It sounds like you enjoy memoirs and travel writing with a strong female lead character and detailed descriptions of places. And also books that would be good to reflect upon and discuss with a group.
I can suggest a couple that might be to your liking, and you can choose the one that you like best:
Wild by Cheryl Strayed: About a woman who solo hikes the Pacific Crest Trail and her successes and setbacks in that endeavor. The book features reflections on her life before the hike and her motivations for the trip.

Others: Under the Tuscan Sun by Frances Mays, Committed by Elizabeth Gibert - the "sequel" to Eat, Pray, Love.
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