Jessica Samaroo

Jessica Samaroo

Sandals and Beaches Resorts Specialist · Hotel chain certifications · Airline certifications · Tour operator certifications · TICO Certification · Travel and Tourism Diploma

  • Caribbean Islands
  • Europe
  • South America
  • Central America
  • North America
  • Honeymoon travel
  • All-inclusive resorts
  • Destination weddings
  • Family vacations
  • Couples travel

About

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

Jessica's expertise spans the full travel spectrum: from luxury all-inclusive getaways in the Caribbean to custom European itineraries, cruise travel, and immersive destination wedding planning. 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.

Jessica'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 a few years before a chance encounter on a beach in Montego Bay — where a fellow travel advisor recognized her and connected her with a job opportunity — 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 travelers back again and again. Her philosophy is simple: 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.

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Frequently Asked Questions

Who is Jessica Samaroo?
Jessica Samaroo is a Canadian travel advisor with nine years of experience, specializing in romantic travel, honeymoons, destination weddings, and all-inclusive resorts. Born in Trinidad and Tobago, she brings genuine Caribbean roots to her work and is known for being radically honest, deeply caring, and hands-on with every client from first inquiry to post-trip follow-up. Repeat bookings are her greatest proof point.
What destinations does Jessica Samaroo specialize in?
Jessica Samaroo specializes in the Caribbean Islands, Europe — including Italy — South America, Central America, and North America. She began her advising career exclusively booking Caribbean all-inclusive resorts before expanding through FAM trips into FIT and international travel. Her Caribbean roots give her a personal connection to the region that clients consistently notice.
What types of travel does Jessica Samaroo plan?
Jessica Samaroo plans honeymoons, destination weddings, couples getaways, family vacations, and all-inclusive resort stays. Over the past two years she has focused heavily on honeymooners and Sandals and Beaches Resorts bookings, though she also handles cruises and FIT itineraries. She describes her ability to serve nearly any traveler as a point of professional pride built over nine years.
How does Jessica Samaroo approach trip planning?
Jessica Samaroo is hands-on from the moment a trip is booked to the moment her clients return home — and she stays actively in touch in between. While clients are in destination, she personally reaches out by email or text to check in, and she follows up after every trip. Her philosophy is to make every step of a vacation an experience, with the wow factor.
What makes Jessica Samaroo different from other travel advisors?
Jessica Samaroo's clients consistently describe her as genuine, deeply caring, and refreshingly honest — what you see is what you get. When booking honeymooners, she puts herself in their shoes and approaches every detail as though she is planning her own trip. That emotional investment, combined with proactive in-destination check-ins and diligent post-trip follow-up, turns first-time clients into loyal, repeat travelers.
What credentials and certifications does Jessica Samaroo hold?
Jessica Samaroo holds a Travel and Tourism Diploma — earned with top marks as an honorary student — and is TICO certified, as required for travel professionals operating in Ontario, Canada. She also holds certifications with multiple hotel chains, airlines, and tour operators, and is a certified Sandals and Beaches Resorts Specialist, giving her clients preferred access and insider knowledge at those properties.
Who is Jessica Samaroo's ideal travel client?
Jessica Samaroo's ideal clients are honeymooners and couples planning romantic getaways or destination weddings who want an advisor who is genuinely emotionally invested in their experience. She treats every honeymoon booking as though she is planning her own, getting excited alongside her clients and thinking creatively about every detail. Travelers who value a personal, relationship-driven approach — not a transactional one — thrive working with her.
How did Jessica Samaroo become a travel advisor?
Jessica Samaroo's career began with a chance encounter on a beach in Montego Bay, Jamaica, where she met a fellow travel advisor named Rosanna who heard her Trinidadian accent and struck up a conversation. Although Jessica had already earned her travel certification, it was that beach conversation that led to an interview and her joining Northstar Travel as an associate. Nine years later, she credits that moment as the one that turned a lifelong passion for travel into a full career.

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