Dry Creek Valley vineyards
Armstrong Redwoods creek
Healdsburg Plaza
Golden Gate Bridge in fog
Bodega Bay coastline
West Dry Creek Road vineyards
Dry Creek Valley · California

A week in Sonoma

August 15 – 22, 2026
Days
Hours
Minutes
The itinerary
Home base
Airbnb on Dry Creek Rd
Nights 1–6
Healdsburg
Final night
DoubleTree SFO South
Fly
In & out of SFO
Healdsburg Plaza gazebo
Redwood forest floor
Looking up a giant redwood, Armstrong Reserve
Russian River bend
Foggy Bodega Bay cliffs
Golden Gate Bridge in fog with wave splash
Day 01
Saturday
August 15
Arrival

Touch down, settle in

Midday
Fly into SFO, drive north
Grocery stop on the way up
Over the Golden Gate and up 101 — the city falls away and the vineyards begin in about ninety minutes.
Check-in
Airbnb on Dry Creek Rd Booked
Unpack, breathe, pour something
Dry Creek Valley is only sixteen miles long and two miles wide — and some of the oldest Zinfandel vines in America grow within minutes of the front door.
Evening
Walk downtown Healdsburg
Dinner in town — TBD, follow our noses
A town of eleven thousand with roughly thirty tasting rooms around one square — and a three-Michelin-star restaurant two blocks off the plaza.
Pool · hot tub · games · relax
Walking downtown Healdsburg
Downtown Healdsburg4K walking tour
Day 02
Sunday
August 16
Welcome to Sonoma

First pours of the week

Morning
Coffee & Healdsburg Plaza
Slow start, explore the square
Harmon Heald laid out this plaza in 1857 and sold the lots around it for $15 apiece. It’s one of the last surviving examples of early-California plaza-town planning.
11:15 AM
Dry Creek Vineyard Reserved
Estate Flight & Picnic
The first new winery built in this valley after Prohibition (1972), founded by an MIT engineer who put a J-Class racing yacht on the label and coined “Old Vine” Zinfandel.
2:30 PM
Aesthete Reserved
Creek-side tasting
Winemaker Jesse Katz’s once members-only label — for nearly a decade you couldn’t taste it without knowing someone. Adirondack chairs on the banks of Dry Creek, rescue goats on the farm.
Evening
BBQ at the Airbnb
Pool · hot tub · games · relax
Dry Creek Vineyard
Dry Creek VineyardThe winery's own film
Day 03
Monday
August 17
Premium Wine Day

The big day — nobody drives

9:00 AM
Private Wine Drivers Booked
Mercedes Executive Sprinter for the day
Nobody counts pours, nobody watches the clock, nobody touches a steering wheel. That’s the whole point of today.
9:45 AM
Jordan Estate Tour Reserved
Breakfast & lunch included
Tom and Sally Jordan raised this French château in eighteen months, finishing one week before their first harvest in 1976 — then left most of the 1,200-acre estate deliberately wild.
1:45 PM
MacRostie Signature Experience Reserved
Steve MacRostie was planting Pinot Noir in 1992, years before anyone chased it. The Estate House looks over Thale’s Vineyard — named for his wife — pouring fruit from thirty-plus Chardonnay sites.
After
Auteur Optional
If everyone's still standing
A husband-and-wife Burgundy obsession: four Chardonnays and four Pinots poured side by side. None of the Chardonnay ever touches malolactic — all nerve, no butter.
Evening
Dinner in Healdsburg or BBQ at the Airbnb
Pool · hot tub · games · relax
Jordan Estate Tour and Tasting
Jordan Estate Tour & TastingJordan's own film
Day 04
Tuesday
August 18
Redwoods & Gardens

Under the giants

Morning
Armstrong Redwoods
Easy & moderate hike options
The Colonel Armstrong Tree has stood here over 1,400 years; Parson Jones is taller than a football field is long. A lumberman saved this grove in the 1870s — the last old growth in Sonoma County.
Lunch
Guerneville
Then back to the Airbnb to freshen up
Born a logging town literally nicknamed “Stumptown,” adopted by the hippies in the ’70s — now the Russian River’s quirkiest lunch stop.
~3:00 PM
Ferrari-Carano
Walk-in — the gardens alone are worth it
Rhonda Carano spent sixteen months planting the five acres of gardens at Villa Fiore — over 2,000 labeled species, with a French underground barrel cellar beneath it all.
After
Downtown Healdsburg tasting room Optional
Evening
Dinner in Healdsburg
Armstrong Redwoods Pioneer Trail
Armstrong RedwoodsPioneer Trail hike
Ferrari-Carano Villa Fiore gardens
Ferrari-CaranoVilla Fiore gardens
Day 05
Wednesday
August 19
Relax & Recharge

No alarms allowed

Whenever
Sleep in — or kayak
The river's right there
The Russian River runs warm and slow in August — a lazy paddle with a swimming beach around every bend.
Afternoon
Shopping & tasting rooms in Healdsburg
A dozen tasting rooms within two blocks of the plaza — no car, no reservations, no plan required.
Evening
Dinner in town
Pool · hot tub · games · relax
Day 06
Thursday
August 20
Sonoma Coast

Where the vines meet the Pacific

Morning
Bodega Bay & coastal views
Hitchcock shot “The Birds” here in 1963 after watching crows gather outside a waterfront restaurant. The bay itself sits right on the San Andreas Fault.
Lunch
Seafood on the coast
The Tides Wharf got into “The Birds” because its owner demanded three things: the town be called Bodega Bay onscreen, the lead be named Mitch — his name — and a speaking part. Hitchcock agreed to all three.
2:30 PM
Flowers Winery Reserved
Sonoma Coast Journey Tasting
Walt and Joan Flowers answered a classified ad in Wine Spectator in 1989 and bought a ridge two miles from the Pacific that everyone said was too cold for grapes. It made the Sonoma Coast famous.
Evening
Final evening at the Airbnb
Make it count
Pool · hot tub · games · relax
Bodega Bay coastline from above
Bodega Bay4K coastal drone
Day 07
Friday
August 21
San Francisco

One last city night

Morning
Leisurely morning, pack up
Drive to South San Francisco
Check-in
DoubleTree by Hilton SFO South Booked
The warm chocolate-chip cookie at check-in is non-negotiable — they bake tens of millions a year. Take two.
Evening
Uber into San Francisco
Farewell dinner & evening walk
Forty-nine square miles, one last night. End it somewhere with a view of the bridge.
San Francisco and the Golden Gate from above
San Francisco4K aerial — Golden Gate & downtown
Day 08
Saturday
August 22
Homeward

Until next time

Morning
Shuttle to SFO, fly home
Wine shipments to follow
If we find the time

The maybe list

No. 01
Dry Creek General Store
Since 1881 — sandwiches, right down the road
No. 02
ROOF 106 at The Matheson
Rooftop drinks over the plaza
No. 03
Downtown Geyserville
Tiny, charming, worth a wander
No. 04
Freestone
Wild Flour Bread & the cheese shop
No. 05
Healdsburg tasting rooms
A dozen within two blocks of the plaza
No. 06
Noble Folk Ice Cream
Ice cream & pie — non-negotiable, honestly
Tap one to cross it off as you go — it remembers.