Founded by Scott  and Samantha Murphy, Pennywise Travel was born from a passion for exploring the world and a desire to help others experience it, too. After years of planning trips for friends and family, Scott & Sam launched Pennywise Travel to take the stress out of vacation planning for everyone.

What sets us apart? We’re not just another travel agency. We are able to unlock exclusive rates and perks you won’t find online—plus, we handle any travel hiccups so you can focus on making memories. Our promise is simple: we’re your “Easy” button for travel.

Whether you’re dreaming of a luxury cruise, a family adventure, or joining our growing team of travel advisors, Pennywise Travel is here to make your journey seamless, affordable, and unforgettable.