Yachting destination

Anguilla

Caribbean Leeward Islands Anguilla Caribbean / Leeward Islands December to April ★ 2 Star Superyacht Guide Destination Award

Superyacht Guide Award

Superyacht Guide Destination Star

★★☆☆☆

2 Stars - Good yachting destination

Preliminary Superyacht Guide destination note pending full editorial assessment. Anguilla has recognised yachting merit as a refined beach destination.

Preliminary Listing Luxury Beach Leeward Islands

Last reviewed: May 10, 2026

Destination Stars are editorial ratings based on cruising appeal, marina access, hospitality, scenery, events, seasonality and available information.

Anguilla is a refined Caribbean beach destination with white sand, luxury resorts, beach restaurants and Leeward Islands cruising appeal.

Anguilla is one of the Caribbean’s most refined beach destinations, known for white sand, clear water, luxury resorts, villas, beach restaurants and a quieter atmosphere than nearby St Barths or St Maarten. It is a strong stop for yachts cruising the northern Leeward Islands.

Popular areas include Road Bay, Sandy Ground, Shoal Bay, Meads Bay and offshore cays such as Sandy Island and Prickly Pear. The island is especially attractive for guests who want beaches, fine dining, privacy and low-key luxury rather than large marina infrastructure or nightlife.

Anguilla is usually combined with St Maarten and St Barths in winter charter itineraries. It works best as a tender and anchorage destination with careful local planning for customs, access and weather.

Superyacht highlights

  • Refined beach and villa destination
  • Shoal Bay, Meads Bay and Sandy Ground
  • Excellent restaurants and luxury resorts
  • Quiet alternative to busier yacht hubs
  • Good combination with St Maarten and St Barths

Destination details

Region Caribbean
Local region / area Leeward Islands
Country Anguilla
City / main area Sandy Ground / Meads Bay / Shoal Bay
Destination type Luxury beach island destination
Cruising area Caribbean / Leeward Islands
Best season December to April
Best time to visit The winter season is the principal yacht and luxury travel period.
Season Caribbean winter season
Charter appeal High

Access and berthing

Nearest airport Clayton J. Lloyd International Airport (AXA)
Airport access

Anguilla is accessed by regional flights, private aviation or sea transfer from St Maarten.

Marina access

Anguilla is more anchorage and tender focused than marina-led.

Superyacht berthing

Large yachts usually use anchorages and tenders, with local entry and weather planning important.

Hospitality and attractions

Luxury hotels

Cap Juluca; Four Seasons Anguilla; Malliouhana; Aurora Anguilla; Zemi Beach House

Restaurants

Blanchards; Jacala; Straw Hat; Veya; beach restaurants and resort dining

Attractions

Shoal Bay; Meads Bay; Sandy Ground; Prickly Pear; Sandy Island; beach restaurants

Events

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