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How to Pack for a Tropical Holiday

A Guide to Packing the Perfect Travel Essentials

By: Harry Rosen StaffDate: 2024-12-16

Thanks to the endless references to places like Hawaii across popular culture, taking a vacation to a tropical paradise far removed from society may just be a bucket-list ambition for you. Or, perhaps your upcoming stay somewhere surrounded by sandy beaches and turquoise waters may have been the result of a (possibly substance-inspired) last-minute impulse booking.


Either way, the items you decide to bring with you deserve an equal amount consideration – and until you set foot on said sandy beaches, ensuring you can make the most of your holiday starts with packing the perfect bag.


With that in mind, we’ve compiled a list of the essential items you just can’t afford to leave at home.


Some Upscale Sandals

Sandals displayed to emphasize how to pack for a tropical vacation

If you’re flying direct from the concrete jungles of modern society, you might not be up to speed with just how often sandals will become your footwear of choice during your warm, sun-drenched getaway. Let us give you the inside scoop.


More so than you might imagine, a stylish pair of leather sandals will serve you well throughout your tropical trip. From the hotel room to the pool bar to the beachfront and beyond, there’s no telling how much use you’ll get out of a sturdy pair of sandals, so why not invest in some with some genuine style factor and quality?


Birkenstock Arizona Suede Soft Footbed Sandals

Birkenstock

Arizona Suede Soft Footbed Sandals

$180
Birkenstock Kyoto Nubuck & Suede Leather Sandals

Birkenstock

Kyoto Nubuck & Suede Leather Sandals

$190
BOSS Double Strap Sandals

BOSS

Double Strap Sandals

$138
BOSS Double Strap Sandals

BOSS

Double Strap Sandals

$138
Birkenstock Arizona Essentials EVA Soft Footbed Sandals

Birkenstock

Arizona Essentials EVA Soft Footbed Sandals

$70
Berluti Sifnos Scritto Leather Sandal

Berluti

Sifnos Scritto Leather Sandal

$1350
Brunello Cucinelli Tonal Suede Slide Sandals

Brunello Cucinelli

Tonal Suede Slide Sandals

$509.99$850Save 40%
Brunello Cucinelli Suede Double-Strap Sandals

Brunello Cucinelli

Suede Double-Strap Sandals

$569.99$950Save 40%
Prada Triangle Plaque Leather Double Strap Sandals

Prada

Triangle Plaque Leather Double Strap Sandals

$1450
Giorgio Armani Criss-Cross Pebbled Leather Sandals

Giorgio Armani

Criss-Cross Pebbled Leather Sandals

$750

A Pair of Posh Linen Pants

Linen pants displayed to emphasize how to pack for a tropical vacation

If the thought of wearing sandals so frequently feels somewhat informal compared to your day-to-day dress code, then you’ll be happy to hear you can more than make up for things by incorporating some lightweight tailoring onto your travel checklist. The perfect compromise? A pair of rather posh white linen pants.


Linen always bodes well in warm climates because of the fabric’s loose weave and relatively generous cut, both of which allow ample airflow between the garment and your body. For those long, leisurely beach walks or spectacular dining experiences, a pair of tailored linen trousers will be your secret weapon to dressing smartly in sweltering heat.


Brunello Cucinelli Stretch-Cotton Chino Pants

Brunello Cucinelli

Stretch-Cotton Chino Pants

$795
Brunello Cucinelli Stretch-Cotton Chinos

Brunello Cucinelli

Stretch-Cotton Chinos

$695
Orlebar Brown Alex Linen Tapered Pants

Orlebar Brown

Alex Linen Tapered Pants

$625
Windsor Famo Modular Pleated Cargo Linen-Blend Pants

Windsor

Famo Modular Pleated Cargo Linen-Blend Pants

$415.99$595Save 30%
Frescobol Carioca Oscar Linen-Cotton Chinos

Frescobol Carioca

Oscar Linen-Cotton Chinos

$410
Eleventy Drawstring Stretch-Cotton Pants

Eleventy

Drawstring Stretch-Cotton Pants

$495

A Few Colourful Camp-Collar Shirts

Casual shirts displayed to emphasize how to pack for a tropical vacation

No matter how much you might enjoy dressing up, the perfect travel bag can’t solely consist of formal items – don’t forget, you’re meant to be on holiday after all. This is where the argument for a few audaciously patterned or strikingly coloured camp collar shirts enter the conversation.


