Caribbean relocation has evolved from a lifestyle aspiration into a strategic consideration for global companies seeking new regional hubs, tax advantages, and access to emerging markets. The region’s proximity to North and South America, favorable business incentives, and more make it an attractive option for organizations rethinking their global footprint.
Yet behind the allure of turquoise waters and relaxed living lie practical factors that can determine whether the Caribbean truly works as a business base, from infrastructure readiness and compliance frameworks to market size and long-term sustainability.
Advantages of a Caribbean relocation
Beyond its lifestyle appeal, the Caribbean presents structural advantages that align with today’s global business strategies. These are the core benefits organizations weigh when considering Caribbean relocation as part of their expansion plans:
1. Attractive tax regimes and investor incentives
A major appeal of relocating to the Caribbean lies in the region’s favorable tax structures and investor-friendly incentives. Many jurisdictions position themselves as low or zero–corporate tax environments, particularly for export-oriented or service-based operations.
Puerto Rico, though a U.S. territory, is one of the most recognized examples with its Incentives Code (Act 60), offering eligible export and manufacturing businesses a 4% corporate tax rate and exemptions on dividends, capital gains, and property taxes. Similarly, islands such as the Bahamas, Barbados, and the Cayman Islands provide tax holidays, duty exemptions, or free-zone benefits designed to attract international companies and investors.
However, global financial institutions urge caution. The International Monetary Fund (IMF) has warned that overly generous incentive programs can distort competition, reduce transparency, and strain public finances.

2. Strategic location: ports, trade lanes, and proximity
The Caribbean sits astride key maritime corridors, giving firms relocating there rapid access to the U.S., Latin America, and transshipment routes. Many islands lie close to Panama Canal approaches and major Atlantic shipping lanes—enabling shorter transit times, lower freight costs, and efficient regional distribution. For example, the Caucedo Port in the Dominican Republic is a modern container terminal and free zone located adjacent to the country’s principal airport, positioning it as a strategic hub in the Caribbean trade network.
Because of its proximity to major markets and its port infrastructure, a Caribbean base can reduce lead times for imports and exports. Combined with preferential trade agreements like CARIFORUM–EU, relocation to the region gains further advantage by integrating your supply chains into transatlantic corridors.
3. Talent mobility and favorable immigration frameworks
For foreign companies exploring Caribbean relocation, the region’s network of immigration frameworks and regional agreements can provide added flexibility when hiring or transferring talent. Many Caribbean nations operate within cooperative blocs (such as CARICOM and the Organization of Eastern Caribbean States) that allow certain categories of professionals to move and work more easily across member countries. This creates a wider, more accessible talent pool for businesses establishing operations in the region.
In addition, several islands have special arrangements with the United States and Europe. Puerto Rico benefits from U.S. immigration and labor alignment, simplifying corporate transfers from the mainland. Islands with European ties, such as Curaçao and Aruba (linked to the Kingdom of the Netherlands) or Barbados and other Commonwealth members, maintain preferential conditions or streamlined visa procedures for certain citizens. These frameworks reduce administrative barriers and make it easier for companies to deploy qualified international professionals where they are most needed.
4. Lifestyle appeal, remote work, and talent magnetism
The evolving remote work paradigm gives the Caribbean an additional appeal. Many islands promote themselves as ideal settings for digital professionals and companies seeking a cost-of-living arbitrage. Beautiful natural surroundings, lower congestion, and relaxed lifestyle can help attract or retain talent—especially for firms that aren’t heavily dependent on proprietary infrastructure or heavy logistics.
Constraints that temper the appeal of Caribbean relocation
While the Caribbean offers clear advantages, it also presents structural and operational challenges that companies must carefully evaluate. The following constraints outline the practical realities behind relocation decisions:

