Preppy Nautical Goodies: Sperry Topsiders, Figawi & Regatta Pillows

Preppy Shoes Sperry Topsiders Green

Warmer weather causes The Princess to drift off and dream about the water… and the beach… and sailing… and… well, you get the drift. When we saw these Topsiders, we thought they most definitely looked like they would be great for the boat. We were surprised to see that Sperry now offers a small clothing collection in addition to their splendid shoes. We kind of liked their Women’s Polo, perhaps in part because the logo is mercifully small. (It’s not our fault for being unaware of the clothing part of their offerings. Perhaps if their shoes were of poorer quality, they would require replacement sooner and we would have been looking at their website sooner!) We were very impressed with the Cotton Duffle, thinking that it might serve a myriad of purposes when it comes to summer travel, and trust The Princess, it is more than reasonably priced. A $29.99-kind-of-reasonable-pricepoint. That qualifies as completely and insanely priced, unless it is microscopically sized, and the description did not give the size. Hhhhhmmmm. Still, I would run, not walk to their website and decide for myself.

Sperry Women\'s Polo Shirt Navy Sperry Topsider Cotton Duffle

The men’s Striper Slip-on from Sperry (seen below) actually looks pretty good as well, although we did waffle for a moment or two… can’t say why for sure. Perhaps when viewing it in madras it just didn’t look right; madras is a great fabric but not right for all items or appropriate for all occasions. (There’s a topic calling for greater discussion, don’t you think?) What did look right to us for the guys was the Figawi Jacket; you can do some serious sailing in this. Oh yes indeedy. Which raises the question: why is it not available in Women’s sizing? Is the Princess supposed to buy it in a Men’s Small…hello? BTW, for those wondering what or who a Figawi is, it’s an absolutely outstanding event over Memorial Day weekend on the Cape. It’s the first big Regatta of the season, boats doing Hyannis to Nantucket on Saturday, Sunday is a massive clambake and then Monday back to Hyannis with a party after the race at Hyannis YC. It is simply a must. I think there’s a fundraiser the weekend before, also in Hyannis .

Men\'s Sperry Topsider Slip on Striper


Sperry Women\'s polo


All this talk about sailing and such reminds the Princess of one of her favorites: the Regatta Collection of pillows. These are some our favorites – bright nautical flags on an eggshell background, some with solid colors on the reverse side, many with contrasting piping for an elegant accent offsetting their whimsical motif. So if you can’t make it to Figawi, why not try these? If not for yourself, perhaps as a Hostess gift for your next visit to Skip & Octavia’s thsi summer? at

Regatta Pillow Collection at

Regatta Pillows Collection by



Filed under Prepalicious, preppy, Preppy Fashion, preppy lifestyle

3 responses to “Preppy Nautical Goodies: Sperry Topsiders, Figawi & Regatta Pillows

  1. Oh my goodness! I have a pair of ballet flats I got at J. Crew in the same pattern as those topsiders! Green with sailboats! How funny!!! Great post!

  2. Ooooooh, I bet the flats are darling!

  3. Great post….
    Thanks for the post
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