When it comes to this genre of shirt, the trademark Hawaiian Aloha shirt tends to reign supreme, and if you’re going to try to pull one off, your tropical holiday is the place to do it. However, if you’re not overly enthused with the idea of sporting a classic Hawaiian, a few lightweight camp collars of any colour or pattern make for suitable substitutes in any suitcase.


Casual ShirtsShop Casual Shirts
Orlebar Brown Maitan Solmio Geo-Floral Sport Shirt

Orlebar Brown

Maitan Solmio Geo-Floral Sport Shirt

$525
Frescobol Carioca Pinto Striped Crochet Shirt

Frescobol Carioca

Pinto Striped Crochet Shirt

$685
Orlebar Brown Hibbert Oshibana Floral Sport Shirt

Orlebar Brown

Hibbert Oshibana Floral Sport Shirt

$525
OAS Trastevere Cuba Crochet Camp Shirt

OAS

Trastevere Cuba Crochet Camp Shirt

$230
Orlebar Brown Howell Terry Cloth Shirt

Orlebar Brown

Howell Terry Cloth Shirt

$345
Patrick Assaraf Floral Print Linen Shirt

Patrick Assaraf

Floral Print Linen Shirt

$345
Frescobol Carioca Roberto Angra Trelica Silk Shirt

Frescobol Carioca

Roberto Angra Trelica Silk Shirt

$490
OAS Coronet Cuba Waffle Camp Shirt

OAS

Coronet Cuba Waffle Camp Shirt

$200
Patrick Assaraf Floral Print Linen Camp Shirt

Patrick Assaraf

Floral Print Linen Camp Shirt

$295

Some (Responsible) Skincare

Skin care displayed to emphasize how to pack for a tropical vacation

Admiring Mother Nature is what tropical vacations are all about. From volcanic rock formations to spectacular vistas to lush green flora and more, you can expect to encounter some of the most breathtaking sights there are to see this side of the Milky Way.


However, Mother Nature has a harmful streak in her too, and on these types of trips that typically takes the form of intense and prolonged sun exposure. Ensure you make room for plenty of appropriate protection when it comes to your skincare routine here. Whether that means moisturizers with built-in SPF or some dedicated sunscreen, you’ll be sorry if you forgo these in your toiletries bag ahead of takeoff.


Patricks AM1 Anti-Aging Moisturizer 50ml

Patricks

AM1 Anti-Aging Moisturizer 50ml

$180
TOM FORD Research Intensive Treatment Lotion

TOM FORD

Research Intensive Treatment Lotion

$250
Jack Black Double Duty Face Moisturizer SPF 20

Jack Black

Double Duty Face Moisturizer SPF 20

$40
Jack Black Intense Therapy Lip Balm Grapefruit SPF 25

Jack Black

Intense Therapy Lip Balm Grapefruit SPF 25

$15
Baxter of California Super Shape Anti-Aging Cream

Baxter of California

Super Shape Anti-Aging Cream

$52
Blind Barber activClean Rice Bran Face Cleanser 150ml

Blind Barber

activClean Rice Bran Face Cleanser 150ml

$21.99$32Save 31%

A Bucket Hat or Two

Hats displayed to emphasize how to pack for a tropical vacation

Speaking of sunshine, another way to avoid taking on too much exposure to harmful rays is by packing some protective-yet-stylish headwear. Recently, we’ve been big into bucket hats because; namely because they tend to tick all the boxes when it comes to the perfect summer headwear.


Unlike a baseball cap, bucket hats offer you 360-degree sun protection as their generous brims run entirely around the head instead of just one forward-facing brim. Bucket hats are also easy to pack – you can simply roll yours up and stuff it into a tight side compartment of your bag or case. And, among many more valuable attributes, bucket hats tend to display a certain laid-back, almost insouciant style when worn, which is a demeanor very much welcome on tropical holidays.


