Ciclismo Classico

"Pedal Your Passion."


Then and Now

Vacationing and touring in Italy – by bicycle – was a new concept in 1989 when Ciclismo Classico burst onto the scene to become the first company in the world to specialize in Italian bicycle touring. Leading this charge was Lauren Hefferon who established another world-first: a woman-owned bike tour company.

Today she likens the Ciclismo Classico experience to that of a fine kitchen that develops and delivers award-winning recipes. In the Ciclismo Classico mix are Italy itself (and today a host of other countries); terrain-specific cuisine, wines and beers; a dollop of language immersion plus appreciation of art and music wherever a tour should go. On the Ciclismo Menu are daily rides that blend seamlessly with history and culture on routes scoring high in natural aesthetics while suited to individual riding abilities. Orchestrating the Menu are guides local to one or more of Italy’s 20 regions and whose missions are to imbue the passion and zest for life that mark Italians. These guides have ridden -- even raced -- thousands of miles in their adventurous lives. In special mini-clinics and lessons, they share with guests the fine points of shifting, braking, posture, climbing, descending, cadence and more. With an average of 10 years and 100+ guided trips under their Ciclismo belts, they’re delighted to share stories with guests before all bed down in, variously, a rustic cottage, a castle, a five-star villa or boutique property, each reflecting the character and essence of the region.

Since Ciclismo Classico began 30 years ago, it has introduced physically active and culturally curious travelers to more new destinations in Italy than any other active travel company. The quintessential Italian mode of travel has been the bike. This tradition continues to be the best vehicle for discovering Italy’s natural and cultural gifts, allowing guests to become Italian in style and spirit as they devour the beauty that is Italy.


Generally ranging in duration from 6 to 12 days, trips are organized by ability level: easy, athletic beginner, intermediate and advanced. They all are designed so that guests can cycle at their own pace, enjoying the surroundings, stopping for pictures, and re-grouping at designated rest stops and evening lodgings. More on the levels.

Tour Types and Styles

There is literally something for every taste, ability and interest with Ciclismo Classico. Types of Tours and Styles include:

  • Trips for Beginners - Perfect for the cycling newbie who already enjoys being active, or anyone who just wants to take it easy.
  • Trips for Families - These tours let your entire clan of all ages bike, kayak, cook, horseback ride and more while staying in cozy villas and beautiful B&Bs.
  • Trips for Solo Travelers - By yourself but not alone! Whether single or traveling without your other half, enjoy the group experience affordably and solo.
  • Custom and Private Trips – The Ciclismo experience, crafted and designed – YOUR way.
  • Food & Wine – These trips come complete with a delicious mix of meals, treats and liquid delights to satisfy the simplest or most discerning taste.
  • Top Guide Tours – A series of select trips led by Ciclismo’s most experienced and most popular guides.
  • Giro del Gelato - Trips in Sicily, Southern Amalfi and Bike Across Southern Italy offer the absolute BEST gelato in the world! Be rewarded with all-you-can-eat!
  • Dedicated Hiking Trips – For those new to active travel up to experienced climbers searching for spectacular peaks, these hiking routes touch the soul.
  • Epic Adventures – Trips that deserve honorable mention for their grandeur, heights, heroic nature, size and scope and once-in-a-lifetime appeal.
  • Photography and Wildlife Adventures – Allow guests to expand photo skills and to journey to the remote realms where the most elusive and captivating creatures roam.
  • Reunions and Special Events – Whatever the occasion – college reunion, retirement kickoff or a bachelor party on two wheels, this company fashions trips to the special interests of diverse groups.

Hiking Adventures have been a natural evolution and area of growth for Ciclismo Classico. “We don’t just pedal, we also let the feet do the walking, too!” Designed for beginners on up to experienced trekkers, on foot, at one’s own pace, there are delights to be seen around every bend in the trail. Two signature hiking trips offered include:

  • Amalfi Stroll – for adventurous beginners. Experience breathtaking scenery as you travel from dramatic clifftop towns, through hidden fishing inlets, and along some of the most beautiful coastlines imaginable.
  • Cinque Terre Hiking – for athletic beginners. Capture an era of past Italian life as you ascend ancient footpaths to an untouched quintet of pastel fishing villages perched on cliffs high above the Ligurian Sea.

Tour Destinations

As the name might imply, Italy is home and closest to the heart of Ciclismo Classico and no other active travel company covers it so thoroughly and passionately. But don’t let the name fool you, the company has exported its award-winning style and brand to these other international adventure travel hot spots:

  • Germany
  • The Netherlands
  • Morocco
  • France
  • Spain
  • Portugal
  • Austria
  • Belgium
  • Croatia
  • Czech Republic
  • England
  • Ireland
  • Slovenia
  • Switzerland
  • Ecuador
  • Argentina
  • Brazil
  • Chile
  • Tanzania
  • United States
  • Iceland
  • Peru


Children ages 6 to 16 are accommodated on scheduled family departures. There is no minimum age on custom and private trips.

