Shared Journeys, Designed With You in Mind

SimplyPenny’s Semi-Private, Small-Group Transformational Travel Adventures

Are you craving connection and adventure, but you don’t have a group to travel with?

Are you seeking something truly transformational, like no trip you’ve ever been on before, but you just don’t know where to go?

SimplyPenny’s Semi-Private Tours are the perfect blend of curated experience and personal transformation. We design the itinerary, and you join a small, intimate group of like-hearted travelers from around the world. It’s a group trip, yes, but every detail is crafted to ensure you still get exactly what you need.

With plenty of space for reflection, relaxation, and connection, as well as tailored touches along the way, these journeys are all about finding depth, inspiration, and personal transformation through travel.

Come solo, or come with a friend, but above all: come as you are. You’ll leave with so much more than you came with, including a community of lifelong friends.

JOIN A TOUR

All Upcoming Semi-Private Travel Adventures

Imagine the Magic of the Northern Lights
Iceland | March 2026

Aruba | May 2025
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Tuscany | June 2025
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Looking for something more tailored to you and your friends?

SimplyPenny also offers completely-customized private tours. Just tell us where you want to go and what you want to do, and we’ll make it happen.