San Francisco and Napa Valley Itinerary

Each year, nearly 17 million travelers visit San Francisco. With iconic destinations like Fisherman’s Wharf, Alcatraz and the Golden Gate Bridge, San Francisco is a bucket list destination for travelers from around the world.

Nearby Napa Valley is famous for producing world-class wines. This wine, combined with unique dining experiences and beautiful landscapes, draws many travelers from urban San Francisco into the rolling hills further east.

It is very possible to combine a few days of sightseeing in San Francisco with a few days of wine tasting in nearby Napa Valley. Here is an ideal San Francisco and Napa Valley five-day travel itinerary.

Exploring urban San Francisco

Begin your first day in San Francisco by wandering around the famous Fisherman’s Wharf.  Home to a fleet of over 400 boats, this multi-pier destination also features seafood vendors, cafes and plenty of souvenir shops and street performers. Spend an hour or two at the Aquarium of the Bay as well as the National Liberty Ship Memorial.

Enlist the services of the concierge at your hotel in San Francisco to make dinner reservations near Ghirardelli Square, home to a number of excellent dining options.

More to see outside of the city center

Today, get up early for a visit to Alcatraz Island. Located 1.5 miles from the mainland, Alcatraz was built in 1861 as a high-security prison and is operated today by the U.S. National Park Service.

After the morning tour, head over to Chinatown to see this booming area as well as enjoy some authentic cuisine.  Explore the hidden alleyways on foot as you seek out the perfect restaurant for a Chinese meal.

Head into the rolling hills of Napa Valley 

This morning, as you drive out of San Francisco and into the hills of Napa Valley, take a moment to enjoy the view of the famed Golden Gate Bridge. Grab a coffee and enjoy some time in the Golden Gate Bridge Park for the best views.

After arriving in Napa Valley, spend the afternoon at the DiRosa Estate, comprising over 200 acres of landscaped grounds and open space to enjoy 20th century art and sculpture in a beautiful setting.

Get to know Napa Valley via a guided tour

A great way to see as much of Napa Valley as possible is to board a luxury coach driven by a knowledgeable guide and head to several different wine tastings throughout the day. Explore beautiful vineyards, tour the winemaking facilities, and learn about the history of winemaking from your personal guide and the winery staff.

End your getaway with a relaxing tour on the wine train

The Napa Valley Wine Train includes a three-hour, thirty-six mile round-trip journey from Napa, CA, through one of the world’s most well-known wine valleys to the quaint village of St. Helena, and back. During the journey, enjoy lunch inside the fully restored 1915 era dining car.

Finally, as the day comes to a close, head back to San Francisco to catch your flight home after a fun few days in one of America’s most popular tourist destinations.