How to Style Men's Big & Tall Hawaiian Shirts for Vacations

When it comes to vacation style, nothing says “fun in the sun” quite like a big and tall Hawaiian shirt. Whether you're exploring the tropical vibes of Hawaii or taking a road trip across the USA, a well-chosen Hawaiian shirt can transform your travel experience. So, follow this post, let’s look at how to style your big and tall Hawaiian shirts. And plus, explore travel spots that match the relaxed yet vibrant look.

Why choose Big & Tall Hawaiian Shirt for your vacation?

Hawaiian shirts have traditionally represented laid-back island living. However, for the large and tall gentlemen, finding the right shirt that fits well and makes a statement might be difficult. Enter the huge and tall Hawaiian shirt. Let's look at some specific aspects that you might enjoy.

Ideal for larger builds:

Do you worry about having enough space? A big and tall Hawaiian shirt is waiting for you! You won't have to worry about the shirt being overly tight or confining. With the proper dimensions, you'll have ample room to move while still looking great.

Vibrant Patterns with a Statement:

Why not add some freshness to your summer with the vibrant colors and tropical print? Think vivid blues, blazing oranges, and lush greens—all ideal for a sunny trip. These shirts not only improve your appearance, but they also exude an infectious vitality.

Versatility in Styling:

A big and tall Hawaiian shirt is versatile and can be dressed up for a night out or casually for a daytime adventure. Its comfortable yet elegant appearance works well with a range of bottoms and accessories. And speaking of bottoms, check out Biggman's Hawaiian outfits! A matched-ready style for you!

Styling Tips for the Modern Big & Tall Vacationer

It’s time to talk style. Your big and tall Hawaiian shirts are not just about the loose fit and vibrant prints. Here are some practical styling tips that many travelers swear by:

1. Go Casual with a Twist

Pair your big and tall Hawaiian shirt with a crisp pair of denim or lightweight chinos. For instance, try rolling up the sleeves of your shirt to give it a more relaxed, ready-for-adventure vibe. Add a pair of stylish sunglasses and a simple watch, and you’re set for a day of exploration.

2. Layering for the Perfect Look

Spring and summer can be unpredictable. Consider layering your Hawaiian shirt with an open, lightweight vest or a casual blazer. This not only gives you an extra layer of warmth in the cooler hours but also adds a touch of sophistication.

3. Shorts That Talk

No vacation outfit is complete without the right pair of shorts. Biggmans' big and tall shorts are designed to pair perfectly with a big and tall Hawaiian shirt. Imagine strolling along a sunlit boardwalk or exploring a local market—your outfit should move as effortlessly as you do. These shorts are available in various colors and styles, so you can mix and match them creatively.

4. Footwear Matters

Your choice of shoes can tie the whole look together. For a casual day out, opt for comfortable loafers or stylish sneakers. If you’re heading to a beach party or a seaside resort, flip-flops or espadrilles can be a great option.

5. Accessorize Thoughtfully

A few well-chosen accessories can make your vacation look pop. Think about a woven bracelet, a straw hat, or even a simple chain necklace. These details add personality without overwhelming your outfit. And remember, all are about fun!

5 Vacation Looks That’ll Make You the Coolest Traveler in 2025

Feel hard to style an excellent look? Here are 5 looks that are chill and stylish with your big and tall shirts for your vacations!

1. The Classic Beach Bum

Fit: Bold Hawaiian shirt + breezy linen shorts + leather sandals

Why it slays:

That oversized floral shirt isn’t just retro—it’s UV-resistant fabric to keep you sun-safe.

Linen shorts = airflow heaven. Bonus: They dry fast after a dip!

Straw fedoras are back big-time (TikTok says so), and mirrored shades cut glare for Insta-worthy beach selfies.

2. The Laid-Back Explorer

Fit: Muted Hawaiian shirt + cargo shorts + sneakers

Why it’s genius:

Earth-toned tropical prints hide coffee spills during museum crawls. Win!

