Sunset cruise (2h) · West coast sunset€1,500 / boat
  • Half day (4h) · Around St-Martin€2,200 / boat
  • Full day (8h) · St-Martin & Anguilla€3,500 / boat
Captain & hostessOpen barSnorkeling gearPaddleboards

Flagship 60ft Leopard sailing catamaran for up to 20 guests — the boat for celebrations and big groups…

from €1,500 / boat

Boston Whaler 270 Vantage

Speedboat
27 ft · up to 10 guests · Captain
  • Sunset cruise (2h) · West coast sunset€450 / boat
  • Half day (4h) · Around St-Martin€800 / boat
  • Full day (8h) · St-Martin & Anguilla€1,300 / boat
CaptainSoft drinks & cocktailsSnorkeling gearFuel

Fast 27ft bowrider for island-hopping to Anguilla and the islets…

from €450 / boat

Boston Whaler 320 Vantage

Speedboat
32 ft · up to 12 guests · Captain (hostess optional)
  • Sunset cruise (2h) · West coast sunset€500 / boat
  • Half day (4h) · St-Martin & Anguilla€900 / boat
  • Full day (8h) · St-Martin, Anguilla or St-Barth€1,600 / boat
CaptainSoft drinks & cocktailsSnorkeling gearFuel→ Saint-Barthélemy

Roomy 32ft bowrider with the range for full-day trips to Anguilla and St-Barth…

from €500 / boat

PowerCat 50

Power catamaran
50 ft · up to 12 guests · Captain + hostess
  • Sunset cruise (2h) · West coast sunset€1,000 / boat
  • Half day (4h) · Around St-Martin€1,900 / boat
  • Full day (8h) · St-Martin & Anguilla€2,500 / boat
Captain & hostessOpen barChampagneSnorkeling gear

Spacious 50ft power catamaran cruising at 15kn — champagne included…

from €1,000 / boat

Oceane 55ft

Luxury motor yacht (flybridge)
55 ft · up to 12 guests · Captain Jordan + hostess Chloe
  • Sunset cruise (2h) · St-Martin coastline€800 / boat
  • Half day (4h) · Around St-Martin€1,500 / boat
  • Full day (8h) · St-Martin & Anguilla€2,000 / boat
Captain & hostessOpen barSnacks & fresh fruitSnorkeling gear

2025-refit 55ft flybridge yacht with A/C, Starlink WiFi and a premium open bar…

from €800 / boat

Seaweed 40ft

Power catamaran
40 ft · up to 12 guests · Captain + hostess
  • Sunset cruise (2h) · St-Martin coastline€800 / boat
  • Half day (4h) · Around St-Martin€1,500 / boat
  • Full day (8h) · St-Martin & Anguilla€2,000 / boat
Captain & hostessOpen barSnacks & fresh fruitSnorkeling gear

Modern 40ft power catamaran with wide, stable decks and open social spaces…

from €800 / boat

Free Spirit

Speedboat (Concept 44)
44 ft · up to 12 guests · Captain
  • Full day charter (7h) · St-Martin & islets
  • Day trip to Anguilla · Anguilla$1,500 / boat
  • Night transfer to Anguilla · Anguilla$1,800 / boat
CaptainFull enclosureBluetooth soundSnorkeling gear

Powerful 44ft Concept with triple 300hp engines, full enclosure and big sunpads — comfortable full days and Anguilla runs.

from $1,500 / boat

VanDutch 55

Motor yacht (VanDutch 55)
55 ft · up to 12 guests · Captain + crew
  • Half day charter (4h) · Around St-Martin
  • Full day charter (7h) · St-Martin, Anguilla or St-Barth
  • Sunset cruise (2h) · West coast sunset
Captain & crewA/C master cabinSun loungeBluetooth sound→ Saint-Barthélemy

Flagship 55ft VanDutch with a spacious lounge, sunbed and an air-conditioned master cabin — luxury cruising in signature Dutch…

Price on request

VanDutch 48 (Dutchess)

Motor yacht (VanDutch 48)
48 ft · up to 12 guests · Captain + crew
  • Half day charter (4h) · Around St-Martin
  • Full day charter (7h) · St-Martin, Anguilla or St-Barth
  • Sunset cruise (2h) · West coast sunset
Captain & crewSun loungeBluetooth soundSnorkeling gear→ Saint-Barthélemy

Iconic 48ft VanDutch — minimalist Dutch design, huge sunpads and a sleek profile…

Price on request

Open Seas Charters

Boat charter · Sandy Ground · $$

Services: snorkel, sightseeing, deep-sea-fishing, sunset-cruise, private-charter, cay-trips, day-trips-sbh, day-trips-sxm

Speaks: EN
Price on request

Funtime Charters

Boat charter · Blowing Point · $$
→ Saint-Barthélemy

Boat charter and sea-shuttle operator based in Blowing Point, Anguilla, running airport transfers to/from St…

Speaks: EN
Price on request

Photos via providers and stock libraries · © their respective owners

Order: listings with photos, prices and clear details come first, then owner-verified ones. Nothing is paid for: sponsorship does not change the order.

On the map

Boats are shown at their operator’s base.

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Areas on this page (2)
  • Blowing Point1
  • Sandy Ground1

10 boats without a known base

About Anguilla

Anguilla is a low-lying British Overseas Territory known for long white-sand beaches and a lively restaurant scene. It is a short boat crossing from the French side of Saint-Martin (ferry from Marigot), and many visitors also come by charter or on day trips.

How booking works

1Pick what you like

Browse the places below and open one to see its details.

2Send a request

Tell us your dates or time. Nothing is charged at this stage.

3The concierge confirms

Caribbein checks with the provider and confirms, usually within about 2 hours.

Good to know

How many boat charters are listed in Anguilla?

Caribbein lists 14 boat charters in Anguilla today. The list grows as more local providers join.

Which areas have the most boat charters?

The areas with the most listings are Blowing Point (1), Sandy Ground (1).

Can I charter a boat to a nearby island?

Several charters on this page list nearby islands as destinations. Tell us where you would like to go when you send your request.

How does booking work?

You send a request, nothing is charged at that stage, and the Caribbein concierge confirms with the provider, usually within about two hours.

Does Caribbein add fees for travellers?

Caribbein earns a flat commission from the provider; 20% of it funds local projects. The provider confirms the exact price with you before anything is paid.

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