Experience Italy, One Perfect Journey at a Time
Italy is a destination like no other, offering an exquisite blend of art, history, culture, and natural beauty. From the timeless elegance of Venice and the Renaissance treasures of Florence to the sun-soaked Amalfi Coast and rolling vineyards of Tuscany, every corner of Italy promises unforgettable moments.
At Castaway Destinations, we specialize in creating custom, luxury trips that allow you to experience the very best of Italy. Whether you’re dreaming of a romantic getaway, a family adventure, or an immersive cultural journey, we’ll tailor every detail to your unique preferences. Let us take care of the planning so you can focus on making memories.
Indulge in exclusive experiences like private tours of historic landmarks, hands-on cooking classes with local chefs, or stays in world-class accommodations. Your dream Italian escape awaits—designed to reflect your travel style and exceed your expectations.
Curated Travel Inspiration
Discover these expertly crafted itineraries and envision your ideal journey through Italy. Your adventure will be uniquely tailored to create cherished memories in this timeless destination.
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Classic Italy
Discover the timeless allure of Italy with a journey through its most iconic cities: Rome, Florence, and Venice. From ancient ruins and Renaissance art to romantic canals and stunning architecture, this trip captures the essence of Italian culture and beauty.
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Tuscan Indulgence
Experience the charm of Tuscany with an unforgettable journey through Florence, Siena, and the Chianti countryside. From Renaissance art and medieval streets to rolling vineyards and world-class wines, this trip perfectly blends culture, history, and indulgence.
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Southern Charm
Immerse yourself in the breathtaking beauty of Southern Italy with a journey to the Amalfi Coast, Capri, and Naples. From stunning coastal views and luxurious island retreats to rich history and vibrant cuisine, this trip is the perfect blend of relaxation and culture.
Stories from Our Travelers
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"Our anniversary trip to Tuscany and the Amalfi Coast was amazing—Laura exceeded our expectations! Every detail was flawless, from stunning hotels to a private yacht tour of Capri. Her care and expertise made the entire experience unforgettable. We trust Laura with all our vacations and can’t recommend Castaway Destinations enough!"
Nikki M. - Blue Springs, MO
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"We were so pleased to have had Laura's help in planning our trip to Italy. We really had no idea where to start and she did a terrific job of outlining an itinerary that met our style, wants and needs. She was there to help from afar when we had hiccups and we will treasure the memory of our trip forever!"
Jill H. - Lenexa, KS
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"I travel annually with two college friends. It’s complicated—we travel to our destination from three separate U.S. cities and we’re 77 years old! Laura is immediately responsive to any questions we may have before and during our reunion trips. It is a joy and blessing to work with her. I’m not sure I would be comfortable traveling long distances without Laura’s caring and compassionate guidance."
Nancy B. - Blue Springs, MO
Book your complimentary Custom Vacation Planning Session now by using our online scheduler to find a convenient time for you!