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St Simons Island Shopping

Shop the largest collection of fine clothing for your visit to St Simons and Sea Island. Ideal shopping for dinner at one of the Cloister restaurants. Our retail store serving elevated, traditional clothing for men and women is located at the intersection of Sea Island Rd and Frederica Rd.

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22" Petal Capri Solid Techno Pant
22" Petal Capri Solid Techno Pant

22" Petal Capri Solid Techno Pant

UP!

$110.00

1 color, 5 sizes
  • Black
  • 6
  • 8
  • 10
  • 12
  • 14
3/4 Sleeve Tunic
Save $80.00
Final Sale

3/4 Sleeve Tunic

Estelle & Finn

$130.00 $50.00 62% off

2 colors, 5 sizes
  • Extra Small
  • Small
  • Medium
  • Large
  • Extra Large
34 Heritage Charisma Jeans
34 Heritage Charisma Jeans

34 Heritage Charisma Jeans

34 Heritage

$185.00

1 color, 20 sizes
  • 30x30
  • 32x30
  • 33x30
  • 34x30
  • 35x30
  • 36x30
  • 38x30
  • 40x30
  • 42x30
  • 32x32
  • 33x32
  • 34x32
  • 35x32
  • 36x32
  • 38x32
  • 40x32
  • 42x32
  • 32x34
  • 36x34
  • 46x32
34 Heritage Charisma Dawn Twill Pant
34 Heritage Men's Pants Khaki / 32x30 34 Heritage Charisma Relaxed Straight Pants

34 Heritage Charisma Relaxed Straight Pants

34 Heritage

$185.00

5 colors, 24 sizes
  • Dawn Twill
  • Khaki
  • Dark Olive
  • Timber
  • +1 more
  • 32x30
  • 33x30
  • 34x30
  • 35x30
  • 36x30
  • 38x30
  • 40x30
  • 42x30
  • 44x30
  • 32x32
  • 33x32
  • 34x32
  • 35x32
  • 36x32
  • 38x32
  • 40x32
  • 42x32
  • 32x34
  • 33x34
  • 34x34
  • 35x34
  • 36x34
  • 38x34
  • 40x34
34 Heritage Men's Sport Coats Navy / 40R 34 heritage Matteo Smart Knit Bazer
34 Heritage Men's Sport Coats 34 heritage Matteo Smart Knit Bazer

34 Heritage Matteo Knit Navy Blazer

34 Heritage

$295.00

1 color, 3 sizes
  • Navy
  • 40R
  • 42R
  • 44R
Alan Paine Lt Blue/Purple Shirt
Save $85.00
Final Sale

Alan Paine Lt Blue/Purple Shirt

Alan Paine

$185.00 $100.00 46% off

1 color, 5 sizes
  • Small
  • Medium
  • Large
  • XLarge
  • XXL
Alan Paine Men's Shirts Alan Paine Blue Plaid Shirt
Alan Paine Men's Shirts Alan Paine Blue Plaid Shirt

Alan Paine Blue Plaid Shirt

Alan Paine

$175.00

1 color, 4 sizes
  • Medium
  • Large
  • Xlarge
  • XXL
Alan Paine Men's Shirts Brown/Blue / Medium Alan Paine Brown/Blue Check Shirt
Alan Paine Men's Shirts Alan Paine Brown/Blue Check Shirt

Alan Paine Brown/Blue Check Shirt

Alan Paine

$195.00

1 color, 4 sizes
  • Brown/Blue
  • Medium
  • Large
  • Xlarge
  • XXL
Alan Paine Men's Shirts Alan Paine Burgundy/Green Check Shirt
Alan Paine Men's Shirts Alan Paine Burgundy/Green Check Shirt

Alan Paine Burgundy/Green Check Shirt

Alan Paine

$150.00

1 color, 4 sizes
  • Medium
  • Large
  • Xlarge
  • XXL
Alan Paine Men's Shirts Natural/Green / Medium Alan Paine Green Plaid Shirt
Alan Paine Men's Shirts Alan Paine Green Plaid Shirt

Alan Paine Green Plaid Shirt

Alan Paine

$175.00

1 color, 4 sizes
  • Natural/Green
  • Medium
  • Large
  • Xlarge
  • XXL
Alan Paine Lt. Blue Gingham Shirt
Alan Paine Lt. Blue Gingham Shirt

