1. Jamaica: With a rich culture, stunning beaches, and vibrant music scene, Jamaica is a popular tourist destination and a strong contender for the top spot.
2. Barbados: Often considered the "gem" of the Caribbean, Barbados boasts beautiful beaches, a thriving economy, and a relaxed atmosphere.
3. Trinidad and Tobago: Known for its diverse population, carnival celebrations, and its petroleum industry, Trinidad and Tobago offers a unique cultural experience.
Ultimately, the "best" English speaking Caribbean country is subjective and depends on your personal preferences.