Courtesy Cap Juluca

Only 16 miles long and three miles wide, tiny Anguilla (pronounced an-gwi-la) can surprise travelers with the breadth of variety of its luxury amenities. This flat island, whose name derives from the Spanish word for “eel,” boasts five star hotels, stunning private villas, excellent golf and some of the best food in the Caribbean.

Cheat Sheet

  • Sleep…at Cap Juluca, the island’s most luxurious resort
  • Experience…18 holes by the sea at the Greg Norman–designed CuisinArt golf course
  • Splurge…on a stay at one of the island’s glamorous private villas
  • Eat…at Blanchard’s, an Anguillan mainstay
  • Drink…a Carib beer while relaxing by the water
  • Savor…a romantic candlelit dinner by the surf at Pimms
  • Visit…Scilly Cay for a barbecue lunch and snorkeling
  • See…the white Moorish- and Greek-inspired architecture of the island’s most iconic villas and resorts
  • Arrive…via neighboring St. Martin then take a boat or puddle jumper to Anguilla
  • Know…that as an Indagare member you can contact our Bookings Team for customized recommendations and itineraries

Lay of the Land

Located just north of St. Martin, Anguilla’s flat, scrubby landscape offers a stark contrast to the volcanic peaks of its neighbor. The small island, which is just 16 miles long and a few miles wide, rises 213 feet above sea level at its highest point, has no rivers or streams and is bordered by the Atlantic Ocean on the north and the Caribbean Sea to the south. The majority of its luxury properties are clustered on the island’s West End. The Four Seasons sits on serene Meads Bay on the northwestern (Atlantic) side of the island, while Cap Juluca is on the southwestern shore facing St. Martin. Although the western area gets more visitors than the rest of Anguilla, don’t miss a chance to check out the East End’s Shoal Bay. Many say this lovely beach is the island’s best.

Keep in mind that all beaches in Anguilla are public, so to get the most out of a visit, try out beaches aside from the one in front of your hotel. Meads Bay and Shoal Bay both have relatively calm water (depending on the season) and are great for children. Rendezvous Bay can get a bit rougher, but is still fairly calm, although not to the same extent as Cap Juluca’s Maunday’s Bay, which also faces the Caribbean but is more protected than Rendezvous. Captain’s Bay on the East End isn’t recommended for swimming, but it’s a beautiful spot to watch the Atlantic surf, and you’ll probably have the place to yourself.

Getting There

The best way to arrive is via neighboring St. Martin (flights serviced by United, American and JetBlue). The five-minute hop to Anguilla’s airport in a small plane also affords a spectacular view of the island. If you choose to take the 20-minute boat ride from St. Martin, you’ll still have to go through customs at the ferry terminal; no direct service to the resort exists. Taxis are the preferred method of transportation for travelers. Ask your hotel to call one when heading to another beach or restaurant and make arrangements with a taxi driver to pick you up after dinner; cabs are hard to come by later in the evenings.

When to Go

Peak season in Anguilla lasts from December to April, when there is very little rain and the temperature hovers around 80 degrees Fahrenheit. Many hotels are closed during September and October (hurricane season is June-November).

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