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Discover Luxury and Family Vacation Planning with Kathleen Chrystie

Kathleen Chrystie, a passionate travel advisor at Pineapple Escapes, specializes in luxury and family vacation planning. With years of experience and a love for crafting memorable journeys, she is dedicated to turning your travel dreams into reality. Whether it's a luxury European getaway or a multi-generational cruise, Kathleen ensures every detail is tailored to your vision. Let her expertise in family vacation planning guide you to unforgettable destinations and cherished memories. Start planning your dream vacation today!

About Kathleen Chrystie

Agent for Pineapple Escapes Travel

Hi there! I’m Kathleen — travel advisor with Pineapple Escapes, proud mom and wife, and a lifelong lover of all things travel.

I’m the kind of person who happily spends hours planning the perfect getaway — turning dreams into detailed itineraries and unforgettable memories.

 

So how did I get here?

My love for travel truly took off while raising my family in Europe. I’m a retired technology executive with a knack for organization, a passion for adventure, and a calendar that’s often packed with international trips. I’ve combined my skills and experiences to help others discover the world in meaningful, memorable ways.

When I’m not planning magical vacations, you’ll likely find me traveling with my family or soaking up the Low Country life in South Carolina — playing tennis, pickleball, or golf. I also serve on the board of a local charity that brings tennis to kids through school and after-school programs — a cause close to my heart.

 

Why Pineapple Escapes?

Because this team is the real deal — knowledgeable, supportive, and passionate about creating journeys that go beyond expectations. We specialize in crafting custom adventures that open hearts, expand horizons, and leave lasting memories.

Whether you’re dreaming of luxury travel in Europe, a once-in-a-lifetime cruise, or a multi-generational celebration abroad, I’m here to bring it all to life.

 

Let’s plan something unforgettable — together.

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