Your best bet for entertainment is at the Mount Irvine Bay Hotel at Mount Irvine Bay (tel. 868/639-8871), where you might find some dance action or a steel band performing by the beach or pool.
Grafton Beach Resort at Black Rock owns one of the island's most charming bars, Buccaneer's Beach Bar (tel. 868/639-0191; www.buccaneersbeachbar.com), across from the resort. Here you'll find a wide wood terrace sheltered by a grove of almond trees. Daily specials written up on a surfboard include burgers, fried fish, and the like (don't expect the elegant beachside Creole cooking of Martinique). The resort itself offers cabaretlike entertainment nightly. Try to catch the local troupe, Les Couteaux Cultural Group, which performs a version of Tobagonian history set to dance.
Want some local action? Try Bonkers, Store Bay Road at Crown Point (tel. 868/639-7173), a lively bar where you'll hear the best soca, reggae, or jazz on the island. If you've been "bad," the DJ might order you to walk the gangplank into the pool.
Note: This information was accurate when it was published, but can change without notice. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.