Here's a sample itinerary for a drive from Monterey to Oakland. If you're planning a road trip to Oakland, you can research locations to stop along the way. Traveling with a dog or cat? View pet-friendly stops between Monterey and Oakland. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.
10:00 am start in Monterey
drive for about 1.5 hours
11:18 am San Jose
stay for about 1 hour and leave at 12:18 pm
drive for about 39 minutes
3:22 pm San Francisco
stay for about 4 hours and leave at 7:22 pm
drive for about 20 minutes
driving ≈ 3.5 hours
Your starting point is Monterey, California.
You can enter an exact street address if you want to get precise directions, but this is optional.
Since there are only 2 travelers, we assume you're driving 1 car. You can adjust the number of people traveling at the top. We assume a maximum of 4 passengers per car, but you can change the number of cars to fit your situation.
San Jose (39 answers)
The Tech Museum of Innovation (3 mentions)
San Jose Museum of Art (3 mentions)
Santana Row (3 mentions)
Winchester Mystery House (2 mentions)
California's Great America (2 mentions)
questions about San Jose:
Best missions to see & other good activities for kids
Neighborhood for young professional in San Jose
Hotels with airport parking in San Jose
What's the best neighborhood in San Jose for a first time visitor?
Free things to do in San Jose?
Santa Cruz (85 answers)
Santa Cruz Beach Boardwalk (20 mentions)
Natural Bridges State Beach (4 mentions)
The Mystery Spot (4 mentions)
Santa Cruz Beach (4 mentions)
Seabright State Beach (3 mentions)
restaurants around Santa Cruz:
Gayle's Bakery & Rosticceria
Marianne's Ice Cream
questions about Santa Cruz:
Activities during reunion in santa cruz
What are some must places to go to in Santa Cruz, CA
Names of beaches that aren't so crowded
Best Things To Do In Santa Cruz?
Are there any good restaurants in Santa Cruz?
San Francisco (606 answers)
Golden Gate Bridge (130 mentions)
Golden Gate Park (112 mentions)
Alcatraz (85 mentions)
Fisherman's Wharf (82 mentions)
Union Square (79 mentions)
restaurants around San Francisco:
Swan Oyster Depot
Tony’s Pizza Napoletana
hotels around San Francisco:
Top of the Mark
The Fairmont San Francisco
San Francisco Marriott Marquis
questions about San Francisco:
Best seafood restaurant in S.F.?
What are the top 5 can't miss tourist attractions in S.F.?
Best activities for kids
What is your favorite restaurant in San Francisco?
Any restaurant recommendations greatly appreciated for a girls trip
Your final destination is Oakland, California.
You can enter the exact street address of your destination, but this is optional.
Need some recommendations on somewhere to get food?
Trippy members suggest Chez Panisse, which was mentioned 9 times.
Here are some more restaurants people talk about:
Want to research more popular restaurants in Oakland? Click the blue button below.
This section could be endless, so rather than trying to suggest every local activity or attraction, we'll leave it open-ended.
These are some of the places people talk about on Trippy:
Of course, Trippy is the perfect place to ask questions because there's an entire community of travelers talking to each other and sharing tips and advice. Trippy is where you can get answers personalized for your tastes, budgets, trip dates & more!
Click the button below to explore more questions and answers related to Oakland.
Yes, even this step is optional, because if you're on vacation who wants the trip to end? It's okay, you can start planning your next trip!
Don't forget about exploring your own hometown with a staycation. You can also find some cool day trips or get away for a weekend. Maybe try typing in a faraway location like London, Hong Kong, or Sydney, and get inspired for your dream trip around the world.
And if you know Monterey well, please help your fellow travelers and answer their questions about Monterey!