7 Days | Starting from $3,780 per person.

7days

starting at

$3,780

all included
personalized
expert guidance*

Napa Valley & Sonoma

San Francisco

A sun-kissed haven of world-class wine, gourmet flavours, and vineyard charm.

Explore key points in San Francisco and venture into the diversity of this multi-cultural city.
Scenic bike ride along San Francisco’s breathtaking waterfront and nature.
Winery tour with eminent sommelier plus vineyard and cellar visit.
Open-air Napa Valley wine trolley tour with scenic views.
Gourmet dinners at top rated restaurants in both Yountville and St. Helena.
Scenery hikes walking distance from your stay.

*Please Note: All prices are in USD per person, based on double occupancy. Airfare is not included. As itineraries are custom designed for you, final pricing may vary depending on your travel dates. Pricing is subject to change.

Eat, drink, and unwind as you unravel at California’s oldest Wine Region

Northern California offers a rich tapestry of dramatic coastlines, fertile valleys, and multicultural influences—an ever-changing landscape that invites exploration and indulgence. Begin your journey with spectacular sightseeing across San Francisco, where iconic neighborhoods and cultural landmarks reflect the city’s vibrant diversity. Pedal along the scenic waterfront or stroll through the coastal trails where rugged cliffs meet the Pacific. Venture across the bay to the charming waterfront town of Tiburon, where boutique shops, marinas, and serene views offer a peaceful contrast to city life. Then, immerse yourself in the refined elegance of Napa Valley, where rolling vineyards, luxury estates, and world-class wineries await. Enjoy exclusive tastings at prestigious wineries, with one-on-one experiences guided by sommeliers and wine experts who reveal the stories and craftsmanship behind each bottle. Tour the valley in a vintage open-sided wine trolley, and delight in gourmet culinary experiences that pair perfectly with every pour—from refined Italian dishes to creative fusion cuisine. All this is complemented by your stay in a stunning accommodation, where each sunset over the vines adds a final note of magic to your Northern California escape.

This sample itinerary, crafted by experts, is designed to inspire your next adventure. It can be fully customized to match your interests, preferences, and budget, allowing you to connect with local cultures and enjoy an authentic travel experience on your own terms, with the freedom to depart whenever you choose.

Day 1

Hello San Francisco! City exploration

Upon your arrival at the San Francisco airport, our transfer will drive you through the enchanting city of San Francisco. Experience the captivating Fisherman’s Warf as you stroll around the coast marveling at the diversity this town has to offer including, views of Alcatraz, marina life at sea lion center, Pier 39, the fleet of historical ships and more. A quick detour for lunch at the recognized clam chowder at Boudin Bakery & Café located at Fisherman’s Wharf, renowned for its sourdough bread bowls filled with creamy clam chowder, and Ghirardelli Square for dessert. Check in at the enchanting hotel to freshen up before riding the famous San Francisco trolley with stops at iconic places such as China Town, Mission District, Financial District and Union Square.

Accomodation: The Jay, Autograph Collection.

Day 2

San Francisco: Bike into the woods

Start your day with a scenic morning bike ride along San Francisco’s breathtaking waterfront. Pedal through Crissy Field, take in sweeping views of the Golden Gate Bridge, and feel the ocean breeze as you ride alongside the Pacific coastline, passing iconic landmarks like Fort Point, Baker Beach and the Presidio Woodlands.
After the ride, enjoy a relaxed waterfront lunch at Crissy Field’s Warming Hut Café offering delicious local fare with views of the bay and bridge. We then continue at a slower pace for a guided walk through the towering coastal redwoods and eucalyptus groves of Lands End. Here, you’ll explore the rugged coastal trails offering dramatic cliffs and sweeping panoramic ocean views, as well as sights like the historic Sutro Baths and Mile Rock Beach.
Dinner awaits at Waterbar, situated in a prime location on the waterfront of San Francisco Area’s premier dining destinations, serving city’s finest seafood in an unparalleled atmosphere.

Accomodation: The Jay, Autograph Collection.

Day 3

San Francisco to Napa: Golden and beautiful

A few hours before sunset we cross through the iconic one-mile suspension bridge; The Golden Gate Bridge; to appreciate the breathtaking views of the entire city form Sausalito. Take the opportunity for memorable pics before visiting Tiburon, a picturesque waterfront town known for its small-town charm, stunning views, and relaxed elegance. Nestled on a peninsula in Marin County just across the bay from San Francisco. After a relaxed stroll along Main Street, charming boutiques, and inviting cafes get ready for an a 90min ride to your beautiful Estate in St. Helena after stopping for a delicious meal at Cooks Italian Restaurant, a locals’ favorite!
Check in at our beautiful accommodation for a relaxing evening to savor a delicious bottle of Sonoma Wine.

