Wine Tasting Itinerary Planner (Free)

If you want to plan a wine tasting trip without juggling 25 tabs, use this step-by-step itinerary planner—and then map your stops in Discover Wine Online.

The fastest way to ruin a great wine day is an unrealistic schedule: too many tastings, too much driving, and not enough time to eat. A great itinerary isn’t “the most wineries”—it’s the best pacing. This page gives you a practical structure to build a plan you can actually follow.

Tip: if you’re buying bottles along the way, track the wines you discover on tastings with a wine cellar tracking app so you always know what you have, what you loved, and what to drink next.

Pick one main phrase for your trip

Before you choose wineries, choose your “trip intent.” That one decision simplifies everything else. Examples:

A proven wine tasting itinerary formula
  1. Choose one region or corridor for the day (avoid zig-zagging).
  2. Book 1–2 “anchor” tastings first (must-do places or limited experiences).
  3. Add 1 flexible stop near your anchors.
  4. Cap it at 2–4 tastings depending on pace, group size, and driving.
  5. Protect lunch and buffer time like it’s a reservation.

How many wineries should you do in a day?

Most people are happiest with 2–4 tastings/day. Three is a “sweet spot” for many itineraries because it supports a real lunch and still leaves time for driving. If you’re doing a seated tasting experience, a tour, or a food pairing, plan fewer stops.

Build your schedule in 90-minute blocks

A common mistake is scheduling tastings like they’re coffee stops. A tasting often includes check-in, seating, service, paying, and sometimes walking a property. A realistic template is:

Choose wineries the smart way (not the hype way)

If you’re new to a region, it’s tempting to only pick famous wineries. That can work—but it often creates crowds, long drives, and reservation stress. Better: pick one “iconic” tasting and then add two nearby wineries that match your style and schedule.

When you’re short-listing stops, focus on practical filters:

Sample wine tasting itinerary (3 tastings)

Use this as a starting point, then adapt it to your region and driving distances.

Sample schedule
  • 10:30 AM – Anchor tasting (reserved seated experience)
  • 12:30 PM – Lunch
  • 2:15 PM – Boutique tasting nearby
  • 4:15 PM – Scenic final tasting (golden hour)

Use a map planner to lock in the route

After you pick 2–4 stops, the final step is sequencing: group nearby wineries, choose realistic start times, and avoid crossing the region repeatedly. That’s exactly where a map makes the difference.

FAQ

Do I need reservations for wine tasting?

Often, yes—especially on weekends or peak season. Booking your top 1–2 wineries first reduces stress, then you can fill in the gaps with flexible nearby options.

What’s the easiest way to avoid crowds?

Start earlier, keep your route tight, and favor reserved/appointment experiences. If your group is large, plan fewer tastings and add more buffer time.

Where should I start?

Start with the how to plan a wine trip page, then use the map to build a short list of wineries close together.