Help us pick location

My fiancé and our trying to pick where to honeymoon and we’re running out of time to book! We don’t have our passports (located in US) but could apply easily if needed. We’d like to stay around $5,000 including flights. We’d want to travel at the end of May this year. We usually enjoy outdoor vacations to national parks, but are trying to plan something more “chill.” Ideally somewhere we can still enjoy some nature, but in a more relaxed fashion. We would like a cute town where we can walk and try different restaurants. We’ve strongly considered Estes Park/ RMNP, but we’d have to wait til June; not sure if we want to do that but also not entirely ruled out. Also looking into Florida for a beach vacation, but haven’t been able to narrow it down to a specific city. Hoping you all can provide some recommendations or ideas!