Annapolis-based handbag designer Ellen Allen
's collection mixes preppy and chic, and the result is pieces that are perfect for weekends spent on Nantucket or in the Hamptons. The Eastport
tote (named after the prime location for boating in Annapolis) retails for $250 at ellenallen.com. You can also pick out a stylish scarf (we suggest the Boxwood
, $70) to tie to the handle of your bag! Now all you need is a little white dress and retro-inspired sunglasses to complete the look.