From marine industry fraud to high-asset domestic investigations for seasonal residents, McKinnon Investigative Group has worked cases across Islamorada and the Middle Keys for over 30 years.
Memberships & Affiliations
Islamorada’s sportfishing economy, luxury vacation properties, and high-net-worth seasonal resident base create demand across several investigative case types. McKinnon Investigative Group handles the full range of personal, legal and corporate investigations across the Middle Keys.
Serving individuals, families and attorneys throughout Islamorada and Monroe County.
Detailed reporting on living conditions, parental conduct, and potential risks.
Trusted by Islamorada and Monroe County businesses to uncover fraud, misconduct, and internal risks.
Analysis of digital activity and patterns to support legal or personal matters.
Screen potential employees, partners, or personal connections thoroughly.
Identify risks before mergers, investments, or major financial commitments.
Islamorada spans a chain of small islands along US-1 from Plantation Key to Lower Matecumbe Key. Our investigators cover every part of this geography including the commercial waterfront, residential communities, and surrounding waterways.
– Village Square – Morada Way Arts & Cultural District – Rain Barrel Village – Robbie’s Marina
– Plantation Key Colony – Anglers Reef – Port Antigua – Venetian Shores
Cheeca Lodge area, Casa Mar Village, The Moorings, Plantation Key waterfront
Sportfishing charter disputes, seasonal resident investigations, and domestic cases in Islamorada require an investigator who understands the Middle Keys. Call us at (954) 513-7414 or use the form below to discuss your case confidentially.
Islamorada’s identity as the Sportfishing Capital of the World is not just a tourism designation. It defines the economic structure of the island in ways that directly shape its investigative profile. The charter fishing and guide service industry employs a significant working population of captains, mates, and support staff, generating a consistent volume of workers compensation claims, vessel ownership disputes, charter business fraud, and personal injury cases involving fishing accidents.
These cases feed the 16th Judicial Circuit’s civil docket and require familiarity with both Florida maritime law and the operational structure of Islamorada’s fishing industry. High season brings tens of thousands of visitors and a concentration of serious anglers, many of whom maintain vacation properties and charter arrangements that can give rise to business disputes, fraud claims, and employment matters.
McKinnon Investigative Group works with law firms and insurance carriers on marine industry cases across Monroe County, providing court-ready documentation for the 16th Judicial Circuit.
Islamorada’s permanent population of around 7,000 sits alongside a much larger seasonal community of high-net-worth property owners who maintain vacation homes in waterfront communities including Venetian Shores, The Moorings, Port Antigua, and Plantation Key Colony. Many of these residents maintain primary homes in the Northeast or Midwest, creating domestic and asset discovery cases that involve multi-jurisdiction financial structures and part-time residency patterns.
Demand in this community includes background screening for household and boat staff, investigation of suspected infidelity, asset discovery for divorce proceedings involving properties across multiple states, and child custody documentation for cases handled in the 16th Judicial Circuit’s family court.
Islamorada’s small permanent community also means discretion is not optional. In a village of 7,000 where most people know each other, an investigator who operates carelessly can compromise a case quickly. McKinnon Investigative Group has operated in Monroe County for over 30 years and understands the operational requirements of working in small island communities.
Known globally as the Sportfishing Capital of the World, Islamorada is a Village of Islands in the Middle Keys with a small permanent population and a large seasonal influx of high-net-worth visitors and property owners. The charter fishing industry, luxury vacation rental market, and concentrated wealth of its seasonal community create a distinctive investigative profile unlike any other Monroe County location.
Key law enforcement and court resources for Islamorada investigations and 16th Judicial Circuit litigation:
McKinnon Investigative Group serves Islamorada and all of Monroe County. We cover the full Village of Islands including Plantation Key, Windley Key, Upper Matecumbe Key, Lower Matecumbe Key, and the surrounding waterway communities. Contact us for a free and confidential consultation.
In the state of Florida, there is no legal distinction between the two terms; both refer to professionals licensed under Chapter 493 to conduct investigative services. While “private detective” is a more traditional term often used in popular culture, “private investigator” is the official designation used by the Florida Department of Agriculture and Consumer Services (FDACS). At McKinnon Investigative Group Inc., we fulfill all state requirements to carry this professional title.
Yes. Hiring a licensed private investigator in Islamorada is entirely legal under Florida Statute 493. Islamorada falls within Monroe County and the 16th Judicial Circuit, which is geographically isolated from the mainland court system. Working in a small island community of 7,000 permanent residents requires a level of operational discretion that goes beyond what most mainland investigations demand. McKinnon Investigative Group has operated in Monroe County for over 30 years.
Yes. All evidence gathered by McKinnon Investigative Group is collected in full compliance with Florida law and prepared for admissibility in the 16th Judicial Circuit Court, which covers all of Monroe County including Islamorada. For cases involving the sportfishing industry like workers compensation, vessel fraud and charter disputes, we are familiar with the specific evidentiary requirements of 16th Circuit civil litigation and work directly with attorneys handling these case types.
Private investigator costs in Islamorada vary by logistics. Rates differ between surveillance near the historic Alligator Reef Lighthouse or the luxury villas of Cheeca Lodge versus background checks. We provide transparent estimates for all Islamorada residents to ensure total clarity.
Yes. McKinnon Investigative Group works with attorneys handling cases in the 16th Judicial Circuit including family law, civil litigation, and personal injury matters involving the marine industry. Islamorada cases frequently involve cross-jurisdiction complexity — seasonal residents with primary homes in other states and financial interests across multiple jurisdictions. We have experience managing these multi-jurisdiction investigations.
Our firm provides comprehensive coverage throughout the entire Islamorada metro area and surrounding communities. We have deep operational experience in Venetian Shores, Port Antigua, The Moorings, and Plantation Key Colony and the greater Monroe County region. Our local knowledge of traffic patterns and neighborhood dynamics ensures more efficient surveillance.
Yes. The charter fishing and guide service industry in Islamorada produces specific investigative case types including workers compensation claims, vessel ownership disputes, charter business fraud, and personal injury cases. We work with law firms and insurance carriers on these cases across Monroe County and have familiarity with the operational structure of Islamorada’s fishing industry.
Yes. Many Islamorada cases involve seasonal residents who maintain vacation properties in Venetian Shores, The Moorings, Plantation Key Colony, and other waterfront communities. We handle background screening for household and boat staff, domestic investigations, and asset discovery cases for clients whose financial interests span multiple states. All investigations are conducted with the level of discretion that a small island community requires.
Real cases, surveillance stories and candid conversations with investigators and legal professionals.
