The Sailor: A Prep Fashion Blog

An Afternoon At The Castle

How to throw on that old blazer you have sitting in your closet

Have you ever been rummaging through your closet and spot an item that you haven't worn in ages, but still love?  Or have you ever been going through your grandparents attic…

Skating your way through Winter

Casual Attire for your days at the Pond or in the Snow

Skate! Aim! Score! This winter one of our favorite things to do is head over to the frozen pond and play some pick up. Whether you’re new or a veteran to the game…

Four! What to wear on & off the Course

Golfing has never been so in Style

Golfing is no longer just a business mans game or a casual sporting event. Golfing is made for anyone and everyone and gives you a chance to look your best and have some fun.

Pumpkin Patch Detectives at it Again

How to look your best while picking out the Perfect Pumpkin

Grab your things and lets head towards the country because it’s time for jack o’lanters! These two boys look like they are ready to scoop out the next mystery that comes to the patch.

Apple Orchards, Pumpkins, and Friends! Oh My!

From Casual to Classy: Some of the best looks for this years Autumn

Grab your baskets and your coolest flannel shirt because it’s time to go apple picking! One of our favorite things…

The Most Magical Time of the Year

What you and your significant other should wear while getting your Christmas Tree

This season snow is falling and Christmas is coming! Us here at The Sailor love Christmas and are here to help…