Canada Goose Stretch-Cotton Everyday Cap

Canada Goose

Stretch-Cotton Everyday Cap

$175
Varsity Headwear Linen Baseball Cap

Varsity Headwear

Linen Baseball Cap

$150
Varsity Headwear Linen Baseball Cap

Varsity Headwear

Linen Baseball Cap

$150
Varsity Headwear Linen Baseball Cap

Varsity Headwear

Linen Baseball Cap

$150
Barbisio Ray Straw Fedora

Barbisio

Ray Straw Fedora

$595
Canada Goose Horizon Reversible Nylon-Blend Bucket Hat

Canada Goose

Horizon Reversible Nylon-Blend Bucket Hat

$250
Barbisio Ray Straw Fedora

Barbisio

Ray Straw Fedora

$595
Varsity Headwear Active Tech Baseball Cap

Varsity Headwear

Active Tech Baseball Cap

$160
Varsity Headwear Shell Linen Baseball Cap

Varsity Headwear

Shell Linen Baseball Cap

$150

Some Suitably Eccentric Swimwear

Swimwear displayed to emphasize how to pack for a tropical vacation

This suitcase-essential follows a similar sentiment to our point about Hawaiian shirts – when on holiday, especially to a tropical paradise, it’s oftentimes therapeutic to let go of certain inclinations you may have about day-to-day dressing and instead, embrace the silliness of it all.


We’re not saying it’s necessary for you to go all out and purchase the most eccentric swimwear you can find on the open market, but we do believe that tropical holidays are the perfect scene and setting for something a little more ‘out there’ than you might usually gravitate towards. So, whether you plan on spending more time by the beach or at the pool, feel free to contribute your fair share of colour and pattern into the equation.


Vilebrequin Palm Leaves Stretch Swim Shorts

Vilebrequin

Palm Leaves Stretch Swim Shorts

$405
Orlebar Brown Bulldog Deep Sea Mid-Length Swim Shorts

Orlebar Brown

Bulldog Deep Sea Mid-Length Swim Shorts

$495
Orlebar Brown Bulldog Oshibana Floral Swim Shorts

Orlebar Brown

Bulldog Oshibana Floral Swim Shorts

$495
OAS Gravel Ember Sunburst Swim Shorts

OAS

Gravel Ember Sunburst Swim Shorts

$130
Orlebar Brown Bulldog Start Your Engines Mid-Length Swim Shorts

Orlebar Brown

Bulldog Start Your Engines Mid-Length Swim Shorts

$495
Vilebrequin Water-Reactive Solid Swim Shorts

Vilebrequin

Water-Reactive Solid Swim Shorts

$345
Patrick Assaraf Seersucker Stripe Swim Shorts

Patrick Assaraf

Seersucker Stripe Swim Shorts

$195
Patrick Assaraf Paisley Swim Shorts

Patrick Assaraf

Paisley Swim Shorts

$195
Frescobol Carioca Rio Copa Check Print Jacquard Swim Shorts

Frescobol Carioca

Rio Copa Check Print Jacquard Swim Shorts

$340
Frescobol Carioca Copacabana Print Swim Shorts & Pouch Set

Frescobol Carioca

Copacabana Print Swim Shorts & Pouch Set

$340
Frescobol Carioca Angra Geo Print Swim Shorts & Pouch Set

Frescobol Carioca

Angra Geo Print Swim Shorts & Pouch Set

$295

The Perfect Pair of Shades

Sunglasses displayed on tropical background to emphasize how to pack for a tropical vacation

Of course, the last thing you can’t afford to forget when packing for a sun-filled vacation is the perfect pair of shades. In this instance, ‘perfect’ doesn’t necessarily mean your sunglasses need to enhance your facial features with architectural consideration. Instead, the perfect pair for a certain holiday means something that will look authentically at home in your destination.


Do a bit of research, see what’s en vogue where you’re headed and determine a style that not only suits your face shape, but matches the local vibe. Picture yourself drinking your favourite cocktail by the pool bar – what's going to make you look less like a tourist and more like a professional guest? Try on a few different styles (perhaps while wearing your Hawaiian shirt of choice) and pick out a pair that you feel best in.


SunglassesShop Sunglasses
Gucci Square Frame Sunglasses

Gucci

Square Frame Sunglasses

$595
Thom Browne Acetate-Titanium Aviator Sunglasses

Thom Browne

Acetate-Titanium Aviator Sunglasses

$1080
Gucci Square Sunglasses

Gucci

Square Sunglasses

$340
TOM FORD Aslan Acetate Square Sunglasses

TOM FORD

Aslan Acetate Square Sunglasses

$445
TOM FORD Keating Pilot Sunglasses

TOM FORD

Keating Pilot Sunglasses

$645
TOM FORD Icon Square Acetate Sunglasses

TOM FORD

Icon Square Acetate Sunglasses

$860
TOM FORD Icon Square Geometric Stripe Sunglasses

TOM FORD

Icon Square Geometric Stripe Sunglasses

$860
Thom Browne Acetate-Titanium Round Sunglasses

Thom Browne

Acetate-Titanium Round Sunglasses

$1020
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