Wine Country Trek San Francisco


Click for interactive Google map Enjoy our ten day signature trek vacation where you will see and experience the best of the San Francisco Bay Area. This vacation takes you to San Francisco, the Golden Gate Bridge, Sausalito, Muir Woods National Monument, Point Reyes National Seashore, pristine Tomales Bay, Jack London State Historic Park in Glen Ellen, and superb Sonoma estate wineries for private tastings.

Trek Summary

  • 10 days/9 nights
  • Hiking 6 to 12 miles (10 to 19 km) daily
  • Elevation gain up to 2300 feet (700 m)
  • 6 days hiking
  • 1 morning kayaking with a naturalist guide
  • 1 day walking between private winery estates for wine tastings
  • Stay in premier hotels and charming country inns
  • All breakfasts and lunches included
  • Wine Tastings included
  • 1 dinner included
  • Luggage transfers included
  • Transfers during the trek included
  • All taxes, fees, and tips included
  • Detailed maps and trail notes included
  • $2800 per person double occupancy, April–November
  • $2550 per person double occupancy, December-March
  • $4600 single occupancy, April-November
  • $4300 single occupancy, December-March
  • You can start your trek on any Sunday, Monday, or Tuesday

Your Itinerary

Day 1: San Francisco

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 you may choose to 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

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 and spa is on the waterfront in Sausalito, where you can enjoy the artists’ studios, cafes, and restaurants of this charming town.

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

Day 3: Sausalito to Muir Beach

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’ll enjoy classic pub fare paired with excellent local and international wines and beers.

Hiking today: 10 miles (16 km) with 2300 feet (700 m) elevation gain and loss

Day 4: Muir Beach to Mount Tamalpais

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) of elevation loss

Day 5: Mount Tamalpais to Olema/Point Reyes

A short transport will leave you at the trailhead of a long, gradual ridge. You’ll experience different vistas from the undulating trail which eventually opens onto an expansive view of Tomales Bay – all 20 miles of it! There is a perfect resting stop for a picnic lunch to soak in the view. You’ll descend towards the Bay ending 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: 12 miles (19 km) with 200 feet (60 m) elevation gain and 1500 feet (460 m) elevation loss

Day 6: Olema/Point Reyes to Inverness

A short walk from the lodge takes you into the gorgeous Point Reyes National Seashore Park. Ascend Mt. 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

Today you will enjoy a guided morning kayak trip on Tomales Bay. A naturalist guide will explain the scenic beauty of the area while you paddle and spot local wild life. Dinner tonight is at a local restaurant.

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

Day 8: Inverness to Glen Ellen

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 a 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 special tour and tasting at a family owned 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

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: 6 miles (10 km) walking between private winery estates with 300 feet (90 m) elevation gain and loss.

Day 10: Trek Conclusion

Your Wine Country Trek comes to an end. Let us help you arrange airport transfer or plans to continue your holiday.

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