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San Francisco & California’s Wine Country Luxury Road Trip

San Francisco, Yosemite & Sonoma

Best time to travel
Ideal length
12 nights
Perfect for

At a glance

  • International return flights from Dublin to San Francisco.
  • Private airport transfer as well as 9 days' pre-arranged car rental in a Hyundai Elantra, or similar.
  • 12 nights’ accommodation in San Francisco, Yosemite, Healdsburg and Jenner.
  • Memorable excursions including a guided Golden Gate Bridge bike tour and Alcatraz cruise.
  • Luxury experiences including a Sonoma Wine Country bike tour and a Healdsburg food tasting tour.
Let's plan your trip!


Celebrate the wonders of California as you set out on a road trip from the bohemian city of San Francisco and on to the natural wonders of the beloved American state. From the national park of Yosemite to the vineyards and valleys of Sonoma Country, we’ve included a collection of curated experiences and experiential stays in some of our favourite Californian properties. Your final stop along this suggested luxury road trip will be at Jenner-by-the-Sea, where you can enjoy the wonders of the Pacific Coast and its surrounding headlands before your luxury holiday comes to an end.


View all of our luxury holidays to the USA.

Trip Overview

Depart from Dublin to San Francisco.

Upon arrival, your private driver will be waiting to transfer you to your luxury hotel in the heart of San Francisco. Your home for the next three nights, visit famed sites such as the Grace Cathedral, City Hall or hop in a cable car for an exploration of the city in the world’s last manual cable car system, all at your leisure.

Set out on a guided bike tour of the city.

Cycle along the waterfront, admiring the rolling hills and water views. Cross the Golden Gate Bridge and towards the charming coastal town of Sausalito, reminiscent of a quaint Mediterranean village with stunning views of San Francisco and the magnificent bridge.

San Francisco
Embark on an insightful cruise to Alcatraz.

Sail across San Francisco Bay to one of the most notorious federal penitentiaries in US history with audio presentations from ex-officers and prisoners who lived on the island. Allow us to arrange a table in one of San Francisco’s finest restaurants.

Head for world-famous Yosemite.

After picking up your rental car, head for your wilderness-style glamping experience amongst Yosemite’s stunning nature, your home for the next three nights. Take part in a range of activities and explorations before departing for your luxury hotel in glorious Sonoma, California’s Wine Country.

Take a scenic drive to Healdsburg.

We’ve arranged a three night stay in a luxury hotel surrounded by the famous vineyards and eateries of Sonoma County. Explore the vineyards of the stunning rolling hills of the Russian River Valley on a guided countryside and wine tasting tour by bike.

Enjoy a sumptuous tasting tour in Healdsburg.

Eat and drink like a local as you sample the delicious foods and wines of the world-famous region. Your final stop is a luxurious hotel on the spectacular Pacific coastline. Spend three days relaxing and partaking in activities in Jenner-by-the-Sea, including guided hikes, wine tasting and water activities.

Drive to the airport for your flight home.

Drop off your rental car and board your flight home. Arrive in Dublin.

Tailoring your holiday

OROKO Itineraries are created with you in mind and no two are the same. These can be used to help plan your trip - or we can design a completely different itinerary to suit you.

Let's plan your trip!

Where to rest your head

Looking for the best accommodation? We've got the contacts

Hotel Vertigo

Hotel Vertigo

Enviably located in the heart of San Francisco, the luxurious Hotel Vertigo is just walking distance from some of San Francisco’s most famous attractions. Having made a cameo in Hitchcock’s classic “Vertigo”, the hotel retains its 60s charm.

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Under Canvas Yosemite

Under Canvas Yosemite

Be at one with the great outdoors without forgoing the comforts of home at Under Canvas Yosemite. Stay in a luxuriously furnished, safari-style tent surrounded by meadows and beautiful sequoia trees, kept warm by a wood-burning stove.

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Hotel Healdsburg

Hotel Healdsburg

Hotel Healdsburg sits on the edge of Healdsburg’s historic town plaza, where guests can enjoy some of the world’s best vineyards and restaurants within minutes of the front steps in this cosy and modern hotel.

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Timber Cove

Timber Cove

Resting on a stretch of breathtaking coastline along the Pacific Ocean, Timber Cove promises a modern and rejuvenating experience. Guests can enjoy easy access to the local beach and the area’s many hiking trails.

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What people are saying

“We recently travelled to Barcelona and Mallorca with the expert help of Oroko and will never book a holiday any other way again! The staff were so friendly and knowledgable and made the process of booking extremely easy. The travel pack was very impressive with our luggage tags, complimentary treats for the airport, and comprehensive guide to both areas with recommended restaurants which didn’t disappoint. I couldn’t speak highly enough of our experience with this company and would highly recommend to friends.”

Orla & partner – Mallorca 2019


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