105 Men's Summer Style Essentials to Carry You All Season—and Beyond
Style made easy, the LIVE A LITTLE way. Curated into 17 timeless outfits that land.
LIVE A LITTLE is a style and lifestyle journal for the adventurous man—written from the pen of a former magazine editor turned menswear copywriter.
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105 Best Men's Summer Style Essentials
The style philosophy here at LIVE A LITTLE is simple: comfortable, versatile, timeless. In other words, do not overthink.
This master guide below is a culmination of months of work and research, mostly conducted through my weekly FIELD JOURNAL. You’ll find I’ve broken down these picks into 17 different outfits, each holding their own use-case and designation. Some outfits are activity specific (like hiking and training), while others are tied to different aesthetics.

Another cool thing about these style essentials: you’ll discover watches, grooming products, gear, and reads. It’s a subtle nod to the menswear saying, “Style doesn’t make the man, but it does help enhance his story.”
My last note before you go is to remember these outfits are interchangeable. Swap in shorts for the pants. Ditch the layers, or opt for a thinner pieces. Make it flow with the current wardrobe you have now.
LIVE A LITTLE
The Lake Weekend
Garrett Leight Kinney J Sun ($495)
Shinola Duck Watch ($550)
OluKai Tradewind Sneaker ($100)
The Vacation Sprezzatura
The Siesta Key
Vallon Howlin’ Shades ($138)
The Hybrid Trainer
SUUNTO Run Coral Orange ($249)
ASICS GEL-CUMULUS 27 ($140)
The Trail Junkie
NANGA Ripstop Field Pant ($155)
Suunto Vertical ($699)
The California Cool
Baracuta G9 Ripstop Jacket ($349)
The Old Money
Moscot Lemtosh Sun ($370)
J.Crew Classic Chino ($98)
Woven Elastic Belt ($29)
adidas BW Army ($120)
IWC Pilot’s Watch Mark XX (See Price)
The Rugged Explorer
Vallon Ventures Shades ($116)
i+w Military Shirt Jacket ($275)
Seavees Acorn Trainer ($130)
Bulova Hack Watch ($340)
The New Yorker
47 Brand Clean-Up Cap ($30)
Sunski Tango ($78)
Oris Divers Date (See Price)
The Always Comfortable
Garrett Leight Adonis S ($640)
Sabah Alto Boot ($395)
Hamilton Field Khaki Quartz ($445)
The Concrete Explorer
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