Dress To Explore

Summer looks are here, and they’re ready to take you everywhere.
Discover the styles worn by Daniel and Christina, the adventurous souls
we sent on an odyssey that took them from Maine to Nicaragua.

Explore Women's Featured Styles Explore Men's Featured Styles

Explore new shores in casual pieces with a contemporary
feel. We’ve paired color blocked Katama espadrilles with
an ombre top for a fresh seasonal look, and updated
classic styles with adventure-ready oxfords and a camo
wave printed button down shirt.

Whether sporting nautical stripes with our iconic A/O
boat shoes, or a tie dye button down shirt with
athletically-inspired boat shoes, living in the moment
doesn’t mean fleeting style.

Brave the elements in a jersey-lined shell jacket,
made summertime chic atop chino shorts with a
glimpse of stripe. A vintage inspired raglan
sweatshirt offers versatile warmth on a wind-whipped
shore, easily traversed in sneakers from our new
Paul Sperry Collection.

Coming Soon!

Coming Soon!

In rising tides and rising temperatures, opt for minimal
coverage in Firefish mesh boat shoes and a soft
multi-fabric vest. Put a rogue twist on laid back with our
Jaws + Sperry slip-on sneakers and a long sleeve Henley.

Coming Soon!

Coming Soon!

Coming Soon!

We’ve reinterpreted the button-down shirt for a look
that is anything but buttoned-up with a modern raglan
crew, and styled a chambray dress with Paul Sperry
sneakers so you can stay current as you set sail.

Coming Soon!

For the days when your hair never dries, keep your outfit
easily undone in breezy separates and summer sweaters.
Our classic footwear in pops of color brighten even the
most overcast afternoons.

Board shorts and bikinis adapt to land for
anything-can-happen flexibility when paired with our A/O
boat shoes or Seacoast canvas sneakers. Throw on a soft
graphic tee or chambray button down shirt for post-swim
style on and off the boat.

Embrace spontaneity in ultramodern short and shirt
combinations that come together effortlessly for more
time to wander. Add the A/O for iconic style, or make waves
in the sneaker-inspired Paul Sperry Sojourn boat shoe.

For rugged terrain and rocky boats, Paul Sperry
sneakers pair well with a skirt as soft as it is on-trend,
while our wave patterned shirt and camo sneakers
refresh a muted palette so you can stand out against
the sea.

Discover fresh takes on summer staples with
our innovative Paul Sperry sneakers and seasonal
swimwear in eye-catching designs. Cover up with a
soft polo or cozy crewneck sweatshirt for long days
on the sea.

Daniel and Christina were among the strangers we sent on an odyssey off the coasts of
Maine and Nicaragua. There, they discovered not only what it takes to conquer the open
sea, but also new friendships rooted in a love of exploration. Recently, we brought Daniel
and Christina back together for a photoshoot to showcase the season’s latest looks
inspired by odysseys like theirs, and celebrate the spirit of adventure.

Explore Their Odyssey