Often captured by famed photographer Ansel Adams, Highway 1 along the Sonoma Coast makes for one of the most stunning drives in California. On your two-hour drive between your two incredible resorts, experience some of the best wine tasting in Sonoma County, including the Russian River wine region. Daytrips include the charming California towns of Marin, Bodega Bay, Santa Rosa and Healdsburg.

Enjoy a 2-night stay at The Setting Inn in Napa (Sunday – Thursday nights) for 2 people. The main building, a recently remodeled 1901 farmhouse, offers 5 spacious guest rooms. All rooms have one king or one queen bed, a private bathroom with L’Occitane amenities, a fireplace and stylish Restoration Hardware furnishings and linens and Nespresso coffee makers. Enjoy a private tasting of The Setting Wines, including their highly acclaimed Alexander Valley Cabernet which was awarded a 94 point rating by Wine Enthusiast, Wine Spectator and James 

Enjoy a 2-night stay on the Sonoma Coast (Sunday – Thursday nights) for 2 people in an ocean view room with a King bed and redwood deck at Timber Cove Resort, perched on a dramatic bluff high above the Pacific Ocean. Receive a complimentary bottle of wine and charcuterie upon arrival and enjoy a 4-course dinner for 2 at the resort’s Coast Kitchen restaurant. 

  • 2 night stay at The Setting Inn, a beautiful property surrounded by vineyards

  • 2 night stay at Timber Cove Resort situated on a dramatic bluff overlooking the Pacific Ocean 

  • Private tasting of The Setting Wines for 2

  • 4-course dinner for 2 at Timber Cove Resort's Coast Kitchen Restaurant

  • Round-trip coach class airfare for 2 from within the 48 contiguous U.S. to San Francisco or Oakland, CA

  • Booking & concierge service


A stay can be reserved, based on availability, anytime during the year with the exception of Christmas, New Year’s, and Thanksgiving weeks, along with the dates below. Nights must be used during one stay. Airfare taxes are the responsibility of the purchaser. Must be booked a minimum of 60 days in advance. Winner has 12 months to book and 23 months to travel. Guests 14 years and older welcome.

Blackout dates: Holidays and Harvest season (September and October).

Charity Cost: $2,995

Timber Cove Resort
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Timber Cove Fire Pit
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Timber Cove View
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Hiking Timber Cove
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The Setting Inn
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The Setting Inn Sitting Area
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The Setting Inn Guest Room
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The Setting Wine
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The Setting Inn Bouchon Bakery
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