Big & Tall Vacation Shirts

Make a sophisticated statement with our asymmetrical Hawaiian shirt featuring amber and cream hibiscus against deep black fabric. This elegant design combines tropical motifs with modern color blocking, creating a refined island style that seamlessly transitions from daytime exploration to evening dining with understated flair.

• Length: Tall
• Fit Type: Big & Tall
• Closure: Button Closure
• Neckline: Spread Collar
  
• Occasions: Tropical Vacations, Evening Dining, Resort Wear, Summer Gatherings, Upscale Casual Events

Transport yourself to a tropical getaway with our sophisticated palm tree shirt in muted earth tones. Elegant sketched palms against a neutral backdrop create a refined take on classic Hawaiian style—perfect for those who appreciate subtle tropical vibes without the loud colors of traditional vacation wear. Extended length and larger in size for those who are big and/or tall.

• Length: Tall
• Fit Type: Big & Tall
• Closure: Button Closure
• Neckline: Spread Collar
  
• Occasions: Beach Vacations, Resort Dining, Summer Gatherings, Casual Fridays, Weekend Getaways

Sophisticated tropical shirt featuring subtle coconut palm silhouettes against contemporary neutral backgrounds. Available in multiple refined colorways including grey, dusty pink, black, and sand for versatile styling options. The minimalist botanical design creates elevated resort wear with extended length specifically tailored for taller frames.

• Material: 100% Lightweight Polyester Woven Fabric
• Length: Tall
• Fit Type: Big & Tall
• Closure: Button Closure
• Neckline: Spread Collar
• Occasions: Resort Dining, Beach Wedding, Upscale Vacation, Summer Evening Events, Coastal Gatherings

Capture the magic of golden hour with our dreamy dusk and dawn sky shirt featuring silhouetted palm trees against a stunning gradient backdrop. Perfect for beach lovers, sunset chasers, and anyone seeking laid-back tropical vibes with romantic sunset aesthetics.

• Material: 100% Lightweight Polyester Woven Fabric
• Length: Tall
• Fit Type: Big & Tall
• Closure: Button Closure
• Neckline: Spread Collar
• Occasions: Beach Vacations, Sunset Dinners, Tropical Getaways, Summer Festivals, Resort Wear, Romantic Evenings

Escape to paradise with our stunning sunset beach shirt featuring a breathtaking tropical seascape with a sailboat and palm trees. Perfect for beach lovers, vacation enthusiasts, and anyone seeking to bring the beauty of tropical sunsets to their wardrobe with authentic island paradise vibes.

• Material: 100% Lightweight Polyester Woven Fabric
• Length: Tall
• Fit Type: Big & Tall
  
• Closure: Button Closure
• Neckline: Spread Collar
• Occasions: Beach Vacations, Tropical Getaways, Sunset Dinners, Resort Wear, Hawaiian Parties, Summer Festivals

Hilarious beach vacation scene featuring shark family members dressed in tropical shirts enjoying their seaside holiday. This whimsical design combines apex predator imagery with family vacation humor for a playful twist on marine life. Perfect for those who appreciate quirky animal humor and lighthearted beach-themed conversation starters.

• Material: 100% Lightweight Polyester Woven Fabric
• Length: Tall
• Fit Type: Big & Tall
• Closure: Button Closure
• Neckline: Spread Collar
• Occasions: Beach Vacations, Family Reunions, Summer Parties, Father's Day, Casual Beach Dining

Bring animated fun to your wardrobe with our whimsical cartoon flamingo shirt featuring wide-eyed pink birds against lush tropical foliage. This playful design captures the comical personalities of flamingos with exaggerated expressions and vibrant colors, creating a lighthearted conversation starter for vacation wear and summer gatherings.

