Living in a northern state, I have had a great need to get away in winter, better indulged now with retirement. My main criteria is no ice on sidewalks to enable long walks, and better yet, hiking. Though northern Arizona and seeing family was good for a number of years, the past two I have gone to Oaxaca in southern Mexico to meet a friend. Between working on our Spanish, exploring various craft traditions and walking miles every day, it has been about perfect. We stay in a place where folks gather on the rooftop to chat at sunset and the sense of community is lovely.
Every summer I camp with friends on a semi wilderness island. We have our traditions and shared history. The profound relaxation I feel in that setting is intoxicating, though I certainly spend a few hours hiking each day as well. Over the years, I have become more impressed with our shared toughness as we age.
Being single, figuring out the alone vs companionship part of travel is a challenge. Travel is more to me than a vacation, it is an avocation involving language, history and cultural study, cuisine, and more often these days, learning something of the natural history of an area. With companionship, I take more risks, but am less immersed in the culture and challenged to up my game with language use. Alone, I am more engaged with the environment, appreciate the freedom to explore what strikes my fancy, but it certainly can be less fun.