Outfits For Vacation

Outfits for vacation should be all about comfort, versatility, and style. Whether you're exploring new cities, lounging on the beach, or enjoying a family adventure in the great outdoors, having the right clothing can make every moment more enjoyable. From breezy dresses and casual shorts to lightweight layers and cozy sweaters for cooler evenings, our collection offers everything you need to create effortlessly stylish looks. Embrace the ease and relaxation of vacation with outfits that are designed to keep you looking and feeling your best throughout your travels.

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504 Items

Women's Vacationland Seersucker Shirt, Short-Sleeve Popover Stripe

A relaxed-fit, bright capri seersucker shirt made of 100% cotton with a deep button-front placket.

Pros: Washes well Fits well Good for summer Versatile Comfortable
Women's Summer Knit Dress, Short-Sleeve Print
Price was from: $59.95 now: $44.99

A versatile, flattering A-line summer dress in bright mariner ditsy floral, made from a soft rayon-spandex blend.

Pros: High quality Stylish Versatile Comfortable Good fit
Women's L.L.Bean Everyday Stretch Jeans, High-Rise Mini Bootcut Ankle
Price was from: $89 now: $49.99

A high-rise, ankle-length jean in Indigo Ink with a mini bootcut and soft denim blend.

Pros: Great color Durability Smoothness Lightweight denim Slight bootcut
Women's Cloud Gauze Midi Dress
Price was from: $79 now: $44.99

A breezy white midi dress made from 100% lightweight cotton gauze with a relaxed fit and side slits.
Women's Summer Knit Maxi Dress, Print
Price was from: $69 now: $44.99

A versatile blue print maxi dress with a flattering fit-and-flare silhouette and soft jersey-knit fabric.
Women's Midweight Cotton Slub Sweater, Henley Short-Sleeve Stripe
Price was from: $59.95 now: $49.99

A short-sleeve striped henley sweater in cotton slub yarns, perfect for cool comfort in warm weather.
Women's VentureStretch Seersucker Dress
Price was from: $79 now: $54.99

A lightweight orange seersucker dress made from stretchy recycled polyester blend with UPF 50+ sun protection.
Men's Premium Double L® Polo Banded, Short-Sleeve Without Pocket

A super-soft, all-cotton black polo that resists wrinkles, fading, shrinking, and pilling.

Pros: High quality Perfect fit Soft material Durable Comfortable
Women's Vista Camp Pants, Straight-Leg Cargo

A rugged, lightweight brown pant with UPF 50+ protection and adjustable hems for versatile comfort.

Pros: Durable and well-made Versatile design Lightweight and quick-drying Ample pockets Comfortable fit
Women's Airlight Knit Pullover

A smoky blue heather quilted pullover with UPF 50+ protection, moisture-wicking, and abrasion-resistant polyester fabric.

Pros: Flattering fit Lightweight Warmth Comfortable Great color options
Women's Stretch Ripstop Pull-On Pants, Slim-Leg

A pair of river rock slim-leg pull-on pants featuring a soft-knit elastic waistband and durable cotton blend.

Pros: Soft material Good quality Versatile styling Great color options Comfortable fit
Women's Vista Camp Pants, Slim-Leg

A lightweight, durable nylon-blend pant with a flattering slim-leg fit and UPF 50+ protection.

Pros: Lightweight material Excellent quality Flattering design Quick-drying Comfortable fit
Men's Tropic-Weight Cargo Shorts, Comfort Waist, 6"

A durable pair of blue cotton cargo shorts with a 6" inseam and elastic comfort waist.

Pros: Lightweight and durable High quality fabric Versatile style Ample pockets Comfortable fit
Women's Vacationland Seersucker Shirt, Short-Sleeve Popover Plaid
Price was from: $44.95 now: $29.99

A relaxed-fit cotton seersucker shirt in sunrise pink plaid, featuring a deep button-front placket.

Pros: Lightweight Great color Versatile Comfortable fit Breathable
Women's Vacationland Seersucker Shirt, Long-Sleeve

A relaxed-fit, long-sleeve cotton seersucker shirt in white with chest pockets and a slightly longer length.

Pros: Lightweight Wrinkle-free Versatile Comfortable Good fit
Women's Mountain Classic Jacket, Multi-Color

A windproof, water-resistant jacket with adjustable hood and multiple pockets, made from 100% nylon.

Pros: Attractive colors Lightweight Versatile Comfortable Good fit
Women's Vista Camp Shorts

A lightweight, abrasion-resistant pair of shorts with UPF 50+ protection and a fully elastic waistband.

Pros: Lightweight fabric Quick-drying material Flattering fit Good quality Comfortable fit
Women's Premium Washable Linen Pull-On Pants

A pair of bright mariner, 100% linen pull-on pants with a full elastic waistband and adjustable drawstring.

Pros: Great fit Versatile Comfortable Soft fabric High quality linen
Women's Stretch Ripstop Pull-On Capri Pants, Slim-Leg

A pair of carbon navy slim-leg capri pants with a soft-knit elastic waistband and adjustable drawstring.

Pros: Great fit High quality Attractive color Versatile Comfortable
Men's Wrinkle-Free Double L® Chino Shorts, Natural Fit, Hidden Comfort Waist, 8"

A wrinkle-free, 100% cotton khaki short with hidden elastic waist and 8" inseam for all-day comfort.

