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Discover Anguilla Through the Eyes of the Island’s Newest Residents

New “Expat Top Picks Guide” showcases the best island experiences with a personal touch

Anguilla, West Indies

Three of Anguilla’s newest residents have spent their first few months on the island exploring and uncovering the island’s best kept secrets, and now they’re sharing their experiences with guests of Four Seasons Resort and Residences Anguilla.

Matt Harley, son Sam and Havanese dog Kona – family of Four Seasons General Manager Ilse Harley - have created the Expat Top Picks Guide, including everything from best drinks to must-do watersports, cliff jumping, dog-friendly beaches, incredible hideaways, potent rum punches and fresh guava banana smoothies.

Guests at the Resort can request copies of their carefully crafted Top Picks lists, or they can accompany the Harleys on a private, one-to-three hour tour of the island. Costs vary and the proceeds will go toward the island charity of the guests’ choice.

Anguilla is a small island close to the size of Manhattan but that’s where the similarity ends. The 16-mile (26 kilometre) long, thin, tropical island has only five traffic lights and a single two-lane “highway.” With 33 distinct beaches, coves and islands, there are many beautiful areas to explore. While some beaches feature fabulous toes-in-sand bars, colourful restaurants, horseback riding and watersports, other beaches are completely private and guests might not see another person all day.

If you want to explore the local culture and dine like an Anguillian, guests might opt to explore the “downtown” restaurant row. Grilled corn on the cob, marinated fish served with rice and beans, and fresh juices are always on the menu.

A few of the Expat Top Picks on the husband-and-son lists include the following:

Matt Harley’s Top Picks

  • Rum punch and music at Dune Preserve
  • An afternoon with Garvey at Sunshine Shack
  • A visit to Crocus Bay and kayaking to Little Bay
  • Fish tacos and Dean’s Green Supreme drink at Half Shell Beach Bar

Sam Harley’s Top Picks

  • Guava banana smoothie at Bamboo Pool with Jacqui and the gang
  • Jumping off the cliff at Little Bay
  • Aqua Park
  • Walking to Blanchard’s Beach Shack for a milk shake

Konas Top Picks

  • Walk along salt ponds off John Hodge Road
  • Boat Rides to Dog Island

For more information about the Expat Top Picks list or private tours, visit the Resort concierge or call 264 497 7000.