Harbor Top

Harbors

Squeeze Swim Trunks

(2)

Pool Boy

seaside bottoms

(2)

$40.00

A pair of blue waves Bayberry trunks with a drawstring elastic waistband.

Exclusive offer available

Fair Harbor

Bayberry Trunk | Blue Waves

(133)

HimandHerBoutique

Fair Harbor Men's Bungalow Trunk

Exclusive offer available

Flying Point Surf

Fair Harbor Bayberry Trunk

$68.00

58% off

Gabrielle's Biloxi

Fair Harbor Kids Anchor - Orange Island Palms

$20.00$48.00

Princess Polly USA

4.5

(423.5K)

Exclusive offer available

Fair Harbor

Bayberry Trunk | Island Blue Leaves

Exclusive offer available

Fair Harbor

Bayberry Trunk | Wavy Sands

(3)

Exclusive offer available

Fair Harbor

Anchor Trunk | Nautical Red Wavy Geo

(148)

Exclusive offer available

Fair Harbor

Swell Board Short | Gold

(1)

Exclusive offer available

Fair Harbor

Bungalow Trunk | Light Blue Texture

Exclusive offer available

Fair Harbor

Bungalow Trunk | Sunset Stairs

$62.00$88.00

Upper Notch Club

Matching Swimwear, Boys' Board Shorts, Red and White Classic Stripe

(2)

$36.00

Island Specialties

The Bayberry Trunk

Exclusive offer available

Fair Harbor

Anchor Rashguard | Aqua

(10)

$59.00$68.00

Pool Boy

The Darling Top

(5)

$70.00

rhode

4.8

(326.3K)

Exclusive offer available

Fair Harbor

Bungalow Trunk | Navy Sailing Stripe

Blue diamond patterned Bayberry Trunk with a drawstring on a white background

Exclusive offer available

Fair Harbor

Bayberry Trunk | Navy Shibori

(27)

Exclusive offer available

Fair Harbor

Swell Board Short | Navy Stripe

(2)

Pool Boy

CHERRY DOUBLE DIP TOP

(2)

$65.00

65% off

CHROME

Fair Harbor Bayberry Trunk in Navy Wavy Sands

30% off

The Point Clothing Lounge

Fair Harbor | The Bayberry Trunk 7" | Light Blue Stripe

$61.60$88.00

Hawaii Hangover

Boy Hawaiian Board Shorts in Vintage Hibiscus Blue

$22.00

50% off

Denny's X Lester's

Navy Botanical Anchor Swim

Exclusive offer available

Fair Harbor

Bayberry Trunk | Seapine Seersucker

(10)

Boys Stretch Swim Ripple front with elastic waistband and drawstring

Exclusive offer available

Bearbottom Clothing

Boys Stretch Swim Trunk

(4)

$20.00$45.00

50% off

Denny's X Lester's

Red Islander Anchor Swim

$24.00$48.00

Dairy Boy

4.9

(19.9K)

Woman wearing a light blue striped pajama set in a rustic room with wooden walls and a sink.
|M1

A woman stands on a baseball diamond wearing a bright blue athletic set consisting of a cropped tank top, wide-leg pants, and a matching cap. The background shows rows of green stadium seats.
|M1

A woman stands on a tennis court wearing a navy blue sweatshirt with a red graphic of a tennis ball and the text 'PRO TENNIS CLUB COURTSIDE GALLERY' and 'Aug 23 - Sep 13, 2025'.
|M1

Blue swim shorts with white abstract pattern on a white background

Exclusive offer available

Fair Harbor

Bayberry Trunk | Navy Wavy Sands

(2)

Pool Boy

NAVY DOUBLE DIP BOTTOM

(1)

Coolibar

Island | Boy's Swim Trunks | Bluebell Seastripe

$45.00

65% off

CHROME

Fair Harbor Bayberry Trunk in Tropical Peaks

$26.49$76.00

Magnolia Lane & Co.

