Here's a sample itinerary for a drive from Oakland to Monterey. If you're planning a road trip to Monterey, you can research locations to stop along the way. Traveling with a dog or cat? View pet-friendly stops between Oakland and Monterey. Find the best hotels, restaurants, and attractions based on the most talked about places recommended by Trippy members.
10:00 am start in Oakland
drive for about 50 minutes
10:50 am San Jose
stay for about 1 hour and leave at 11:50 am
drive for about 39 minutes
2:14 pm Salinas
stay for about 1 hour and leave at 3:14 pm
drive for about 31 minutes
3:46 pm Carmel
stay for about 1.5 hours and leave at 5:01 pm
drive for about 10 minutes
driving ≈ 3 hours
Your starting point is Oakland, 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 (38 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 (84 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?
Salinas (4 answers)
Carmel (103 answers)
Monterey Bay Aquarium (41 mentions)
Pebble Beach (21 mentions)
Point Lobos (9 mentions)
Point Lobos State Reserve (8 mentions)
17-Mile Drive (6 mentions)
restaurants around Carmel:
Epsilon Fine Greek Restaurant
Flaherty's Seafood Grill & Oyster Bar
hotels around Carmel:
Mission Ranch Hotel
Lodge at Pebble Beach
Seven Gables Inn
Monterey Plaza Hotel & Spa
La Playa Hotel Carmel-By-The-Sea
questions about Carmel:
Favorite Restaurants & Wineries
Luxurious but not pretentious hotels and any restaurant recommendations
Your final destination is Monterey, California.
You can enter the exact street address of your destination, but this is optional.
Are you going straight to a hotel, or looking for a vacation rental or Airbnb?
The best resource on neighborhoods, areas, and hotels is the Trippy page on where to stay in Monterey.
If you're looking for a quick answer, you can check out Mission Ranch Hotel, which was mentioned 4 times on Trippy.
Here are some more hotels people talk about:
Want to research more popular hotels in Monterey? Click the blue button below.
Need some recommendations on somewhere to get food?
Trippy members suggest Passionfish, which was mentioned 7 times.
Here are some more restaurants people talk about:
Want to research more popular restaurants in Monterey? 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 Monterey.
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 Oakland well, please help your fellow travelers and answer their questions about Oakland!