What to Wear as a Best Man to a Destination Wedding in 2027

Direct Answer

For a destination wedding in 2027, the best man should wear a lightweight, breathable suit in a neutral tone like sand, stone, or navy, paired with a relaxed linen or cotton shirt and minimal leather loafers. The key is balancing formality with the climate—think unstructured jackets, no ties, and fabrics that travel well. For women, a midi-length dress in a fluid fabric like crepe or silk, or a coordinated two-piece set in a warm-weather color, works perfectly.

What to Wear

The core of a 2027 destination wedding best man look is a relaxed, unstructured suit in a natural fiber like linen, cotton, or a wool-silk blend. The palette leans toward earthy neutrals—sand, stone, taupe, and muted olive—or a classic navy for evening events. For men, brands like Bonobos (their Italian stretch wool or linen suits) and J.Crew (the Thompson suit in linen) offer excellent options. For women, Aritzia (the Wilfred dress) and Mango (their linen-blend sets) provide stylish, packable choices. The silhouette is soft and unlined, with a patch pocket jacket and pleated trousers for movement. Accessories are minimal: a leather belt, a silk pocket square, and loafers or espadrilles.

For Men

Masculine-presenting women — these looks work for you too.

Here are three age-specific looks for the male best man at a 2027 destination wedding, each tailored to formality and personal style.

The Modern Minimalist

Men's · 20s · Destination Wedding Best Man · $400–$700

Unstructured linen suit jacket — Sand · Single-breasted, patch pockets, no lining

Linen-blend camp collar shirt — White · Relaxed fit, mother-of-pearl buttons

Pleated linen trousers — Sand · High-waisted, side adjusters, cropped hem

Leather driving moccasins — Tobacco brown · Unlined suede, rubber nubs on sole

Woven leather belt — Tobacco brown · 1.5-inch wide, brass buckle

The Refined Classicist

Men's · 40s · Destination Wedding Best Man · $800–$1,200

Wool-silk blend sport coat — Navy · Unstructured, patch pockets, horn buttons

Cotton-linen button-down shirt — Light blue · Spread collar, French cuffs

Pleated cotton trousers — Stone · Double-pleated, cuffed hem, side pockets

Leather tassel loafers — Dark brown · Polished calfskin, leather sole

Silk pocket square — Cream with navy dots · Folded in a puff style

The Timeless Gentleman

Men's · 60s · Destination Wedding Best Man · $900–$1,500

Linen-cotton blend suit jacket — Taupe · Two-button, natural shoulders, horn buttons

Linen band-collar shirt — Ivory · Relaxed fit, hidden buttons

Pleated linen trousers — Taupe · Full break, side pockets, belt loops

Leather penny loafers — Cognac · Burnished leather, leather sole

Woven leather belt — Cognac · 1.25-inch wide, silver buckle

For Women

Feminine-presenting men — these looks work for you too.

Here are three age-specific looks for the female best man at a 2027 destination wedding, balancing style with the travel-friendly needs of the role.

The Effortless Minimalist

Women's · 20s · Destination Wedding Best Man · $300–$600

Midi slip dress — Dusty rose · Bias-cut, silk crepe, cowl neck

Linen blazer — Stone · Unstructured, single-button, patch pockets

Leather block-heel sandals — Nude · Square toe, ankle strap

Gold chain necklace — Gold · 18-inch, fine chain

Straw clutch — Natural · Woven raffia, leather trim

The Polished Modernist

Women's · 40s · Destination Wedding Best Man · $500–$900

Wrap dress — Navy · V-neck, long sleeves, midi length, crepe fabric

Silk scarf — Ivory with navy print · 90cm square, tied as a neckerchief

Leather espadrille wedges — Navy · Esparto rope sole, leather upper

Structured leather tote — Cognac · Top-handle, gold hardware

Pearl stud earrings — White · 8mm, freshwater pearls

The Elegant Traditionalist

Women's · 60s · Destination Wedding Best Man · $600–$1,000

A-line midi dress — Sage green · Pleated skirt, three-quarter sleeves, boat neck

Cashmere cardigan — Light gray · Fine-gauge, button-front, hip-length

Leather ballet flats — Silver · Cap-toe, leather sole, cushioned insole

Pearl necklace — White · 16-inch, single strand, clasp

Leather clutch — Sage green · Envelope style, magnetic closure

How to Adapt by Age

The shift from the 20s to the 60s is about structure and formality. A best man in his 20s can wear an unstructured, almost casual suit with a camp collar shirt and no tie, embracing a relaxed silhouette. By the 40s, the look becomes more tailored—a sport coat with a dress shirt and loafers, adding a pocket square for polish. For the 60s, the suit should be fully constructed but still in a lightweight fabric, with a band-collar shirt and classic penny loafers, prioritizing timeless elegance over trend.

Common Mistakes to Avoid

• Wearing a dark, heavy wool suit to a beach or tropical venue—it will look out of place and feel uncomfortable. Stick to linen or cotton.
• Ignoring the dress code on the invitation. If it says "beach formal," don't show up in a tuxedo or shorts.
• Forgetting to break in shoes before the trip. New loafers can cause blisters on the dance floor.
• Over-accessorizing with a watch, bracelets, and a belt in different metals. Keep it to two pieces maximum.
• Choosing a shirt that wrinkles badly. Linen blends with cotton or synthetic fibers travel better.

FAQ

Can I wear a tuxedo to a daytime destination wedding? No, a tuxedo is reserved for evening black-tie events. For a daytime destination wedding, opt for a light-colored suit or a blazer with dress trousers.

What color shoes are best for a sand-colored suit? Tobacco brown or cognac leather loafers are ideal. Black shoes are too stark and formal for a light suit.

Should I match the groom's outfit exactly? No, but coordinate. Ask the groom for the color palette and choose a complementary shade. You should stand out slightly as the best man, not blend in with the groomsmen.

Is it okay to skip the tie for a destination wedding? Yes, especially for a beach or garden ceremony. A camp collar or band-collar shirt is a stylish, modern choice that fits the relaxed vibe.

How do I keep my outfit wrinkle-free while traveling? Pack a steamer or use the hotel's iron. Roll linen suits instead of folding them, and hang them immediately upon arrival.

Bottom Line

The best man's outfit for a 2027 destination wedding should prioritize comfort, breathability, and style over rigid formality. Choose lightweight fabrics in neutral tones, keep accessories minimal, and always coordinate with the couple's vision. With the right pieces, you'll look sharp and feel at ease, whether on the beach or in a garden.

*Published June 2027 · Updated June 2027*