Accomodation: Milliken Greek Inn.

Day 4

Napa: Gems in the middle of vineyards

After a hearty breakfast we commence the six-hour wine route exploring Napa Valley with scenic views from the open-sided trolley. We experience a journey in a replica of a historical San Francisco cable car that takes us to three or four classic Napa wineries or tasting rooms. Between stops, your guide tells you about Napa Valley history and its rise to one of the world’s most well-known wine-producing regions. Break up the tour with a gourmet lunch route. We conclude at around 6pm at original departure point in Central Napa. Soon after our arrival, really good Northern Italian food awaits at Bottega, a Michael Chiarellos flagship restaurant.

Accomodation: Milliken Greek Inn.

Day 5

Napa: Downtown Napa route

Ease into the day with a leisurely breakfast followed by time to explore downtown Napa. From vintage bookstores and antique markets to the culinary delights of Oxbow Public Market, this is Napa’s creative side. Make sure to spend time at the Napa Valley Olive Oil Company.
Lunch at RH Yountville Restaurant, a five-building compound located in the heart of Napa Valley. An integration of food, wine, art and design, the restaurant features timeless classics as well as a selection of wines from esteemed vintners in the U.S and Europe. RH Yountville also features a two-story wine vault defined by rough-cut fieldstone walls, a 24-foot cedar ceiling, luxe lounge seating and a monumental limestone bar. Guests dine in the indoor/outdoor space amidst trickling fountains, heritage olive trees and glimmering chandeliers. We visit the close by Napa Museum and Veteran’s Park or Yountville Park. The heritage museum features regional art, science and history exhibitions and is open until 4pm while the park is a great option for a walk.
Afternoon winetasting at either; Chateau Montelena, Caymus or Robert Mondavi.

Chateau Montelena is one of the most historically important Estates; most famous for winning the white wine section of the historic “Judgement of Paris” wine competition (1976). This puts you in Calistoga which is an old western type of town.

Caymus Winery owned by Wagner Family. Wagner and his late parents opened Caymus in 1972, today still remains 100% family-owned and run.

Robert Mondavi Winery is located at downtown Napa at the historic Borreo building. Here we explore Napa Valley through The Estates Collection, and we taste 4 wines while relaxing on Arch & Tower's outdoor terrace or indoors overlooking downtown Napa.

Accomodation: Milliken Greek Inn.

Day 6

Napa: Wine tasting experience

After a relaxed morning, wet set out on a captivating journey to witness an unforgettable wine tasting experience to three top wineries. Our first stop is Stags Leap Wine Cellars with a long and distinguished wine reputation, considered Napa Valley first grown estate. Best known for their estate-grown Cabernet which are highly regarded and collected wines worldwide. Right around noon, it is the perfect time for bubbles! Only a few miles inland we encounter; Mumm Napa to taste a selection of a winery-exclusive award-winning sparkling wines in a unique, relaxed setting while enjoying the breathtaking views of Napa Valley. Mumm’s roots can be traced back to GH Mumm, the leading international champagne brand in France. Established in California in the late 1970s, Mumm Napa follows traditional wine making techniques of its French heritage to create the finest, hand-crafted sparkling wines.
If time permits, we end our tastings at Rutherford Hill Winery to appreciate the beautiful views of the unparallel wine country scenery nested alongside Silverado Trail while sipping your favorite wine. As we return closer to our accommodation we finish with an impeccable meal at Rutherford Grill, great quality food owned by Houston’s.

Accomodation: Milliken Greek Inn.

Day 7

Napa to San Francisco: Farewell and salud!

As we finish our Napa Valley experience, we bid farewell to this remarkable journey with a newfound admiration for Napa Valley’s breathtaking landscape, exquisite wine and cuisine which captivated not only your palate but soul during your tour. As you drive back to San Francisco Airport, you reflect on a journey filled with unforgettable moments—and maybe a few cherished bottles of wine. As you depart, remember this was just a glimpse of California’s magic. We will be here, ready to welcome you back for more.

Alternatively, for guests wishing to extend their California adventure, our LolaRoute Specialists are standing by to offer invaluable guidance to ensure guests make the most of any continued exploration. SALUD!

Day 1

Arrival to San Fran: City exploration

Upon arrival in San Francisco, begin your journey with a scenic drive through the city and an immersive visit to Fisherman’s Wharf, enjoying iconic sights like Alcatraz and indulging in clam chowder at Boudin Bakery. After checking in at your hotel, hop on the famous trolley to explore neighborhoods such as Chinatown, the Mission District, and Union Square.

