Realizing that you've driven it before ...
You'll want to exit Hwy 101 for CA Hwy 156 for the 4 or 5 mile trip over to Hwy 1 at Castroville or Hwy 68 for a bit longer trek over to Hwy 1. My favorite is Hwy 156 since you'll have more ocean views than Hwy 68. You'll be able to tow on good four-lane pavement from Castroville to Carmel along Hwy 1, at which point Hwy 1 reverts to two lanes.
The biggest challenges about Hwy 1 are the weather and the road conditions.
A beautifully clear day can become a white-out in just a few minutes with winds gusting on-shore at 30 knots or better. And it can change again just as quickly.
Each winter, usually at least one section of Hwy 1 between Carmel and Big Sur will slide down the hill. Caltrans will setup automated one-lane traffic operations, and those areas will be tight with no place to turn around. Sometimes, the road is blocked for several days while Caltrans does its magic. Then repairs can take months if not longer.
What I am saying is monitor the weather closely the day you plan to travel and monitor the road condition starting several weeks prior to your travel day.
It's a beautiful and rewarding trip. If you plan on staying a few days, explore the Los Padres National Forest by driving up and over an amazing climb right off Hwy 1. The road will take you to Fort Hunter Liggett through some amazing open range land. One of the California Missions is near the fort, too. The views of the Pacific on the return route are simply breathtaking.
Separately, there is turn-off on the north side of the Bixby Bridge that allows you to drive through some of the highlands, see the bridge from the inland side, transit through the El Sur Ranch cattle ranges, through some hidden redwoods stands, and returns you to Hwy 1 several miles south of the Bridge at Andrew Molera State Park. This is known as The Old Coast Road. Another amazing journey.
Enjoy your trip.
1976 24' Argosy
1973 International Harvester Travelette 1210 4x4 'Bernard' 164" WB
1997 Georgie Boy 30' SuperDuty v10