There’s still plenty of summer left. Whether you have a proper vacation planned or just plan on hanging around the house, you've got plenty of opportunities to soak up the good times before the colder months arrive.

The tail end of summer reminds me of my favorite time of year, September, because it's sunny yet generally cool all day long. Now, we can get a little preview of what's to come at nighttime. I love catching rays and swimming as much as the next person, but once the sun goes down, a toasty bonfire with great music is where I thrive.

Summer nights—be it around the fire, at a rooftop bar or just a friend's patio—requires the perfect outfit to transition from a warm day to a breezy evening. You want different textures and light layers. The Pines shirt from Knickerbocker is made from a twill and linen fabric from Italy and has two front pockets giving the shirt some versatility to be worn like a jacket. A raglan sweatshirt will always be in my backseat because I get cold easily—plus, it always complements any outfit—and this one from Body of Work is updated in a cropped fit for a more contemporary look. Lastly, the standout piece is the buzzy “giant-fit chino” from J.Crew. Brought back from the brand's archival collection from the '90s, the pant is roomy, durable and perfect for all seasons. So why not break them in now?