DURATION: 6 days / 5 nights
LEVEL: Intermediate - Advanced
TERRAIN: Rolling and Hilly
Napa & Sonoma
California Central Coast
Glen Oaks Big Sur – 1 night
Chic, vintage-style rooms feature gas fireplaces and free Wi-Fi. All have rustic bathrooms with recycled stone flooring and walk-in showers.
Ragged Point Inn – 1 night
Perched on a bluff overlooking the Pacific Ocean. Cliff-side rooms provide breathtaking views of the ocean.
Rigdon House – 2 nights
A luxurious and intimate bed and breakfast inn, steps away from Cambria shopping and dining. Wine and cheese reception in the afternoon.
Paso Robles Inn – 1 night
Set on a property dating from 1857, this storied, brick inn is near the restaurants of downtown Paso Robles and features cozy, casual rooms.
Day 1 - Meet San Jose, Monterey to Big Sur (43 miles)
After meeting in San Jose, your guides will then shuttle you to our starting location in Monterey. Today's route takes us along 17-Mile Drive through famous Pebble Beach to Carmel-by-the-Sea, then south along Highway 1 for our journey along the coast. You’ll pass over the iconic Bixby Bridge and into the welcoming embrace of Big Sur, eventually arriving at our lodging for the night, Glen Oaks. We’ll enjoy a team dinner this evening at a nearby restaurant perched on the cliffs overlooking the Pacific. Meals included: Dinner
Day - Big Sur to Ragged Point (48 - 58 miles)
Today we dive into the heart of Big Sur, witnessing the raw and rugged beauty on offer at every twist in the tarmac. The route is long and challenging, with three categorized climbs along Highway 1 and small rolling terrain in between. After refueling at a feed zone on a bluff overlooking the Pacific Ocean, you can choose to tackle the daily Bighorn Ride on the out and back spur to the summit of Nacimiento Ferguson Road. 7 miles up, 7 miles down and a perfect 10 in our book. Today's destination is the Ragged Point Inn, perched on a cliff over the ocean with no shortage of memorable vistas. Every room has a full or partial ocean or mountain view to compliment the crashing sound of waves that are ready to lull you to sleep. Meals included: Breakfast, Lunch & Dinner
Day 3 - Ragged Point to Cambria (24 miles)
No rush this morning as we have a shorter course to tackle on mostly flat terrain to the quaint town of Cambria. Stop in at Hearst Castle if you’re interested in learning about the history and fame of this media magnate. Our lodging for the next two nights is in Cambria at the Rigdon House, a historic bed & breakfast style hotel with 11 spacious rooms. Take the time to get settled and kick the legs up before taking a walk of the town to check out the shops and cafés. A wine and cheese reception is held at the hotel in the late afternoon so don’t lose too much track of time. Dinner tonight is within walking distance and often a favorite of the week.
Meals Included: Breakfast & Dinner
Day 4 - Rest Day or Ride to Morro Bay (up to 52 miles)
We will spend an additional day exploring the regions around Cambria, so cyclists may choose to join an optional bike ride down the coast to Morro Bay, stroll the charming shops of Cambria or Moonstone Beach or schedule a massage at a day spa. If you came for the riding and seek another dose of that ride-fueled endorphin rush, then follow your guide up Old Creek Road before a technical descent of Santa Rosa Road back to the hotel. Dinner tonight is on your own, so cyclists may choose any one of the great restaurants within walking distance of the Rigdon House. Meals included: Breakfast
Day 5 - Cambria to Paso Robles (40 - 50 miles)
Today we travel inland, heading away from the coast and into the wine region of Paso Robles. To get there, we spin along a beautiful creekside country road - but the cost of this beauty is one of the steepest grades in all of California. Then it's on to our feedzone stop at a winery, a great place to stretch and rest the legs followed by a descent past countless rows of vines into the town square. A tasting is included today if you’re interested in sampling some local wines. Our lodging tonight is in the heart of downtown Paso Robles at the Paso Robles Inn. Explore their beautiful grounds and be sure to stroll through town before we reconvene for a final team dinner at one of the highest-rated restaurants around. Meals included: Breakfast, Lunch & Dinner
Day 6 - Peachy Canyon Loop, Depart San Jose (32 miles)
The final day of the tour heads deep into the Paso Robles wine country on one of the prettiest cycling roads anywhere: Peachy Canyon, with its winding curves through vineyards and walnut groves. We then return to Paso Robles to shower, pack up, and grab a bite to eat in town. A final van transfer will deliver you back to our meeting location in San Jose. Meals included: Breakfast & Lunch
A storied region along California’s western edge boasting a rich history, Big Sur is a rugged expanse of coastline and mountains wwhich has been called "the greatest meeting of land and sea." From Carmel to San Simeon, cycling the breathtaking 90-mile stretch of coastline is a must-do for any adventurous cyclist. With the wind at your back, you’ll be transported to a higher level of ewephoria as you find the rocky Pacific coast and Santa Lucia mountains commanding for your attention.
Trip Price Includes:
Trip Price Excludes:
Public Dates and Availability
May 6 - 11
October 6 - 11
August 11 - 16
June 24 - 29
Request your Private Date
August 12 - 18
October 7 - 12
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Black Sheep Adventures
900 Doolittle Drive, Suite 2B
San Leandro, CA 94577