WorkationVibe

Caribbean

Escape to the Caribbean's idyllic workation paradises offering digital nomad visas, improving connectivity, and perfect weather. Work steps from pristine beaches while enjoying laid-back island lifestyles.

Barbados
Moderate to High

Barbados

Barbados has positioned itself as a premier Caribbean workation destination with its innovative Welcome Stamp visa program specifically designed for remote workers. This easternmost Caribbean island offers pristine beaches, crystal-clear waters, and a sophisticated infrastructure, creating an idyllic environment for digital nomads. The island's British heritage, stable political climate, and friendly locals provide a comfortable transition for international professionals. With its improving digital connectivity, year-round sunshine, and strategic government support for remote workers, Barbados represents the future of purpose-built workation destinations.

Tropical
Improving
Moderate to High
Caribbean
San Juan
Moderate

San Juan

San Juan offers digital nomads a perfect blend of Caribbean charm and modern convenience, with its cobblestone streets, colorful colonial architecture, and stunning beaches. Puerto Rico's capital combines American infrastructure with Latin culture, creating an accessible yet exotic environment for remote workers. The city's rich history, vibrant arts scene, and natural beauty provide inspiration beyond the workday. With its status as a US territory (no visa required for Americans), improving digital infrastructure, and new tax incentives, San Juan has emerged as the Caribbean's most practical destination for location-independent professionals.

Tropical
Good
Moderate
Caribbean