Sherman's Travel

Like snowbirds, cruise ships migrate south for the winter, repositioning from San Francisco to Sydney or Vancouver to Miami, among other seasonal switch-ups. In search of aquamarine water and swaying palms, these cities at sea ply the open ocean offering sun seekers a taste of the good life, complete with Broadway-style entertainment, umbrella drinks, chocolate fountains, and a bevy of stops along the way.

Working on a cruise ship, and then cruising on a variety of vessels as a passenger, I’d say I’ve earned my stripes at sea. Not only do I suggest packing Breton stripes and boat shoes, I’ve assembled a fleet of other fashion-meets-function essentials worth stuffing into your suitcase.

Here’s how to make the gangway your runway: Read more