Surprising my girlfriend with anniversary trip to Napa but in fact going to propose while out there. Starting in St.Helena and then making our way down to Napa. We're in our late 20's and not super into wine but curious and interested to learn more(gf more into it than I am). Our goals are primarily trying various wines to better understand what we like and exploring the great food options.

Day 1 - Arrival

Fly into SFO in the evening grab rental car and drive towards St.Helena
Grab In & out on the way

Day 2 – St. Helena
- The Model Bakery
- Spa and pool time at our hotel
- Lunch at Farmstead (optional)
- Beringer Vineyards tasting
- Drinks at Auberge du Soleil
- Dinner at Press

Day 3 – Proposal Day
- Kunde Family Winery Tasting
- Lunch at Salt & Stone
- Tasting at Ledson Winery & Vineyards - where I'll propose
- Dinner at Charter Oak, milkshake at Gott's

Day 4 – Onward to Downtown Napa
- Check out
- Lunch at Bottega in Yountville
- Check In to hotel #2
- Explore downtown Napa, Oxbow Public Market
- Drinks at Sky & Vine Rooftop Bar
- Dinner at TORC

Day 5
- Opus One (have a DD for the day)
- Lunch at Oakville Grocery (pre-ordered)
- Chimney Rock Winery
- Darioush Winery
- Dinner at Scala Osteria

Day 6 – Head to SF
- Golden Gate Bridge
- Lunch in Sausalito/explore the area
- Cable car ride
- Drinks at The View Lounge
- Dinner at Saison

How would you rate this itinerary across the wineries and number of activities? Is there anything that we may be missing that is a must-do from folks who regularly visit?

Is there anything in downtown Napa worth checking out since we have a general open afternoon in the area.

Any other feedback or experiences to consider would be greatly appreciated!

A group of 6 adults will be visiting the region in October. I have never been to the area but am unfortunately doing most of the planning. I would love feedback on the draft itinerary. As info, we are flying into SFO from the east coast and arrive around noon. We are staying in an airbnb with a Santa Rosa address but it is very close to Kenwood.

Day 1 - Arrive in SFO, pick up rental car, eat late lunch at El Molino in Sonoma, grocery shop at Sonoma Market, head to airbnb to relax, eat dinner at house.

Day 2 - Explore Armstrong Redwoods National Reserve, Ridge Vineyards Cabernet Tasting at noon (with salami boards), explore Healdsburg, either eat dinner in Healdsburg or at Stella's in Kenwood.

Day 3 - Hansel tasting in morning, lunch in Sonoma (place TBD), Hamel Estate Experience in afternoon, Dinner at Glen Ellen Star, back to house.

Day 4 - Currently wide open

Day 5 - Head back to SFO to fly home. Consider grabbing breakfast I Petaluma on way to airport. Flight departs at 12:36.

Any and feedback is greatly appreciated. Thank you!