Good Boyfriend Shirt - Sailboat Derby

The Sailboat Derby is our iconic Good Boyfriend Shirt dressed up in a bold, vintage-inspired East Coast vibe print that feels equal parts timeless and confident. Saturated color meets crisp ivory in a print that doesn’t whisper, it makes an entrance. Think sailing party energy, but with better posture. Cut in our relaxed, borrowed-from-him silhouette, this Good Boyfriend shirt is made from soft organic cotton and designed to look even better slightly lived in. The fit is effortless, the collar is crisp, and the floral brings just enough drama to make jeans feel intentional and tailoring feel cool. Wear it buttoned up and polished, half tucked and nonchalant or layered open like you didn’t try (even though you absolutely did). This is the shirt people stop you to ask about and then try to steal the look.