Photo: Nadja Thöner / UnsplashDay 01
Thursday, July 23
6:00 PM – 7:00 PM
Defender Transport pickup
Chicago, Illinois
California · Summer 2026
John, Jessica, and PB'sSanta Barbara Adventure
WhenJul 24 – Sep 21
How long60 sunny days
Right now2 days to go
The adventure
Chicago to the
California coast.
The latest plan, pulled straight from our shared Apple Calendar. Add or change an event there and this page follows along.
Photo: Nadja Thöner / Unsplash
Day 02
Friday, July 24
All Day
Packing & Crating
Day 03
Monday, July 27
9:00 AM – 1:00 PM
Movers — Loading Day
Day 04
Wednesday, July 29
6:00 AM – 6:30 AM
Uber pickup
8:45 AM – 1:25 PM
✈ United 1008 · ORD → SBA
Chicago → Santa Barbara
11:00 AM – 12:00 PM
National Car Rental - #1497394203
Santa Barbara Airport
4:00 PM – 4:00 PM
Casa Riviera Loft Studio 18 – ZenStay
800 Garden Street, Santa Barbara
Casa Riviera 18
800 Garden Street, Santa Barbara
A modern 433-square-foot loft studio with a private balcony, mountain views, and easy access to downtown.
- 4 guests
- 1 bedroom
- 2 beds
- 1 bath
Check-in after 4 PMCheckout before 11 AMSmart-lock entryFree garage parking
View the Airbnb listing Day 05
Monday, August 3
All Day
Airbnb – First Half
51 Loma Media, Santa Barbara, CA 93103
Island View Escape
51 Loma Media, Santa Barbara, CA 93103
A bright hillside home with sweeping views of Santa Barbara, the Pacific, and the Channel Islands.
- 8 guests
- 3 bedrooms
- 3 beds
- 2 baths
Check-in after 4 PMCheckout before 10 AMKeypad self check-inPets allowed
View the Airbnb listing Day 06
Tuesday, August 25
All Day
Airbnb – Second Half
51 Loma Media, Santa Barbara, CA 93103
Island View Escape
51 Loma Media, Santa Barbara, CA 93103
A bright hillside home with sweeping views of Santa Barbara, the Pacific, and the Channel Islands.
- 8 guests
- 3 bedrooms
- 3 beds
- 2 baths
Check-in after 4 PMCheckout before 10 AMKeypad self check-inPets allowed
View the Airbnb listing