This site has limited support for your browser. We recommend switching to Edge, Chrome, Safari, or Firefox.

Changed your mind? Free returns make refining your style simple.

Enjoy complimentary delivery on orders $250+—because luxury should arrive effortlessly.

Up to 50% off select designer brands—refined taste, now within reach.

Cart 0

Your Order Qualifies for Free Shipping! You're $250 Away From Free Shipping.
No more products available for purchase

Is this a gift?
Subtotal Free

Taxes calculated at checkout

Looks Like Your Bag Is Currently Empty

Sale
New Arrivals
Designers
Men's
Women's
Home
Stylists
Gift Cards
The TO BOOT Balboa Leather Penny Loafer is a classic men’s brown leather slip-on with a low heel and timeless stitching, shown in profile against a plain white background.
The TO BOOT Balboa Leather Penny Loafer is a men's brown slip-on with a low heel, rounded toe, and classic saddle strap detail, shown on a white background.
The TO BOOT Balboa Leather Penny Loafer is displayed from a rear side angle against a white background, showcasing its smooth brown leather finish, detailed stitching, and low stacked heel in this classic men's slip-on style.
The image shows the bottom view of the TO BOOT Balboa Leather Penny Loafer, featuring multiple round rubber studs for grip, smaller studs at the heel, and a rectangular brand label in the center.
The Balboa Leather Penny Loafer by TO BOOT is a men's slip-on shoe in dark brown leather, shown from the side and above. It features a classic design with textured rubber soles.
TO BOOT

Balboa Leather Penny Loafer

$450.00
Size:8
View Size Guide
Description

Our Take On It

The versatility of a penny loafer is unmatched. This ultra-dark brown leather style has a robust yet refined construction and is crafted for style and durability. Highlights include hand-stitching and a substantial rubber sole reinforced with leather stacks in the heel. Wear them casually with jeans or dress things up with trousers and a sweater.

 

The Details (Are Everything)

  • Leather
  • Slip-on style
  • Rubber outsole
  • Machine wash or dry clean 
  • Made in Romania 


Designer SKU: 759M

 

 

About Brand

To Boot is produced exclusively in Italy’s finest factories to craft wearable luxury with their client’s lifestyle in mind, creating new classics from dress shoes to sneakers and boots.

Styling

Need help styling this piece? Click here to be connected to our team of expert personal stylists.

Delivery & Returns

Free returns within 14 days, or 28 days with a 5% restocking fee. Standard, expedited, local delivery, and in-store pickup available. Use the included UPS label to return. Final sale items are not eligible.

 [{"variant_id":"52064214745451" , "metafield_value":""},{"variant_id":"52064214778219" , "metafield_value":""},{"variant_id":"52064214810987" , "metafield_value":""},{"variant_id":"52064214843755" , "metafield_value":""},{"variant_id":"52064214876523" , "metafield_value":""},{"variant_id":"52064214909291" , "metafield_value":""},{"variant_id":"52064214942059" , "metafield_value":""},{"variant_id":"52064214974827" , "metafield_value":""},{"variant_id":"52064215007595" , "metafield_value":""}]

Balboa Leather Penny Loafer

$450.00

More to Explore

Shop All
The Candy Stripe Oxford Shirt by OFFICINE GÉNÉRALE features light blue stripes, long sleeves, a classic collar, and chest pocket, crafted from fine Italian cotton for timeless Parisian style. Displayed on a plain white background.
 
The Candy Stripe Oxford Shirt by OFFICINE GÉNÉRALE features light blue stripes, long sleeves, a classic collar, and chest pocket, crafted from fine Italian cotton for timeless Parisian style. Displayed on a plain white background.
Close-up of the Candy Stripe Oxford Shirt by OFFICINE GÉNÉRALE, crafted in Italian cotton with light blue and white stripes, white buttons, a left chest pocket, and a collar tag—showcasing Parisian sophistication.

OFFICINE GÉNÉRALE

$250.00
The HERNO Wool Cloth Hooded Jacket in black features a front zipper, two angled flap pockets with buttons, adjustable cuffs, and hood drawstrings. This stylish outerwear is showcased against a plain white background.
 
The HERNO Wool Cloth Hooded Jacket in black features a front zipper, two angled flap pockets with buttons, adjustable cuffs, and hood drawstrings. This stylish outerwear is showcased against a plain white background.
Close-up of the HERNO Wool Cloth Hooded Jacket—an elegant black hoodie with a diagonal silver zipper and two black drawstrings with metal tips at the neckline, delivering a stylish update to classic outerwear.

HERNO

$1,095.00
ZEGNAMicro Hobo Panorama BagA.K. Rikk's
 
ZEGNAMicro Hobo Panorama BagA.K. Rikk's
ZEGNAMicro Hobo Panorama BagA.K. Rikk's

ZEGNA

$2,450.00
The SAVAS Roving Suede Shirt Jacket features a light blue suede design with a collar, long sleeves, and two flap chest pockets, shown against a plain white background.
 
