Warm days and leisurely getaways are chances to have a little fun with your wardrobe. Even if you prefer classic khaki shorts and crisp white T-shirts, you can enliven your outfits with fashionable accessories that signal you are ready to play. Our favorite new finds include the Ralph Lauren Portofino Weekender Duffel ($2,750, ralphlauren.com), a versatile leather bag with a graphic design, and the latest Vacheron Constantin Overseas watch ($19,900, vacheron-constantin.com), which is shown here with a blue rubber strap. Still more color is on offer in a pair of eye-catching Zegna Couture yellow horn sunglasses with green lenses ($1,275, zegna.com). For a sneaker that will go with everything from summer brights to workday trousers, look for a classic silhouette with contemporary styling, like this Brunello Cucinelli perforated suede-and-leather pair ($825, brunellocucinelli.com).