Day 2

In awe of nature

Begin your day with a refreshing bike ride along San Francisco’s waterfront, passing landmarks like Crissy Field and the Golden Gate Bridge. After a relaxing lunch, take a guided walk through the serene redwoods of Lands’ End before dining at the elegant seafood restaurant, Waterbar.

Day 3

From coastline to the valley

Cross the Golden Gate Bridge to enjoy stunning views from Sausalito and explore the charming town of Tiburon. Later, journey to St. Helena with a stop for an Italian lunch and unwind at your estate with a glass of Napa wine.

Day 4

Napa wine tasting

Embark on a six-hour wine tasting adventure aboard a historic-style cable car, visiting several of Napa’s classic wineries. Break up your journey with a gourmet lunch and end the day with dinner at the renowned Bottega restaurant.

Day 5

More than you can imagine

Spend the morning exploring downtown Napa’s shops and the culinary scene at Oxbow Market before a scenic lunch at RH Yountville. In the afternoon, choose from iconic wineries like Chateau Montelena, Caymus Winery, or Robert Mondavi for a memorable tasting experience.

Day 6

Wine and dine experience

Enjoy a relaxed start before visiting top wineries like Stags Leap Wine Cellars and Mumm Napa for sparkling wines with spectacular views. If time allows finish with a final tasting at Rutherford Hill and a delicious dinner at Rutherford Grill.

Day 7

End of route

Conclude your unforgettable journey through Northern California’s wine country with a reflective drive back to San Francisco. Depart with cherished memories of breathtaking landscapes, world-class wines, and culinary delights.

The Jay, Autograph Collection

San Francisco

A Sophisticated Urban Escape in the Heart of San Francisco. Nestled in San Francisco’s dynamic SoMa (South of Market) district, The Jay, Autograph Collection is a modern boutique hotel that blends sophisticated design with a spirit of individuality. Offers a boutique escape in the heart of San Francisco’s vibrant SoMa district. Just moments from the Ferry Building Marketplace, the Embarcadero waterfront, Oracle Park, and the bustling food scene of the Mission. The Jay is your chic home base for a flavorful journey through the city. This luxury boutique property showcases contemporary elegance with artistic flair, featuring curated local artwork, sleek furnishings, and warm textures throughout. Each guest room and suite offer serene comfort with plush bedding, elevated amenities, and stunning city views. The hotel’s vibrant social spaces include a chic lobby lounge, a signature on-site restaurant and the signature bar, where craft cocktails and seasonal small plates set the tone for your night out—or in. Guests also enjoy a state-of-the-art fitness center and personalized service from a team that’s passionate about local culture and hospitality.

Milliken Creek Inn

Napa

Nestled along the serene banks of the Napa River, Milliken Creek Inn offers an intimate and luxurious retreat in the heart of California’s wine country. Located just over a mile from downtown Napa and the Oxbow Public Market, with convenient access to the region’s renowned wineries, dining establishments, and cultural attractions, while offering a secluded retreat away from the bustle. This boutique inn, with its rich history dating back to the 1850s, combines timeless elegance with modern comforts, making it an ideal destination for couples seeking a romantic getaway or travelers desiring a tranquil escape. The inn boasts 11 uniquely styled guestrooms, each offering a blend of comfort and luxury. Guests can enjoy king-sized beds adorned with fine linens, gas fireplaces, and spa-inspired bathrooms equipped with oversized hydrotherapy soaking tubs and L’Occitane bath products. Many rooms feature private decks or patios with fire pits, providing picturesque views of the Napa River and lush gardens. Set on three acres of meticulously landscaped grounds, gives a peaceful environment with features such as koi ponds, cascading waterfalls, and shaded walking paths lined with redwoods and Japanese maples. Guests can relax in Adirondack chairs by the river or gather around outdoor fire pits.

What's Included

A fully customized itinerary based on your interests and schedule
Hand-picked selected accommodations
Daily breakfast and all meals included in your itinerary
Cultural and adventurous excursions
Privately guided and fully supported experience. Bilingual
Visits to museums and local markets
Hikes and nature walks
Culinary sessions with delicious local cuisine
Professional private driver. One suitcase and one carry-on per person for trip transfer
Tips, taxes, and fees.

What's not Included

International airfare and insurance.
Kindly inform your expert if you’d like to receive pricing from our team
Personal expenses such as phone calls, laundry, or room service
Early check-in or late check-out from hotels
Excursions and/or activities not specified in the included
Food or alcoholic beverages not specified in the itinerary