The high school to college transition is a difficult time for most first-time, traditional-aged students. Students experience changes in interpersonal and social adjustment, academic and career concerns, and personal adjustment (Bishop, Gallagher, & Cohen, 2000). Failure to successfully adjust and acclimate into their new college community can greatly affect students' persistence and academic success (Tinto, 1993). While most colleges offer a short term in-person orientation to help students adjust and integrate into a college campus, this study investigated an alternative method of advising, acclimating, and orienting millennial students may be realized through the use of virtual and Web 2.0 technologies. The purpose of this study was to develop, implement and evaluate a pre-orientation Summer Virtual Acclimation and Academic Advising (SVA[superscript 3]) initiative for first-year college students implemented in the summer prior to their arrival on campus. Through the SVA[superscript 3], students interacted, socialized, and communicated virtually with staff members and peers, received academic advising, were acclimated to campus support services and offices, and were educated on the expectations necessary to achieve academic success in college. The technologies included in the SVA[superscript 3] were a web portal, Freshmen Frequently Asked Facts (FFAQS), Facebook group account, threaded discussions, Google Groups, Instant Messaging, e-mail, and chat sessions. The SVA[superscript 3] was evaluated using a mix methodology consisting of surveys and focus groups. Results showed that the SVA[superscript 3] was successful in assisting first-year students in the areas of communication, social integration and interaction, academic preparation and success, college adjustment, and acclimation to student services and campus staff for both first-generation and non-first generation students. In addition, staff members who were trained on how to implement and facilitate the SVA[superscript 3] positively evaluated the new virtual initiative with respect to familiarity, proficiency, and usage of virtual and Web 2.0 technologies, and optimistically agreed that the SVA[superscript 3] had the ability to establish effective communication and successfully acclimate and advise the incoming class of 2012 prior to their arrival on campus. [The dissertation citations contained here are published with the permission of ProQuest LLC. Further reproduction is prohibited without permission. Copies of dissertations may be obtained by Telephone (800) 1-800-521-0600. Web page: http://www.proquest.com/en-US/products/dissertations/individuals.shtml.]