San Francisco to the Wine Country Trek


San Francisco to the Wine Country Trek



2 weeks ago


10 Days/9 Nights


April - November


USD 3,500.00 per person


Dec 31, 2019
San Francisco to the Wine Country Trek
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Experience the Wine Country of California in the European style, walking from inn to inn with your own travel partners. At the end of each day enjoy the luxury of a delicious meal, fine wine, and comfortable room. We make it simple by making all the arrangements, transporting your luggage, and providing a detailed itinerary, custom maps and excellent trail notes. Our treks are self-guided so that you can enjoy your own flexible schedule without tour groups or buses.

Enjoy our signature trek, San Francisco to the Wine Country, where you will see and experience the best of the San Francisco Bay Area. Over the course of 10 days you will walk from San Francisco to Glen Ellen in the heart of the Sonoma Valley. Along the way you will go over the Golden Gate Bridge, and through Sausalito, the redwood forest of Muir Woods, and Point Reyes.

The trek includes 6 days of hiking from 5 to 12 miles (8 to 19 km). It also includes a day of kayaking with a naturalist guide on beautiful Tomales Bay, a privately catered beach dinner, and a day of walking between private winery estates for wine tastings.

Each night you will stay in premier lodging, ranging from charming country inns to boutique hotels, and have many opportunities for world class dining.


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Low Season: December - March, only $3300 per person.

Rates are based on double occupancy. Single occupancy rates are also available.


Day 1: Arrival Day
San Francisco, California, United States
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Start your vacation in San Francisco, staying near famous Ghirardelli Square and Fisherman's Wharf. Enjoy the ambiance of this beautiful city strolling along the waterfront or riding on an historic cable car. Lodge in a luxury boutique hotel and dine at a world class restaurant recognized by both Michelin and Wine Spectator.

Hiking today: No planned hikes. Your personal Trail Guide will suggest local walks and sights to see.

Day 2: San Francisco To Sausalito
Sausalito, California, United States
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Walk along the San Francisco waterfront, across the majestic Golden Gate Bridge, and into the historic village of Sausalito. Along the way enjoy splendid views of the City and Bay of San Francisco, including Alcatraz and Angel Islands. Your boutique hotel is on the waterfront in Sausalito, where you can enjoy the artists' studios, cafes, spas, and restaurants of this charming town.

Hiking today: 9 miles (14 km) with 250 feet (75 m) elevation gain and loss.

Day 3: Sausalito To Muir Beach
Muir Beach, California, United States
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Hike across the beautiful coastal hills in the Golden Gate National Recreation Area to the village of Muir Beach. Enjoy spectacular views of the rugged Pacific Ocean and the San Francisco skyline. Take time to relax on the sandy beach when you arrive in town. Tonight's lodging is a classic English Tudor Inn with an elegant salon for guests and a pub reminiscent of Stratford-on-Avon where you will enjoy classic pub fare paired with excellent local wines.

Hiking today: 9 miles (14 km) with 2300 feet (700 m) elevation gain and loss.

Day 4: Muir Beach To Mount Tamalpais
Mt. Tamalpais, California, United States
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Hike onto Mount Tamalpais taking in the dramatic views of the Pacific Ocean. Descend into Muir Woods National Monument enjoying the ancient and magical redwood forest. Ascend through fern and redwood canyons to your destination: a romantic inn with beautiful views from every room! Relax on the expansive deck with other hikers comparing hiking and nature notes. You'll enjoy a delicious three course California cuisine dinner right at your mountaintop inn.

Hiking today: 9 miles (14 km) with 2100 feet (640 m) elevation gain and 1100 feet (335 m) elevation loss.

Day 5: Mount Tamalpais To Olema/Point Reyes
Olema, California, United States
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A transport will leave you at Limantour Beach, in Point Reyes National Seashore. Hike along the beach, then up into the National Park. Finish your hike in the small historic town of Olema. A rustic yet luxurious lodge welcomes you with expansive lawns and lazy Adirondack chairs to rest after a day of hiking. Tonight’s dinner is a real treat – fresh organic and artisan foods from famous West Marin dairies and farms prepared in an award winning local restaurant.

Hiking today: 9 miles (14 km) with 1300 feet (400 m) elevation gain and 1100 feet (335 m) elevation loss.

Day 6: Olema/Point Reyes To Inverness
Inverness, California, United States
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A short walk from your lodging takes you into the gorgeous Point Reyes National Seashore Park. Ascend Mount Vision with its stunning views of Tomales Bay, the Pacific Ocean, and the distant Farallone Islands, then descend into the coastal village of Inverness on Tomales Bay. Your lodging is on the water with astounding privacy and views. Dinner tonight is privately catered, including local wines, at your lodging.

Hiking today: 12 miles (19 km) with 2100 feet (640 m) elevation gain and loss.

Day 7: Tomales Bay Kayak Trip
Inverness, California, United States
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Today you will enjoy a guided kayak trip on Tomales Bay. A naturalist guide will explain the scenic beauty of the area while you paddle and spot the local wildlife. Dinner tonight is at a quaint local restaurant.

Hiking today: 1 mile (1.6 km) each way walking to and from the kayak launch.

Day 8: Inverness To Glen Ellen
Glen Ellen, California, United States
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Move from the seashore to the land of vineyards today. A transport will pick you up and take you to the famous Jack London State Historic Park where you can visit the author’s home and grave, as well as the museum established by his wife. You’ll hike up into the Park enjoying the redwoods, creeks, wildlife, and vistas of Sonoma’s Valley of the Moon vineyards. Finish your day with a reserve tasting at a vineyard estate and winery. Tonight’s lodging has a world class reputation as one of the best luxury inns in the U.S. You’ll relax by the pool, enjoy the Zen spa and walk to one of several wine country restaurants with fabulous food and a wine list to match.

Hiking today: 6 miles (10 km) with 900 feet (270 m) elevation gain and loss.

Day 9: Glen Ellen Winery Walk
Glen Ellen, California, United States
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The final day of your trip is an immersion into the wonderful world of Sonoma Valley wines. A short transport will bring you to the first private winery estate you will visit today. As the day progresses, you will enjoy delicious reserve wine tastings walking between private wineries. At your final tasting, the winemaker/owner will greet and escort you into his estate where you’ll enjoy his cult status Pinot Noirs. A short walk back to your inn lets you relax before another lovely wine country restaurant dinner.

Hiking today: 5 miles (8 km) walking between winery estates with 300 feet (90 m) elevation gain and loss.

Day 10: Trek Conclusion
Glen Ellen, California, United States
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Your Wine Country Trek comes to an end.


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  • Breakfasts and lunches
  • Wine tastings
  • 1 privately catered dinner
  • Luggage transfers
  • Transfers during the trek
  • Detailed custom maps and trail notes
  • Kayaking
  • Lodging
  • All taxes and gratuities

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