On the north end of the small island of Tobago, the town of Charlotteville is a picturesque fishing village deep within protected Man O War Bay. Devoid of large resorts or chain anything, it’s a perfect place to relax in one of the town’s small guesthouses. A walking trail from Charlotteville leads to the beautiful beach at Pirate Bay, a completely undeveloped section of beach where you can swim and sunbathe in the warm Caribbean waters. This sleepy town has a handful of bars and restaurants, and it’s also home to one of the country’s few remaining tamboo bamboo bands, a bamboo percussion music from the slave era.
Charlotteville sits at the far north of Tobago, about 40 minutes’ drive from the capital of Scarborough and the island’s airport. Just across the peninsula—about 10 minutes’ drive—is the somewhat larger town of Speyside where you can join diving and snorkeling trips to Little Tobago.