Flip Flops

Shop Simpson Outfitters for men’s flip-flops, offering a comfortable and stylish selection for warm-weather wear. Perfect for the beach, pool, or casual everyday use, our flip-flops feature cushioned footbeds, durable soles, and easy slip-on designs that provide all-day comfort and effortless style.

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  • Local Boy Classic Flip-Flops - Localflage Local Boy Classic Flip-Flops - Localflage
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    Local Boy Outfitters

    Local Boy Classic Flip-Flops - Localflage

    Local Boy Classic Flip-Flops - Localflage Step into comfort and style with Local Boy Outfitters Flip Flops. Available in classic brown leather or black with a bold Localflage strap, these flip flops are designed for durability and all-day wear. Perfect...
    $44.99
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  • Reef Cushion Phantom 2.0 Brown/Tan Men's Sandals Reef Cushion Phantom 2.0 Brown/Tan Men's Sandals
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    Reef Shoes

    Reef Cushion Phantom 2.0 Brown/Tan Men's Sandals

    Upgrade your footwear collection with the Reef Cushion Phantom 2.0 Brown/Tan Sandals, designed for unparalleled comfort and support. These sandals feature Reef's signature high-energy rebound footbed, providing superior cushioning with every step. The...
    $49.99
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  • Reef Ojai Classic Dark Brown Men's Sandals Reef Ojai Classic Dark Brown Men's Sandals
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    Reef Shoes

    Reef Cushion Norte Tan Men's Sandals

    Experience exceptional comfort and timeless design with the Reef Cushion Norte Tan Sandals. Crafted with innovative nitrogen-infused EVA foam, these sandals offer a lightweight, water-friendly cushioning that your feet will appreciate. The overlasted...
    $79.99
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  • XTRATUF Men's Auna Sandal - Earth Brown XTRATUF Men's Auna Sandal - Earth Brown
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    XTRATUF

    XTRATUF Men's Auna Sandal - Earth Brown

    XTRATUF Men's Auna Sandal - Earth Brown The Auna sandal is the result of years of testing and refinement. The Auna incorporates a high rebound PU footbed coupled with an abrasion resistant forefoot strap. This sandal is built to be supportive and...
    $50.00
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  • Reef Cushion Phantom 2.0 Le Men's Sandal - Brown/Black Reef Cushion Phantom 2.0 Le Men's Sandal - Brown/Black
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    Reef Shoes

    Reef Cushion Phantom 2.0 Le Men's Sandal

    Reef Cushion Phantom 2.0 Le Men's Sandal Our bestselling Phantom flip flop, built for the beach, gets the Cushion treatment, with REEF’s signature high-energy rebound footbed for more cushioning in every step. Also with heel cupping and a high...
    $51.99
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  • Reef Men's Santa Ana Sandals Reef Men's Santa Ana Sandals
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    Reef Shoes

    Reef Men's Santa Ana Sandals

    Reef Men's Santa Ana Sandals These flip flops are designed for epic moments and quiet ones .. chasing waves or studying the clouds from your hammock. Water friendly straps, a soft jersey lining and high arch support are easy on your feet. The bamboo...
    $54.99 - $59.99
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  • Reef Men's Cushion Dawn Sandal Reef Men's Cushion Dawn Sandal
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    Reef Shoes

    Reef Men's Cushion Dawn Sandal

    Reef Men's Cushion Dawn Sandal Start your next adventure on the right foot with these easy going, water friendly men's flip.flops. With soft jersey padded straps, a brushed cushion footbed for wet and dry traction and a lightweight outsole that is built...
    $37.99
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  • Olukai Hokua Men's Beach Sandals - Dark Wood Olukai Hokua Men's Beach Sandals - Dark Wood
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    Olukai

    Olukai Hokua Men's Beach Sandals - Dark Wood

    Inspired by the strength of the sea, the Hokua is tough and versatile enough for any ocean adventure, whether sea kayaking or tide-pool hopping. With water-resistant synthetic straps and a rubber outsole featuring a sea urchin lug design for superior...
    $74.99
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  • Olukai Men's 'Ohana Sandals - Dark Java/Ray Olukai Men's 'Ohana Sandals - Dark Java/Ray
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    Olukai

    Olukai Men's 'Ohana Sandals

    In Hawai‘i, ‘ohana isn’t just immediate family; an ‘ohana is a sanctuary of friends and family where you can just be yourself. With that in mind, we crafted the classic ‘Ohana, your go-to choice for everyday style. A...
    $55.00 - $74.99
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