📍Day 1: Arrive & Unwind—Friday in Buellton & Solvang
For those of you arriving out of town there are plenty of wonderful places to rest your head between activities. Checkout our list of favorite places in the valley.
🕛3:00 PM – Check-In & Arrival
Suggestion: Arrange your accommodation early. Options like Sideways Inn or Vinland Hotel offer quick access to tasting rooms and dining, and offer comfortable rooms at a great price.
Why: Checking in early gives you time to settle, pop open your first bottle of wine, and avoid peak check-in traffic, especially for weekend bookings.
Other places to stay that we love:
Buellton
Solvang
Santa Ynez Valley
Click on each hotel to find out more information and current nightly prices.
🍷4:00-5:00 PM – Welcome Tasting at Brick Barn Wine Estate
What makes it special: This first tasting sets the tone for your weekend. Expect to be greeted as a friend, not just a guest. The estate’s Albariño is crisp and floral; our Grenache Rosé is refreshing and tart, plus we just released our Cabyrah Rosé (yes, you read that right). A blend of Cabernet and Syrah in a beautiful blush Rosé. A must try on a sunny Labor Day weekend! And our Syrah offers jammy richness, all perfect under our shaded patio overlooking immaculately pruned vines.
Booking: Reserve your 4 PM slot now to secure prime patio time or to get a seat in from of our live music performer, Bill Rotella.👉Brick Barn Tasting Reservations
🎶5:00-7:00 PM – Live Music at the Estate Every Weekend
Feature Artist: Bring your dancing shoes and an appetite for fun! Expect lively vocals from our eclectic bands and acoustic singers. Check out our Events Calendar for specific dates and performers for Labor Day weekend.
👉Brick Barn Event Calendar
Why it’s worth it: Starting your weekend with live music in the vineyards offers a laid back, immersive experience. Bring a light blanket to cozy up near the firepit after sunset.
🍽️7:30 PM – Dinner in Solvang
Drive time: ~5 min from Brick Barn
Where to dine:
Mad & Vin: A charming cellar-style restaurant offering seasonal American cuisine, think oven-roasted free range chicken or Pinot Noir braised short rib.
Whiskey ‘N Rye Smokehouse: A modern BBQ spot serving up smoked tri-tip, baby back ribs, and loaded mac and cheese alongside craft cocktails and regional wines.
Pro tip: Book a dinner time around 7 PM if you’re starting your tasting early, or opt for 8 PM if your tasting overlaps, especially since the weekend brunch crowds may fill in for later dinners.
🌛Late Evening
Activity idea: Walk off dinner by strolling around Solvang’s charming Danish-style village. Grab a cozy evening treat at Rocky Mountain Chocolate Factory (closes at 10pm on Fridays).
Wind-down tip: Drive the short stretch back to your hotel, or stay near Brick Barn and catch the blue hour over Buellton’s quiet vineyards.
🎯Quick Tip for Day 1 Success
Parking: Brick Barn has plenty of parking. If the front lot is full there is shaded parking in the arena which is located behind the building.
Weather: Santa Ynez Valley evenings in early September may dip to the mid-50s. Bring a light sweater just in case!
Reservations & RSVP: Confirm the live performance with Brick Barn’s event page or Instagram one week prior.
Check-in window: Many local inns allow check-in by 3 PM—verify this with your hotel to avoid afternoon delays.
📍Day 2: Leisure, Lunch & a Honky Tonk to Remember in Santa Ynez Valley
☀️9:00 AM – Light Breakfast at Lefty’s Coffee Co. (Los Olivos)
Ease into your Saturday with a laid-back breakfast at Lefty’s Coffee Co., a community favorite tucked away in Los Olivos.
What to order: A cappuccino or chai latte paired with one of their famous scratch-made pastries or breakfast burritos.
Why it’s perfect: Relaxed atmosphere, ample patio seating, and a locally loved start to your wine country day.
🍷10:30 AM – Wine Tasting & Lunch at Roblar Winery
Next, head just a few minutes down the road to Roblar Winery, where you’ll enjoy your first wine tasting of the day in a rustic, oak-shaded garden.
Drive time: ~3 min from Lefty’s
Tasting experience: Their Estate Flight showcases Bordeaux-style reds like Cabernet Sauvignon and robust Syrah. The setting blends casual elegance with scenic beauty.
