Jessy Samaroo

Jessy Samaroo is a Caribbean-rooted, Ontario-based travel advisor with nine years of experience specializing in honeymoon travel, destination weddings, family vacations,  including specialist knowledge of Sandals and Beaches Resorts.
Jessy’s experience also includes planning and booking itineraries across Europe, South America, Central America, and North America. Affiliated with Northstar Travel and Associates, Jessica holds a Travel and Tourism Diploma , TICO Certification and a portfolio of supplier certifications spanning hotel chains, airlines, and tour operators .

Jessy's expertise spans the full travel spectrum.
Over the past two years she has developed a deep focus on honeymooners and couples, bringing an instinctive, emotionally intelligent approach to every romantic booking. Her clients trust her to handle every detail,  from first inquiry to post-trip follow-up, with hands-on care that doesn't stop when the plane takes off. As Jessica puts it: I'm with my clients from the moment they book to the moment they're back home, and every step in between.

Jessy's origin story is as memorable as the trips she plans. Born in Trinidad and Tobago and immigrated to Canada in 1988, she had been certified as a travel agent for few years before a chance encounter on a beach in Montego Bay  where a fellow vacationer connected her with a job opportunity which finally launched her career. That full-circle moment, rooted in her lifelong passion for exploring the Caribbean islands she dreamed of visiting as a child, set the tone for the advisor she would become: genuine, warm, and driven by a deep personal connection to travel.
Clients consistently describe Jessica as genuine and deeply caring , someone who tells it straight, delivers on her promises, and builds long-term relationships that bring travellers back again and again. Her philosophy is simple: I’m making every step of a vacation an experience, with the wow factor.
Whether she's booking a first-timer's Caribbean escape or orchestrating a couple's dream honeymoon, Jessica Samaroo treats every trip as if she's planning it for herself - and that personal investment is exactly what her clients feel.