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What to Wear for a Boat Trip: Practical Style, Top Picks, and Fit Confidence

Author: Stylist and brand team at Tellar

Date: 2025

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A boat trip—whether a breezy sail, coastal cruise, or sunset yacht outing—demands outfits that feel great, look stylish, and work flawlessly in wind, sun, and spray. Here's a detailed guide packed with tips and brand suggestions to help you dress smart, stay safe, and shine.


 Core Principles for Boat Style

  1. Layer Smart

    Weather on the water shifts fast. Start with breathable base layers (cotton or moisture-wicking synthetics), add a mid-layer (light sweater or fleece), and finish with a windbreaker or water-resistant shell for sudden gusts or spray.

  2. Choose Light & Bright

    Whites, pastels, and soft neutrals reflect sun, help you stay cool, and look effortlessly nautical.

  3. Functional Footwear

    Opt for non-marking, non-slip soles—classic boat shoes, espadrilles, or rubber-soled sandals. Avoid heels or street shoes that could mark the deck or cause a trip hazard.

  4. UV Protection

    The water doubles UV exposure. Pack wide-brimmed hats, UV sunglasses, and SPF. UPF-rated layers or light cover-ups add stylish sun-shielding.

  5. Secure Accessories

    Choose snug-fitting hats and minimal jewellery—less chance of losing them overboard.


👗 Women’s Boat Trip Looks

Resort-Chic Ensemble

  • Outfit: Crisp white linen trousers + striped tee or breezy shirt dress

  • Accessories: Straw fedora, aviator sunglasses

  • Shoes: Flat espadrilles or leather boat shoes

Swimsuit & Sarong Combo

  • One-piece or elegant bikini under a kaftan or sarong

  • Wide-brim hat, crossbody bag, grip-sanded sandals

Casual Linen Coordinates

  • Linen short set (tank + loose shorts), light overshirt for breeze

  • Canvas slip-ons and a UV bucket hat


🧍 Men’s Nautical Fit

Smart-Casual Mariner

  • Navy chinos or light linen trousers

  • Cotton polo or breathable button-up striped shirt

  • Brown deck shoes or canvas sneakers

  • Wayfarers and understated watch

Relaxed Sailing Outfit

  • Tailored swim shorts + cotton t-shirt

  • Linen overshirt for layering

  • Rubber-soled sandals or boat shoes


✅ Top Brands for Boat Trips

Women

Men

  • Orlebar Brown – Tailored swim shorts that transition into smart casual wear

    Tellar

  • Vilebrequin – Premium board shorts with top-tier fabrics

    Tellar

  • High-street staples (Mango, Zara) also offer lightweight linen and cotton outer layers ideal for layering

    Tellar


🧩 Why Fit Is Everything at Sea

  • Freedom to move: Clothes shouldn’t restrict you when boarding, leaning, or lounging. Too-tight swimwear rides up; oversized kaftans can catch on deck hardware.

  • Coverage matters: Proper fit protects skin and looks polished. Loose layers can slip, ride up, or expose you.

  • Sun-safe layering: Accurate fits ensure UV protection works—no gaping hems or shirt tails flapping in the wind.

Tellar’s platform helps solve this fit puzzle—especially for brands where size runs large, small, or inconsistent.


🌐 Tellar.co.uk – Your Boat Trip Outfit Savvy

Tellar is the UK’s free clothing sizing service covering over 1,500 brands. It pairs your* unique body measurements with real-world garment sizes—no guesswork, no sizing surprises.


🔧 How Tellar Works

  1. Record your body dimensions (chest, waist, hips) on your Tellar profile. Measure with Tellar’s free tape or add an existing trusted size.

  2. Select your target brand—Hunza G, Oseree, Orlebar Brown, Mango, Zara—and instantly get your best fit.

  3. Receive fit guidance: Notes like “runs large,” “tight in bust,” or “relaxed hip fit” help you make smart choices.

  4. Global size conversions: UK, EU, US—Tellar translates seamlessly.


📚 Tellar’s Boat Trip Style Guides

Tellar offers a variety of deep-dive posts tailored to waterwear and seasonal styling:

  • The Best Poolside & Boat‑Trip Clothing – tips, sizing notes, high-street vs designer breakdown (July 3, 2025)

    Tellar

    freeflyapparel.com

    • Highlights: H&M generous, Mango slim; Hunza G one-size but varies by bust; Oseree needs fit attention

  • Brand‑specific Sizing Guides (accessible via Tellar navigation):

    • Hunza G fit analysis

    • Oseree sustainable swimwear size breakdown

    • Kori resortwear sizing tips

These always link back to the core profile tool to deliver real sizes for real bodies.


✅ Quick Fit Checklist for Boatwear

  1. Pick your style: swimwear, linen, kaftan, or resort set

  2. Refer to brand-specific fit notes from Tellar posts

  3. Run Fit → Measure or profile to get your size

  4. Choose secure, non-fussy shoes & accessories

  5. Relax aboard knowing your outfit will perform—no trips, no sunburn, just style


🔗 Keep Styled with Tellar

For ongoing tips, fit breakdowns, and seasonal wardrobe inspiration—follow us:

  • Instagram: @Tellarsizing

  • Twitter/X: @Tellar100

  • Facebook: Tellar Sizing

  • Pinterest: TellarUK


✨ Final Thoughts

Boat trips are mini-adventures, combining sun, wind, movement, and comfort. Choose lightweight, breathable layers to reflect light and regulate temperature. Stick to secure shoes and stylish sun-protecting accessories. The perfect fit means every piece stays in place, protects properly, and helps you feel confident.

With Tellar.co.uk, you can size up before you click—especially in brands with tricky sizing. Fit for the boat, fit for the moment. Sail smart, sail stylish.