Lunch: Stay for a vineyard-inspired lunch—Roblar’s seasonal lunch menu offers fresh California cuisine like grilled peach salad, gourmet flatbreads, and seared fish tacos.
Why it works: One stop, two unforgettable experiences—sip and savor in the same beautiful space.
🛍️1:30 PM – Strolling & Shopping in Downtown Solvang
After lunch, head back into Solvang for an afternoon stroll through this charming Danish-style village.
Drive time: ~10 min from Roblar
Shops to explore:
Optional tasting stop: Pop into Lucas & Lewellen Vineyards for a casual flight of Rhône and Bordeaux varietals or Alma Rosa for casual laid back outdoor seating and Pinot. Both are walkable and open until 5 PM.
🍷3:30 PM – Tasting at Brave & Maiden Estate
Enjoy beautiful scenery and architecture at this hidden gem estate. Brave & Maiden Estate offers a luxurious, by-appointment tasting experience in a sleek, modern setting.
Drive time: ~8 min from downtown Solvang
Why it’s special: Known for their Merlot, Cabernet Sauvignon, and Syrah, Brave & Maiden wines are crafted with precision and depth.
Setting: Expect personalized service in a serene, open-air environment surrounded by olive trees and contemporary design.
Pro tip: This is a quieter, more intimate experience—perfect before the festive evening ahead.
🛏️5:00 PM – Hotel Downtime
After a full day of sipping and exploring, head back to your hotel to freshen up and recharge before the evening’s festivities. Take this time to relax by the pool, change into something casual but fun for the night, or even sneak in a quick nap.
Why pause: A short reset ensures you’re ready to enjoy dinner and the live music scene without feeling rushed.
🍽️6:30 PM – Dinner Near The Maverick Saloon (Santa Ynez)
Choose a dinner spot close to The Maverick Saloon for a smooth transition into the evening. Options range from a cozy, upscale meal, to rustic Italian dishes and a lively ambiance.
Here are a few of our staff favorites:
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Dos Carlitos Restaurant & Tequila Bar (Santa Ynez) – A lively Mexican restaurant known for its colorful plates and one of the best margarita selections in the valley. Perfect for those who want bold flavors before the live music.
Suggested plates: Carnitas tacos, shrimp empanadas, or pork pozole.
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Trattoria Grappolo (Santa Ynez) – A beloved Italian trattoria offering homemade pasta, wood-fired pizza, and a welcoming, rustic atmosphere. Ideal if you want a longer, relaxing dinner before heading out.
Suggested plates: Fusilli con pollo, gnocchi broccoli salsiccia, or cioppino.
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SY Kitchen (Santa Ynez) – A chic yet cozy spot for farm-to-table Italian-inspired cuisine, cocktails, and seasonal dishes made with local ingredients. A perfect option if you want something a little upscale but not stuffy.
Suggested plates: Wild mushroom pappardelle, wood-fired burrata & sausage flatbread, or Wagyu meatballs.
Walk time: All within a 7 min walk to The Maverick
🕺9:00 PM – Live Music at The Maverick Saloon (Santa Ynez)
End the night on a high note at the Maverick Saloon, a legendary Santa Ynez watering hole with a true country-western feel. For Labor Day weekend, the saloon is hosting The Molly Ringwald Project, an 80s tribute band, bringing high-energy nostalgia and plenty of dance-floor fun until midnight.
Why visit: It’s the perfect mix of local charm and lively entertainment—expect a crowd ready to celebrate the long weekend.
Suggested order: A cold beer or a whiskey cocktail to match the honky-tonk energy.
🧭Day 2 Summary & Travel Tips
Distance between stops: All under 15 minutes driving
Reservations: Required at Roblar, Brave & Maiden, and restaurants
Dress comfortably for the day and pack a light sweater
Stay hydrated & pack sunscreen for your outdoor tastings
📍Day 3: Sunday Brunch & Tasting Vibes in the Valley
🥞9:00 AM – Brunch at Pony Cocktails + Kitchen (Santa Ynez)
Kick off your Sunday at Pony Cocktails + Kitchen, a stylish, welcoming spot known for its upscale brunch and craft cocktails. Located in downtown Santa Ynez, it’s a local favorite for both classic and inventive brunch fare.
