Nautical stripes are timeless and classic – you won’t look back in 30 years at your vacation photos and wonder what on earth you were thinking with the outfit. I think of photos of Jacqueline Kennedy wearing nautical stripes during her Hyannis and Palm Beach getaways – over 50 years later, the fashion still holds firm. As winter vacation and resort season is rapidly approaching, here are three outfits featuring nautical stripes to make you look fashionable and stylish on your tropical winter vacation. ⚓️❤️

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Shop these outfits here.
White pants are always in style in Florida – 365 days a year. I keep a Tide Pen in my purse in case of spills or accidents. Shop this outfit here.
If you are traveling to Florida or the Caribbean in January or February, you will need a sweater. We have a saying here that we prepare for the weather outdoors but dress did the weather *indoors*. The air conditioning can be a little much inside public places and restaurants, so I keep a sweater draped over my shoulders just in case. Shop this outfit here.
This nautical stripe black dress rolls up really small and fits nicely in a carryon suitcase. And it’s super comfortable without being clingy. For length reference, I am 5’1 and it just barely comes above the ground. Shop here.

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