Sailboat Swim Collection: BOY'S SWIM TRUNKS

(1)

$25.00

Pool Boy

The Darling Bottom

(1)

$55.00

65% off

CHROME

Fair Harbor Bayberry Trunk in Sea Blue Tiles

Exclusive offer available

Fair Harbor

Bungalow Trunk | Checkered Palms

(7)

$59.00$88.00

Saint Bernard

Fair Harbor Men's The Bungalow Swim Trunk

(2)

Island Specialties

The Breaker Short

$78.00

Cou Cou Intimates

4.9

(5.8K)

ASF Sports & Outdoors

Fair Harbor Men's Bungalow Short

(1)

65% off

CHROME

Fair Harbor Bayberry Trunk in Navy Shibori

Fair Harbor Shorts Navy Neptune / S The Anchor Swim Shorts

Island Specialties

The Anchor Swim Shorts (8")

Pool Boy

Harbor Bottoms

(1)

$30.00

HART

4.9

(3.5K)

Pool Boy

The Boathouse Bottom

(5)

Pearls & Plaid

The Anchor Short - Red Tiles

Exclusive offer available

Fair Harbor

Anchor Trunk | Red Orange Twisted Waves

(15)

$62.00$88.00

65% off

CHROME

Fair Harbor The Bungalow Swim Trunk in Beach Sunset

Pool Boy

The Dockside Short

(4)

$70.00

65% off

CHROME

Fair Harbor Bayberry Trunk in Island Blue

65% off

CHROME

Fair Harbor Bayberry Trunk in Seapine

Exclusive offer available

Fair Harbor

Bungalow Trunk | Coral Cutout Palms

65% off

CHROME

Fair Harbor Bungalow Swim Trunks in Navy Windy Flags

Pool Boy

summer nights bottom

$25.00

50% off

Denny's X Lester's

Sea Circles Bayberry Swim

$24.00$48.00

o.piccola

4.8

(435)

Coolibar

Island | Boy's Swim Trunks | Periwinkle

$45.00

Coastal Kids

Fair Harbor- Anchor Boardshorts - Red Stripe

$48.00

ASF Sports & Outdoors

Fair Harbor Men's The One Short

$78.00

Exclusive offer available

Fair Harbor

Bayberry Trunk | Banner Stripe

(3)

65% off

CHROME

Fair Harbor One Short 6" (Lined) in Classic Navy

Coastal Kids

Fair Harbor- Bayberry Trunks - Red Waves

$48.00

Brandy Melville

4.8

(76.9K)

Pool Boy

CHERRY DOUBLE DIP BOTTOM

(1)

Exclusive offer available

Fair Harbor

Bayberry Trunk | Ocean Tie-Dye

(5)

Exclusive offer available

Fair Harbor

Bayberry Trunk | Red Palms

(7)

65% off

CHROME

Fair Harbor Bungalow Swim Trunks in Midnight Palms

50% off

Denny's X Lester's

Red Palms Bayberry Swim

Pool Boy

Pool Boy Vacation Surf Hat

$42.00

Hawaii Hangover

Boy Hawaiian Board Shorts in Vintage Hibiscus Red

$22.00

Exclusive offer available

Saint Bernard

Fair Harbor Men's The Bayberry Swim Trunk

(2)

Exclusive offer available

Fair Harbor

Bungalow Trunk | Turquoise Cutout Palms

(1)

$59.00$88.00

Pool Boy

The Boathouse Top

(5)

$65.00

30% off

The Point Clothing Lounge

Fair Harbor | The Bungalow Trunk 5" | Blue

$61.60$88.00

Exclusive offer available

Fair Harbor

Bayberry Trunk | Coastal Red Stripe

$79.00$92.00

Exclusive offer available

Fair Harbor

Anchor Trunk | Red Islander

(4)

65% off

CHROME

Fair Harbor Bungalow Trunk in Navy Sea

Coastal Kids

Fair Harbor- Anchor Boardshorts (Orange Island Palms)

$52.00

Pool Boy

summer nights top

$25.00

50% off

Bivouac Ann Arbor

Mens Bayberry Trunk

33% off

Coolibar

Island | Boy's Swim Trunks | Malibu Blue Shell

$29.99$45.00

Alo Yoga

4.7

(468.9K)

50% off

Denny's X Lester's

Layered Hibiscus Bungalow Swim

(1)

$24.00$48.00

Exclusive offer available

Fair Harbor

Bayberry Trunk | Sand Seersucker

(29)

Bayberry swim trunks in Navy blue seersucker with a drawstring waistband and pockets on the sides.

Exclusive offer available

Fair Harbor

Bayberry Trunk | Navy Seersucker

(90)

50% off

Denny's X Lester's

Red Island Anchor 6in