Napa Valley Couple’s Escape Itinerary
Napa Valley Couple’s Escape Itinerary

Napa Valley Couple’s Escape Itinerary

Napa Valley Couples’s Getaway Itinerary

April 25–28, 2025

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There’s something special about slowing down and escaping to wine country — just the two of us.
For our first official Cui Family Adventures trip, we chose Napa Valley for a long weekend of wine tasting, incredible food, and much-needed downtime.
Whether you’re planning your own couples’ getaway or just dreaming of your next trip, here’s a look at our relaxed, easygoing Napa itinerary that made this weekend truly relaxing & unforgettable.

Napa Valley Couple’s Getaway: At a Glance

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Friday: Arrival Day

  • Southwest Airlines flight from Chicago (MDW) to San Francisco (SFO), arriving at 2:00 PM
  • Picked up Budget rental car (note: rental pickup was a little disorganized — allow extra time)
    • Secret Tip coming soon on Instagram!
  • Drove from SFO to Napa Valley (~2.5 hours with traffic)
  • Quick stop at Gott’s Roadside in downtown Napa for casual burgers and fries
  • Checked in at Alila Napa Valley around 8:00 PM

Saturday: Wine Tastings + Fine Dining

  • Easy morning workout and stretching at the hotel gym
  • Frank Family Vineyards Estate Tasting (11:00 AM – 1:00 PM)

    • (Relaxed, charming atmosphere — highly recommend!)

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  • Lunch at Brasswood

    • (Beautiful patio setting — give yourself extra time to linger over wine and food.)

  • Heitz Cellar Napa Valley Legacy Tasting (2:00 PM)

    • (If we had to do it again, we would move this tasting to 3:00–4:00 PM to allow a longer lunch.)

  • 🍽️ Dinner at Ad Hoc by Thomas Keller (6:30 PM)

    • (Family-style prix fixe menu)

Sunday: Relaxation + Elevated Wine Tasting Experience

  • Couples Yoga Class in the morning (a fun, lighthearted way to kick off the day)
  • Farmstead at Long Meadow Ranch Brunch (11:00 AM)

    • (Farm-to-table food — definitely arrive hungry!)

  • Quintessa Quintessential Private Tasting (3:00 PM)

    • (Incredible views and a more intimate, elevated tasting experience.)

  • Dinner at The Charter Oak (6:30 PM)

    • (Rustic, fire-cooked menu — amazing cocktails and a cozy, stylish atmosphere.)

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  • Ended the evening with a bath tub soak + fire pit session at the hotel

    • (Highly recommend slowing down and soaking it all in.)

Monday: Travel Day

  • Drove from Napa Valley back to SFO (plan for ~2.5 hours with traffic)
  • Flight from SFO to Chicago (MDW)

    • (Arrived back home around 4:30 PM CST.)

    Overall travel time: 7–8 hours door to door.

Our Quick Tips for a Napa Valley Couple’s Trip

  • Give yourself plenty of buffer time between wine tastings and meals — Napa runs on a slower, relaxed pace.
  • Bring comfortable shoes — even tastings involve walking around beautiful estates!
  • Build in downtime — some of our favorite memories were just relaxing at the hotel after busy days.
  • Don’t overbook — 1–2 tastings per day was the perfect balance for us.
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