New!
SKYWARD UMBRELLA
Featuring a vibrant, fully custom Skyward logo printed in bold, beautiful full color inside and out, it delivers a striking look with a generous 44" arc for reliable coverage, while folding down to a compact 13" for easy carry.
NEW
SKYWARD ADIDAS ROPE HAT
Ride the rope trend in style with the rope 5-panel cap. Premium Adidas quality, effortless fit.
staff favorite
CLIMB HIGHER JOURNAL
Reach new heights with every page. The climb higher spiral-bound notebook is a staff favorite.
LIMITED EDITION
SKYWARD LEATHER DUFFLE
Travel in timeless style with this leather duffle. Durable, spacious, and effortlessly sophisticated.
More than merch IT'S
WHO WE ARE
From senior management to our front-line underwriters, everyone at Skyward Specialty is focused on one ultimate goal – helping our customers and partners win.
Submit a Product Suggestion
New!
PETER MILLAR POLO
Timeless Peter Millar craftmanship meets modern performance in this elevated everyday polo.
Finished with a classic three-button placket and UPF 50+ sun protection, it's designed for confidence wherever the day takes you.