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5 Days in San Diego via Highway 101 Itinerary
Last updated: 2024 Jun 14Arrival and Beachside Relaxation
Morning
Start your journey from PDX and drive down the scenic Highway 101 to San Diego. Arrive in San Diego by late morning and check into your hotel. Begin your day with a visit to Mission Beach, a popular beach with a lively boardwalk.
Afternoon
After enjoying the beach, head to Hodad's for lunch. Known for its delicious burgers, it's a great spot to refuel. Post-lunch, explore Belmont Park, an amusement park located right on Mission Beach.
Evening
In the evening, take a stroll along the Ocean Beach Pier to catch a beautiful sunset. For dinner, enjoy some mouth-watering tacos at Lucha Libre Taco Shop.
Bedtime
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Mission Beach
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Belmont Park
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Ocean Beach Pier
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Exploring Balboa Park and Downtown
Morning
Start your day with breakfast at Crack Shack, known for its creative chicken dishes. Then head over to Balboa Park, where you can explore various gardens and museums.
Afternoon
For lunch, visit Blue Water Seafood Market & Grill for some fresh seafood. Afterward, continue exploring Balboa Park with visits to the San Diego Museum of Art (SDMA) and the Japanese Friendship Garden.
Evening
In the evening, make your way to the historic Gaslamp Quarter for dinner at Juniper & Ivy, which offers innovative American cuisine.
Bedtime
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Interlaken Tandem Paragliding Flight with Pilot
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San Diego Museum of Art (SDMA)
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Japanese Friendship Garden
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Gaslamp Quarter
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La Jolla Adventures
Morning
Begin your day with breakfast at The Cottage La Jolla, then head over to Torrey Pines State Natural Reserve for some hiking and stunning coastal views.
Afternoon
For lunch, enjoy Mexican seafood at Oscars Mexican Seafood. Afterward, visit the famous La Jolla Cove where you can see sea lions and enjoy snorkeling or kayaking.
Evening
In the evening, dine at the elegant seaside restaurant Marine Room Restaurant in La Jolla Shores.
Bedtime
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Torrey Pines State Natural Reserve
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Sunny Jim Sea Cave
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Historical Sites and Harbor Views
Morning
Start your morning with breakfast at Eddie V's Prime Seafood and Steaks - San Diego Waterfront. Then visit the historic site of Old Town San Diego, which offers a glimpse into early Californian life.
Afternoon
Have lunch at Phil's BBQ, famous for its ribs and brisket. Afterward, take a harbor cruise from Seaport Village to see iconic landmarks like the USS Midway Museum.
Evening
End your day with dinner at the upscale restaurant Island Prime/C Level Lounge, offering stunning views of San Diego Bay.
Bedtime
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Old Town San Diego
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Final Day of Relaxation and Departure
Morning
Enjoy breakfast at NINE-TEN Restaurant & Bar before heading out for one last adventure. Visit the beautiful gardens of Ellen Browning Scripps Park in La Jolla.
Afternoon
For lunch on your final day in San Diego, stop by The Taco Stand for some authentic street tacos. Spend your afternoon relaxing on Pacific Beach or shopping in Little Italy before preparing for departure.
Evening
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