Jenny Diehl
Based in San Diego, California
Jenny Diehl
Ask me about
My Story
A curious Californian who spends way too much time reminiscing on past trips and subsequent hypothetical travel planning so that you don’t have to.
Travel Style
A former hostel backpacker who studied abroad in Argentina and lived in Ghana, I am now a luxe wellness resort-dweller and a business traveler. I love an infinity pool and epic sunset views, but you’ll usually find me on an adventure excursion or... hiding in the spa. Being a foodie with dietary restrictions, planning my itineraries around the can’t-miss local eats is a must, and I am always seeking the best off-the-beaten-path local experiences. Having a wide yet unique variety of preferences for my personal travel combined with meticulous planning skills (I’ve been the group trip planner in my friend group since we were 21!) allows me to find the best hidden gems, embrace local culture, and work with a variety of budgets, while never fearing incorporating indulgences!
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Reviews (12)
Willena S.
travel to Detroit
24 days ago
Jenny helped our party of 6 book 2 rooms and a suite for a 5 night stay during a festival weekend this past May. She has also already secured our rooms for next May too, ensuring we can sit back and relax now until the fest. Jenny took care of every detail as if it were her own booking, and even helped us with multiple changes in the months leading up to our stay. She worked with the hotel to get rooms as close to each other as possible too. She was accessible, professional, excellent communicator, and handled our request with complete ease. It is so wonderful to have someone we can trust and who knows the best ways to interface with the hotel to handle these details for us. 10/10 would recommend her services, and I will def be using her help with other future travel plans too.
Daniel H.
travel to Osaka
24 days ago
Jenny was remarkable. So responsive and helpful while I had to adjust plans on the fly. I felt totally at ease knowing she was on top of finding relevant booking options and handling the reservations. All I had to do was show up!
Alexander S.
travel to Santa Barbara
5 months ago
Jenny went above and beyond and made our stay even more wonderful than we could have imagined! She was quick to respond, offered us several options within our parameters, and put extra care into our eventual stay.
Travis J.
travel to Miami
6 months ago
Jenny was a wonderful help in planning my vacation. She offered a detailed breakdown of the best places to stay both before and after my cruise! I was easily able to make a great choice and ended up loving both properties! I really felt like I got the most out of my vacation and will definitely utilize Jenny’s service in the future!
Alyssa S.
travel to Bali
6 months ago
Jenny was such a huge help in planning our trip to Bali! In addition to planning a great itinerary full of multiple options and recommendations, she also was extremely available to us for things like switching restaurant reservations in real time even with a 16-hour time difference and explaining things like the Visa requirements. Jenny's first-hand experience in Bali & connections with people there was also helpful while planning the trip – she was able to specifically vouch for certain places and help get us guest listed for a show. Would definitely recommend for your next trip!
Willena S.
travel to Detroit
24 days ago
Jenny helped our party of 6 book 2 rooms and a suite for a 5 night stay during a festival weekend this past May. She has also already secured our rooms for next May too, ensuring we can sit back and relax now until the fest. Jenny took care of every detail as if it were her own booking, and even helped us with multiple changes in the months leading up to our stay. She worked with the hotel to get rooms as close to each other as possible too. She was accessible, professional, excellent communicator, and handled our request with complete ease. It is so wonderful to have someone we can trust and who knows the best ways to interface with the hotel to handle these details for us. 10/10 would recommend her services, and I will def be using her help with other future travel plans too.
Daniel H.
travel to Osaka
24 days ago
Jenny was remarkable. So responsive and helpful while I had to adjust plans on the fly. I felt totally at ease knowing she was on top of finding relevant booking options and handling the reservations. All I had to do was show up!
Alexander S.
travel to Santa Barbara
5 months ago
Jenny went above and beyond and made our stay even more wonderful than we could have imagined! She was quick to respond, offered us several options within our parameters, and put extra care into our eventual stay.
Travis J.
travel to Miami
6 months ago
Jenny was a wonderful help in planning my vacation. She offered a detailed breakdown of the best places to stay both before and after my cruise! I was easily able to make a great choice and ended up loving both properties! I really felt like I got the most out of my vacation and will definitely utilize Jenny’s service in the future!
Travel photos