Pros: High quality Durable fabric Wrinkle-free material Comfortable waistband Good fit
Women's Vista Camp Bermuda Shorts

A rugged, lightweight brown Bermuda short with UPF 50+ protection and a comfy elastic waistband.

Pros: Quick-drying fabric Versatile style True to size Deep zippered pockets Comfortable fit
Women's Summer Knit Dress

A versatile black summer dress with a flattering A-line silhouette and soft jersey-knit fabric.

Pros: Versatile for various activities Flattering fit Comfortable and durable Lightweight and soft Easy to wash and maintain
Women's Tropicwear Shirt, Short-Sleeve

An orange short-sleeve shirt with UPF 50+ protection, built-in stretch, and wrinkle-free fabric.

Pros: Lightweight and breathable Perfect for hot days Great color and quality Wrinkle-free fabric Comfortable fit
Men's Tropicwear Shirt, Short-Sleeve

A short-sleeve shirt in canyon rust with UPF 50+ protection, featuring a soft polyester/nylon blend.

Pros: High quality Attractive appearance Easy to wash Durable material Comfortable fit

Outfits For Vacation

When it comes to planning a getaway, packing the right outfits for vacation is essential for making the most of every moment, from sunrise strolls along the shore to impromptu mountain hikes or evenings gathered around a firepit. The pieces you choose can set the tone for your trip, helping you feel comfortable, confident, and ready for anything the day brings. Whether you’re heading to a cozy cabin, a sunny beach, or a bustling city, versatile layers and easy-to-wear staples make it simple to transition from one adventure to the next. Think breathable tops that work just as well for sightseeing as they do for a relaxed dinner, durable pants that handle travel days and trail walks with ease, and outerwear that stands up to shifting weather without missing a beat. For families, vacation outfits often need to work for a range of activities—building sandcastles, exploring local trails, or catching up with loved ones over a meal—so it’s helpful to look for clothing that’s comfortable, easy to care for, and designed to last through countless washes and wears. And if you’re shopping for a thoughtful gift, vacation-ready attire is a great way to share the excitement of an upcoming trip, surprise a loved one who loves to travel, or simply encourage someone to spend more time outdoors.

December is a special time to plan a getaway, whether you’re escaping the chill for warmer weather or heading somewhere to embrace the season’s crisp air and festive spirit. For winter escapes, cozy layers are key—think soft flannels, insulating fleeces, and weather-resistant outerwear that keep you warm while you explore snowy streets or sip cocoa by the lodge fireplace. For those heading to milder climates, lightweight shirts and quick-drying shorts make it easy to stay comfortable, while packable jackets and versatile footwear ensure you’re prepared for unexpected changes in temperature or terrain. Accessories like hats, gloves, and scarves can make all the difference when you’re out and about, and a sturdy bag helps keep everything organized from the airport to your final destination. Many travelers find that having a few timeless, well-made pieces simplifies packing and lets them focus on what really matters—creating new memories, connecting with family and friends, and soaking in the sights and sounds of a new place. And as the holiday season approaches, it’s a wonderful opportunity to coordinate vacation outfits that bring a little extra cheer to gatherings, celebrations, and group photos. For more inspiration on dressing for the festivities, be sure to explore Outfits For The Holidays to find styles that capture the warmth and joy of the season.

No matter where your travels take you, choosing the right vacation outfits is about more than just looking good—it’s about feeling ready for every experience, from spontaneous adventures to quiet moments of relaxation. Quality materials, timeless styles, and thoughtful details ensure your clothing will hold up trip after trip, year after year. Whether you’re packing for yourself or picking out a gift for a loved one, it’s worth seeking out pieces that offer lasting value and reliable comfort, so you can focus on enjoying the journey. With the right outfits, every getaway becomes a little more memorable, a little more comfortable, and a lot more fun.

FAQs

For a vacation that blends outdoor adventures with urban exploration, versatile layers are a smart choice. Look for breathable shirts, comfortable pants or shorts, and lightweight sweaters or jackets that can be mixed and matched. Choose styles that transition easily from active days to relaxed evenings, ensuring comfort and durability throughout your trip.

Packing for unpredictable weather is all about layering. Bring a combination of short- and long-sleeve tops, a midweight sweater or fleece, and a packable jacket. Opt for quick-drying fabrics and pieces that can be worn alone or layered together, so you’re ready for everything from sunny afternoons to chilly mornings.

Yes, materials like cotton blends, moisture-wicking synthetics, and lightweight flannel are popular for travel. These fabrics are soft against the skin, resist wrinkles, and dry quickly, making them ideal for long days of sightseeing or outdoor fun. Look for pieces that offer stretch and breathability for all-day comfort.

Vacation clothing makes a wonderful gift, especially when chosen with the recipient’s destination and favorite activities in mind. Consider versatile shirts, cozy sweaters, or packable outerwear. Accessories like hats, scarves, or lightweight bags can also be a welcome addition to any travel wardrobe.

Select timeless styles in neutral or classic colors that can be dressed up or down. Simple shirts, comfortable pants, and a sweater or jacket can be paired with different accessories to suit any occasion. This approach keeps packing simple while ensuring you’re ready for everything your vacation has in store.

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Outfits For Vacation