Group of six people lying on lounge chairs on a sandy beach with clear water and a cruise ship in the background.
Group of six people standing next to a large buoy marker at the southernmost point of the continental U.S., with the ocean and blue sky with clouds in the background.
A smiling woman wearing sunglasses and a black t-shirt with an anchor logo, standing on the deck of a cruise ship, holding a bottle of champagne, with a large digital screen and colorful ship structures in the background.
Two women wearing Minnie Mouse ears and sunglasses taking a selfie with a Disney cruise ship in the background.
Three smiling people taking a selfie in a forested area, with two women and one man. They are dressed casually, with the woman on the left wearing a cap that says 'PURA VIDA' and the woman in the middle wearing a T-shirt with red and blue stripes. Th
Three friends smiling outdoors in a park on a sunny day. Two women are wearing black t-shirts with white text that reads 'Eiffel in love with Paris' and hearts. The man in the middle is wearing sunglasses on his head and a red shirt, making a playful
A family of four standing by a stone railing with a dam and rugged mountains in the background.
A group of five people posing outdoors around a carved wooden sculpture of a creature with large eyes, a big smile, and large ears, in front of lush green foliage.
Four women in helmets and harnesses holding a colorful sign that reads "Greetings from Costa Rica Pura Vida" on a wooden platform surrounded by lush green rainforest with fog and trees in the background.
A woman with blonde hair wearing a white shirt sits on a swing on a boat, overlooking a river with a city skyline in the background during sunset.

Cindy is the “Castaways” in Castles to Castaways! A lifelong Disney fan and cruise enthusiast, she's on a mission to help families, couples and friends trade ordinary days for extraordinary adventures. Whether she's sailing on the high seas, strolling down Main Street or discovering hidden gems around the world, Cindy brings her real world, travel experience straight to her clients itineraries.

Her superpower? Making the planning process as seamless as the vacation itself so you can spend less time stressing and more time daydreaming - because unforgettable vacations shouldn’t just be easy… they should be extraordinary!

Meet Cindy - Chief Wanderer