The Ultimate Wine Country Experience

A Wine Country Tour & Vacation Rental

 by Dylan’s Tours


Bachelorette Parties!  Birthday Celebrations!
Wine Tasting Groups!


Now Accepting Reservations for Fall 2017

Email to Book


 We want to simplify your experience, without sacrificing quality.

We combined our successful San Francisco tour business with our beautiful Russian River Valley estate to create the Ultimate Wine Country Experience.

Let us take care of everything while you enjoy time with friends and family. Below we have put together a sample itinerary:

(Please note sample itinerary depicts all-inclusive services with custom options. Property available for direct rental as well.) For more information please email:

We’ll pick up your group in San Francisco and make our way up to Sonoma County for a fun day of wine tasting. Once back at the estate property, enjoy the late afternoon sun as you unwind and swim in the beautiful pool.

After cocktail hour watching the sunset over the side patio and pool, we’ll take a short drive to Healdsburg Square where Michelin-Star cuisines of all types await. Your evening concludes with a hot tub under the stars and slumber in luxurious king-sized beds.

Wake to a stunning sunrise as it pours through the double french doors of the living room. Enjoy coffee and a continental breakfast on the deck, surrounded by redwood trees and rolling hills of Sonoma County.

Our tour will travel to a few of our favorite wineries on Dry-Creek Road, with reserve tasting at one of the best wineries in all of Sonoma County. From there we will make our way back to the pool for the afternoon, or perhaps a nap to prepare for the evening.

The night will be spent in the charming town of Guerneville, where we will enjoy oysters and crudo, followed by a delicious dinner. We’ll bar hop around town before heading back to the estate, just a 10-minute drive away.

Sleep in and relax, enjoy a leisurely swim before making your way to the charming town of Sebastopol for brunch, spend your afternoon enjoying the local shops and tasting rooms.  Or for the nature lover, take a short or long hike through Armstrong Redwood Forest, located in Guerneville.

Our return to San Francisco will travel along Highway 1,  for some stunning coastline photo opportunities.

Why should we choose the Ultimate Wine Country Experience?

You want to have a memorable experience with your closest friends, and you don’t want to worry about transportation while on vacation. You won’t have to worry about drinking and driving, you will get to enjoy quality with your friends.

Will this be a private experience?
Yes, it will be just your group, maximum 8 people. Your guide will be a short phone call away if you need anything picked up or delivered.

Can we choose which wineries we go to?
Yes, we are here to be your designated driver and your professional guide during your stay. We are happy to recommend places to go and see, but you will have full choice of where you want to go and what you want to see.

Where is your house located?
Our house is located 13 miles from downtown Healdsburg and 5 miles from Guerneville. Please see our description on VRBO and Airbnb.

Can we drink on the minibus?
Of course, but this is NOT a party bus, we only want fun and responsible individuals taking advantage of this unique offering. We use 9 passenger minibuses to shuttle your group to and from San Francisco and the wineries.

Who will be our driver/guide?
You will either have Dylan himself or one of his great guides 


  • 3500 Square Feet
  • 4 Bedrooms, Sleeps 8
  • Bedroom 1 – 1 king , Private ‘Ensuite’ Bath (overlooks the length of the pool)
    Bedroom 2 – 1 king , Private “Ensuite” bath
    Bedroom 3 – 1 king , Private “Ensuite” bath
    Bedroom 4 – 1 king , Private “Ensuite” bath
  • The bedrooms are all Kings, quite secluded both from each other and the common living spaces. All suites have private full bathrooms completely within the bedroom quarters. The fifth bedroom is a one bedroom fully furnished cottage, steps away from the main house.
    • Air Conditioning
    • Fireplace 
    • Garage
    • Hair Dryer
    • Heating
    • Internet 
    • Iron & Board
    • Linens Provided
    • Living Room
    • Parking
    • Towels Provided
    • Wood Stove
    • Coffee Maker
    • Dishes & Utensils
    • Dishwasher
    • Kitchen
    • Microwave
    • Oven
    • Refrigerator
    • Stove
    • Toaster

Armstrong State Park, 15 minute drive – great for a picnic lunch and a walk through the redwoods.

California Coast, 30 minute drive – take a drive to the coast, stopping through the town of Jenner. Grab lunch at River’s End for views of the ocean!

Guerneville, 10 minute drive – quintessential small-town California. Low key restaurants and bars.

Sebastopol, 25 minute drive – A gorgeous drive. Cute downtown, independent shops and local cafes.

Sonoma Canopy Tours, 25 minute drive – Head down to Occidental and go ziplining – lots of fun for those 10 years and up.

Gary Farrell* 707.473.2909 – 5 minute drive.

Moshin Vineyards 707.433.5499 – 5 minute drive.

Porter Creek 707.433.6321 – 8 minute drive.

Thomas George Estates* 707.431.803 – 9 minute drive. The wine tasting cave is perfect for warm afternoons.

Arista* 707.473.0606 – 12 minute drive. Beautiful grounds with Japanese tea garden.

Gracianna 707.486.3771 – 12 minute drive. Seasonal tasting room, opens April 1st.

J Rochioli 707.433.2305 – 13 minute drive.

Landmark 707.833.0053 – 13 minute drive. Take advantage of the beautiful picnic area and bocce ball court!

MacRostie* 707.473.9303 – 16 minute drive. Beautiful tasting room and views, attentive staff and delicious wines.

Bacagalupi 707.473.0115 – 17 minute drive.

Matrix* 707.433.1982 – 19 minute drive. Gorgeous views. Great for first-time visitors.

Twomey* 707.942.7122 – 19 minute drive.

De La Montanya  707.433.3437 – 19 minute drive.

Mill Creek 707.431.2121 – 21 minute drive.

Davero 707.433.2345 – 22 minute drive.

Uptick 707.395.0864 – 22 minute drive.


Scopa 707.433.5282 – Handmade pastas, homemade pizzas, great wine list.

Willi’s Seafood and Raw Bar 707.433.9191 – Fresh seafood and savory appetizers, great for lunch and dinner.

Barndiva 707.431.0100 – American nouveau cuisine served in a beautiful setting, with seasonal cocktails and robust wine list.

Parish Cafe 707.431.8474 – Cajun/creole, especially known for their brunch.

Kinsmoke 707.473.8440 – Delicious BBQ and comfort food served in a lively setting.

This is a wonderful place to gather with friends or family or to host a special girls weekend away. The house affords the renters privacy, while within the house the open floor plan, abundant windows and seating make for such a relaxing and scenic communal space in which everyone is able to cook, drink, eat, play, chat, read, and relax together under one roof. With lots of options in the area, you won’t regret having stayed here. I hope we can book this home again! – Jen, San Francisco

The house itself is expansive with every amenity and attention to detail – from board games and movies to fresh linens, washer/dryer, toiletries and a fully stocked kitchen with every utensil, pot, pan, utility imaginable. The main room is mostly floor-to-ceiling windows lined with cozy window seats and surrounded outside by an overabundance of redwoods and forest greenery. An open floor plan comprised of a den, kitchen, dining table and breakfast bar opens onto a pool-side terrace, making for an inclusive experience for all. – Melissa, NYC

We spent a couple of days wine tasting in Dry Creek as well as Highway 12, our last day we spent the day walking in Armstrong State Park, absolutely incredible, as well as walking around the funky town of Guerneville. We ended our trip by driving to Jenner (Highway 1) having lunch and then drove down the coastline back to San Francisco. This was a great ending to our Wine Country getaway. Definitely book, you won’t be disappointed. – Phillip, Portland