California Wine Weekend Itineraries

Thoughtfully planned California wine weekends so you can spend less time researching and more time enjoying the trip.

California wine trips, planned smarter.

WHY THESE ITINERARIES EXIST

Planning a wine country weekend can quickly turn into dozens of open tabs, winery lists, maps and reservation times that don’t quite fit together.

Our Regional Wine Weekend Itineraries take the guesswork out of the process.

Each guide is built around how we actually like to experience California wine country: thoughtfully chosen wineries, realistic pacing, sensible geography, good food and enough breathing room to enjoy where you are.

Use the itinerary exactly as planned or make it the starting point for your own weekend.

WHAT’S INSIDE

Each Regional Wine Weekend Itinerary gives you more than a list of places to visit.

You’ll find:

A thoughtfully planned two-day wine country itinerary
Winery recommendations chosen to create a balanced experience
Guidance on which areas and stops make sense together
Lunch, food and optional stop recommendations
Realistic drive times and pacing between tastings
Reservation and planning tips
Practical advice for getting the most out of the region
Our perspective on why the weekend is planned this way

Everything is designed to help you spend less time figuring out the logistics and more time enjoying wine country.

Choose Your Wine Weekend

Santa Barbara Wine Country

A Relaxed 2-Day Santa Ynez Valley Wine Weekend

Rolling vineyards, charming small towns and distinctly different wine experiences make Santa Barbara Wine Country one of our favorite California getaways.

This 20-page itinerary takes you through a thoughtfully paced two-day weekend in the Santa Ynez Valley, with winery experiences, food stops, geography and planning advice already mapped out for you.

Get the Guide

More Wine Weekends are Coming

Santa Barbara is just the beginning.

We’re building the WinePair Travels itinerary collection one California wine region at a time, with future weekends planned for destinations including Temecula, Lodi, and more of our favorite California wine regions.

Want to know when the next itinerary is released?