SimplyPenny’s Private Small Group Tours are crafted for close friends, families, or any tight-knit crew looking for a fully personalized adventure.

Unlike our open transformational journeys, the itinerary for these custom tours is built entirely around you: your interests, your pace, and your vibe.

Whether you're celebrating a milestone with family, planning a reunion with friends, designing a getaway with colleagues, or just craving meaningful time with the people who matter to you, we’ll take your travel dreams and turn them into a one-of-a-kind journey you'll never forget.