Experience the Best of Simplistic Journeys with Us
At Simplistic Journeys, our group experiences are where luxury meets connection. Whether you're exploring vibrant cities on land or sailing to sun-drenched islands, each journey is thoughtfully curated for travelers who crave adventure with style.
We design immersive group escapes that go beyond the expected—think boutique accommodations, culturally rich excursions, and moments that spark lifelong memories. From wine tastings in South Africa to yacht days in the Caribbean, we make group travel seamless, elevated, and unforgettable.
Come solo or bring your crew—just bring your passport and we’ll handle the rest.

EASTERN CARIBBEAN ESCAPE
APRIL 19-27, 2025
MIAMI, PUERTO PLATA, SAN JUAN, ST. CROIX, BIMINI

SOUTH AFRICA UNVEILED
NOVEMBER 25, 2025 - DECEMBER 8, 2025
CAPE TOWN, JOHANNESBURG, ZIMBABWE