DAY #1 - Los Alamos, CA United States The Fess Parker Wine Country Inn
Your guides will meet you in Santa Barbara and whisk you off to the Santa Ynez Valley. After a bike fitting and safety review, begin riding on Alisos Canyon Road into Los Alamos. On our gentle climb, we’re accompanied by fields of lazily grazing cattle and views of the Santa Ynez Mountains. Descend past fields of Rhone varietals in Alisos and Foxen Canyon, where beautiful tasting rooms dot the landscape. Our first fun lunch in Los Alamos is in an old stagecoach that’s full of cowboy country character, followed by a stop at a winery for a casual tasting to kick off our trip. Choose to return to Fess Parker by van or by bike, and relax by the pool before dinner. This evening, we gather for our first dinner of classic California Coast cuisine.
Accomplished: 33 miles / 53 km, elevation gain: 2,201 feet / 671 meters
Shorter Option: 17 miles / 27 km, elevation gain: 1,000 feet / 305 meters
DAY #2 - Santa Ynez, CA United States The Fess Parker Wine Country Inn
Start the day merrily pedaling through Happy Canyon. Surrounded by horse ranches and hillside vineyards, our ride provides a quiet contrast to the typical, bustling wine route—though the area’s climate nurtures beautiful Bordeaux and Rhone varietals. We’ll pass through the cowboy town of Santa Ynez and stop for coffee, then continue rolling past ranches where horses, cattle, ponies and even alpaca graze freely. Lunch is at a favorite funky spot where locals flock for an ever-changing menu of creative flatbreads, salads, and more. After lunch, shuttle back or tackle a climb through Ballard Canyon. The rest of the day is yours to visit the many tasting rooms in Los Olivos and find a restaurant of your choosing for dinner in town.
Accomplished: 30 miles / 48 km, elevation gain: 1,660 feet / 506 meters
Shorter Option: 19 miles / 30 km, elevation gain: 886 feet / 270 meters
DAY #3 - Santa Barbara, CA United States El Encanto, A Belmond Hotel, Santa Barbara
Today we depart the Santa Ynez Valley for Santa Barbara—but not before a ride through Ballard Canyon’s vineyards into cute and kitschy Solvang. Cruise south through a quiet, verdant valley and reach a quaint farm where we’ll hop in the van and transfer the rest of the way to Santa Barbara. In Hope Ranch—one of Santa Barbara’s prestigious communities—we’ll get back on our bikes and head for the coast amidst palm trees and pristine golf courses. Keep riding past Santa Barbara’s harbor until we’re spinning right on a beachside bike path. After lunch with plenty of local personality, check into our next hotel and enjoy the epic coastal views and absolute luxury. Tonight, we’ll enjoy a gorgeous dinner as we watch the sun set over the Pacific.
Accomplished: 31 miles / 50 km, elevation gain: 1,410 feet / 430 meters
DAY #4 - Santa Barbara, CA United States Ojai Valley Inn
Have your morning coffee in the privacy of your bungalow or on the deck of the hotel, stealing one more glimpse over Santa Barbara. Today we set our sights on Ojai, a magical, laid-back town nestled in the foothills. Head out from the heart of the “American Riviera” on coastal roads lined with avocado orchards and perhaps stop for coffee in the beach town of Caprinteria. Join up with America’s most beautiful bike path, which connects to Ventura along the Pacific and bathes us in that unbeatable sea-salt air. If you’re ready for the van after lunch in Ventura, we’ll take you straight to our next hotel. If you’re game for more, hang in for the climb from Ventura to Ojai. The coast is slowly replaced by California chaparral and old oak trees until we reach the Ojai Valley Inn amidst the Topatopa Mountains. This evening, dine on your own at the resort or see what appeals to you in town.
Accomplished: 38 miles / 61 km, elevation gain: 1,581 feet / 482 meters
Longer Option: 51 miles / 83 km, elevation gain: 2,578 feet / 786 meters
DAY #5 - Ojai, CA United States
On our final morning, catch a bit of extra sleep and sip a latte at the hotel, or fit in one last spin through Ojai Valley. At 11:00 am, we’ll shuttle you back to Santa Barbara.
Optional Ride: 16 miles / 26 km, elevation gain: 672 feet / 205 meters
DAY #6 - Brindisi, Italy
After breakfast on the terrace, enjoy a stroll on the grounds of the masseria or take a morning dip in the pool, play some tennis, or visit the beach. Your guides will then transfer you back to Brindisi as you head on to your next destination.
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