How to Plan the Perfect Luxury Road Trip in California

June 11, 2025

How to Plan the Perfect Luxury Road Trip in California

A luxury road trip California holiday is more than just a journey — it’s the ultimate way to experience one of the most diverse and breathtaking regions in the world. From sun-kissed beaches and elegant wine estates to dramatic national parks and five-star hideaways, California offers a road trip like no other. If you’ve ever dreamed of combining freedom, indulgence, and style on the open road, you’re in exactly the right place.

 

Below you’ll discover everything you need to plan the perfect luxury road trip in California, from where to go and where to stay, to the bespoke service and protections you’ll enjoy when booking with Awake & Wander Luxury Travel.

 

Why Choose a Luxury Road Trip in California?

 

California’s landscapes are impossibly varied: rugged Pacific coastlines, golden valleys dotted with vineyards, towering redwoods, glamorous cities, and serene desert oases. A luxury road trip gives you the flexibility to explore at your own pace while enjoying exceptional comfort and unforgettable stays along the way.

 

You’ll experience:

 

  • Exclusive hotels and resorts carefully selected for sophistication and charm
  • Premium car hire with top-tier vehicles suited to your itinerary
  • Seamless, personalised planning that saves you time and worry
  • Unique opportunities to enjoy California beyond the usual tourist routes

 

A tailored luxury road trip California holiday is perfect for couples, families, and even solo travellers looking for adventure without compromising on comfort.

 

Why settle for a standard holiday when you could enjoy your own bespoke journey crafted to your tastes?

 

San Francisco: Where It Begins

 

Start your luxury road trip in California’s most iconic city. San Francisco offers an elegant introduction to the Golden State with its sophisticated dining scene, boutique shopping, and world-famous sights.

 

Stay at Fairmont San Francisco, perched on Nob Hill with sweeping views of the Bay. This grand hotel combines timeless luxury with modern amenities. Spacious suites, impeccable service, and an opulent spa make it a perfect base to settle in before hitting the road.

 

Ask us about exclusive room upgrade offers and value-added benefits we can secure for your stay at the Fairmont. We work with our suppliers to bring you the best available deals — just let us know what’s important to you.

 

Take time to stroll through Union Square, enjoy seafood at Fisherman’s Wharf, and photograph the Golden Gate Bridge at sunset. For something truly special, we can arrange a private driver to take you on a bespoke tour of Napa Valley’s wine estates before you continue south.



Our Take:

"A night or two in San Francisco lets you ease into California’s charm with style and sets the tone for the unforgettable journey ahead"
– Awake & Wander Luxury Travel


Big Sur: Coastal Grandeur

 

The stretch of Highway 1 between Carmel and San Simeon is one of the most scenic drives in the world. Big Sur’s dramatic cliffs and crashing waves create a backdrop you’ll never forget.

 

Stay at Post Ranch Inn, an adults-only hideaway tucked into the cliffs with striking ocean views. The rustic-chic suites blend seamlessly with the landscape, featuring fireplaces, private decks, and outdoor soaking tubs. The property is known for its serene atmosphere and exceptional service.

 

We have access to preferred rates and exclusive inclusions at Post Ranch Inn — just ask about current offers when you book with us.

 

Here you can enjoy morning yoga overlooking the Pacific, dine at the award-winning Sierra Mar restaurant, or simply relax in your private infinity pool. Take time to stop at McWay Falls, Bixby Bridge, and the countless secluded beaches dotted along the route.

 

Doesn’t the idea of sipping champagne while watching whales breach off the coast sound irresistible?

 

Santa Barbara: Mediterranean Elegance

 

Continuing south, you’ll arrive in Santa Barbara, known as the American Riviera for its Mediterranean feel. The palm-lined beaches, terracotta roofs, and high-end boutiques give it a refined yet laid-back vibe.

 

Stay at Rosewood Miramar Beach, one of California’s most exclusive beach resorts. Spacious suites and beachfront bungalows put you steps from the sand, while the Sense Spa and private cabanas elevate your stay to pure luxury.

 

Through our connections, we’re able to offer our clients added value, from complimentary breakfasts to spa credits at the Rosewood Miramar. Let us know what would make your stay even more memorable.

 

Spend your time wine tasting in the Santa Ynez Valley, exploring the charming Spanish Colonial architecture, or simply soaking up the sun on a private stretch of beach.

