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What’s in Our Weekender Bag: Everything to Pack for a Weekend Away this Summer

There’s nothing lovelier than a weekend trip during the summer. Even if it’s only a quick excursion to a nearby town, taking the time to recharge and get away while the weather’s warm and sunny really does do wonders for the soul. However, that doesn’t mean these mini-excursions are without their stressors, especially when it comes to figuring out what to pack.

When you’ll only be gone for two days, do you go formal or casual? Relaxed or trendy? Stylish or comfortable? It’s a puzzling conundrum, but one we’re more than happy to help you solve. Below, we’ve assembled our favorite weekender essentials, which can be mixed and matched for a ton of different looks, vibes, and situations.

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Olukai Waimea Flip-Flop
Olukai Waimea Flip-Flop
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A dressy yet comfortable sandal is a must for a summer weekend getaway and this pair from Olukai more than fits the bill. Premium leather and intricate embroidery elevate what would be otherwise casual flip-flops into downright stylish shoes, making them appropriate for both outdoor cocktails and long walks on the beach. An added bonus? They look great with either shorts or pants.

Bonobos Anywhere Shorts
Bonobos Anywhere Shorts
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We love Bonobos’ Anywhere Shorts for summer travel because they’re ultra-light, pack well, and go with almost anything! You can choose between either a 7-inch or 9-inch length and the shorts come in a veritable smorgasbord of fun, warm-weather colors, meaning they’ll slip in seamlessly to your clothing rotation. Dress ‘em up or dress ‘em down — a pair of easy-breezy shorts like these are a no-brainer for a weekend getaway.

Everlane Air Chino
Everlane Air Chino
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While you may have your weekend getaway scheduled to a T, you never know what sorts of impromptu plans might come up. For this reason, it’s always a good idea to keep a pair of chinos on hand in case you need to quickly class up an outfit for a fancy dinner or spur-of-the-moment party. The Air Chino from Everlane is a fantastic go-to in this situation, not only for its lightweight build but for its stylish cropped cuff.

Converse One Star CC OX Suede Sneakers
Converse One Star CC OX Suede Sneakers
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We’d also suggest sneaking a pair of minimalist kicks into your weekender, which could add a chic touch to any of the aforementioned items. These suede sneakers from Converse are especially attractive, featuring a velvety exterior complemented by a black rubber toe and subtle side detailing. Great with either shorts or pants, these shoes are bound to become a favorite go-to throughout the summer season.

Asos Design Stripe T-Shirt in Navy and White
ASOS Stripe T-Shirt
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No matter the venue, stripes are always a hit for summer, so make sure to throw a simple striped tee into the mix, like this one from ASOS. As with many of the options you’ll see here, this shirt is a true chameleon, able to transition seamlessly between different scenarios depending on how you style it. After all, that’s the hallmark of a truly perfect weekender essential — it’s fashionable, yes, but ultimately valued for its versatility.

Mollusk Summer Shirt
Mollusk Summer Shirt
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Is there anything that sings summer more than a breezy, lightweight, and super-soft short-sleeved button-down shirt? OK, maybe a few things, but truly, this has got to be one of the most classic clothing items of the season, so must be packed for your trip. Of the many choices swirling about online, we like this option from Mollusk, which has a laidback design and relaxed fit for a truly cozy feel.

Warby Parker Fisher Sunglasses
Warby Parker Fisher Sunglasses
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And of course, no summer getaway would be complete without a stunning pair of shades. You can’t really go wrong here, but if you’re looking for recs, we suggest snagging these beauties from Warby Parker, which put a modern twist on a classic silhouette.

Cody Gohl
Former Digital Trends Contributor
Cody Gohl is a Brooklyn-based writer who enjoys covering a wide range of topics, including travel, fashion, literature, LGBT…
Patrick Dempsey becomes face of Tag Heuer eyewear in expanded ambassador role
From watches to eyewear: Dempsey extends tag heuer partnership into new territory
Patrick dempsey for tag heuer eyewear

