About Us

About Navigate Cayman

A Life, Seamlessly Transitioned

Navigate is the Cayman Islands’ trusted partner for private and business relocation, lifestyle management, and bespoke advisory services. With discretion at our core, we curate seamless transitions — aligning every detail of your move, establishment, and life with quiet precision. Drawing on deep local knowledge and international perspective, we deliver a highly personal experience: from securing residency and property to structuring new ventures and curating every element of island living.

Bespoke relocation, lifestyle management, and concierge services tailored for discerning individuals, businesses, and families. Discretion, precision, and local expertise — seamlessly delivered.

Companies

Navigate is the Cayman Islands’ trusted partner for private and business relocation, lifestyle management, and bespoke advisory services. With discretion at our core, we curate seamless transitions — aligning every detail of your move, establishment, and life with quiet precision.

For businesses and family offices, we deliver a comprehensive suite of services designed to ease every aspect of establishing and operating in the Cayman Islands. Our expertise spans corporate formation and structuring, regulatory navigation, licensing, and strategic introductions — all tailored to the unique objectives of each client. Whether facilitating the launch of a new venture, relocating key executives, or advising on wealth preservation strategies, our solutions are precise, confidential, and individually crafted.

Drawing on deep local knowledge and an international perspective, we ensure that your transition is not merely efficient but thoughtfully executed — freeing you to focus on growth, investment, and the opportunities ahead. At Navigate, business establishment is more than a process; it’s an experience of certainty, discretion, and exceptional care.

Individuals & Families

Navigate is the Cayman Islands’ trusted partner for private and business relocation, lifestyle management, and bespoke advisory services. With discretion at our core, we curate seamless transitions — aligning every detail of your move, establishment, and life with quiet precision.

For individuals and families, we offer a highly personalised relocation experience — managing the complexities of immigration, securing exceptional properties, and facilitating every practical and lifestyle need. Our services extend to education advisory, healthcare coordination, private introductions, and the curation of tailored experiences, ensuring a soft landing and a confident new beginning.

Drawing on deep local knowledge and international perspective, we understand that relocation is more than logistics — it’s about creating a foundation for a life well lived. Whether establishing a permanent home, a seasonal residence, or an entirely new chapter, Navigate delivers an experience defined by ease, discretion, and a meticulous attention to detail. Your Cayman life — expertly crafted, beautifully realised.

Our Mission

At Navigate, our mission is to redefine the relocation experience — offering an unrivaled standard of service for individuals, families, and businesses transitioning to the Cayman Islands.

We believe that relocation is not merely about moving — it’s about crafting a future with intention and ease. With discretion, precision, and a deeply personal approach, we curate every aspect of the journey, from the practical to the profound. Drawing on deep-rooted local expertise and a global perspective, we simplify complexity and open doors to exceptional opportunities, ensuring each client’s unique vision is realized seamlessly.

More than a service, Navigate is a trusted partner — dedicated to delivering not just outcomes, but enduring confidence, security, and a lifestyle thoughtfully designed around you.

Our Expert Meamber

Meet the Team

Portrait of Stuart Bostock, founder of Navigate Cayman, expert in business relocation and international investment in the Cayman Islands

Stuart Bostock

Founder
Portrait of Roberta Bostock, co-founder of Navigate Cayman, cultural expert and events advisor with deep knowledge of the Cayman Islands

Roberta Bostock

Founder
Portrait of Conroy Samuda, Operations Manager at Navigate Cayman, expert in security, risk mitigation, and concierge logistics

Conroy Samuda

Operations
Portrait of Tara Lawson, relocation specialist at Navigate Cayman, expert in lifestyle logistics and personalized moving support in the Cayman Islands

Tarah Lawson

Relocation Specialist
Portrait of Dylan Bostock, Client Liaison at Navigate Cayman, combining local Cayman insight with global experience to support high-net-worth clients

Dylan Bostock

Client Liaion

Why Navigate

Why Choose Us

We are not a legal firm, a real estate company or a bank. We are an independent authority on all things Cayman Islands, that will advocate for you without bias. Our business exists to give our clients the best quality and complete advice on whatever they need to know

Discretion & Trust

01

Bespoke, End-to-End Service

02

Deep Local Expertise, Global Perspective

03

Precision & Personalisation

04

Discretion & Trust

Your privacy is paramount. We operate with absolute discretion, offering a trusted, confidential partnership at every stage of your transition.

Bespoke, End-to-End Service

With over 30 years experience, we know that every client journey is unique. From relocation and business setup to lifestyle curation, our services are individually tailored and meticulously managed from start to finish.

