Gregory Town

Pineapple heritage & the festival

Gregory Town's pineapples have been prized since the 19th century, when Eleuthera exported vast quantities to North America and Europe. The industry has shrunk, but the fruit grown here — ripened in thin, calcium-rich soil — remains intensely sweet and aromatic.

The Pineapple Festival, held annually in June, celebrates that heritage with fire dancers, live Bahamian music, Junkanoo parades, pineapple-infused dishes, and plenty of cold drinks. It is one of the most vibrant events on the Out Islands.

Surfer's Beach

Two miles south of Gregory Town, Surfer's Beach is the premier surf break in the Bahamas. Atlantic swells wrap around the reef to produce consistent right-hand waves that draw surfers from across the region, particularly from November through April when winter storms send larger swells.

Even non-surfers appreciate the beach: a wild, windswept stretch of sand backed by sea grape and casuarina, rarely crowded despite its reputation.

Hatchet Bay Cave

Roughly two miles south of town, Hatchet Bay Cave is the most extensive cavern system discovered on Eleuthera. Its passages run about a mile underground across multiple levels, filled with stalagmites, stalactites, and formations locals have named Cathedral Hall, The Wizard's Hat, and Frozen Waterfall.

The cave is unmanaged and free to enter — bring a strong flashlight, sturdy shoes, and caution. Centuries-old charcoal signatures line the walls, left by visitors long before electricity reached the island.

Nearby natural wonders

Gregory Town sits within easy reach of several of Eleuthera's most striking landmarks. The Glass Window Bridge lies just to the north, where the deep Atlantic and calm Caribbean meet across a sliver of rock. Queen's Baths and Sapphire Blue Hole are short drives away, each offering unique swimming experiences.

The area is best explored by rental car, with Gregory Town serving as a convenient base for the northern half of Eleuthera.

Getting there

Gregory Town lies between North Eleuthera Airport (about 12 miles north) and Governor's Harbour Airport (about 13 miles south). A rental car is essential — there is no public transport. The Queen's Highway runs through town, making it a natural stop when driving the length of the island.

Frequently asked questions

When is the Pineapple Festival in Gregory Town?

The festival is held annually in June. Exact dates vary, so check local listings. It features live music, Junkanoo parades, pineapple dishes, and traditional Bahamian celebrations.

Is Surfer's Beach good for beginners?

The reef break can be challenging. Experienced surfers handle it well, but beginners may find the waves and rocky bottom difficult. On calm days, the beach is still enjoyable for swimming and sunbathing.

Is Hatchet Bay Cave safe to explore?

The cave is unmanaged, so you enter at your own risk. Bring a strong flashlight, wear sturdy shoes, and be mindful of uneven surfaces. Going with someone who knows the cave is advisable.