Transformational Travel Adventures
Travel soothes the soul and eases the mind.
Our experience with travel industry leaders and talent for travel and excursion planning allows us to provide concierge trips specially tailored to each individual. From Icelandic adventures to living “la dolce vita” in Italy and beyond, our expertise is in unlocking the perfect balance between relaxation, exploration, adventure, and excellence on every adventure.
Allow us to carefully plan and execute an unforgettable trip designed specifically for you, so you don’t have to! Take the stress of trip planning away and embark on a trip with SimplyPenny today.
Upcoming Semi-Private Travel Adventures
Imagine the Magic of the Northern Lights
Iceland | March 2026
Aruba | May 2025
Sold Out
Tuscany | June 2025
Sold Out
Private Small Group Tours
Looking for a travel experience just for your crew?
SimplyPenny’s Private Small Group Tours are perfect for friends, families, or any tight-knit group looking for a personalized adventure. Unlike our other transformational travel opportunities, where individuals can sign up to join a pre-planned itinerary, these custom tours are all about you. Bring your group, tell us your travel dreams, and we’ll curate a one-of-a-kind journey tailored to your interests, pace, and vibe.
Let’s make memories—together. Contact us today to learn more about what we can offer!
