Travelling Surgical fellowship (TSF) is a longstanding tradition encouraging out-of-programmed surgical training, fostering collegiality and collaboration amongst surgeons. This is a retrospective review that explores its historical context and examines existing and likely future trends regarding the number of fellows and their host countries. On the other hand, the creative use of online platforms in surgical education, collaboration, and training is now increasingly being offered as an alternative to traditional face-to-face activities, including live surgeries, continuous surgical education, conference attendance, and surgical mentoring. Within this context, the value of travel and physical face-to-face engagements needs to be explored and defined. This paper aims to address this need by examining the current trends of TSF and Colorectal traveling fellowships (CTF) and their future direction in addition to providing analysis of the most valued experiences within CTF programs, as well as the overall clinical and personal impacts. For colorectal traveling fellowships), additional quantitative, and qualitative analyses are provided focusing on the most valued theme-based surgical experiences, their merits, and their impacts. In Travelling surgical fellowship Trends were based on a total of 350 awarded fellowships from 2000-2019. Analysis of Colorectal traveling fellowships was based on 98 fellowships offered between 2010 and 2019. This review offers an opportunity to examine the possible long-term disruptive effect of COVID-19 by the accelerated utilization of internet-based virtual interactive education in case of absence of such traveling fellowship for Colo-rectal surgeons.