How to Plan a Wine Trip (Step-by-Step)

This guide shows exactly how to plan a wine trip: what to decide first, how to build a realistic tasting itinerary, and how to map your route so the day feels relaxed (not rushed).

Wine trips are simple in theory: pick wineries, drive around, enjoy tastings. In practice, they get messy fast—sold‑out reservations, too much driving, and schedules that assume you can teleport between tasting rooms. The solution is a plan built around pacing and distance.

Step 1: Choose your region (and keep it tight)

Your best trip starts with a single, clear geography: one valley, one corridor, or one compact area. The biggest itinerary mistake is spreading your day across multiple towns or sub‑regions “because they’re close on a map.”

Step 2: Decide your trip style (the “why”)

Pick one main intention. It turns 200 options into a short list.

Rule of thumb

If you book one tour or pairing, plan fewer stops. A single “special experience” can take the place of two regular tastings.

Step 3: Pick 2–4 tastings/day (most people overbook)

Most visitors enjoy 2–4 tastings per day. Three is a comfortable baseline for many trips. If you’re doing a tour, tasting with food, or traveling with a large group, plan fewer.

A realistic block schedule looks like this: 90 minutes per tasting + drive time + a real lunch. If your plan doesn’t include lunch, it’s usually too aggressive.

Step 4: Book the right things first

Plan backwards from your “anchors.” Book these first because they’re hardest to replace:

Then fill in the rest with flexible stops that are close to those anchors.

Step 5: Build the route (avoid zig‑zagging)

The simplest route strategy: choose one corridor and keep moving in one direction. Even if you love two wineries, if they’re far apart you’ll lose the day to driving. The map is your truth source.

Use Discover Wine Online to browse wineries on the map, then short‑list options that are geographically close: open the map planner.

Step 6: Make the day feel effortless

Small choices create big differences in how the day feels:

Examples: Napa and Sonoma planning links

If you want concrete examples, start here:

FAQ

Do I need reservations for wineries?

Many regions are appointment‑first, especially on weekends. Book your top 1–2 wineries first, then fill the rest with flexible nearby options.

How do I avoid spending the day in traffic?

Keep your route tight geographically. Choose wineries in the same area and avoid crossing the region repeatedly. Map your stops before you commit.

Is it better to do a tour or self‑plan?

Tours can be convenient. Self‑planning can be more flexible. The best choice depends on your group size, comfort driving, and whether you want a curated experience or freedom to linger.