Lookbook
Fedoras & Panama Brims: Pitti Headwear & Linen Tailoring
Anchoring relaxed warm-weather tailoring and heritage ensembles with woven straw Panama hats and earthen felt fedoras. Styled alongside linen safari jackets, seersucker suits, and Gurkha shorts for unmistakable Florentine character.
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Shop pieces for these looks
We assembled this headwear-focused lookbook to capture the signature Pitti Uomo 110 formula of crowning relaxed tailoring with artisanal brimmed hats. We pair men's woven straw Panama fedoras and men's felt brimmed hats with men's blue seersucker suits, men's cream band-collar linen shirts, men's terracotta pleated trousers, and men's suede espadrilles. Our ensembles add sun-shielding sophistication and cinematic personality without ever looking costumey.
β The Editors
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12 of 45- Men's Beige Double Breasted Linen Suit Jacket
- Men's Brown Silk Pocket Square
- Men's Beige Linen Suit Pants
- Men's Tortoiseshell Sunglasses
- Men's Dark Brown Suede Tassel Loafers
- Men's Dark Brown Felt Fedora Hat
- Men's Cream Camp Collar Shirt
- Men's White Ribbed Cotton Tank Top
- Men's Sage Green Linen Safari Jacket
- Men's Tan Leather Penny Loafers
- Men's Tan Leather Belt
- Men's Cream Straw Panama Hat
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Woven Fisherman Sandals: Caged Leather & Breezy Linen Drapes
We assembled this warm-weather footwear lookbook around the global street style triumph of woven leather fisherman sandals. Bridging the gap between dress loafers and open slides, we pair men's espresso brown and black leather fisherman sandals with men's off-white drawstring linen trousers, men's terracotta camp-collar shirts, and men's navy summer blazers. Whether worn barefoot on the Riviera or with ribbed crew socks in the city, our looks deliver unmatched breathable sophistication.

Tortoiseshell Acetate Sunglasses: Italian Riviera Eyewear
We curated this Riviera eyewear lookbook around the warm, cinematic charisma of tortoiseshell acetate sunglasses. While stark black frames can appear severe in bright midday sunlight, the mottled interplay of amber, chestnut, and honey gold in tortoiseshell acetate harmonizes naturally with linen tailoring, earth tones, and navy blazers. We love slipping tortoiseshell frames into the breast pocket of a summer sport coat. Discover polarized, budget-friendly tortoiseshell sunglasses on Amazon.

How to Style a Men's Safari Jacket: Modern Utility Guide
Discover how to style a men's safari jacket with breezy linen fabrics, tailored neutral trousers, casual loafers, and refined summer utility.

Loafers with Socks vs No-Socks: When & How to Wear Each
Decode the loafer sock dilemma on a budget. Learn when to go sockless with loafers vs when to wear dress socks or ribbed crew socks for modern style.

What to Wear to an Outdoor Jazz Festival β Men's Complete Guide
Spending an afternoon and evening at an open-air outdoor jazz festival on a winery lawn, amphitheater, or waterfront park combines world-class musical improvisation with sophisticated warm-weather socializing. Because these festivals transition from blazing afternoon sun to balmy evening twilight across six hours on lawn seating, your attire must deliver cool thermal comfort with artistic, cultured polish. The gold standard is Mediterranean resort tailoring and breezy smart casual: open-collar linen popovers, lightweight solaro or linen suits, fluid terracotta trousers, and woven tassel loafers or suede mules. You want an ensemble that evokes the timeless glamour of Montreux or Newport jazz traditions while handling outdoor grass blankets and festival folding chairs with ease. From wide-brim Panama hats for sun defense to breathable woven leather footwear, here is your definitive blueprint for commanding attention at outdoor jazz festivals.

What to Wear to a Classic Wooden Yacht Regatta Party β Men's Guide
Gathering at a historic yacht club lawn and teak marina to celebrate classic wooden schooners and 12-Metre sailing yachts blends maritime heritage with refined coastal society. Guests transition between viewing races from wooden docks, stepping aboard restored teak decks, and sipping Dark 'n' Stormys at the clubhouse pavilion. The dress code is quintessential maritime heritage: nautical navy and white, Breton stripes, and functional boat-safe fabrics. Non-marking, soft-soled shoes are strictly mandated to protect varnished mahogany and teak decking from scratches. From sailing anoraks and Breton-striped knits to crisp linen trousers and classic leather boat shoes, here is how to dress for a classic wooden yacht regatta party.
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What to Wear to a Design Week Exhibition β Men's Complete Guide
Immersing yourself in Design Week gallery pavilions, Salone del Mobile furniture installations, and contemporary architecture showcases surrounds you with world-class industrial designers and visionary creatives. Logging thousands of steps across expansive concrete exhibition halls and gallery vernissages requires an outfit that marries architectural minimalism with all-day physical endurance and effortless sophistication. The benchmark dress code is Scandinavian architectural minimalism: clean-lined wool overcoats or double-breasted blazers worn over fine black merino turtlenecks, paired with structured pleated trousers and sleek leather Chelsea boots. You want a razor-sharp monochrome or neutral silhouette that complements cutting-edge product installations and gallery spaces. From high-mileage gallery walking footwear support and unlined tailoring drape to intentional monochrome silhouette proportions, here is your definitive blueprint for design week style.

Pleated Gurkha Shorts: Tailored High-Rise Summer Bermudas
We styled this refined summer collection around authentic Gurkha shorts characterized by their integrated crossover buckled waistbands and deep forward pleats. We pair men's stone Gurkha shorts, men's navy tailored shorts, and men's olive buckled shorts with men's camp collar linen shirts, men's knit polos, and men's leather penny loafers. Elevating casual warm-weather dressing with sharp military discipline, our looks master elevated resort sophistication.

How to Style Men's Artisan Workwear Aprons: Culinary & Studio Guide
Elevate your craft with our guide to styling men's durable canvas, denim, and linen aprons with work shirts, flannels, and boots.
