• Material: 100% Lightweight Polyester Woven Fabric
• Length: Tall
• Fit Type: Big & Tall
• Closure: Button Closure
• Neckline: Spread Collar
  
• Occasions: Tropical Vacations, Summer Parties, Beach Outings, Casual Gatherings, Theme Park Visits

This easygoing bowling shirt features a chill parrot reclining in a hammock with a tropical cocktail in hand, framed by swaying palm trees. A playful nod to island life and laid-back living, it’s the perfect companion for beach bars, backyard hangs, or cruise deck sunsets.

• Material: 100% Lightweight Polyester Woven Fabric
  
• Length: Tall
  
• Fit Type: Big & Tall
  
• Closure: Button Closure
  
• Neckline: Spread Collar
  
• Occasions: Tiki Bars, Cruise Wear, Summer Parties, Bowling Leagues, Beach Vacations

Classic Hawaiian styling meets bold vertical panel design featuring iconic palm trees and hibiscus blooms in striking contrast striping. Perfect for those who appreciate timeless Hawaiian shirt heritage with contemporary visual impact.

• Material: 100% Lightweight Polyester Woven Fabric
• Length: Tall
• Fit Type: Big & Tall
• Closure: Button Closure
• Neckline: Spread Collar
• Occasions: Hawaiian Luaus, Beach Vacations, Resort Dining, Cruise Wear, Tropical Weddings

• Length: Tall
• Fit Type: Big & Tall
• Closure: Button Closure
• Neckline: Spread Collar
• Occasions: Christmas Parties, Holiday Vacations, Beach BBQs, Seasonal Casual Wear, Tropical Getaways

Let your shirt do the talking with this playful design featuring a laid-back toucan chilling in a martini glass. Paired with retro vertical stripes and a vintage lounge vibe, it’s made for cocktail lovers, tiki nights, and anyone who knows how to kick back in style.

• Material: 100% Lightweight Polyester Woven Fabric
  
• Length: Tall
  
• Fit Type: Big & Tall
  
• Closure: Button Closure
  
• Neckline: Spread Collar
  
• Occasions: Tiki Bars, Cocktail Parties, Bowling Leagues, Summer Parties, Cruise Wear

Bold tropical design featuring American flag elements woven throughout traditional hibiscus blooms and palm fronds in red, white, and blue styling. This unique shirt combines classic Hawaiian shirt aesthetics with patriotic themes, creating distinctive apparel for those who appreciate tropical vacation vibes with American pride expression.

• Length: Tall
  
• Fit Type: Big & Tall
  
• Closure: Button Closure
  
• Neckline: Spread Collar
  
• Occasions: Fourth of July, Beach Vacations, Summer Parties, BBQ Parties, Patriotic Celebrations

Material Options:

• Lightweight: 100% Polyester (Lightweight Weave)
  
• Linen-Feel: 100% Polyester (Linen-Textured Weave)
  
• Cotton: 100% Cotton

Creative dual-design featuring tropical floral paradise on one side with classic vertical stripes on the other in coordinated styling. This unique shirt combines traditional Hawaiian elements with preppy stripe patterns, creating distinctive apparel for those who appreciate eclectic fashion and bold contrasting design aesthetics.

• Length: Tall
  
• Fit Type: Big & Tall
  
• Closure: Button Closure
  
• Neckline: Spread Collar
  
• Occasions: Beach Vacations, Resort Wear, Summer Parties, Cruise Wear

Material Options:

• Lightweight: 100% Polyester (Lightweight Weave)
  
• Linen-Feel: 100% Polyester (Linen-Textured Weave)
  
• Cotton: 100% Cotton

Classic tropical paradise captured in warm sunset hues featuring swaying palm trees, traditional sailboats, and island serenity. This authentic Hawaiian design evokes the golden hour magic of the Pacific Islands with detailed scenic imagery that transports you to pristine beaches. Perfect for those who dream of endless summer and island escape.

• Material: 100% Lightweight Polyester Woven Fabric
  
• Length: Tall
  
• Fit Type: Big & Tall
  
• Closure: Button Closure
  
• Neckline: Spread Collar
  
• Occasions: Beach Vacations, Hawaiian Luaus, Sunset Dinners, Tropical Weddings, Island Getaways

This easygoing bowling shirt features a chill parrot reclining in a hammock with a tropical cocktail in hand, framed by swaying palm trees. A playful nod to island life and laid-back living, it’s the perfect companion for beach bars, backyard hangs, or cruise deck sunsets.