1. Limited local market scale
While the Caribbean offers access to key global trade routes, most islands have small domestic markets with limited purchasing power. Populations range from under 100,000 in smaller territories to around 11 million in the region’s largest economies, such as the Dominican Republic, insufficient scale for companies dependent on high-volume consumer demand. This creates natural constraints for mass retail, manufacturing, or distribution-based industries, where scale and local consumption drive profitability.
2. Infrastructure reliability and climate vulnerability
Infrastructure reliability remains one of the most significant challenges for companies considering Caribbean relocation. Power grids, broadband networks, and transport systems vary greatly in quality and resilience across the region. While larger economies like Puerto Rico and the Dominican Republic have made substantial investments in modernization, many islands continue to experience frequent power interruptions, high energy costs, and limited redundancy in utilities.
The Caribbean’s exposure to hurricanes, tropical storms, and flooding adds another layer of risk. In recent years, devastating events such as Hurricanes Maria, Irma, Dorian, and Beryl have severely impacted territories including the Bahamas, Barbados, Dominica, and Puerto Rico, causing long-term damage to infrastructure and supply chains.¹ Such climate events can disrupt business continuity, delay imports, and increase insurance and operating costs.
3. Policy volatility and fiscal risk
While the Caribbean offers attractive tax incentives and regulatory benefits, these frameworks can shift quickly. Many governments rely on such programs to attract investment, but political transitions, fiscal pressures, or external regulations can lead to sudden policy changes. A jurisdiction that offers generous exemptions today may modify or withdraw them tomorrow, creating risk for long-term investors.
Because most island economies depend heavily on tourism, imports, and foreign capital, public finances can be vulnerable to global downturns or natural disasters. When budgets tighten, authorities may raise taxes or scale back incentives to maintain stability. Institutions such as the International Monetary Fund (IMF) and the Caribbean Development Bank (CDB) have urged governments to ensure that incentive regimes remain transparent and fiscally sustainable—a reminder that companies relocating to the Caribbean should evaluate not just tax rates, but also the policy reliability behind them.

How LARM can help your Caribbean relocation
If your company is evaluating Caribbean relocation as part of its global mobility or expansion strategy, LARM offers specialized, end-to-end support tailored to corporate needs. LARM delivers comprehensive solutions that simplify mobility across the region—from immigration to housing, schooling, and destination services—ensuring smooth transitions, operational compliance, and faster employee integration.
With established teams in Anguilla, Antigua & Barbuda, the Bahamas, Barbados, the Cayman Islands, Curaçao, the Dominican Republic, Haiti, Jamaica, Puerto Rico, Saint Kitts & Nevis, and Trinidad & Tobago, LARM provides consistent standards and local expertise through one coordinated regional network. Our certified processes, proven methodology, and extensive on-the-ground experience transform relocation to the Caribbean into a reliable, scalable, and strategically sound business decision.
Works Cited:
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- “Puerto Rico — Corporate — Tax Credits and Incentives.” PwC Tax Summaries, PwC, https://taxsummaries.pwc.com/puerto-rico/corporate/tax-credits-and-incentives. Accessed 15 Oct. 2025.
- “Puerto Rico Incentives Code (Act 60).” BVirtual Office of the Governor of Puerto Rico, Government of Puerto Rico, 2019, https://bvirtualogp.pr.gov/ogp/Bvirtual/leyesreferencia/PDF/2-ingles/60-2019.pdf. Accessed 15 Oct. 2025.
- “Managing Tax Incentives in Developing Countries.” International Monetary Fund, 21 Nov. 2024, https://www.imf.org/en/Publications/TNM/Issues/2024/11/21/Managing-Tax-Incentives-in-Developing-Countries-554978. Accessed 15 Oct. 2025.
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- “Free Movement of Skills.” Caribbean Community (CARICOM), https://caricom.org/work-areas/free-movement-of-skills/
Accessed 15 Oct. 2025. - “Economic Affairs: Free Movement of People.” Organization of Eastern Caribbean States (OECS), https://www.oecs.org/en/our-work/economic-affairs/free-movement-of-people. Accessed 15 Oct. 2025.
- “Emigrating to the Dutch Caribbean: the Advantage of Being a U.S. Citizen.” HBN Law & Tax, https://hbnlawtax.com/law-instant-news/emigrating-to-the-dutch-caribbean-the-advantage-of-being-a-u-s-citizen/
Accessed 15 Oct. 2025. - “Work Permits – Barbados Immigration Department.” Government of Barbados, https://immigration.gov.bb/pages/WorkPermit.aspx Accessed 15 Oct. 2025.
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- “Top Caribbean Ports for Global Shipping & International Trade.” Trailer Bridge Insights, 13 Aug. 2025, https://www.trailerbridge.com/insights-resources/blogs/top-caribbean-ports-for-global-shipping-and-international-trade Accessed 15 Oct. 2025.
- “Multimodal Caucedo Port.” Wikipedia, https://en.wikipedia.org/wiki/Multimodal_Caucedo_Port Accessed 15 Oct. 2025.
- “The State of Caribbean Climate 2020.” Caribbean Institute for Meteorology and Hydrology, 2021, https://rcc.cimh.edu.bb/state-of-the-caribbean-climate-2020/ Accessed 15 Oct. 2025.
- “Caribbean Regional Technical Assistance Centre (CARTAC): Fiscal Policy Report.” International Monetary Fund, https://www.imf.org/en/Countries/ResRep/CARTAC Accessed 15 Oct. 2025.
- “Caribbean Development Bank Annual Report 2024.” Caribbean Development Bank, https://www.caribank.org/publications-and-resources/resource-library/annual-reports/annual-report-2024
Accessed 15 Oct. 2025.