The SAVAS Roving Suede Shirt Jacket features a light blue suede design with a collar, long sleeves, and two flap chest pockets, shown against a plain white background.
Close-up of the SAVAS Roving Suede Shirt Jacket in light blue suede, featuring black buttons, a pointed collar, two front flap pockets, and a visible black leather SAVAS brand tag inside the collar.

SAVAS

$4,900.00
ZEGNAL’Asola LoaferA.K. Rikk's
 
ZEGNAL’Asola LoaferA.K. Rikk's
ZEGNAL’Asola LoaferA.K. Rikk's

ZEGNA

From $950.00
Brute Classic Tri-Link Ring (14702069612907)
 

HOORSENBUHS

$3,950.00
The TO BOOT Nico Leather Oxford is a hand-burnished black leather dress shoe with a cap toe, low heel, and black laces, shown in side profile against a white background—an elegant option inspired by classic Italian styles.
 
The TO BOOT Nico Leather Oxford is a hand-burnished black leather dress shoe with a cap toe, low heel, and black laces, shown in side profile against a white background—an elegant option inspired by classic Italian styles.
The TO BOOT Nico Leather Oxford is a black leather dress shoe with laces, low heel, and cap toe, hand burnished for a refined finish and shown on a white background.

TO BOOT

$450.00
The TO BOOT Blakeley Leather Derby Oxford, a brown lace-up shoe made in Italy, is shown in side profile on a white background.
 
The TO BOOT Blakeley Leather Derby Oxford, a brown lace-up shoe made in Italy, is shown in side profile on a white background.
The TO BOOT Blakeley Leather Derby Oxford is a single brown leather lace-up shoe with a closed lacing system, low heel, and slightly pointed toe, made in Italy and shown on a white background.

TO BOOT

$450.00
The TO BOOT Belfast Leather Loafer, a single black shoe with a low heel and moccasin-style toe, made in Italy, is shown in profile against a plain white background.
 
The TO BOOT Belfast Leather Loafer, a single black shoe with a low heel and moccasin-style toe, made in Italy, is shown in profile against a plain white background.
The TO BOOT Belfast Leather Loafer is a black slip-on with sleek design, visible toe stitching, and a low heel, shown on a plain white background.

TO BOOT

$399.00
The Aldrin Leather Penny Loafer by TO BOOT, shown in a side profile against a white background, features classic stitching, brown leather, and a low heel.
 
The Aldrin Leather Penny Loafer by TO BOOT, shown in a side profile against a white background, features classic stitching, brown leather, and a low heel.
The TO BOOT Aldrin Leather Penny Loafer, a brown men’s shoe with a classic penny strap, visible toe stitching, and a low heel, is shown against a plain white background.

TO BOOT

$425.00
The Herringbone Textured Crewneck Sweater by RALPH LAUREN PURPLE LABEL features a gray cashmere knit with a subtle herringbone pattern, ribbed cuffs, hem, and neckline. Made in Italy and shown against a white background.
 
The Herringbone Textured Crewneck Sweater by RALPH LAUREN PURPLE LABEL features a gray cashmere knit with a subtle herringbone pattern, ribbed cuffs, hem, and neckline. Made in Italy and shown against a white background.
Close-up of a gray RALPH LAUREN PURPLE LABEL Herringbone Textured Crewneck Sweater, featuring a luxurious Italian-made herringbone knit and the signature purple label sewn into the neckline.

RALPH LAUREN PURPLE LABEL

$1,495.00
The Cotton Jersey Turtleneck Sweater by RALPH LAUREN PURPLE LABEL is a plain white long-sleeve cotton jersey with a fitted neckline, ribbed cuffs and hem, shown on a white background.
 
The Cotton Jersey Turtleneck Sweater by RALPH LAUREN PURPLE LABEL is a plain white long-sleeve cotton jersey with a fitted neckline, ribbed cuffs and hem, shown on a white background.
Close-up of a plain white RALPH LAUREN PURPLE LABEL Cotton Jersey Turtleneck Sweater, highlighting the texture and part of the neckline in the upper left corner. No logos, patterns, or other details are visible.

RALPH LAUREN PURPLE LABEL

$895.00
The RALPH LAUREN PURPLE LABEL Cotton Cashmere Pique Short Sleeve Polo Shirt features a collar, three Mother of Pearl buttons, chest pocket, and is shown in off-white on a white background.
 
