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The ultimate men’s shoe lineup for your tropical vacation

The four must-have vacation shoes for your tropical getaway

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man with vest, shorts, and sneakers on vacation
Cheng Qi Huang/Unsplash / Unsplash

Whether you’re headed to relax or to enjoy a sun-filled adventure, a tropical vacation is a dream getaway for most. However, before you can enjoy the sunshine and beaches, you’ll have to get some packing out of the way. Depending on your plans and location, your tropical vacation might be on the lighter side, with lighter fabrics and fewer layers. However, you’ll still need to pack a few beach-ready footwear options to complete your look. Whether it’s flip-flops for the beach or hiking shoes for the trails, the following shoe must-haves are essential for a smooth-sailing vacation. Regardless of whether you need a lightweight option that functions as a multi-occasion shoe or you want to travel light, these shoes are some of the best options to keep your suitcase light yet ensure your vacation is a success. 

A pair of flip-flops

man wearing olukai flip flops
Olukai / Olukai

If you’re planning a tropical vacation to spend all your time at the beach, there’s no doubt you need a pair of sturdy and practical flip-flops. Not only can flip-flops ensure you can easily move around the sandy beaches, but they are also open and fresh options for the rest of your trip. The right pair of flip-flops should be durable enough to withstand water and all other elements you may encounter. Additionally, a practical pair of flip-flops can easily transition from the beach to the city, allowing you to pack one pair for multiple occasions. According to podiatrists at Roper St. Francis Healthcare, it’s best to invest in a sturdy pair of flip flops, as flimsy rubber flip flops can produce infections and pain in the toe area.

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Those seeking a versatile pair of flip-flops will find the perfect combination in the Olukai Tuahine Waterproof Leather Sandals. Made with waterproof full-grain leather, the Tuahine sandals embody practicality and style. Featuring a mesh lining and enhanced traction, this sandal isn’t just the perfect shoe for your beach days, but it can also act as the ideal resort shoe for post-aquatic activities. 

Casual sneakers

white beckett simonon morgen trainers
Beckett Simonon / Beckett Simonon

Although you’ll likely spend most of your vacation on the beach, there are still a few moments when you’ll likely need covered footwear. Whether it’s exploring the city or hitting multiple landmarks, every vacation requires a pair of casual sneakers. A good pair of sneakers can be a versatile option that can act as a dressier shoe while still offering plenty of comfort and support. Even if you just wear them at the airport, casual sneakers are a must in any luggage, as you never know when you’ll need a pair of closed-toe shoes. 

While there are many casual sneakers to choose from on the market, the Beckett Simonon Morgan Trainers offer the best of stylish sneakers with comfort and practical features. Available in a range of versatile color combinations, this sneaker is an ideal choice for occasions that call for a more dressy shoe. Water-repellent and crafted from supple full-grain leather, this sneaker is designed to last and withstand whatever your vacation may bring.

Dressy shoe

sperry authentic original boat shoe
Sperry / Sperry

In case you are celebrating a birthday, anniversary, or other significant event near the ocean, there’s a slight chance your vacation luggage will require a more formal shoe. While there are a few instances in which you’ll need to dress up, it’s not always necessary to pack your dressy lace-up shoes. Apart from being a bulky add-on, most dress shoes can be too formal for ocean-side events. In that case, a pair of boat shoes can perfectly serve as your formal shoe, still playing the part. Equal parts casual for the day, and formal for the night, a pair of boat shoes is a must-have, versatile footwear option that doesn’t add too much weight to your suitcase.

For the most recognizable and iconic boat shoe, there’s none better than the Sperry Authentic Original 2-Eye Boat Shoe. Sperry is known for their quality boat shoes, making it a heritage brand in the category. This shoe is equipped with a mix of premium leather uppers, making it the perfect durable choice for your tropical vacation. Ready with wet and dry traction, this shoe is a must-have for anyone seeking the ideal shoe for fancy resort dinners. 

Lightweight hiking/workout shoes 

gray hoka transport gtx
HOKA / HOKA

For adventure seekers who like to explore on vacation, a pair of hiking or workout shoes may be necessary to check off their must-see list safely. While it’s essential to trek through different terrain safely, it’s no secret that hiking shoes tend to weigh more and take up more space in the suitcase. For this reason, it’s essential to choose a pair of shoes that can serve as both casual and formal, allowing you to bring one pair instead of two. Choosing a lightweight option also eliminates bulky luggage, enabling you to pack with ease. 


Although not a completely lightweight option, the Hoka Transport GTX offers practicality, versatility, and all of the hiking features you may need. With a balanced cushion and the right amount of support, this shoe can take you on any adventure you may undertake during your travels. Weighing 11.90 ounces, this shoe is relatively lighter than most hiking options, ensuring you don’t need to take anything out of your luggage to accommodate. Additionally, the Transport GTX offers the most versatility, allowing you to use it as everyday casual footwear.

Leslie Leon
Leslie Leon
Leslie is a Los Angeles-based writer and content creator. After attaining a bachelor's degree in journalism from California…
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