Even your more pulled-together looks should feel easy — just take notes from Taylor Swift and reach for a polished and pretty shirtdress. For a look that takes you from a day of shopping in town to dinner out on the wharf, add in a walkable wedge, a summery carryall, and a pair of retro-glam shades.
What to pack:
- Thakoon Addition Printed Shirt Dress ($399, originally $570)
- J.Crew Marina Espadrille Wedge ($110)
- Rebecca Minkoff Bonnie Box Woven Leather Satchel Bag ($595)
- Madewell Drifter Sunglasses ($50)