Style Guide · Smart Casual

Nautical

Coastal elegance inspired by sailing and yacht culture. Navy, white, rope details.

Old Money
65
Ivy League
65
Quiet Luxury
55
01

The Wardrobe

7 pieces
Jackets & Blazers
Navy Blazer

The single most versatile piece in prep. Gold buttons optional. Works with everything.

€€€ 🌿 Spring Business Casual
Expensive
Timeless
Try-hard
Shirts
Start here
Polo Shirt

The country club essential. Piqué cotton, clean collar. Lacoste or Ralph Lauren.

€€ 🌿 Spring Smart Casual
Expensive
Timeless
Try-hard
Knitwear
Cable Knit Sweater

Cream or navy. Irish or Aran heritage. The most textured and cozy prep piece.

€€ ❄️ Winter Smart Casual
Expensive
Timeless
Try-hard
Trousers
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Navy Chinos

Navy chinos replace jeans in most prep contexts. Cleaner, more intentional.

€€ ◈ All Smart Casual
Expensive
Timeless
Try-hard
Chino Shorts

Flat front, mid-thigh length. Not too short, not too long. The summer prep staple.

€€ ☀️ Summer Ultra Casual
Expensive
Timeless
Try-hard
White Chinos

Summer essential. Harder to pull off but effortlessly elegant when done right.

€€ ☀️ Summer Smart Casual
Expensive
Timeless
Try-hard
Shoes
Start here
Boat Shoes

Sperry or Sebago. Worn sockless in summer. Nautical DNA but universally prep.

€€ ☀️ Summer Ultra Casual
Expensive
Timeless
Try-hard
03

How to Wear It

Proven combinations
Anchor piece
Navy Blazer
98 Khaki Chinos
98 Oxford Cloth Button-Down
95 Flannel Trousers
95 Penny Loafers
Anchor piece
Cable Knit Sweater
05

The Brands

2 references
Sebago
USA · €€

The original boat shoe alongside Sperry. Heritage American nautical.

Sperry
USA · €€

Top-Sider inventor. The nautical prep shoe brand.

06

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