5 Cycling Trips Destined to Be Classics

If some of the traditional biking destinations are feeling overcrowded, consider these up-and-coming locales.

The Blue Ridge Parkway

Updated May 2017 — Golf fans dream of teeing it up in historic Scotland and Ireland, where the sport originated, while many scuba divers yearn to explore the exquisite waters along the Great Barrier Reef or Cayman Islands. These classic destinations may seem like fantasies to armchair travelers, but if you're an avid enthusiast, chances are you have either made or seriously considered the pilgrimage.

Likewise, many passionate road cyclists have already ridden in classic destinations like Tuscany, the Napa Valley, and the Burgundy region of France. But unlike golf courses or dive sites, there are roads nearly everywhere. Countless destinations are vying to be the next mecca for cyclists. Beat the cycling crowds at these five spots destined to be new classics.

Southern Italy

Northern Italy and Tuscany are iconic cycling spots — so much so that virtually every tour operator leads trips there. The result can be beautiful roads clogged with support vans and matching bikes. That's hardly the case in Puglia, which features one of the longest stretches of coastal exposure in Italy to go along with perfect weather, beaches, Greek and Roman ruins, and the most olive oil production in the nation. Empty roads make for perfect cycling, and many of the region's unique masserias — fortified ancient houses — have been converted into luxury boutique resorts.

"Puglia is a hot destination for those seeking an easygoing cycling trip, with unique masseria-style hotels and a welcoming people," says Robbin McKinney, founder and owner of Great Explorations, a Canadian-based company offering trips in the region.

The Carolinas

Bicycling Magazine listed the Blue Ridge Parkway among its rides of a lifetime, and former pro cyclist George Hincapie, who holds the record for most Tour de France races finished, opened a cycling-focused hotel just off the parkway in Travelers Rest, South Carolina. Backroads, an active travel tour company based in Berkeley, California, calls the ruggedly scenic area "the cycling capital of the South." The company offers a guided bike trip that runs from Asheville, North Carolina, to Greenville, South Carolina — both frequently named to various "Best Cities" lists — with a stay at Hincapie's Hotel Domestique and a visit to the Vanderbilt family's famed Biltmore Estate.


The largely flat country won't challenge cyclists with long climbs, but it has what many consider the best riding roads in the world. Its unrivaled system of car-free bike paths have been dubbed "biking superhighways" by luxury tour outfitter Butterfield & Robinson (B&R). With a huge percentage of the country's population commuting by bike, drivers are respectful and roads are impeccably maintained. Along with quality riding, the country boasts many charms, from cutting-edge architecture and design to ancient pastel houses and waterfront fishing villages. But it's the dramatic rise of "New Nordic cuisine" and some of the world's best dining that caused B&R to add Denmark to its global list of white glove escorted trips.

Ireland's Wild West

Irish hospitality is legendary, and the country's natural beauty is reflected in its nickname, the Emerald Isle, but because of its narrow, twisting roads, Ireland has never gotten the biking respect it deserves. That has been changing fast, as top tour outfitters have discovered the island's rugged and less-trafficked west coast. It's here you'll find the Wild Atlantic Way, a 2,500-kilometer route that travels through six regions — from the Northern Headlands to the Haven Coast — each with its own unique appeal. Highlights include the Ring of Kerry, stunning castles, the mythical rock formations of Burren National Park, the offshore Aran Islands, and the mountains of Connemara. At every stop you can be sure to find a warm welcome, Irish music, afternoon tea, and other refreshments. For those interested in a guided tour of the Wild Atlantic Way, one option is REI Adventures, the travel arm of the outdoor retailer, which offers an eight-day cycling trip starting at $4,099. 

Argentina and Chile

Napa, Burgundy, and Tuscany have long been classic cycling destinations, but outfitters agree that Argentina and Chile are the sport's new hotspots, especially for U.S. travelers looking to escape cold winter weather. One of the first to embrace the region was Cari Gray, owner of Gray & Co., which offers private bespoke trips and was recently ranked by Travel + Leisure as the world's best tour operator. Gray describes the route between Argentina's colonial city Salta and Cafayate, situated about 100 miles to the south along a riverbed, as "smooth pavement and stunning red rock that make it one of best road bike rides in South America — if not the world." She is equally bullish on Chile and offers numerous biking trips in proximity to deluxe properties, including Hotel Vira Vira, a 21-room luxury lodge. The hotel is located just outside the town of Pucón, a popular destination among adventure travelers that's surrounded by remote vineyards, lakes, mountains, and desert.

Larry Olmsted writes about golf, food, and travel for several publications. His Great American Bites restaurant column appears on USAToday.com, while his luxury lifestyle column The Great Life is on Forbes.com.

Images by Thinkstock, courtesy of Backroads, and courtesy of Gray & Co.

What can Wells Fargo do for you?

Wells Fargo Conversations content helps you map a plan to see a new part of the world or seek out an unforgettable, exclusive experience.

Credit card subject to credit qualification. Credit cards are issued by Wells Fargo Bank, N.A., a banking affiliate of Wells Fargo & Company.

The opinions/ideas presented here are those of the author and do not necessarily reflect the views of Wells Fargo or its affiliates.

The products discussed are not endorsed by Wells Fargo & Company or its affiliates.

This information is provided for educational and illustrative purposes only.


Sign up to receive monthly email updates of what’s new at Wells Fargo Conversations.

Please submit a valid email address.

Thanks for subscribing!

You should receive a confirmation email shortly.

Your privacy is important. Read our privacy policy.