Quito’s Gazebo

Road Town’s nightlife needed some actual infrastructure for the evenings that outlast sundowners, and Paradise Club supplies the energy once the charter boats have all anchored.

Tortola runs the whole range from lively to remote, and Elm Beach Bar sits comfortably in the relaxed middle, genuine local warmth that never needed a famous anchorage to feel authentic.

Cane Garden Bay has been drawing sailors since the earliest days of BVI tourism, and Myett’s has been part of that scene for decades, live reggae against a crescent beach that still stops people mid-sentence.

Trellis Bay near the airport is one of Tortola’s most social anchorages, and De Loose Mongoose is the reason sailors decide to stay the extra night.

The most centrally located marina in the BVI, and, depending on who you ask, the actual birthplace of “Cheeseburger in Paradise.” Jimmy Buffett himself told the story of writing the song here while his boat got repaired, though Cane Garden Bay locals will argue that point till last call. Either way, Village Cay’s open-air restaurant and bar overlooking the Sir Francis Drake Channel is prime real estate.