At Simplistic Journeys, we design group travel for those who crave more than a vacation. Our experiences are created for travelers who value meaningful connection, intentional immersion, and luxury that feels as good as it looks.
Imagine wandering spice-laden markets in Marrakech with a local guide, sailing turquoise waters on a private yacht, or sharing stories over vintage wines in the South African countryside. These aren’t just trips—they’re moments of discovery, elegance, and cultural depth.
We host adults-only group escapes that include everything from luxe Virgin Voyages sailings to custom land itineraries rooted in local tradition and effortless style. Whether you’re celebrating something special or just need a break that hits different, our journeys are curated with care—and crafted to connect.
Come solo or bring your people. Either way, you’ll step into a space where every detail is handled, every experience is intentional, and every memory feels like it was made just for you.
COLORFUL CURAÇAO TO THE CHARMING CAYMANS
NOVEMBER 8-20, 2025
MIAMI, ORANJESTAD, WILLEMSTAD, CARTAGENA, OCHO RIOS, GEORGE TOWN