The Best Healdsburg Itinerary

Best healdsburg itinerary - young couple drinking sparkling wine at j wines
J Wines

Healdsburg, located in the heart of Sonoma County, is known for its charming downtown, world-class wineries, fantastic restaurants, and scenic surroundings. Here’s a suggested itinerary for the Best Healdsburg Itinerary:


Day 1: Downtown Healdsburg and Wine Tasting

Morning

  • Breakfast at Costeaux French Bakery
    • Start your day with a delicious breakfast at Costeaux French Bakery, known for its pastries and baked goods. Starting your day with coffee and a pastry is key to Best Healdsburg Itinerary.
  • Explore Healdsburg Plaza
    • Take a leisurely stroll around Healdsburg Plaza. Explore boutique shops, art galleries, and the historic town square. You will fine locally made goodies, boogie boutiques, pet stores, home decor items and much more.

Afternoon

Evening

  • Dinner at Barndiva
    • Have dinner at Barndiva, known for its farm-to-table cuisine. The restaurant features a beautiful garden setting. Barndiva has recently earned a Michelin star and is one of the top restaurants in wine country and California.
  • Nightcap at Lo and Behold
    • End your evening with a nightcap at Lo and Behold, a new-ish addition to Healdsburg, a cozy spot with craft cocktails and dinner menu.

Day 2: Russian River Valley Wine Tour

Morning

Beignets at parish cafe
Beignets at Parish Cafe
Hash at parish cafe
Hash at Parish Cafe
  • Breakfast at The Parish Café:
  • Russian River Kayaking or Canoeing:
    • Spend the morning kayaking or canoeing along the Russian River. Various rental companies offer equipment and guided tours.

Afternoon

  • Lunch
    • Pick up a picnic lunch from a local deli or market. Enjoy your lunch at a scenic spot along the Russian River.
    • If you prefer to stay within downtown area, we highly recommend visiting Bravas Bar de Tapas. It’s an awesome spot for shared bites, cocktails, paella and wine.
Papa bravas at bravas
Papa Bravas at Bravas
  1. Wine Tasting in Russian River Valley
    • Explore the wineries in the Russian River Valley. Some notable ones include Gary Farrell Vineyards & Winery, J Vineyards & Winery, MacRostie Winery, Baca Winery, Copain Winery and many more. We will send you a questioner to build your personal wine tour itinerary and match the winery to your preferences and style.

Evening

  • Dinner at SingleThread Farms
    • Indulge in a farm-to-table dining experience at SingleThread Farms. Reservations are required and must be made in advance. SingleThread is a three Michelin star restaurant and is a must do experience in wine country.

Day 3: Dry Creek Valley and Outdoor Adventure

Morning

  1. Breakfast at Big John’s Market:
  2. Biking or Hiking in Dry Creek Valley:
    • Spend the morning biking or hiking in Dry Creek Valley. The area offers scenic trails with vineyard views.
Wine at capo creek
Capo Creek Winery

Afternoon

Wine at marine layer
Marine Layer

Evening

  • Dinner at Valette:
    • Enjoy a memorable dinner at Valette Restaurant, a restaurant known for its creative and locally sourced dishes. Advanced reservation are preferred.
  • Relax at a tasting room in downtown:
    • If time allows, consider visiting Marine Layer Tasting Room for a relaxed evening with small bites, modern interior design, and wine.

This itinerary is just a starting point, and we can customize your personal wine tour and weekend itinerary based on your interests and preferences. Healdsburg offers a delightful mix of wine experiences, outdoor activities, and culinary delights, ensuring a memorable three-day getaway. If you’d like some help planning your Healdsburg getaway, and a driver to help you explore, we’re here to help.

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