San Francisco to the Wine Country - Self-Guided Inn to Inn Hiking Trek

California
10 Days
Min 2, Max 8
English
Cancel Free: 45 Days Prior

Here is what's in store for you

Enjoy our signature ten-day trekking vacation where you will have the opportunity to experience the best of the San Francisco Bay Area. This vacation will take you to San Francisco, Sausalito, Muir Woods National Monument, Point Reyes National Seashore, pristine Tomales Bay, Jack London State Historic Park in Glen Ellen, and superb Sonoma Wine Country estate wineries. 

The trek includes 6 days of hiking from 8 to 12 miles (13 to 19 km). It also includes a down day on beautiful Tomales Bay with an option to kayak on the bay and a day of walking between winery estates for wine tastings.
Each night you will stay in premier lodging, ranging from charming country inns to luxury boutique hotels, and have many opportunities for world-class dining and spa treatments.

Your luggage will be moved each day to your next lodging location so you won't have to worry about it. We will provide detailed trail notes and maps customized for your route. The hikes are self-guided, and you won't be with a group, just your party.

Upon booking, you will be provided with a Planning Guide with all of the details to prepare for your trek. Shortly before your trek start date, we will also provide a customized Trail Guide with step-by-step directions and maps correlated to your route.

Why choose Winedering?

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Free Cancellation

Free cancellation until 45 days before the start.

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What's Included

  • All breakfasts, luggage and transports during the trek
  • All lodging during the trek
  • Visits and wine tastings at 4 wineries
  • Customized Planning Guide issued upon booking
  • Customized Trail Guide with step-by-step directions and maps provided prior to the trek start date

What's not included

  • Lunches and Dinners
  • Kayak on Tomales Bay (we can help arrange)

Where we are and how to reach us

The Trail Guide will specify the first hotel you must arrive at to start your trek.

Get directions

Booking details and conditions

You can cancel for free until 45 Days Prior

All ages welcome

Min. 2 - Max. 8 people
Prices refer to double occupancy rooms.
You must book the trek at least 21 days in advance of the start date. We strongly recommend a longer lead time to secure your preferred start date.

Frequently Asked Questions

The price for adults starts at €2,807.68 per person, depending on when you go.
When Price per person
Until Nov 30, 2026 €3,070.90
From Dec 1, 2026 to Mar 31, 2027 €2,807.68
From Apr 1, 2027 €3,070.90

Prices are per adult. Reduced rates, where offered, are listed above.

It is a good fit for Couples. It can host small groups.
It takes place in California (United States of America).
This experience runs on Saturday and Sunday. It runs in the afternoon. Book at least 21 days in advance. Starting times: 15:30.
This experience is for 2 to 8 guests.
The languages available for this amazing experience are: English. You can choose one of these languages during the booking process.
You can cancel for free until 45 Days Prior
Tap the 'Book or Gift' button, pick a date and time, then choose your options and the number of guests: you'll see the price for your group straight away, and the whole booking takes less than a minute.

Contact us for more information about the experience

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from €2,807.68 per person
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