Luxury Holidays to Los Angeles & Napa Valley
From Hollywood Glamour to Vineyard Indulgence
Los Angeles and Napa Valley offer a quintessential Californian escape—where the sparkle of celebrity meets the stillness of sun-drenched vines.
Start with LA’s luxury boutiques, private beach villas, and insider access to the entertainment world before slipping away to Napa’s wine estates, Michelin-starred farm-to-table dining, and spa sanctuaries set among the vines.
Awake & Wander weaves together the pulse of the city with the peace of the valley, in one seamless, seductive itinerary.
A Small Selection of our Latest Offers to Los Angeles & Napa Valley
These latest offers have been generated through our online booking system which is powered by our sister company, Jamie Wake Travel, and using our handpicked suppliers.
There will occasionally be times when offers will not show here. For example, where a destination may require more in-depth travel arrangements and will need to be tailor made by our team.
Prefer a more personal touch? We're always here to tailor your journey—simply get in touch and let us create the perfect luxury holiday to Los Angeles & Napa Valley for you.
Reaching California’s Iconic Destinations in Style
Fly into LAX for Los Angeles or SFO for San Francisco and connect privately to Napa’s regional airports. Awake & Wander arranges helicopter transfers, chauffeured drives up the Pacific Coast Highway, and private jets between destinations—all with VIP handling and total discretion.
When to Visit for Hollywood Shine and Harvest Gold
Los Angeles shines year-round with sunny weather, but spring and autumn bring the perfect balance of warmth and fewer crowds. Napa’s peak season is August to October for grape harvest, but April to June delivers vibrant vineyards and open skies. Awake & Wander curates your calendar to sync with film festivals, wine releases, and private tastings.
The Top 4 Unforgettable Experiences and Things to Do in Los Angeles & Napa Valley
Two worlds, one luxury journey.
1
Live Like a Star in Los Angeles
Stay in celebrity-approved hotels like The Beverly Hills Hotel or Hotel Bel-Air, or opt for a private hillside villa in Malibu. Awake & Wander secures exclusive access to Hollywood studios, invitation-only events, and private showrooms on Rodeo Drive.
2
Drive the Pacific Coast in a Vintage Convertible
Cruise the legendary Pacific Coast Highway from LA to Napa in a vintage Porsche or Mustang, stopping at hidden coves, clifftop restaurants, and artist enclaves. Awake & Wander creates scenic routes with luxury stays along the way.
3
Taste Napa’s Finest Wines with a Personal Sommelier
Go beyond the tasting rooms with back-vineyard access, barrel sampling, and winemaker-hosted dinners at estates like Opus One, Stag’s Leap, or Quintessa. Awake & Wander opens cellar doors others can’t.
4
Indulge Yourself in a Luxourious Spa Day Among the Vines
Unwind at Calistoga Ranch, Auberge du Soleil, or in a private vineyard villa with a personal therapist. Awake & Wander designs restorative moments with grape seed therapies, mud baths, and sunset yoga on the terrace.
Why LA & Napa Are California’s Ultimate Luxury Duo
This journey is star-studded and sun-drenched, blending bold ambition with bucolic calm. It’s indulgent, authentic, and totally Californian.
With Awake & Wander, your escape from LA to Napa is fully personalised—from private jet access to pinot noir pairings, gallery tours, and rooftop views. It’s not just a holiday—it’s a story worth telling.
