American Experiences: Discover San Francisco and Wine Country

Road trip through Northern California

Zip across the Golden Gate Bridge along beautiful coastline as you discover the charm of California’s cultural hub. Enjoy phenomenal local wines and stunning vineyard landscapes while venturing through Napa and Sonoma.



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Each American Experiences trip is designed for you to craft and customize your own adventure. Pick your own date, add or remove nights, add a rental car, reverse cities, add on activities, and more. Our team of adventure experts has curated suggestions to make your trip incredible and our team is standing by to assist you in creating your incredible adventure.

While crafting your road trip, be assured that your package includes a Straight to the Gate Access: Golden Gate Bay Cruise and a Small-Group Wine Tasting Tour through Napa Valley tour, centrally-located hotels, breakfast daily, free hotel WiFi, hotel parking, and an adventure all your own.

Suggested Itinerary

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Day 1: Arrive in San Francisco

Cable cars, the Golden Gate Bridge, the Transamerica Pyramid — San Francisco is a travelogue of iconic images. There's so much to see so don't wait to start exploring! After arriving and driving to your hotel, head out to Fisherman's Wharf  to check out its museums, restaurants, and to peruse local shops. Make sure to look for Boudin sourdough bread for which the city is well known in the baking world. After you've loaded up on local food, keep an eye out for all the barking sea lions on Pier 39! If you're up for some local exploration, join a North Beach Pub tour to meet everyone from hardened fishermen to karaoke kings in this eclectic neighborhood.

Day 2: San Francisco

Script your own adventure with a multitude of options to choose from! You may opt to discover the city hiking the hills through iconic neighborhoods and get your heart racing with a trek up Nob Hill. After working up an appetite, enjoy a well deserved lunch on a Chinatown Culinary Walking tour that showcases hard-to-find herbs and produce, tea, dim sum and more. Looking for something a little more hardcore? Visit Alcatraz, which was once a maximum security federal penitentiary. After, consider making your way back to the hotel on a cable car! However you spend the day, plan to end up at Ocean Beach to watch the sun set.

Day 3: San Francisco to Wine Country

A West Coast road trip isn't complete without a drive over the Golden Gate Bridge! Enjoy the views as you cross the historic bridge en route to Napa and Sonoma where lush vineyards await. Upon arrival, you'll find wineries of all kinds —whether it's an impressive castle, modern architectural wonder or small family-run shop, you’ll be warmly greeted by the local owners and sommeliers eager to explain their craft. Take your time and travel unscripted. Check into your hotel and relax or pick one of the many award-winning restaurants to enjoy dinner paired with a local Chardonnay or Cabernet Sauvignon perhaps.

Day 4: Wine Country

Much of the great attraction of being in "wine country" is having the opportunity to simply relax and enjoy where you are. The area is chock full of incredible experiences, should you wish to delve in. Hop aboard the Napa Valley Wine train for a delicious meal as you roll through Northern California. Hone your craft during a private cooking class, or discover local flavors on a walking foodie tour. Wine not your thing? Join a behind the scenes brewery tour in Sonoma. The adventure is yours!

Day 5: Farewell

For your last day in Wine Country, an incredible way to end your adventure is a hot air balloon ride. Watch the day break over beautiful vineyards and expansive estates beneath you. Return to San Francisco today for the end of your great adventure.

Add-On Adventures

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Chinatown Culinary Walking Tour

Stroll the narrow streets and back alleys of San Francisco's Chinatown on this small-group walking tour. Stop by shops selling authentic Chinese crafts and pottery, as well as hard-to-find herbs and produce. A variety of tastings add up to a full lunch, including tea, fortune cookies, dim sum, and other treats. Listen to guided commentary and ask plenty of questions as you explore.
Starting at $74 per person

Small-Group Wine-Tasting Tour through Napa Valley (INCLUDED IN PACKAGE)

Discover Napa Valley at a relaxed pace on a 6.5-hour small-group tour. Comfortable transportation collects you from your hotel and carries your group to four distinct wineries, where you can enjoy tastings at your own expense. Listen to live commentary and ask questions at any time. Your experience also includes a complimentary picnic lunch, complete with cheese plate, at a charming winery.
Included in package

