Jessica Off

Jessica Off is the founder and owner of Guess Where Trips, a unique travel business that specializes in surprise road trips. With a background in teaching a travel course in North Korea and working at the Ministry of Tourism in the Cook Islands, Jessica has a passion for discovering the unknown and inspiring others to do the same. Before starting Guess Where Trips, Jessica had a passion for entrepreneurship and had already started a travel deal blog and a consulting business for small tour operators. Guess Where Trips offers affordable, self-guided day trips that support local businesses and encourage travelers to explore their backyards. The company also offers digital copies of the itinerary at a lower cost, making them a great gift option, which accounts for around 40% of sales. The company has grown to include a team of four full-time staff, and several part-time employees while operating across multiple cities in Canada.