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I find the hidden problems that quietly waste money.
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Home / Trips / Possible Suggested Destinations

Jan 20, 2028 to Jan 24, 2028

Full trip pageAdd to calendar (.ics)

Essentials

  • Destination: San Diego, CA.
  • Optimal Travel Dates: 2028-01-20 to 2028-01-24 (Coastal cliff walks, historic Spanish architecture tours, and vibrant seafood dining.).
  • Travel Party: 2 adults (4 dogs stay home with dedicated Rover care in Cudahy).
  • Target Budget Range: $1,465 to $1,820 per person ($2,930 to $3,640 total party cost).
  • Hotel Starting Point: Grande Colonial La Jolla, 910 Prospect St, La Jolla, CA 92037.
  • Hotel Pet Policy: $0 hotel pet fee (dogs stay home in Cudahy).
  • Home Pet Care (If Pets Stay Home): Rover.com Cudahy Pet Sitting Search estimates $130 to $170 per night ($520 to $680 total for 4 nights).

Day by Day

Day 1: Thursday, Jan 20, 2028: Flight to San Diego, Harbor Drive & La Jolla Check-In

  • 11:00 AM CST to 2:30 PM PST Flight to San Diego & Rental Car
  • 3:00 PM to 4:30 PM Balboa Park & Hotel Check-In Balboa Park
  • 5:30 PM to 8:30 PM La Jolla Cove Walk & Welcome Dinner Duke's La Jolla

Day 2: Friday, Jan 21, 2028: Balboa Park Architecture & North Park Breweries

  • 9:00 AM to 9:45 AM Breakfast in La Jolla Brockton Villa
  • 10:00 AM to 2:30 PM Balboa Park Cultural Exploration Balboa Park
  • 3:30 PM to 6:00 PM North Park Craft Beer Tasting North Park
  • 6:30 PM to 8:30 PM Dinner in Little Italy Civico 1845

Day 3: Saturday, Jan 22, 2028: Torrey Pines Ocean Hike & Sunset Cliffs

  • 8:30 AM to 12:00 PM Torrey Pines Bluffs Hike Torrey Pines State Natural Reserve
  • 1:00 PM to 3:30 PM Del Mar Coastal Lunch Jake's Del Mar
  • 5:00 PM to 8:00 PM Sunset Cliffs & Point Loma Sunset Cliffs Natural Park

Day 4: Sunday, Jan 23, 2028: Coronado Island & Old Town Historic District

  • 9:30 AM to 12:30 PM Hotel del Coronado & Beach Walk Hotel del Coronado
  • 1:30 PM to 4:00 PM Old Town Historic Park Old Town San Diego State Historic Park
  • 6:00 PM to 8:30 PM Celebration Coastal Dinner The Marine Room

Day 5: Monday, Jan 24, 2028: Morning Tide Pools, Airport Return & Flight Home

  • 8:30 AM to 10:00 AM Checkout & Village Stroll La Jolla Cove
  • 10:30 AM to 11:30 AM Drive to San Diego Airport
  • 1:00 PM PST to 6:30 PM CST Return Flight to Milwaukee

Costs

Expense Category / Line ItemProvider / VenueExact Unit Price / RateTotal Cost RangeVerified Booking / Info Link
Lodging (4 Nights)Grande Colonial La Jolla$275 / night$1,100 to $1,100Grande Colonial La Jolla Booking
Flights & Rental SedanCommercial Carrier & Avis SAN$280 to $380 / person$560 to $760Travel Logistics
Museum Passes & Reserve EntrySan Diego, CA Regional Highlights$35 to $55 / person$150 to $220La Jolla Cove & Coastal Ocean Walk
Dining & Craft BeveragesLocal Acclaimed Dining$75 to $110 / person / day$600 to $880Balboa Park & Spanish Colonial Architecture
Home Pet Care (4 Dogs in Cudahy)Rover.com Cudahy Pet Sitting Search$130 to $170 / night$520 to $680Rover Cudahy Pet Sitting
TOTAL (All-In Vacation Expenses for Party of 2)Lodging + Transit + Activities + Dining + Rover Care$1,465 to $1,820 / person$2,930 to $3,640 totalLa Jolla Cove & Coastal Ocean Walk

Ross Rondeau

Principal Enterprise Architect & Systems Strategist. Helping organizations build scalable, compliant, and cost-effective technology platforms.

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