Anguilla Hikes

I’m so glad you’re here. I love sharing my favorite insider tips for Anguilla, and curating a bespoke experience just for you is truly a pleasure. Enjoy exploring, wandering, and sinking into the island’s slow, natural rhythm.

Anguilla is perfect for those who love beauty that unfolds at walking pace. Here are a few of my favorite trails and viewpoints:

Windward Point - This was our favorite hike. Windward Point is located on the easternmost tip of Anguilla. Rugged, windswept, and absolutely stunning. Expect rocky coastlines, dramatic seas, and incredible views toward Scrub Island and even St. Barths on a clear day. Park behind Palm Grove Restaurant and follow the sandy drive. It’s about a 1 hour round trip. A wonderful place for quiet reflection and big horizons. When you return you can enjoy a lobster lunch at Palm Grove with Johnny Cakes and a delicious rum punch. Take a well deserved dip in unspoiled Savannah Bay.

Forest Bay to Black Garden Bay Anguilla’s longest trail (7.4 km), with the most elevation gain. Ideal for those who enjoy a satisfying hike with varied scenery. Bring water, good shoes, and a sense of adventure. The hike can take 2+ hours.  Stop at Da'Vida at Crocus Bay on the way back to have a lovely lunch and dip in the sea. This is on list for my next trip!