Cargo shorts with 8+ pockets? Perfect for stashing tickets, sunscreen, and that cool seashell you found.

Walking sandals with arch support = happy feet after 15k steps (the avg. for city explorers this year).

3. The Sunset Dinner Date

Fit: Dark Hawaiian shirt + tailored chinos + loafers

Why it’s a vibe:

Navy or charcoal shirts with tiny florals say "I tried, but not too hard"—ideal for seaside candlelit dinners.

Stretch fabric allows you to dance to live music without splitting seams!

Loafers are the shoe of summer (Google Trends agrees), blending beachy and bougie.

Funny fact: 58% of couples plan "romantic casual" dates on trips. If you’re planing a date on your vacation, this outfit nails it!

4. The Poolside Lounger

Fit: Unbuttoned Hawaiian shirt + swim trunks + slides

Why it’s iconic:

Open shirts over tanks = instant "chill influencer" energy.

Quick-dry trunks with UPF 50? Yes, please—poolside UV rays are no joke.

Waterproof watches with tide trackers let you lounge and geek out on surf stats.

5. The Music Festival Maverick

Fit: Retro Hawaiian shirt + distressed shorts + white sneakers

Why it’s fire:

Vintage palm prints = instant Coachella vibes. Pair with neon body glitter for bonus points.

Distressed denim shorts? Breathable + edgy. Perfect for dancing in 90°F heat.

As 2024’s Lollapalooza recaps show, layered necklaces + bandanas = festival uniform.

Fun fact: Tropical festivals grew by 40% this year—your shirt’s basically a backstage pass.

Top Travel Destinations to Rock Your Look

Ready to pack your Hawaiian shirts for your next vacation? Let’s explore some travel destination you can embrace your island spirit!

1. Maui, Hawaii

Hawaii is the ideal setting for your big and tall Hawaiian shirt. Maui's gorgeous beaches, lush scenery, and vibrant native culture provide limitless chances for elegant exploration. Whether you're viewing the dawn over Haleakalā or having a luau under the stars, the island's easygoing mood complements your tropical wardrobe.

2. Palm Springs, California

If you want to venture outside of the tropical zone, Palm Springs, California, is an equally appealing vacation. Palm Springs, known for its mid-century modern architecture and desert vistas, is a popular destination for fashion-conscious travelers. The bright designs of a big and tall Hawaiian shirt may give a stunning contrast to the sparse desert surroundings, highlighting your style in the best manner possible.

3. Miami, Florida

Miami combines cultures, exciting nightlife, and magnificent beaches, all set against an urban setting. Here, your big and tall Hawaiian shirt can easily shift from day to night. Spend your afternoons touring art deco neighborhoods or lounging on South Beach, then dress up for the evening in a fitted pair of Biggmans shorts and smart-casual sneakers.

4. San Diego, California

San Diego's laid-back atmosphere and stunning coastline make it yet another perfect location. The city's mix of metropolitan elegance and beachy appeal creates the ideal backdrop for your holiday clothing. Whether you're visiting the historic Gaslamp Quarter or spending a sunny day at La Jolla Cove, mixing your big and tall Hawaiian shirt with Biggmans' comfy shorts results in a style that's both utilitarian and attractive.

5. Las Vegas, Nevada

Las Vegas is no longer just about the Strip; it's a full-fledged tropical paradise! With the city's new "Aloha Nights" pool parties (with headliners such as DJ Snake), your brightest Hawaiian shirt is essentially a VIP pass. Consider neon lights, tiki torches, and drinks served in coconuts. This style shouts "fun in the desert," whether you're reclining at the Cosmopolitan's Marquee Dayclub or watching the Bellagio Fountain Show.

Wrapping It Up

Big and tall Hawaiian shirts are full of tropical vibes. More than a piece of clothing, it’s your best friend to have an adventure. Comfortable, stylish, and versatile for various events, your big and tall Hawaiian shirts can let you have a wonderful vacation. So explore Biggmans’ Hawaiian collection and start your travel!