Santa Ynez is known for its rolling hills, vineyards galore, lots of history, and delicious food, making it an excellent location for a date night. Depending on your activity of choice, your outfit can make or break how comfortable you feel. Whether a first date or a monthly date night with your spouse, your outfit is a key piece in constructing your perfect night.

Wine Tasting

Santa Ynez is known for some of the best vineyards and wineries to visit, so there’s no doubt you’ll end up at one for a date night. With so many to choose from, it can be hard to narrow down which ones should make your list. Bridlewood Estate Winery, although reservation only, is a beautiful resort-like winery of over 100 acres. This winery offers educational programs, an intimate tasting experience, and a beautiful courtyard to take photos in.  

For this excursion, you’ll want something you’ll feel comfortable moving around in, and what could be better than an outfit built around our most flexible denim? Starting with the (UN)REAL Jean 2.0, we will want to add an underlayer to peak out. Since this outfit will be three layers, we chose our lightest and most basic staple, the Variegated Tank 2.0. Although the Aliferous Shirt Dress is often worn alone, we loved adding it to this outfit for a pop of color under the Sarah Blazer, a sexy and edgy blazer that’s perfect for those vineyard photos. 

Dinner and a Movie

If you want to go classic with dinner and a movie, you can stop for a bite to eat at S.Y. Kitchen on Faraday Street, right around the corner from our store on Sagunto. They have rave reviews and offer the option to make a dish vegetarian or vegan at your request. Start off with the Wagyu Meatballs, feast on the delicious T-bone Truffle Sliders, and finish the night off with some Chocolate Gelato. If you’re feeling a cocktail, they offer tons of options from world-class bartenders.

An elevated date night class for an elevated outfit, so we are working with a dress this time. The Mariposa Dress highlights each part of the female form beautifully and is exquisitely sophisticated and elegant without being stiff. It’s the new LBD and the piece you’ll reach for whenever you need to add elegance to your outfit. Since we’ll be inside and restaurants are notorious for being chilly, throw on the Debra Jean Jacket. You may be thinking, “won’t denim make this currently elevated outfit look too casual?” We understand your concern, but this take on the denim jacket is redefined and balanced by glam, so no one ever needs to know just how comfortable it is. 

Sunset Drive

A sunset drive in Santa Ynez, California is a romantic and unforgettable choice for a date night. As you and your significant other wind through the scenic roads, you'll be surrounded by stunning views of the rolling hills and vineyards, illuminated by the warm colors of the setting sun. The serene atmosphere is perfect for intimate conversation and enjoying each other's company. If you’re up for it, you may even want to stop for a glass of wine at one of the dozens of vineyards you’ll pass along the way.

When embarking on a sunset drive, it's important to dress comfortably to fully enjoy the experience. Wearing comfortable clothes will allow you to move freely and relax as you take in the scenic views. Our Cashmere Blend Jogger is the perfect pant for a cozy evening. Dressing in layers is also a good idea as temperatures can drop quickly once the sun sets. For an easy, cozy look, pair the Glasswing Tank 2.0 with the Paris Beauty Bomber, wrapping yourself in a comfortable yet glamorous layer. By wearing comfortable clothes, you'll be able to fully immerse yourself in the experience and make the most out of your sunset drive.

Funk Zone

The Funk Zone is a hip and trendy neighborhood filled with art galleries, tasting rooms, breweries, and restaurants. You can start your evening by visiting one of the many wine-tasting rooms and breweries, then take a stroll down the streets filled with colorful murals and street art, or explore the boutiques and shops that line the sidewalks. For dinner, there are plenty of options to choose from, ranging from casual to upscale restaurants that serve a variety of cuisines. End your night with a walk along the beach, watching the sunset over the Pacific Ocean, or listening to live music at one of the many music venues.

The Funk Zone offers a versatile atmosphere that can go from hip and trendy to casual and laid-back. The Fly Skirt is a classic option that pairs well with sneakers or sandals. For hot summer days in Santa Barbara County, the Variegated Tank 2.0 is a great staple item. To add extra elegance, layer with the Olivia or Lauren Beauty Bomber. The key is to strike the perfect balance between comfort and style for a date location as trendy as The Funk Zone. 


When choosing an outfit for a date night, it's important to strike a balance between looking stylish and feeling comfortable. Consider the setting and theme of the date, as well as the weather, to determine the appropriate level of dressiness. (IN)LARKIN offers trendy and evergreen garments that melt the line between comfortable athleisure and fashionable, luxury pieces. Whatever you choose, make sure you feel confident and comfortable in your outfit, so you can focus on enjoying your time with your date.