Dress To Explore

Warm-weather style has arrived, geared for new undertakings. As worn by Daniel,
who found adventure of his own in an odyssey that took him from Maine to Nicaragua,
these looks were inspired by the journeys that are inevitable when you mix
intrepid souls with longer days.

Shop all Men's Looks

Keep it contemporary in adventure-ready oxford shoes
and a camo-wave printed button-down shirt, tailored for
movement in a refined silhouette.

Nothing says summer adventure like a nautical navy
striped top and a pair of our Authentic Original boat
shoes. Add some edge to the classic pairing with your
favorite cutoff shorts.

A vintage inspired Raglan Sweatshirt offers versatile
warmth on a wind-wipped shore. Add printed board
shorts and bright sneakers from our new Paul
Sperry Collection for a casual look that suits any
change of direction.

Put a rogue twist on laid-back in our JAWS + Sperry slip on
sneakers and a long-sleeve Henley shirt. Boost your
quest-appeal in reflective sunglasses and board shorts
made for saltwater spray and changing currents.

Give a seaworthy spin to a button down with a raglan
sweatshirt designed For a worn-in look with just the
right amount of sophistication.

Tied up or let down, breezy separates are easily
undone for frequent plunges beneath the waves. Balance
an oversize top with worn-in denim and our Seacoast
canvas sneakers in a bold color for quick style when the
boat won’t wait.

Claim a stake in our New England heritage in a graphic tee
and striped board shorts. Finish with sunbleached
Authentic Original boat shoes and dark shades for a
combination that speaks to your sense of adventure.

Make waves in the sneaker-inspired Paul Sperry Sojourn
boat shoe and our Dobby Print button down shirt. Keep
your tools for adventure close at hand in the Intrepid
Backpack with leather details for a touch of luxe for even
the most weather-worn explorer.

Our wave patterned shirt and camo sneakers refresh a
muted palette so you can stand out against the sea.
Keep seasonal staples edgy by adding a simple leather
bracelet with an offshore feel.

Embrace the heat in seasonal standards, refreshed
for the modern seaman. Hit the waves in printed board
shorts and dry off in a soft polo. Canvas sneakers
with our original wave siping take you from deck to
dock with ultimate traction.

Daniel was among the group of strangers we sent on an odyssey off the coasts of Maine and Nicaragua. There, he mastered ocean swells and rough waters and discovered how friendships can take root when adventure is the common ground. Recently, we brought Daniel back for a photoshoot to showcase the trends inspired by a yearning for new discoveries. Make some of your own in this season’s most adventure-ready looks.

Explore His Odyssey