Menu highlights: Try their decadent French toast with caramelized banana and warm syrup, the tasty sunrise burrito, or their good ol’ classic breakfast.
Cocktail pick: The “Duck Attack” or their brunch time Bloody Mary adds a little sparkle to the morning.
Bonus: Chic, casual, and walkable to downtown shops, perfect for a post-brunch stroll.
🐎10:30 AM – Saddle Up with SYV Horseback Rides
After a decadent brunch, it’s time to see the valley from a different point of view—on horseback. SYV Horseback Rides offers guided trail rides through private ranchland with wide-open views of vineyards, rolling hills, and those signature California blue skies. Whether you’re a first-timer or a seasoned rider, their gentle horses and knowledgeable guides make it easy to relax and take it all in.
This mid-morning adventure is the perfect way to balance out the wine and food ahead with something scenic, grounding, and unforgettable.
Drive Time: ~15 minutes from Pony Cocktails + Kitchen
Ride Length: Approx. 1 to 1.5 hours
Tip: Morning rides tend to be cooler and fill up fast—book early! Use promo code Brickbarn$ for a 10% discount.
🪴12:00 PM – Tasting & Treasures at Olive Hill Farm (Los Olivos)
Change up the scenery for an olive oil tasting! Step into Olive Hill Farm, a local gem nestled in downtown Los Olivos, for a flavorful and low-key start to your Sunday. Specializing in small-batch California olive oils, balsamic vinegars, and gourmet pantry finds, this family-owned spot offers generous tastings and a chance to bring home something deliciously unique.
Drive Time: ~14 min from SYV Horseback Rides
Why visit: This charming shop is a favorite among locals and visitors alike for its warm hospitality and exceptional olive oil flights. It’s the perfect place to gather a few picnic ingredients, explore flavored oils and vinegars, or pick up tasteful gifts that feel anything but touristy.
What to explore:
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Try their signature Arbequina or Tuscan blend oils
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Sample unique vinegars like fig, pear, or blackberry balsamic
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Browse local jams, mustards, and dipping spices
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Ask the staff for pairing tips with your afternoon wine stops
🍷1:00 PM – Wine Tasting at Terre et Sang (Los Olivos)
The intimate tasting room at Terre et Sang offers small-lot, Rhône-style wines made with bold personality and high attention to detail. A must for serious wine lovers.
Walking Distance: ~2 min walk from Olive Hill Farm
Tasting focus: Grenache and Syrah blends with rich depth
Why visit: Minimalist design, passionate pourers
Location: Easy to walk to from other Los Olivos tasting rooms
Atmosphere: Quiet, elevated, and ideal for focused tasting
🧺2:00 PM – Picnic + Choose Your Scene
Pick up a fresh, gourmet sandwich from Panino in Los Olivos, stacked high with premium ingredients and bursting with flavor, then choose your perfect picnic spot::
Enjoy your lunch among the vines at this serene estate. Buy a glass or bottle to enjoy on their lawn or picnic area.
Drive time: ~11 min from Panino
What to bring: Sandwiches, water, sunscreen, blanket or travel chairs
What to sip: Estate Sauvignon Blanc or Pinot Noir
Vibe: Classic wine country charm under the oaks
Head across the street for a more casual experience with beer or non-alcoholic options. Great for changing the pace.
Walking Distance: ~2 min walk from Panino
What to order: Blonde ale, hard seltzers, or root beer
Atmosphere: Lively, pet-friendly, casual seating outdoors
Why go: A palate cleanser before more wine!
💃3:30 PM – Live Music at Carhartt Family Wines (Los Olivos)
Their quaint yet sizeable “Carhartt Cabin” is one of the most talked-about patios in Los Olivos for live music, conversation, and standout wines.
Drive time: ~9 min from Gainey Vineyard; or ~3 min walk from Fig Mountain Brew Los Olivos
Live music: Acoustic sets, jazz, or local singer-songwriters (check schedule online)
What to drink: Rosé, Pinot Noir, or chilled Viognier
What to love: Shaded garden setting with intimate seating and misters for those hot valley days
Extras: Food truck and charcuterie boards available
🍽️6:00 PM – Pick Your Own Dinner Experience
After a full day, wind down with dinner—your way:
Classic upscale dining in Santa Ynez. Expect locally-sourced meats, wine pairings, and warm hospitality.
