Weather Ready Boot, Built for the Elements

Freeport Weatherproof Penny Loafer


Item# SF4919
$395.00 $276.50


  • Select Color 4918 Black Waterproof Leather

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Additional Information



  • Casual split-toe penny loafer built for the elements
  • Slip-on weatherproof loafer
  • Rugged and casual style, perfect any way you wear it
  • Relaxed Fit, slightly roomy feel


  • 360º Storm Welt weatherproof, sealed construction to conquer the elements
  • Waterproof membrane lining
  • Thick, lightweight lug rubber sole
  • Craft

  • Handcrafted in Port Washington, WI of fine imported materials
  • Horween® Chromexcel waterproof leather dries soft, ages beautifully
  • Leather color may vary
  • Leather lined
  • Built on the 2013 Last
  • Recraftable
  • Care

    We believe a great pair of shoes or boots is always a solid long-term investment. To keep your favorite footwear in top form for years or even decades to comes, use our 4 Step Shoe Care Process and these essential products.

    1. Clean

    Start by applying Saddle Soap with a Cotton Flannel Polishing Cloth to remove stains and dirt from the uppers and bring up the leather's natural oils.

    2. Polish

    Next, use a Horsehair Dauber to treat your footwear with Cream Polish which renews the color and luster of leather. Any time you want to achieve a truly glossy, high shine, you should instead apply Carnauba Wax Polish.

    3. Dress

    Restore the color and surface of the leather on the heels and soles using Heel Dressing.

    4. Protect

    Leather Lotion keeps uppers soft, supple and hydrated while a Horsehair Shine Brush is perfect for buffing your shoes to the desired shine. As a last step, spray on Water Protector to guard against harmful moisture and spills and use a Leather Dopp Kit to keep all your care products organized.

    Looking for replacement laces? Find the right laces for your Allen Edmonds shoes and boots here: Shoelace Fit Chart


    Relaxed Fit

    The relaxed fit has added space in the toe box. This extra room allows for thicker socks and foot expansion that occurs at the end of the day or during a long flight.

    U.S. E.U. U.K.
    5 38 4
    5.5 38.5 4.5
    6 39 5.5
    6.5 39.5 6
    7 40 6.5
    7.5 41 7
    8 41.5 7.5
    8.5 42 8
    9 43 8.5
    9.5 43.5 9
    10 44 9.5
    10.5 44.5 10
    11 45 10.5
    11.5 45.5 11
    12 46 11.5
    12.5 47 12
    13 48 12.5
    14 49 13
    15 50 14
    16 50.5 15

    For help getting the perfect fit, we recommend you visit a retail store to get your feet fitted. If you do not have the option to visit one of our stores, you may contact customer service to help you choose the right size.

    Width Available Sizes
    AAAA 8.5-16 Narrow
    AAA 10-12, 13, 14
    AA 10-12, 13, 14
    A 9-12, 13, 14
    B 8-12, 13, 14, 15
    C 8-12, 13, 14, 15
    D 6-13, 14, 15, 16 Medium
    E 6-12, 13, 14
    EE 6-12, 13
    EEE 7-12, 13, 14 Wide

    Weather Ready

    Purposefully designed dress shoes and boots to conquer the elements.

    Best suited for:
    Rain, snow, and exceptional
    everyday styling.

    Premium waterproof leathers and a full waterproof membrane built on our proprietary 360° Storm Welt™ that is seam-sealed to keep you dry in the most challenging conditions.

    Best suited for:
    Light moisture and
    everyday styling.

    Leather crafted with innovative, water-resistant properties that don’t compromise on comfort and offer outstanding water repellency to keep shoes dry.

    Ask & Answer
    Freeport Weatherproof Penny Loafer is rated 4.4 out of 5 by 12.
    Rated 5 out of 5 by from Great comfortable shoe! These shoes feel like slippers but with great support. Couldn't be happier!
    Date published: 2021-11-26
    Rated 5 out of 5 by from Great Looking Loafers! Got the marketing piece, took one look at these and said “ I gotta get a pair”! These are really comfortable, are well proportioned and the suede is beautiful! I’m in construction and get tired of wearing the work boots all the time so I got these and they are pretty darn tough oh and Superb Quality!!!I bought a second pair of the Freeport leather brown ones…. Now all I need is the black pair.
    Date published: 2021-11-24
    Rated 5 out of 5 by from Love all of my Allen Edmonds Just what I was looking for. Pretty heavy built and extremely comfortable
    Date published: 2021-11-14
    Rated 5 out of 5 by from Good quality Great pair of shoes, bought two pair and some socks at one time., Was disappointed that the pairs only came with one shoe bag., Last time I bought a pair, they came with two bags., I travel a lot and utilize the bags everyday., Suggestion to start back putting two bags in each pair of shoes.,
    Date published: 2021-11-09
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    When will wider sizes be available?

    Asked by: Darth Playa

    What style/color AE belt goes with these shoes?

    Asked by: Kingfish
    Thank you for your inquiry! You may want to try the Bourbon Street Suede Dress Belt in Taupe. You can find this belt here: We hope this information helps!
    Answered by: CUSTOMER SERVICE
    Date published: 2021-10-09

    Do you have a defect or blemish pair of these shoes in a size 9.4D?

    Asked by: Hugh
    Thank you for your interest in the Freeport Suede Weatherproof Penny Loafer! This style is not currently available as a Factory Second. If you'd like to see that styles that are available, just click here: We hope you're able to shop with us!
    Answered by: CUSTOMER SERVICE
    Date published: 2021-10-02

    Is this shoe Goodyear Welt constructed?

    Asked by: Rich
    Thank you for your interest in the Freeport Suede Weatherproof Penny Loafer! We hope you will be pleased to know that this style is built with a Goodyear welt. We hope this information is helpful!
    Answered by: CONSUMER CARE
    Date published: 2021-09-27

    have a similar style, not waterproof?

    Asked by: Anonymous
    Thank you for your inquiry! You can check out the penny loafers currently available on our site here: We hope one of these styles will work for you!
    Answered by: CUSTOMER SERVICE
    Date published: 2021-09-21

    Are Freeports available in Allen Edmonds stores?

    Asked by: Anonymous
    Thank you for your interest in the Freeport! We don't have access to specific store availability, but you can certainly call your local store so they can check for you. You can find store locations and contact information via this link: We hope to see you soon! -Kristine
    Answered by: CUSTOMER SERVICE
    Date published: 2021-09-12
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