• Material: 100% Lightweight Polyester Woven Fabric
  
• Length: Tall
  
• Fit Type: Big & Tall
  
• Closure: Button Closure
  
• Neckline: Spread Collar
  
• Occasions: Tiki Bars, Cruise Wear, Summer Parties, Bowling Leagues, Beach Vacations

Turn up the tropical energy with this playful bowling shirt featuring a sunglasses-wearing parrot sipping a cocktail. With bold vertical racing stripes and cheeky beach bar vibes, it’s a guaranteed conversation starter for tiki nights, beach trips, and good times on island time.

• Material: 100% Lightweight Polyester Woven Fabric
  
• Length: Tall
  
• Fit Type: Big & Tall
  
• Closure: Button Closure
  
• Neckline: Spread Collar
  
• Occasions: Tiki Bars, Beach Vacations, Summer Parties, Bowling Leagues, Cruise Wear

This retro-style bowling shirt mixes mid-century stripes with a rebellious beach vibe, featuring a skeleton in vacation mode—complete with fedora, cigar, and floral shirt. The rich brown and cream palette keeps it classic, while the bold chest graphic delivers all the attitude of a late-night tiki bar.

• Material: 100% Lightweight Polyester Woven Fabric
  
• Length: Tall
  
• Fit Type: Big & Tall
  
• Closure: Button Closure
  
• Neckline: Spread Collar
  
• Occasions: BBQs, Bowling Nights, Rockabilly Events, Casual Fridays with Edge

• Length: Tall
• Fit Type: Big & Tall
• Closure: Button Closure
• Neckline: Spread Collar
• Occasions: Christmas Parties, Holiday Vacations, Beach BBQs, Seasonal Casual Wear, Tropical Getaways

This fun-loving bowling shirt features a cartoon shark in vacation mode—complete with shades, floral shirt, and a tropical cocktail in fin. Paired with bold retro racing stripes, it’s a throwback to vintage alley vibes and island escapism. Great for guys who don’t take life too seriously.

• Material: 100% Lightweight Polyester Woven Fabric
  
• Length: Tall
  
• Fit Type: Big & Tall
  
• Closure: Button Closure
  
• Neckline: Spread Collar
  
• Occasions: Bowling Leagues, Tiki Bars, Summer Parties, Beach Vacations, Poker Games

Laid-back shark wearing sunglasses floats effortlessly through crystal clear tropical waters in this humorous poolside design. Features realistic water effects and a chill shark attitude that embodies vacation relaxation. Perfect for pool parties and those who appreciate cool oceanic humor with a summer vibe.

• Material: 100% Lightweight Polyester Woven Fabric
  
• Length: Tall
  
• Fit Type: Big & Tall
  
• Closure: Button Closure
  
• Neckline: Spread Collar
  
• Occasions: Pool Parties, Beach Vacations, Summer BBQs, Tiki Bars, Resort Wear

• Length: Tall
• Fit Type: Big & Tall
• Closure: Button Closure
• Neckline: Spread Collar
• Occasions: Thanksgiving Dinners, Fall Festivals, Autumn Strolls, Holiday Photos, Seasonal Casual Wear

American flag stars meet tropical palm trees in this patriotic island design that celebrates both national pride and vacation vibes. This unique shirt combines iconic stars with dreamy palm tree silhouettes for a distinctive Americana-meets-Hawaii aesthetic. Perfect for those who want to show their patriotic spirit with tropical flair.

• Material: 100% Lightweight Polyester Woven Fabric
  
• Length: Tall
  
• Fit Type: Big & Tall
  
• Closure: Button Closure
  
• Neckline: Spread Collar
  
• Occasions: Fourth of July Parties, Memorial Day BBQs, Patriotic Events, Summer Festivals, Beach Vacations