Drive time: ~7 min from Carhartt
Top dishes: Bacon-wrapped dates, oak-grilled steak, seasonal flatbreads
Dress code: Casual chic; great for date night or group wrap-up
Reservations: Recommended on weekends
A hidden local gem offering Mediterranean plates in a laid-back setting.
Drive time: ~8 min from Carhartt
Menu highlights: Falafel, shawarma, hummus platters
Perks: Budget-friendly, vegetarian-friendly, and no fuss
Setting: Order at the counter and dine casually indoors or out
📍Day 4: A Relaxed Labor Day Farewell in Wine Country
☕9:00 AM – Slow Morning, Coffee & Doughnuts
After a busy weekend, its time to let the morning unfold gently with a nice cup of joe and a tasty doughnut. Stop at Drover’s Doughnuts, a popular spot with an array of doughnuts in Solvang.
What to order: Try a lavender honey latte and a strawberry rosé doughnut
Optional add-on: Browse nearby boutiques or art galleries
🌿10:30 AM – Wellness Stop: Self-Care at the Little Rainbow Foot Spa
After all of the walking and dancing you’ve done, it’s time to treat your feet. Before heading back into wine tasting, enjoy a little mind body reset. Little Rainbow Foot Spa offers mini sessions ideal for travelers.
Walking Distance: ~1 min walk from Drover’s Doughnuts
Walk-in availability: Allows walk-ins, perfect for a drop in foot massage.
Bonus: Offers an early bird special. $30/hour foot massages from 10 AM – 12 PM!
🥪12:00 PM – Casual Lunch at Copenhagen Sausage Garden
For a laid-back and satisfying midday bite, grab a picnic table at Copenhagen Sausage Garden, an outdoor beer garden right in the heart of Solvang. It’s the kind of place where you can show up in flip flops, order bratwurst, and let the weekend vibes linger.
Walking Distance: ~1 min walk from Little Rainbow Foot Spa
What to order: Build your own sausage plate with toppings like sauerkraut and curry ketchup, or go classic with a pretzel and mustard.
Drinks: Over 15 local and European beers on tap—plus non-alcoholic options.
Setting: Long communal picnic tables under string lights and umbrellas—casual, dog-friendly, and super social.
Local tip: If it’s busy, grab a drink and enjoy the people-watching while you wait. It moves fast!
🍷2:00 PM – Final Tasting at Brick Barn Wine Estate
You started your weekend here, why not end your trip with one last luxurious wine tasting at Brick Barn Wine Estate. With sweeping vineyard views and a relaxed, elegant atmosphere, it’s the ideal spot to reflect on your weekend.
Drive Time: ~10 min from Copenhagen Sausage Garden
What to taste: Anything you didn’t get a chance to taste on Day 1!
Ambience: Breezy outdoor patio with mountain and vineyard views
Pro tip: Purchase a few bottles to take home and extend the experience
Optional: We are proud to offer one of the valley’s most rewarding wine club memberships. Join the wine club for seasonal shipments and special access.
👉Check out our wine club perks
🧳4:00 PM – Head Home (or Take the Scenic Route)
As your weekend in Santa Ynez Valley winds down, take the scenic way out. Whether you drive through Foxen Canyon’s vineyard route or stop at Nojoqui Falls for a brief hike, the journey home can be part of the fun.
Scenic detour ideas:
- Nojoqui Falls short hike
- Foxen Canyon Wine Trail
- Stop in Los Alamos for coffee or vintage shopping
Travel tip: Beat the traffic by leaving before 6 PM or hang out until sunset to end on a high note
🍇A Note from Brick Barn
We hope your Labor Day weekend in Santa Ynez Valley was everything you dreamed of and more. Whether it was your first visit or your tenth, there’s always something new to discover. From all of us at Brick Barn Wine Estate, we raise a glass to your next adventure.
Until next time, cheers to slow mornings, bold wines, and unforgettable weekends.
✨Share the Love! If you post photos from your Labor Day itinerary, don’t forget to tag us on Instagram [@brickbarnwineestate]. We’d love to see your adventures and share our favorites! And remember, our doors (and wine glasses) are always open, so come back anytime to sip and celebrate with us again.
