Hi, I'm
CRUISE SPECIALIST, ALL INCLUSIVE SPECIALIST, FAMILY VACATION SPECIALIST, DISNEY WORLD SPECIALIST,
Based in Miller Place, NY
Helping you travel better, spend smarter, and make memories that last.
Hi, I’m Jessica Klaric — a travel advisor with Cupcake Castles Travel specializing in cruises, Disney vacations, Universal Orlando, all-inclusive resorts, and stress-free family travel planning.
As both a longtime educator and experienced travel advisor, I know how valuable your time, budget, and memories are. I help families, couples, multigenerational groups, and first-time cruisers plan vacations that fit their travel style while maximizing value, promotions, and perks.
While many clients first come to me for Disney vacations, I’ve become especially passionate about helping travelers discover the incredible value and experience of cruising. From Royal Caribbean, Celebrity, Norwegian, Virgin Voyages, Disney Cruise Line, and beyond, I love matching clients with the perfect ship, itinerary, and cabin for their vacation goals.
My services go far beyond booking. I assist with: • Cruise planning and cabin selection • All-inclusive resort recommendations • Disney and Universal vacation packages • Group and multigenerational travel • Dining, excursions, and itinerary guidance • Monitoring promotions and price drops • Support before, during, and after travel
Whether you’re planning a quick getaway from New York, a Caribbean cruise, a magical theme park vacation, or an adults-only escape, I’m here to make the process easier, less stressful, and more exciting.
When I’m not planning vacations, you’ll usually find me teaching math, coaching softball, spending time with my family, or dreaming about my next cruise adventure. 📍Based in New York 📧 jessica.klaric@cctcagent.com 🌐 Cupcake Castles Travel – Jessica Klaric #TravelWithJessKlaric

Let's Get Started

Travel has always been about more than just the destination for me. It’s about the memories we make, the people we share them with, and finding experiences that are truly worth the money. Here’s a little more about the travels and experiences that shaped the way I plan vacations for my clients.




The ABC Islands—Aruba, Bonaire, and Curaçao—are one of my favorite Caribbean itineraries because each island feels completely different. Aruba has gorgeous beaches and plenty to do, Bonaire has incredible clear water and snorkeling, and Curaçao has colorful architecture, great beaches, and so much character. I also love that these southern Caribbean islands tend to have beautiful weather and are l


Here's what's part of every trip I book. Have a special request? Just ask — I love to tailor things to your family.
I’ll treat your vacation like it’s my own—looking for the best value, watching the details, and telling you what I’d want someone to tell me.
— Jessica


Tell Jessica who's traveling, when, and what makes a vacation feel magical for your family.

Receive personalized resort, cruise, or destination options curated to fit your style and budget.

From booking to boarding pass, you'll have an expert in your corner the entire journey.
What does Jessica specialize in?+
Does it cost extra to book with Jessica?+
How quickly will Jessica respond?+
Where is Jessica based?+
Tell Jessica about your vacation vision. Pick the path that feels easier — chat it out or fill the form.
Have a quick conversation with Jessica's assistant. Same questions as the form, but easier — and you can ask anything along the way.
Prefer to reach out directly? jessica.klaric@cupcakecastlestravel.com
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