Modern hotels, upscale restaurants, bars & cafes, art galleries, duty-free stores and colourful establishments line the streets of Holetown, Barbados. The town to “the West” and the original settlement of the island. The first of the island's four towns is a city overflowing with history, bustling with activity and full of adventure. If you are wondering how to navigate this fun-filled, vibrant city, and have no idea where to start, this guide provides some inspiration to ensure that you can experience the best of Holetown in just one day!
As a precursor to the day's journey, it is of particular note that your days’ activities take place in the islands’ birthplace. The history of Holetown begins after English Captain John Powell got lost and went off course while voyaging from England to Brazil in 1625. Instead, he arrived by accident on this tiny island (possibly very confused but probably extremely excited)! He claimed it for the Kingdom of England and two years later, Henry Powell (John Powell's brother) returned and named the area where they settled ‘Jamestown'. It quickly became a hive of activity and was renamed ‘Holetown' after a waterway in the area which was used by the settlers to land in Barbados. At the time it reminded them of a part of the Thames River that flows through England called ‘The Hole’ and so it was affectionately renamed. At the heart of Holetown, a monument in Barbados stands erected commemorating this grand arrival.