Anguilla  · 82°F

Coastal Hiking

Windward Point

Limestone, windswept vegetation and open water define Anguilla’s eastern tip, where a coastal walk reveals wide views towards Scrub Island.

Location
Water
Deep, Exposed
Dining
No Nearby Dining
Anguilla’s Far Eastern Tip

A Landscape Worth the Walk

Windward Point marks Anguilla’s easternmost tip, where a rugged headland and nearby bay offer a rewarding setting for coastal exploration. The experience centres on walking: limestone underfoot, vegetation shaped by exposure and viewpoints looking towards offshore islands. It suits photographers and travellers comfortable with uneven terrain, particularly those who enjoy discovering a destination on foot. The Anguilla National Trust includes this area in its guided nature hikes, giving visitors an opportunity to understand the landscape as they move through it. Plan around the walk and the views, with time to pause and enough daylight for a comfortable return.

aerial view of windward point anguilla with rocky cliffs and sea cave

Plan your day

EXPLORE THE BEACH

Best for
Families, Photography
vibe
Secluded, Hidden Gem, Scenic, Natural

Gallery

Moments from Windward Point

Explore Windward Point through broad views of the eastern headland, limestone terrain and the sea beyond. Closer perspectives introduce the vegetation growing across this exposed landscape, while views towards Scrub Island place the point within Anguilla’s wider coastal geography.

The Experience

Follow a coastal walk towards the island’s eastern tip, taking in uneven limestone, low vegetation and the movement of the sea. The sequence builds towards the headland views, allowing the scale of the landscape to emerge gradually.

Experiences

Things to Do Near Windward Point

Explore Anguilla's scenic East End, discover hidden beaches, enjoy island tours, and experience one of the Caribbean's most dramatic coastlines.

Illustration of Spysea Leopard 51 Powercat with guests swimming, paddleboarding, and enjoying a waterslide in turquoise Caribbean water
Sandy Ground / Road Bay, Anguilla

51' Leopard Power Catamaran

A luxurious private catamaran with an expansive flybridge, elegant lounges, premium watersports, and exceptional comfort.
Seaview Powercat 44 with navy-blue twin hulls, shaded flybridge, and guests relaxing aboard near a rocky Caribbean beach
Sandy Ground / Road Bay, Anguilla

44' Lagoon Power Catamaran

An elegant private catamaran with a panoramic flybridge, air-conditioned lounge, watersports, and generous space to unwind.
Seacat Powercat 40 anchored in turquoise water with guests relaxing aboard, paddleboarding, and lounging on a floating mat
Sandy Ground / Road Bay, Anguilla

40' Flybridge Power Catamaran

A spacious private catamaran with a shaded flybridge, sun loungers, watersports, and attentive onboard service.
Dining

Nearby Dining

Discover local Caribbean restaurants and relaxed island dining while exploring Anguilla's beautiful East End.

Open-air dining terrace at Straw Hat Restaurant overlooking the Caribbean Sea at sunset on Meads Bay, Anguilla.
Meads Bay

Straw Hat

Spend an unhurried morning, afternoon or evening at the table, with Meads Bay stretching out before you.
Illuminated tropical gardens with flowering bougainvillea, palm trees, and turquoise shutters outside Blanchards Restaurant on Meads Bay, Anguilla.
Meads Bay

Blanchards

Dine among tropical gardens, with inventive island flavours, candlelit tables and the sea just beyond.
Chef placing fresh basil on seafood pasta with tomato sauce in a white bowl at Dolce Vita restaurant in Sandy Ground, Anguilla.
Sandy Ground

Dolce Vita

Settle beside the bay for homemade pasta, Italian wine and a leisurely evening among Sandy Ground’s boat lights.
Two poached eggs with fresh greens on golden pastry, served on a white plate overlooking the Caribbean Sea at Malliouhana.
Meads Bay

Caribbean Table

Discover Caribbean flavours through thoughtful cooking and a leisurely meal overlooking the waters of Meads Bay.
Explore

Nearby Beaches & Places

Visit Savannah Bay, Junk's Hole, Sile Bay, Mimi Bay, and Marissa's Blowhole while exploring Anguilla's spectacular eastern coastline.

boat passing anguilla arch natural limestone rock formation in turquoise water
Anguilla Arch

Anguilla Arch

Explore Anguilla Arch, a natural limestone landmark in West End, with turquoise sea views, coastal photography and late-afternoon light.
Aerial view of Anguillita Island surrounded by turquoise water
Anguillita

Anguillita

Explore a rocky offshore cay where snorkeling and guided dives reveal the landscape beneath the surface.
Aerial view of Auntie Dol Bay Anguilla with turquoise water and rocky coastline
Auntie Dol Bay

Auntie Dol Bay

Wander a quiet shoreline, explore the tide line and pause for views across the water to St. Martin.
Stay

Exceptional Stays

Discover boutique villas and peaceful island accommodations while exploring Anguilla's quiet and scenic East End.

Carimar Beach Club overlooking turquoise water on Meads Bay Anguilla
Meads Bay

Carimar Beach Club

Villa-style living on Meads Bay, with generous terraces, tropical gardens, and the warm familiarity of a small beachfront hotel.
Aerial view of Malliouhana in Anguilla, featuring two swimming pools, yellow umbrellas, tropical gardens and turquoise Caribbean waters along the coastline.
Meads Bay

Malliouhana

Above Meads Bay, this coastal resort pairs colorful Caribbean interiors with expansive terraces, seaside dining, and direct beach access.
Aerial view of Aurora Anguilla Resort & Golf Club with white resort buildings, a palm-lined entrance courtyard, tropical gardens and the Caribbean Sea.
Aurora Anguilla

Aurora Anguilla

A remarkable beachfront retreat with elegant suites, private villas, championship golf and an extraordinary collection of island experiences.

Beach Guide

Discover Windward Point

Windward Point brings Anguilla’s eastern coastline to a dramatic conclusion. The headland offers views towards Scrub Island and, in clear weather, more distant St. Martin and St. Barths. Its exposed setting gives a visit a sense of scale: the interest lies in the landforms, the offshore outlook and the journey across the coastal terrain. The vegetation deserves attention along the way. The Anguilla National Trust describes popehead cacti, windswept frangipani and low buttonwood on its Windward Point hiking route. These plants give texture to a landscape that can appear spare from a distance. Walk around vegetation, leave flowers and fruit undisturbed, and use a guide’s knowledge to understand what grows here. The Trust also identifies views of Little Scrub Island among the route’s highlights. The adjoining bay has an important environmental history. A government report published in 2016 documented severe loss of beach material following sand extraction, particularly from the dunes. It explained that removing these reserves disrupted the replenishment of the shore. For that reason, descriptions of an extensive sandy beach should not be treated as a reliable picture of present conditions; the headland and its views provide the more dependable basis for planning a visit. Arrange a guided outing if you are unfamiliar with the area. Confirm the meeting point, current route, walking difficulty and transport with the operator. Wear supportive shoes and carry drinking water, sun protection and a hat. Families and groups should discuss everyone’s walking ability before booking, especially where uneven rock and exposed sections are involved. For photography, allow time to stop on stable ground and compose views without approaching cliff edges or breaking waves. An earlier start can leave more daylight for exploring and returning, while the precise timing should follow weather and guide advice. Keep swimming, snorkeling and boat landings separate from the hiking plan unless a qualified operator has assessed their suitability.

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