Travel Advisor
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
“Fun fact … I am an identical twin.”
Jessica plans trips for travelers in Miller Place, NY and beyond, from cruises and all inclusive resorts to Europe, Disney, and group getaways. Most of the planning happens by phone, email, or text, so wherever you are, it fits your schedule. Working with Jessica never costs more than booking on your own, and you'll have a real person in your corner the whole way.
Jessica Klaric
Helping you travel better, spend smarter, and make memories that last.
Miller Place, NY
Let’s get started
Pick what feels closest to your dream trip. Jessica will reply within one business day.
CRUISEOcean & river cruises across every line.
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WDWWalt Disney World magic, thoughtfully planned.
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ALL-INCLAll-inclusive resorts in the sun.
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SANDALSSandals & Beaches getaways.
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ROMANCEHoneymoons, anniversaries, and destination weddings.
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UNIVERSALUniversal Orlando & Epic Universe.
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GROUPFamily reunions, celebrations, and group sailings.
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EUROPEEuropean adventures, tailored to you.
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Here’s what’s part of every trip Jessica books. Have a special request? Just ask, Jessica loves to tailor things to your family.
Day-of trip support
Ongoing price monitoring
Booking changes & advocacy
Group / multi-family coordination
My travel story
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.
Are you kidding me?!
The pic that started my Disney OBSESSION
Magic Kingdom
Trips I love to plan
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
Training & credentials
Masters of Adventure Graduate Royal Caribbean
ALGV Pro All Inclusive Specialist
Norwegian Cruise Line Master’s Degree Graduate
Carnival Cruise Line Training Graduate
Virgin Voyages Gold Level Training Graduate
College of Disney Knowledge Graduate
Universal Orlando Resort Specialist
United Parks & Resorts Training Graduate
Viking Cruises River & Ocean Certified
Book it yourself
Little extras you can grab on your own time. Using Jessica’s links keeps everything with the person who knows your trip.
Prefer to chat?
Let’s talk it through!
Same questions as the quote form, just easier. Answer a few things about your dream trip and Jessica will pick it up from there.
Where I love to send people
How we’ll work together
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.
Frequently asked
Cruise Specialist, All Inclusive Specialist, Family Vacation Specialist, Disney World Specialist, I specialize in cruises, all-inclusive resorts, Disney and Universal vacations, and family travel. From finding the right ship or resort to comparing rooms, promotions and pricing, I help my clients find the vacation that fits their needs and budget—not just the first option that pops up.