Napa Valley Hot-Air-Balloon Ride with Sparkling Wine Toast

Experience Napa Valley's world-famous wine country from the air on a sunrise hot-air-balloon ride. Start the day off right with coffee and pastries and then climb into a comfortable basket to take to the skies as day breaks across the valley. Enjoy a bird’s-eye perspective of rolling hills, expansive vineyards, and elegant estates during your flight. Once back on solid ground enjoy a sparkling wine toast with your pilot.
Starting at $311 per person

Historic Kayak Tour of Napa Valley

Experience the Napa Valley’s natural beauty and fascinating history on a fun and memorable kayak tour. With an informative local guide leading the way, hop in a comfortable and beginner-friendly kayak, and paddle down the valley’s waterways. Identify birds, see rare animal species, learn about the first people to settle the area, and see historic buildings damaged in the 2014 earthquake.
Starting at $59 per person

Small Group Wine Tasting Through Sonoma Valley

Take a tour to four backroad Sonoma wineries, and get more out of your trip to the Sonoma Valley than you would if you explored alone. Not only does your guide pick three impressive wineries to visit, but they also set up a picnic lunch for your group to enjoy in a winery setting. Round-trip transport from your Sonoma hotel and a shared cheese plate are also included.
From $130 per person

San Francisco Small Group City Sightseeing & Alcatraz Tour

Tour San Francisco in an open-air safari jeep, then visit Alcatraz during this half-day urban adventure. With your small group, cruise through the city, passing landmarks like the Golden Gate Bridge and Twin Peaks, then winding through the city's diverse neighborhoods. Disembark at Pier 33 to board your Alcatraz cruise, then take the self-guided audio tour to learn about the prison's rich history.
From $180 per person; this tour is non-refundable

Small Group Sonoma Walking Food Tour

Savor the best of Sonoma’s cuisine on a food tour in the heart of California wine country. Sample locally-made wines and artisanal cheeses as you stroll Sonoma’s historic downtown with a foodie guide, then try fine chocolates and olive oil at chic, cutting-edge boutiques. Soak up the latest flavors at six curated tasting stops along a relaxed, route and get an insider’s perspective on Sonoma’s gourmet culture. Learn the stories behind the region’s culinary legends, thriving vineyards, and remarkable artisanal renaissance.
From $148 per person

Napa Valley Open Air Wine Trolley Tour with Lunch

Make your day in wine country memorable on a fun tour aboard the Napa Valley Wine Trolley. The open-air cable car is a replica of the historic trolleys seen in San Francisco and offers gorgeous views of the vineyards as you travel to three wineries to sample the local blends. An expert guide will accompany you along the way, providing entertaining and factual commentary about Napa’s rich history. Midday, stop for a lunch at Ottimo Napa Valley, a local favorite.
From $115 per person; tour is non-refundable

Combo Tour: Alcatraz Island and San Francisco Grand City Tour

Explore San Francisco and Alcatraz on this 2-in-1 tour. Hop aboard a ferry for a scenic ride to Alcatraz and enjoy the award-winning audio walking tour. Plus, enjoy a coach tour with a knowledgeable local guide. Learn about the City by the Bay through visits to top attractions such as Fisherman's Wharf, Chinatown, the Presidio, and the Palace of Fine Arts.
From $125 per person; this tour is non-refundable

Straight to the Gate Access: Golden Gate Bay Cruise (INCLUDED IN PACKAGE)

Explore one of California's most iconic settings from the beauty of San Francisco Bay. This narrated Golden Gate Bay cruise journeys alongside Alcatraz and Angel Island State Park, past the shores of Sausalito and beneath the Golden Gate Bridge.
Included in package


American Experiences: Discover San Francisco and Wine Country

5 days


Unscripted experiences, insider access and authentic local flavors

Our team of travel specialists and local contacts have curated some of the best, most exclusive and authentic experiences, restaurants and accommodations to truly immerse yourself in a way that wouldn't be possible in larger groups or just on your own.

Learn more about Club Adventures

5 days, from $819

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