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Not sure which yacht?
Tell us the dates and the party size. A broker who charters here every week will shortlist three yachts for you.
A reply within 24 hoursPart of Caribbean
Median weekly rate $162,500. Base rate, before APA and tax.
Yacht charter Anguilla unveils a flat, coral-fringed island where 33 powdery white beaches melt into water that glows every shade from pale mint to deep cobalt, and where the pace of life slows to the rhythm of gentle trade winds and the clatter of a beachside rum punch being shaken. Read more
Not sure which yacht?
Tell us the dates and the party size. A broker who charters here every week will shortlist three yachts for you.
A reply within 24 hours
The Monthly Price Index · November 2026, low season
Local knowledgePowder-white sands and glassy leeward anchorages: Anguilla pairs Caribbean trade-wind sailing with some of the region's finest beach dining.
The latest additions to the fleet
Holidays and school breaks that suit these waters
Anguilla sits just 8 nautical miles north of St Martin and roughly 60 nautical miles from St Barths, making a tri-island itinerary one of the Caribbean’s most popular charter routes. The crossing from Simpson Bay to Anguilla’s Road Bay takes under an hour, and a seven-day charter comfortably covers the highlights of all three islands with time for beach lunches and snorkelling stops.
For peak-season departures (December to April), booking 6 to 12 months ahead is strongly recommended, the most sought-after motor yachts and superyachts fill their calendars quickly for the holiday period. Shoulder-season windows in November and May can often be arranged with 2 to 3 months’ notice, particularly when yachts reposition between the Leeward Islands and the wider Caribbean.
The base charter fee covers the yacht, professional crew, and all onboard amenities including water toys, snorkelling gear, tenders, and linens. Food, beverages, fuel, and marina or mooring fees are managed through the APA (typically 25 to 35% of the charter fee). Crew gratuity of 10 to 20% is customary and paid separately at the end of the voyage.
Anguilla is an excellent family charter destination. The island’s beaches slope gently into calm, reef-protected shallows ideal for young swimmers and snorkellers, and there are no strong currents along the leeward shore. Catamarans are a popular family choice, offering wide decks, safety netting, and stable platforms that make life aboard with small children comfortable and safe.
Yacht charter Anguilla unveils a flat, coral-fringed island where 33 powdery white beaches melt into water that glows every shade from pale mint to deep cobalt, and where the pace of life slows to the rhythm of gentle trade winds and the clatter of a beachside rum punch being shaken. Just 16 miles long and 3 miles wide, Anguilla punches well above its size with some of the Caribbean’s finest beach restaurants and boutique resorts, yet it feels a world away from the bustle of its neighbour St Martin, barely 20 minutes by tender across the channel. The charter fleet serving Anguilla includes motor yachts of 68′-98′, superyachts above 100′, and luxury catamarans from 55′, with over 100 vessels available across the wider Anguilla-St Martin-St Barths triangle. Peak season runs December through April, when trade winds average 15 to 20 knots and daytime highs hold around 28 °C; November and May bring shoulder-season value with warmer water and fewer visiting yachts.
Daily rates start from $8,000 on a mid-size motor yacht and from $10,200 on latest-model vessels above 89′, plus APA of typically 25 to 35%. Anguilla’s singular charm is the marriage of barefoot beach dining, grilled lobster at Scilly Cay, toes in the sand at Blanchard’s Beach Shack, with the exclusivity of an island that has no cruise ship port and never feels crowded.
Discover Anguilla’s best beaches, anchorages, and waterfront dining in the full Anguilla destination guide.
Plan a multi-island cruise from Anguilla through St Martin and St Barths with our curated Anguilla charter itineraries.
Browse the yachts available for charter around Anguilla, including luxury catamarans from 55′, motor yachts of 68′-98′, and superyachts above 100′. Weekly rates start from approximately $56,000 on a modern motor yacht and from $71,400 on the latest vessels above 89′. Filter by yacht type, guest capacity, length, or daily rate to compare the fleet. Most Anguilla charters combine with St Martin and St Barths for a fuller itinerary. Boatcrowd’s charter specialists can match the right vessel and route to your group.
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