Wine
Wine Itineraries Always Pair with Great Stories
Some of the best travel days revolve around a great glass of wine. It might be vineyards in the countryside, a seaside lunch with a local bottle, or a city evening hopping between wine bars that locals love.
These wine itineraries capture trips where good wine was part of the experience, wherever it showed up.
Scroll down to explore wine itineraries shaped by real trips, then pick one that matches how you like to drink, eat, and explore.
I didn't tour Switzerland this time, I basically moved into a friend's village - cows at the fence, fresh ravioli, darts in a boccia hall and my first ever lynx. Then the airline lost my seat (the plane existed, my ticket did not) and I got one more day/ There's definitely worse places to be stuck, this wasn't one of them!
My mom and I are music lovers and wanted a little festival getaway in wine country where the sun was shining and the dance moves were abundant!
I wanted a break from my studies. School had been overwhelming and I just wanted something different. A quiet space to reset the mind and soul. So I decided go on a trip, to paint and enjoy the scenery. To relax and recalibrate.
Victoria is a great easy getaway from Seattle. It has the most restaurants per capita of any city in Canada and is within a short drive of the world-renowned Butchart Gardens.
As a travel creator, I was curious to explore what makes İzmir one of Turkey's most beloved coastal cities. From historical landmarks and local markets to fine dining and beautiful sunsets, I wanted to experience both its luxury and authentic local side
My girlfriends and I wanted a few day holiday trip away to somewhere warm! None of us had ever been to Mykonos before, but it had been recommended to us!
It's the warmest, sunniest place in Europe to escape winter! I was desperate for some sunshine, and this Canary Island delivered!
Spent the whole day indoors, in bed, bored. Had nothing exciting at all, till when I decided to check my twitter that I saw my favorite artist was performing tonight at a spot I didn’t know of. Issabel King at Bumpy Road brewing at Area 10 in Lilongwe.
So I followed the pin to the place, and hooray, a beer brewing place. I haven’t had as much fun as tonight.
When a dear friend and a fellow lover of Mexico confessed he’d never ventured to Baja (let alone Valle de Guadalupe), my mission was clear. I had to make our one day in Valle de Guadalupe unforgettable.
This was a 15-year anniversary weekend getaway without the kids.
Plan Your Perfect Wine Tasting and View Day
Walking into a tasting room or wine bar without a plan can be fun. Following a route that's already been tested can turn a good day into a great one. These wine itineraries show how travelers grouped tastings, meals, and views in a way that flowed naturally.
You'll see which stops paired well, where food fit best, and how people paced the day so it felt enjoyable instead of rushed. ave an itinerary you like and use it as your starting point.
Savor the Day with a Relaxed Pace
The best wine days are never packed too tightly. Many of the wine country itinerary ideas here suggest fewer stops, longer lunches, and time to enjoy the setting as much as the wine.
Whether you're in vineyards, a coastal town, or a wine-forward city, these itineraries encourage a pace that lets flavors linger and conversations stretch.
Choose a relaxed itinerary and enjoy the day without watching the clock.
Customize Your Day as You Go
These wine itineraries are guides, not rules. If a bakery catches your eye or a view begs for a longer stop, take it. If you'd rather swap a winery for a wine bar or a picnic, go for it.
Starting with a proven plan removes the guesswork. Leaving room to adjust keeps the experience personal. Save a wine itinerary and edit it to match your group's style.
About Wine Country Itinerary on Pinerary
This page brings together real wine itineraries from travelers who built trips around great wine, wherever they found it. Some focus on classic wine regions. Others highlight unexpected places where wine, food, and setting came together beautifully.
Each itinerary reflects real pacing, thoughtful stops, and the small choices that made the day work.
Start here for inspiration, then click "+ Create Trip" to shape the wine experience you want.