5-Day Road Trip: San Jose to Dana Point, CA - Nature, Culture, and Culinary Delights

Day 1: San Jose Exploration

San Jose, CA

8:00AM

Breakfast at La Mediterranean

Start your day with a delicious Mediterranean breakfast; the shakshuka here is a must-try.
After breakfast, visit the nearby Municipal Rose Garden.
USD20, 1 hour

9:30AM

Visit the San Jose Museum of Art

Dive into the vibrant art scene at the San Jose Museum of Art, featuring contemporary and modern works.
Drive to the museum, which is only 10 minutes away.
USD10, 2 hours

12:00PM

Lunch at Oren's Hummus

Enjoy a light and refreshing lunch at Oren’s, with their signature hummus bowl and freshly baked pita.
It's a short 5-minute walk back towards the downtown area.
USD15, 1 hour

1:30PM

Relax at Almaden Quicksilver County Park

Escape into nature with a peaceful hike at Almaden Quicksilver County Park, taking in the scenic views.
A 20-minute drive from downtown.
Free, 2 hours

4:00PM

Explore the Historic Winchester Mystery House

Wander through the intriguing and mysterious halls of the Winchester Mystery House.
Just a 15-minute drive from the park.
USD40, 1.5 hours

6:00PM

Dinner at The Grill on the Alley

Savor a hearty dinner at The Grill on the Alley, famous for its premium steaks and seafood.
Drive back to downtown, approximately 15 minutes away.
USD50, 1.5 hours
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Day 2: Scenic Monterey

Monterey, CA

8:00AM

Breakfast at First Awakenings

Enjoy a robust breakfast with locally-sourced ingredients; their pancakes are phenomenal.
Drive from San Jose to Monterey, approximately 1.5 hours.
USD20, 1 hour

9:30AM

Visit the Monterey Bay Aquarium

Discover the wonders of the ocean at the famed Monterey Bay Aquarium.
Just a few minutes' walk from the restaurant.
USD50, 2.5 hours

12:00PM

Lunch at Cannery Row Brewing Company

Relish a seafood lunch with a craft beer; their fish tacos are a visitor favorite.
Walk over to Cannery Row, approximately 10 minutes away.
USD25, 1 hour

1:30PM

Explore Point Lobos State Natural Reserve

Immerse in nature’s beauty with a hike at Point Lobos, featuring stunning ocean vistas.
A quick 15-minute drive south of Monterey.
USD10, 2 hours

4:00PM

Visit 17-Mile Drive

Enjoy the iconic coastal scenery of the 17-Mile Drive, with stops at various scenic lookouts.
Starting point easily accessed from Point Lobos.
USD10, 2 hours

6:30PM

Dinner at The Salty Sea

Experience casual yet gourmet beach cuisine at The Salty Sea, known for their fresh seafood.
Backtrack when finishing the drive; about 30 minutes to Cannery Row.
USD40, 1.5 hours
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Day 3: Charming Santa Barbara

Santa Barbara, CA

8:00AM

Breakfast at Jeannine's Restaurant & Bakery

Indulge in freshly baked pastries and local breakfast favorites; try their French toast.
Head out from Monterey towards Santa Barbara, about a 3.5-hour drive.
USD25, 1 hour

9:30AM

Visit the Santa Barbara Mission

Explore the historic Mission Santa Barbara, often referred to as the 'Queen of the Missions'.
A quick 10-minute drive from the restaurant.
USD15, 1 hour

11:00AM

Stroll through Santa Barbara Botanic Garden

Savor the beauty of California native plants at the picturesque Botanic Garden.
A 15-minute drive from the mission.
USD15, 1.5 hours

12:30PM

Lunch at Santa Barbara Shellfish Company

Savor fresh local seafood with a view of the marina; their clam chowder is a must.
Just a 10-minute drive from the garden.
USD30, 1 hour

2:00PM

Relax at Butterfly Beach

Unwind and soak up the sun at the serene Butterfly Beach.
A short 5-minute drive from the restaurant.
Free, 2 hours

4:30PM

Explore Santa Barbara Funk Zone

Discover street art, galleries, and wine-tasting rooms in this trendy arts district.
10 minutes driving from the beach.
Free, 1.5 hours

6:30PM

Dinner at The Lark

Experience farm-to-table dining in a chic atmosphere with seasonal dishes.
Located in the Funk Zone, just a few blocks away.
USD70, 1.5 hours
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Day 4: Malibu Vibes

Malibu, CA

8:00AM

Breakfast at Malibu Farm

Enjoy a farm-to-table breakfast overlooking the ocean; try their avocado toast.
Drive to Malibu, about a 1.5-hour drive from Santa Barbara.
USD25, 1 hour

9:30AM

Relax at Zuma Beach

Spend your morning enjoying the sun and surf at the beautiful Zuma Beach.
Just a 10-minute drive down the coast.
Free, 2 hours

12:00PM

Lunch at Paradise Cove Beach Cafe

Dine with your toes in the sand while enjoying fresh seafood dishes.
A short drive of about 15 minutes.
USD35, 1 hour

1:30PM

Hike the Solstice Canyon Trail

Explore the trails of Solstice Canyon, discovering beautiful landscapes and waterfalls.
A 15-minute drive to the trailhead.
Free, 2 hours

4:00PM

Visit the Getty Villa

Enjoy art and architecture at the Getty Villa, showcasing ancient Greek and Roman artifacts.
A 20-minute drive from the trailhead.
Free (Reservation Needed), 1.5 hours

6:00PM

Dinner at Nobu Malibu

Experience world-renowned Japanese cuisine with fresh sushi and creative dishes overlooking the ocean.
No more than a 15-minute drive back from the Getty Villa.
USD100, 1.5 hours
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Day 5: Final Destination: Dana Point

Dana Point, CA

8:00AM

Breakfast at The Coffee Importers

Enjoy local coffee and a delicious breakfast burrito, perfect for your journey.
Drive to Dana Point, approximately a 1-hour trip from Malibu.
USD15, 1 hour

9:30AM

Visit Dana Point Harbor

Explore the vibrant Dana Point Harbor with shops, views, and an opportunity for whale watching.
5-minute drive from breakfast.
Free, 1.5 hours

11:00AM

Relax at Salt Creek Beach

Enjoy a relaxing morning at Salt Creek Beach, perfect for sunbathing and beach games.
A short drive from the harbor, about 10 minutes.
Free, 2 hours

1:00PM

Lunch at The Strand

Delight in Californian cuisine with ocean views; their poke bowl is exceptional.
Close by, a brief 5-minute drive.
USD30, 1 hour

2:30PM

Explore The Nature Interpretive Center

Learn about local wildlife and ecosystems at this engaging educational resource.
A 10-minute drive from lunch.
Free, 1.5 hours

4:00PM

Visit the Historic Lantern District

Wander through the Historic Lantern District filled with charming boutiques and eateries.
Another short drive of about 5 minutes.
Free, 1.5 hours

6:00PM

Dinner at Wind & Sea Restaurant

Conclude your trip with a delectable dinner by the waterfront with their renowned fish dishes.
Just a quick 5-minute drive from the Lantern District.
USD50, 1.5 hours
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