From iconic breakfasts to indulgent late-night bites, this three-day itinerary is made for those who travel with their appetite. Each stop features a must try menu item. Just follow your cravings!
Day One: Local Legends & Iconic Bites
Breakfast
Model Bakery – World Famous English Muffin
Kick off your foodie weekend with a bite of fame with the world-famous, Oprah-approved English muffin that’s crispy on the edges, fluffy inside, and downright irresistible.
Sam’s General Store – Sam’s Gold Latte
Cozy up on the porch with Sam’s Gold Latte, a dreamy blend of turmeric, honey, and cinnamon topped with a bold espresso shot. It’s wellness with a wake-up call.
Lunch
Brasswood Bar + Kitchen – Fresh Mozzarella
Their hand-pulled mozzarella isn’t just cheese, it’s a ritual. Creamy, delicate, and plated with love, it sets the tone for a luxurious mid-day pause.
La Prima Pizza – Pizza
Craving classic comfort? La Prima’s house-made pizza is pure nostalgic bliss, with fresh dough and sauces whipped up daily by a team that’s serious about their pie.
Afternoon Treat
Roman Holiday Gelato – Rotating Flavors of Gelato
Take a mid-day detour to Italy with a scoop (or three) of authentic gelato, spun fresh every day with seasonal fruits from Napa Valley farms.
Dinner
Farmstead at Long Meadow Ranch – BBQ
Farm to fire perfection. Their wood-grilled meats and rustic sides take BBQ to the next level; all served in a laid-back garden setting made for lingering.
Cook St. Helena – Risotto
This daily risotto is a silky, savory masterpiece that celebrates local produce, fine technique, and a little chef magic. You’ll want to savor every bite.
Late Night
Goose & Gander – The Basement Bar
Wind down in the atmospheric basement bar with dim lighting, inventive cocktails, and a crowd that knows where to be after dark. A true St. Helena staple.
Day Two: Wine Country Comforts & Elevated Eats
Breakfast
Ray Ray’s Tacos – Eleanor Taco
The ultimate breakfast taco consisting of applewood smoked bacon, scrambled eggs, and melty Monterey Jack wrapped in a warm flour tortilla. A local morning must.
Gillwoods Cafe – Chilaquiles
Comfort in a skillet. Choose red or green salsa over crispy tortillas, chorizo, eggs, and all the fixings from avocado, queso fresco, pickled onions and more.
Lunch
Gott’s Roadside – California Burger & Organic Shakes
This iconic roadside stop nails the classics! Try the California Burger with a fried egg and pair it with a hand-spun organic shake for max nostalgia.
Clif Family Bruschetteria Food Truck – Polenta Squares
Crispy, craveable, and made from house-milled heirloom corn. These golden bites come with buttermilk ranch and farm-fresh flair.
Happy Hour
Forum at Meadowood – Golden Hour
From 3–6 PM, unwind with seasonal small bites and elevated sips in one of the prettiest patios around.
JCB St. Helena – Bubbles and Caviar
Sparkling wines and decadent caviar in a setting that’s all glam, no fuss.
Dinner
The Charter Oak – Cheeseburger
Juicy, stacked, and served with hand-cut fries. This cult favorite burger is just one reason to settle in at this fire lit dining room.
Himalayan Sherpa Kitchen – Momo Steamed Dumplings
Tucked on Main Street, this gem serves steamed momo dumplings with chicken, lamb, or veggie fillings all paired with savory house-made tomato sauce.
Late Night
Charlie’s Napa Valley – NYC Happy Meal
Fries, a martini, and Regiis Ova caviar. It’s cheeky, it’s luxe, it’s a perfect late-night flex.
Erosion Tap House – Craft Beer and Barrel Aged Wine
Kick back with small batch pours in a space that’s part wine bar, part brewery, and all good vibes.
Day Three: Culinary Creativity & Indulgent Finales
Breakfast
Back to Your Favorite
This morning, follow your cravings. Revisit the bite that had you swooning. Whether it’s an English muffin from Model, a taco from Ray Ray’s, or a latte from Sam’s, this one’s all about your personal greatest hit.
Lunch
Station St. Helena – New York Style Pizza
Whole pies or by the slice, this spot brings the East Coast to wine country with hand-tossed dough and bold toppings made fresh daily.
Harvest Table St. Helena – Tomahawk
Big, bold, and fired to perfection. The woodfired tomahawk here is a showstopper that turns lunch into an experience.
Market Restaurant – Maine Lobster Rolls
A twist on tradition: these lobster rolls come wrapped in rice paper with avocado, tropical fruit, and mint-basil vinaigrette. A bright, unexpected bite between meals.
Dinner
PRESS Restaurant – Michelin-Starred Experience
A true celebration of Napa Valley ingredients. PRESS delivers precision, elegance, and indulgence in every seasonal plate.
CIA Gatehouse Restaurant – Seasonal Student Menu
At the Culinary Institute of America’s working restaurant, student chefs craft multi-course menus inspired by what’s ripe in the garden and sourced from nearby farms.
Late Night
Violetto – Margarita
Their signature sea salt foam-topped margarita makes this stylish spot a dreamy final toast to your flavor packed stay.