Deep Local Expertise, Global Perspective

Rooted in the Cayman Islands, informed by international experience — we combine many years of local insight with a global standard of service to ensure seamless, sophisticated solutions.

Precision & Personalisation

We believe excellence lies in the details. Our approach is defined by precision, care, and an unwavering commitment to delivering a lifestyle designed entirely around you.

FAQ's

Quick Answers to FAQs About Navigate

We deliver precise, comprehensive guidance and bespoke support for individuals, families, and businesses transitioning to life and enterprise in the Cayman Islands. View our FAQ’s or get in touch to see how we can help you with your tailored requests about moving to the Cayman Islands!

We work with individuals, families, entrepreneurs, businesses and family offices seeking a seamless transition to the Cayman Islands. Our services are highly personalised and curated for clients who value discretion, precision, and a bespoke approach.

Stuart Bostock, FOUNDER

Stuart was born and raised in the Cayman Islands starting his career with the Royal Cayman Islands Police Service. Moving into the private sector in 2001, he successfully took a private security company to $20m in annual sales with large public and private contracts throughout the Caribbean. Stuart has an eye for identifying new business trends that has resulted in many successful personal business ventures, including one of the top offshore precious metals storage facilities in the world. He is a keen advocate for inward investment into the Cayman Islands and has been proud to contribute his time to serve with both government appointed boards and community service clubs. Stuart has extensive international business experience in both the Caribbean and the US.

Email: Stuart@navigate.ky 

Roberta Bostock, FOUNDER

Roberta moved to the Cayman Islands from the UK over 30 years ago. She has extensive knowledge regarding the culture of the Cayman Islands having held positions such as Director of Marketing & Public Relations for the Cayman National Cultural Foundation and Executive Director of Special Projects & Events for the Cayman Islands Government. She also served as Communications Director for the Chamber of Commerce and has written for several local publications. Roberta has both created and organised many large events including Film Festivals, Conferences, and National Celebrations. She has raised two children on Grand Cayman and has a wealth of advice on schooling options, health and wellness, real estate, and grass roots living.

Email: Roberta@navigate.ky 

Conroy Samuda, OPERATIONS

Conroy has lived in the Cayman Islands for over 10 years. He started his career in Jamaican Law Enforcement rising to the department level of Special Intelligence. His role included liaising with the FBI, US Embassy and Jamaica Constabulary Force’s National Intelligence Bureau. His background includes management roles in industrial security, risk mitigation and specialized escort and concierge services.  

Conroy is certified in Criminal Intelligence Analysis, Safe Crisis Management, Terrorism Financing, Financial Investigations, and other Managerial disciplines. He is an excellent Operations Manager who can handle just about anything, on time, with confidence, and a unique sensitivity to all situations.

Email: Conroy@navigate.ky  

Tarah Lawson, RELOCATION SPECIALIST

With over 22 years of living and working in the Cayman Islands, Tarah Lawson offers a deep understanding of the island’s culture, lifestyle, and logistics. Her background in real estate has provided her with a strong foundation in navigating local systems, neighbourhood insights, and curating housing options. This paired with her strong community interest makes her an invaluable guide for individuals, families, and companies making the move to Cayman.

Tarah is passionate about making relocation feel less like a process and more like an exciting new chapter. She brings clarity and confidence to every step; whether helping you understand how to open utility accounts, explaining the ins and outs of work permits, or introducing you to trusted local service providers. Her strength lies in her ability to tailor every move to the person behind it.

When she’s not helping others settle into life in Cayman, Tarah enjoys quality time with her husband, son, and two spirited dogs. A creative at heart, she’s a published children’s book illustrator with a passion for painting and interior design. Her keen eye for detail and love of turning houses into homes naturally extends to helping newcomers feel comfortable and inspired in their new space. 

Email: Tarah@navigate.ky 

Dylan Bostock, CLIENT LIAISON

Dylan was born and raised in the Cayman Islands and brings a local’s insight with a global perspective. After attending university in the United States, he returned home and proudly represented the Cayman Islands as a member of the National Rugby Team.

Dylan currently supports operations and client services at Navigate, where he plays a key role in ensuring a seamless experience for our clients. Prior to this, he held a managerial position at Strategic Wealth Preservation, where he specialized in assisting high-net-worth individuals with offshore precious metals investments.

His blend of local knowledge, international experience, and a client-first mindset makes him a valuable part of the team.

Email: Dylan@navigate.ky