Let Us Map Out Your Perfect Wine Country Escape

Not sure where to begin? We’ve got you covered.

In Historic Missouri Wine Country, every traveler writes their own story and our curated itineraries are here to help you start yours. Whether you’re sipping your way through scenic vineyards, pedaling along the Katy Trail, hunting for vintage finds, or planning a cozy weekend with your favorite person, you’ll find a journey that fits your style, your pace, and your taste.

These easy-to-follow guides take the guesswork out of planning, so you can spend less time researching, and more time making memories.

Featured Itineraries

Romantic Wine Country Weekend
Toast to love with scenic overlooks, sunset dinners, and boutique stays in vineyard-view cottages.

Bikes & Bottles: Katy Trail Adventure
Explore the region on two wheels, with stops for wine tastings, café lunches, and riverside views.

Girls’ Getaway in the Hills
Savor good wine, great food, and unforgettable shopping in Augusta, Defiance, and New Melle.

History Buff’s 24-Hour Journey
Step back in time with visits to the Historic Daniel Boone Home, local museums, and heritage landmarks.

Family Day Out
Paddle, picnic, and play with kid-friendly stops, open spaces, and trails built for fun.

Build Your Own Experience

Want to mix and match? Use our sample itineraries as a jumping-off point, then customize your own adventure:

• Start with a wine tasting

• Add a bike ride or gallery visit

• End the night with a scenic sunset and live music

Timing Your Trip

Pair your itinerary with a seasonal event or festival to make the most of your visit!
From Crush Fest to Sunflower Season, there’s always something happening in Historic Missouri Wine Country.

[View Calendar of Events →]

Your Journey Starts Here

Ready to explore the hills, the history, and the hidden gems of Missouri Wine Country?

[Browse Sample Itineraries]
[Download the Visitor Guide]
[Start Planning Now →]