 

Palm Springs: Desert Chic

 

Finish your journey with a few indulgent days in Palm Springs. This desert oasis has long been a playground for the Hollywood elite, and today it blends mid-century cool with modern sophistication.

 

Stay at L’Horizon Resort & Spa, a boutique property with just 25 bungalows, each designed for ultimate privacy and luxury. With mountain views, a tranquil pool area, and discreet service, it’s the perfect place to relax and reflect on your journey.

 

We can secure exclusive benefits and tailor your stay at L’Horizon to include spa treatments, private dining experiences, or special seasonal offers. Simply tell us what matters most to you, and we’ll handle the rest.

 

In Palm Springs, take a private tour of the city’s famous mid-century architecture, go hiking in the nearby canyons, or simply lounge by the pool with a cool drink. The desert sunsets here are truly spectacular.

 

The Protections You Enjoy With Awake & Wander Luxury Travel

 

When you book your luxury road trip California holiday through Awake & Wander, you benefit from far more than our expert knowledge and personal service.

 

As an independent travel agency and member of Protected Trust Services, we hold an ATOL Licence and all tailor-made holidays include both Supplier Failure Insurance and Scheduled Airline Failure Insurance. This means your money and your holiday plans are always protected.

 

  • You can book with complete confidence knowing:
  • Your payments are securely held in trust
  • You’re protected if your airline or supplier fails
  • You have a dedicated contact to assist at every stage of your trip
  • We are here to advocate for you if anything unexpected arises

 

Luxury travel should feel carefree — and with us, it truly is.

 

Tips for Planning Your Luxury Road Trip in California

 

Here are a few practical steps to help you make the most of your journey:

 

  • Plan your route carefully: Distances can be deceptive. We’ll help you create an itinerary that balances drive time with leisure.
  • Choose the right car: Opt for a premium vehicle that suits both the roads and your style — whether it’s a convertible, SUV, or luxury saloon.
  • Book your stays in advance: The best hotels fill up fast, especially in high season. We’ll secure your reservations and negotiate the best terms.
  • Pack layers: You’ll experience a range of climates from coastal breezes to desert heat.
  • Consider adding experiences: Private wine tastings, behind-the-scenes tours, or spa days can elevate your trip further.

 

We’re always on hand to fine-tune the details, so you can just enjoy the ride.

 

Ready to Plan Your Journey?

 

Your perfect luxury road trip in California is only a call or click away. Awake & Wander Luxury Travel can tailor your dream holiday with exclusive access to the best hotels, experiences, and protections you won’t find booking alone.

 

Call us on 01495 400011 or fill out the holiday enquiry form at www.awakeandwander.co.uk to start planning today. You can also use our website to create and book your own bespoke holidays at your convenience — but remember, we’re only a message or phone call away if you’d prefer to leave the planning to us.

 

Why wait? Let’s make your California dream trip a reality.


Frequently Asked Questions

  • What makes a luxury road trip California holiday unique?

    You can explore California’s stunning variety at your own pace while enjoying top-tier hotels, premium cars, and bespoke service.

  • When is the best time for a luxury road trip in California?

    Spring and autumn offer mild weather and fewer crowds, making for a more comfortable trip.

  • Do I need to hire a luxury car for the trip?

    We recommend it to enhance your experience and ensure comfort over long distances.

  • How many days should I plan for a luxury road trip in California?

    We suggest at least 10–14 days to fully enjoy each stop without rushing.

  • Is it better to book through a travel agent?

    Yes — with Awake & Wander, you’ll get personalised planning, added protections, and exclusive offers.

  • What kind of hotels can I expect on a luxury road trip California holiday?

    Boutique, five-star properties with exceptional service, stunning locations, and unique character.

  • Can Awake & Wander help with restaurant and activity bookings?

    Absolutely — we can arrange private tours, tables at sought-after restaurants, and much more.

  • What if something goes wrong during my trip?

    We’re here to assist you 24/7 and your holiday is protected through our ATOL licence and insurance.

  • Can I customise my route and stops?

    Yes — we tailor every trip to your interests, style, and timeframe.

  • Do you offer any special deals or upgrades?

    We often have exclusive offers, room upgrades, and added-value benefits — just ask when booking.


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