The RALPH LAUREN PURPLE LABEL Cotton Cashmere Pique Short Sleeve Polo Shirt features a collar, three Mother of Pearl buttons, chest pocket, and is shown in off-white on a white background.
Close-up of the RALPH LAUREN PURPLE LABEL Cotton Cashmere Pique Short Sleeve Polo Shirt in cream, made in Italy, showing the collar, three Mother of Pearl buttons, chest pocket, and textured fabric.

RALPH LAUREN PURPLE LABEL

$595.00
The THOM BROWNE Textured Pique Long Sleeve Polo Shirt features light grey pique cotton, a classic collar, four dark stripes on the left sleeve, side buttons, a buttoned placket, and a signature white label near the hem—a stylish choice for men.
 
The THOM BROWNE Textured Pique Long Sleeve Polo Shirt features light grey pique cotton, a classic collar, four dark stripes on the left sleeve, side buttons, a buttoned placket, and a signature white label near the hem—a stylish choice for men.
Close-up of the THOM BROWNE Textured Pique Long Sleeve Polo Shirt in light grey, featuring a collar, four dark gray buttons, and a visible brand label inside the neckline.

THOM BROWNE

$870.00
The THOM BROWNE Houndstooth Utility Patch Pocket Jacket features a black and white houndstooth pattern, a collared neckline, concealed front zipper with placket, and two large front pockets, shown on a white background.
 
The THOM BROWNE Houndstooth Utility Patch Pocket Jacket features a black and white houndstooth pattern, a collared neckline, concealed front zipper with placket, and two large front pockets, shown on a white background.
Close-up of the THOM BROWNE Houndstooth Utility Patch Pocket Jacket, featuring a small black and white houndstooth pattern with visible gentle folds and creases in the textured fabric.

THOM BROWNE

$2,450.00
The RAG & BONE Washed Rugby Long Sleeve Polo Shirt features a dark blue cotton fabric, collared pullover design, short button placket, and subtle horizontal seams, shown against a plain white background.
 
The RAG & BONE Washed Rugby Long Sleeve Polo Shirt features a dark blue cotton fabric, collared pullover design, short button placket, and subtle horizontal seams, shown against a plain white background.
Close-up of the Washed Rugby Long Sleeve Polo Shirt by RAG & BONE in navy blue cotton, featuring a partial placket, visible stitching, and a black "rag & bone new york" collar tag with XL size label.

RAG & BONE

$328.00
The RAG & BONE Tomlin Crosshatch Pattern Shirt is a modern-fit navy button-up with a subtle grid design, pointed collar, and buttoned cuffs, offering timeless style and contemporary appeal. Displayed on a plain white background.
 
The RAG & BONE Tomlin Crosshatch Pattern Shirt is a modern-fit navy button-up with a subtle grid design, pointed collar, and buttoned cuffs, offering timeless style and contemporary appeal. Displayed on a plain white background.
Close-up of the Tomlin Crosshatch Pattern Shirt by RAG & BONE, a navy modern fit with thin white grid lines, three black buttons, and part of the collar for a sharp, contemporary look.

RAG & BONE

$298.00
The RAG & BONE Harvey Tipped Polo Shirt features lightweight cotton in pale blue, a ribbed texture, white-trimmed collar, three-button placket, and subtle vertical stripes. Displayed on a plain white background.
 
The RAG & BONE Harvey Tipped Polo Shirt features lightweight cotton in pale blue, a ribbed texture, white-trimmed collar, three-button placket, and subtle vertical stripes. Displayed on a plain white background.
A close-up of the RAG & BONE Harvey Tipped Polo Shirt in light grey shows white buttons and a ribbed collar with two thin white stripes, plus the partially visible shirt tag at the neckline.

RAG & BONE

$258.00
The Gregory Merino Long Sleeve Crewneck Sweater by RAG & BONE features a light blue hue, slim fit, ribbed cuffs, and a subtle textured pattern; shown here on a plain white background.
 
The Gregory Merino Long Sleeve Crewneck Sweater by RAG & BONE features a light blue hue, slim fit, ribbed cuffs, and a subtle textured pattern; shown here on a plain white background.
Close-up of the RAG & BONE Gregory Merino Long Sleeve Crewneck Sweater in light blue, featuring a round neckline with blue trim and a subtle textured pattern.

RAG & BONE

$298.00
The ORLEBAR BROWN Horton Stripe Johnny Collar Polo in navy blue wool features a white-trimmed Johnny collar and short sleeves, shown against a plain white background.
 
The ORLEBAR BROWN Horton Stripe Johnny Collar Polo in navy blue wool features a white-trimmed Johnny collar and short sleeves, shown against a plain white background.
Close-up of the ORLEBAR BROWN Horton Stripe Johnny Collar Polo, featuring a Johnny collar with white trim along the collar and opening. A visible ORLEBAR BROWN label appears at the top.

ORLEBAR BROWN

$545.00

Enjoy 10% off your first order

Claim your exclusive discount code when you subscribe to our emails.