Dempsey has been a brand ambassador for over a decade. His dual career as an actor and a professional racing driver, including a podium finish at the 24 Hours of Le Mans-fits the brand’s focus on performance, precision, and lasting style.
Dempsey’s expanded role comes with Tag Heuer’s latest eyewear launch. The collection was made in collaboration with Thélios, LVMH’s eyewear division. The campaign features Dempsey wearing two key models: the Jack Heuer and Mini Vingt-Sept lines.
One campaign image stands out. Dempsey recreates a well-known portrait of Jack Heuer holding a chronograph. This visual connects the brand’s heritage with its future. The timing is fitting, following Dempsey’s role as racing legend Piero Taruffi in the 2024 film “Ferrari.” This nods to Jack Heuer’s partnership with an Italian automaker in 1971.
The 2025 eyewear collection has three lines. The Jack Heuer frames are inspired by 1960s pilots and use Japanese titanium and ChromaFade lenses. The Mini Vingt-Sept line updates the brand’s technical eyewear with steel hinges and bio-nylon temples. The Shield Pro line is focused on performance, offering flexible frames and interchangeable lenses.
Dempsey’s involvement with Tag Heuer has always been hands-on. He’s attended events like the Monaco Grand Prix and boutique openings. In 2019, he received the “Spirit of Le Mans” award for his contributions to endurance racing.
This eyewear collaboration is a natural next step for both Dempsey and Tag Heuer, continuing a shared story of racing, design, and innovation in the luxury world.

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H. Moser makes rose gold rival to Rolex’s Rainbow Daytona
60 baguette sapphires and a flying tourbillon: moser's new rainbow streamliner
H Moser Streamliner Tourbillon Skeleton Rainbow

H. Moser & Cie. has introduced its most ornate Streamliner so far with the new Tourbillon Skeleton Rainbow edition. This watch directly competes with Rolex’s Rainbow Daytona in the very expensive sports watch category.
Available in rose gold (CHF 175,000) or stainless steel (CHF 125,000), the 40mm watch is a showcase of both watchmaking and jewelry skills. The bezel is set with 60 carefully selected baguette-cut colored sapphires.
The Streamliner’s cushion-shaped case created unique challenges for gem-setters. Each sapphire had to be chosen for its color to create a rainbow gradient around the bezel, and each one also had to be cut to a different size to fit the case design.
At the center of this watch is Moser’s skeletonized HMC 814 automatic movement, visible through the open dial. The large one-minute flying tourbillon at 6 o’clock serves as both a technical feature and a visual focal point.
A look at the back of the watch reveals similar attention to detail. The Moser-branded rose gold rotor is skeletonized, exposing the gears, wheels, bridges, and springs of the movement underneath.
Production numbers will be limited, not by a set amount, but by the time and complexity required to make each one. This highlights the skill involved in crafting every piece.
The Rainbow Streamliner stands apart from Moser’s usual simple design, which is known for its fumé dials and minimalist approach. Still, it maintains the brand’s focus on independent watchmaking, while entering a category associated with brands like Rolex and its Rainbow Daytona watch that has become highly sought after on the resale market.
With its integrated bracelet, movement finishing, and elaborate gem-setting, the Streamliner Tourbillon Skeleton Rainbow is a contender in the growing group of high-jewelry sports watches. These timepieces combine technical expertise with unmistakable luxury.

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Pink pelagos joins Tudor collection for giro d’italia
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Tudor's pink pelagos

Tudor has released a new chronograph, the Pelagos FXD Chrono Pink, as part of the Pelagos line. This limited edition was created for Tudor’s partnership with the Giro d’Italia, the famous cycling race in Italy.
Only 300 pieces will be made, with a price of £4,650 (about $5,000 plus tax). The watch pays tribute to the Maglia Rosa, the pink jersey worn by the race leader during the three-week event. Pink-accented Tudor watches aren’t new-last year, the brand introduced a pink-dialed Black Bay Chrono in partnership with Inter Miami, the soccer club partly owned by Tudor ambassador David Beckham. However, the new Pelagos FXD Chrono Pink uses pink as an accent rather than covering the entire dial.
A notable feature is the tachymeter scale, which is calibrated for cycling speeds instead of the automotive speeds usually found on chronographs. This cycling-specific scale wraps around the dial, showing Tudor’s commitment as the official timekeeper of the Giro d’Italia, a partnership that began in 2023.
The watch measures 43mm and uses a black carbon composite case, making it lightweight and technical qualities important for sports watches. The crown and chronograph pushers are made of titanium for added durability and lightness. The case is 13.2mm thick.
Inside is the Calibre MT5813, based on the Breitling 01 chronograph movement. This COSC-certified calibre offers accuracy within 2/+4 seconds per day and has a 70-hour power reserve, so it can run for nearly three days without rewinding.
The watch features a solid caseback with special engravings, including the limited edition number (from 0/300 to 300/300) and an image of cyclists in action, emphasizing its connection to the race. It comes on a fabric strap with pink accents to match the dial, blending Tudor’s heritage-inspired design with modern materials and construction suitable for sports use.

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