Alan Paine Lt. Blue Gingham Shirt

Alan Paine

$170.00

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
Alan Paine Men's Shirts Alan Paine Red/Navy Checked Shirt
Alan Paine Men's Shirts Alan Paine Red/Navy Checked Shirt

Alan Paine Red/Navy Checked Shirt

Alan Paine

$150.00

1 color, 4 sizes
  • Medium
  • Large
  • Xlarge
  • XXL
Alan Paine Men's Shirts Red/Orange / Medium Alan Paine Red/Orange Plaid Shirt
Alan Paine Men's Shirts Alan Paine Red/Orange Plaid Shirt

Alan Paine Red/Orange Plaid Shirt

Alan Paine

$195.00

1 color, 4 sizes
  • Red/Orange
  • Medium
  • Large
  • Xlarge
  • XXL
Alan Paine Tan Stripe Beaford Shirt
Alan Paine Tan Stripe Beaford Shirt
Save $95.00
Final Sale

Alan Paine Tan Stripe Beaford Shirt

Alan Paine

$195.00 $100.00 49% off

1 color, 3 sizes
  • Medium
  • Large
  • XLarge
Brax - Harold JP Monochrome Shirt
Brax - Harold JP Monochrome Shirt
Save $83.00
Final Sale

Brax - Harold JP Monochrome Shirt

Brax

$158.00 $75.00 53% off

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
Brax - Harold P Blue Diamond Check
Brax - Harold P Blue Diamond Check
Save $93.00
Final Sale

Brax - Harold P Blue Diamond Check

Brax

$168.00 $75.00 55% off

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
Brax Cooper Fancy 5-Pocket Pants
Brax Cooper Fancy 5-Pocket Pants

Brax Cooper Fancy 5-Pocket Pants

Brax

$198.00

1 color, 21 sizes
  • 32x30
  • 33x30
  • 34x30
  • 35x30
  • 36x30
  • 38x30
  • 40x30
  • 32x32
  • 33x32
  • 34x32
  • 35x32
  • 36x32
  • 38x32
  • 40x32
  • 32x34
  • 33x34
  • 34x34
  • 35x34
  • 36x34
  • 38x34
  • 40x34
Brax Daniel JP Shirt - Monochrone
Save $83.00
Final Sale

Brax Daniel JP Shirt - Monochrone

Brax

$158.00 $75.00 53% off

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
Brax Men's Pants Manhattan / 32x30 Brax Men's Pants Style Chuck 5 Pocket
Brax Men's Pants Brax Chuck 5 Pocket Pants Beige

Brax Men's Pants Style Chuck 5 Pocket

Brax

$198.00

3 colors, 14 sizes
  • Manhattan
  • Beige
  • Cement
  • 32x30
  • 33x30
  • 34x30
  • 35x30
  • 36x30
  • 38x30
  • 40x30
  • 32x32
  • 33x32
  • 34x32
  • 35x32
  • 36x32
  • 38x32
  • 40x32
Brookwood - Blue/Khaki Gingham Sport Shirt
Brookwood - Blue/Khaki Gingham Sport Shirt
Save $75.00
Final Sale

Brookwood - Blue/Khaki Gingham Sport Shirt

Brookwood

$150.00 $75.00 50% off

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
Brookwood - Cyrus Sport Shirt
Brookwood - Cyrus Sport Shirt

Brookwood - Cyrus Sport Shirt

Brookwood

$160.00

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
Brookwood - Gianni Oatmeal/Brown Sport Coat 0290
Save $425.00
Final Sale

Brookwood - Gianni Oatmeal/Brown Sport Coat 0290

Brookwood

$875.00 $450.00 49% off

1 color, 4 sizes
  • 38S
  • 40R
  • 42R
  • 44R
Brookwood - Green/Navy Plaid Sport Coat
Brookwood - Green/Navy Plaid Sport Coat

Brookwood - Green/Navy Plaid Sport Coat

Brookwood

$795.00

1 color, 5 sizes
  • 42R
  • 44R
  • 44L
  • 46L
  • 48R
Brookwood - Grey/Blue Sport Coat
Brookwood - Grey/Blue Sport Coat

Brookwood - Grey/Blue Sport Coat

Brookwood

$795.00

1 color, 4 sizes
  • 38R
  • 40S
  • 42R
  • 42L
Brookwood - Lt Blue Bamboo Sport Coat - 0730
Save $600.00
Final Sale

Brookwood - Lt Blue Bamboo Sport Coat - 0730

Brookwood

$1,300.00 $700.00 46% off

1 color, 4 sizes
  • 40R
  • 46T
  • 48T
  • 50R
Brookwood - Lt Grey/ Blue Window Pane 0681
Save $600.00
Final Sale

Brookwood - Lt Grey/ Blue Window Pane 0681

Brookwood

$1,300.00 $700.00 46% off

1 color, 4 sizes
  • 42S
  • 42R
  • 46T
  • 50T
Brookwood - Navy/Green Windowpane Sport Coat
Brookwood - Navy/Green Windowpane Sport Coat

Brookwood - Navy/Green Windowpane Sport Coat

Brookwood

$795.00

1 color, 3 sizes
  • 40R
  • 42R
  • 44R
Brookwood - Purple/Tan Plaid Sport Shirt
Brookwood - Purple/Tan Plaid Sport Shirt
Save $75.00
Final Sale

Brookwood - Purple/Tan Plaid Sport Shirt

Brookwood

$150.00 $75.00 50% off

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
Brookwood - Tailored Fit White Oxford Shirt
Brookwood - Tailored Fit White Oxford Shirt

Brookwood - Tailored Fit White Oxford Shirt

Brookwood

$150.00

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
Brookwood Men's Sport Coats Brookwood Black/Cream Sport Coat
Brookwood Men's Sport Coats Brookwood Black/Cream Sport Coat

Brookwood Black/Cream Sport Coat

Brookwood

$795.00

1 color, 3 sizes
  • 42S
  • 42R
  • 44L
Brookwood Blue Gingham Shirt
Brookwood Blue Gingham Shirt

Brookwood Blue Gingham Shirt

Brookwood

$150.00

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
Brookwood Blue Oxford Shirt
Brookwood Blue Oxford Shirt

Brookwood Blue Oxford Shirt

Brookwood

$150.00

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
Brookwood Blue/Green Plaid Shirt
Brookwood Men's Shirts Brookwood Blue/Green Plaid Shirt
Save $50.00
Final Sale

Brookwood Blue/Green Plaid Shirt

Brookwood

$150.00 $100.00 33% off

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
Brookwood Blue/Navy Windowpane Sport Coat 0691

Brookwood Blue/Navy Windowpane Sport Coat 0691

Brookwood

$1,300.00

1 color, 3 sizes
  • 42S
  • 50R
  • 50T
Brookwood Checked Sport Shirt
Brookwood Checked Sport Shirt

Brookwood Checked Sport Shirt

Brookwood

$150.00

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
Brookwood Clark Sport Shirt
Brookwood Clark Sport Shirt
Save $60.00
Final Sale

Brookwood Clark Sport Shirt

Brookwood

$160.00 $100.00 38% off

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
Brookwood Cobalt Blue Windowpane Sport Coat 1511

Brookwood Cobalt Blue Windowpane Sport Coat 1511

Brookwood

$1,100.00

1 color, 4 sizes
  • 40S
  • 42R
  • 48T
  • 50R
Brookwood Men's Sport Coats Brookwood Cream/Tan Sport Coat
Brookwood Men's Sport Coats Brookwood Cream/Tan Sport Coat

Brookwood Cream/Tan Sport Coat

Brookwood

$795.00

1 color, 3 sizes
  • 41R
  • 43R
  • 42L
Brookwood Dark Navy Hopsack Sport Coat
Brookwood Dark Navy Hopsack Sport Coat

Brookwood Dark Navy Hopsack Sport Coat

Brookwood

$850.00

1 color, 7 sizes
  • 38R
  • 40R
  • 42R
  • 44R
  • 46R
  • 46T
  • 48R
Brookwood Green/Blue Plaid Shirt
Brookwood Green/Blue Plaid Shirt

Brookwood Green/Blue Plaid Shirt

Brookwood

$160.00

1 color, 4 sizes
  • Medium
  • Large
  • XLarge
  • XXL
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