Bikes are intrinsic to every cycling itinerary. Bianchi bikes, the legendary blue steed that made Fausto Coppi the “champion of champions” and Marco Pantani the king of the hill, is the model of choice. Stylish, a little racy and quintessentially Italian, all bikes are custom-built for Ciclismo Classico. Standard bike rental is included on all tours. Gaining in popularity yearly, E-Bikes are often requested to help take the sweat out of inclines and hills. For couples, tandems are available upon request as well as kiddie trailers for families. More on bikes and bike fitting.


  • Annual (since 1996) Ciclismo Classico Jingle Ride: Lauren dresses up as a reindeer and leads the pack for a holiday-themed ride through Boston.
  • The world’s first Bicycle Travel Film Festival (since 2009) packs the house with pedalers at the Regent Theatre in Arlington, MA and in these additional locations: North Shore and Northampton, MA, southern Connecticut, and Portland, ME.


  • Outside Magazine travel awards in 2014 (2x), 2007, 2004
  • National Geographic Traveler 50 Tours of a Lifetime in 2015, 2013, 2011, 2008 and Best Adventure Travel Company in 2009
  • Boston Business Journal Top 100 Women-Led Businesses in 2012  


  • Adventure Conservation
  • Adventure Travel Trade Association
  • Bianchi
  • Bikes Belong
  • Garmin
  • Mass Bike Coalition
  • Pedal Chic
  • Social Venture Network
  • Trusted Adventures

Travel Agents have been key to the vitality and growth of Ciclismo Classico over its lifetime. Agents and professional travel planners receive all the support needed as well as commissions of 15% to 20% for fully orchestrated bookings.

Backstory and Evolution

Lauren Hefferon was still a kid herself back in 1979 when she led a dozen teens from Maine to Boston on what would be her first bicycle tour. Decades later she and her Ciclismo Classico team have led thousands of cycling guests around Italy, elsewhere in Europe and in South America.

Her journey as a youthful, already passionate cyclist led her to Cornell University where she became a licensed bicycle tour guide for the Cornell University Wilderness Reflections program. Her deep love for travel on two wheels really started with a six-week camping/bicycle tour from Rome to London with a group of 14 teens. It’s where Lauren claims to have gotten her “Wheels.” At that time, she was also cooking up a storm over campfires after long days in the bicycle saddle. Her cookbook, Cycle Food, a Guide to Satisfying your Innertube, introduces her love of sharing food, a theme that resonates in her personal and professional life. By 1983 and after a six-week solo European journey by bicycle, Lauren identified three passions: biking, food and Italy, where she lived until 1986.

Now hooked on bicycle tour guiding, by 1989 she was putting her company, Ciclismo Classico, on the map with a journey called Bike Across Italy that still today passes through her grandmother’s hometown in the Le Marche Region of Central Italy. She expanded the number of itineraries throughout her beloved Italy, creating a new trend in bicycle travel by joining forces with celebrity chefs to encourage foodies onto two wheels.

By 2005 she heeded the call of loyal alums who wanted to travel to other countries – but only with Ciclismo Classico. France was a first foray outside of Italy. Today the company conducts bicycle, hiking/walking, multi-sport and photography tours throughout Europe, in the UK, South America, Tanzania, Iceland and the US. 

Fast forward to 2019 and the 30th anniversary of Ciclismo Classico.  Lauren’s pioneering work continues to create joy for travelers in Italy by introducing them to her love of biking.  Her three children all biked with her before birth.  And, yes, they now take their school breaks on bicycles.

For details on the company and for itineraries please see the website and digital brochure. Or receive their newsletter at:

Contact Information

Founder/Director       Lauren Hefferon
Email                        This email address is being protected from spambots. You need JavaScript enabled to view it.
Telephone                 617.640.4837

Email                        This email address is being protected from spambots. You need JavaScript enabled to view it. 
Telephone                 800.866.7314 US & Canada

Outside US               1.781.646.3377

Address                    Ciclismo Classico
                                30 Marathon St, Arlington, MA 02474
                                (Near Minuteman Bikeway)


Social Media     

Media Contact:       Widness & Wiggins PR

Sara Widness / 802-234-6704 / This email address is being protected from spambots. You need JavaScript enabled to view it.
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Celebrating 30 Years of Bike Touring, Ciclismo Classico Inspires Inquisitive Travelers To Pedal with Passion Across Italy and the World

ARLINGTON, MA, Jan. 7, 2019 –This year marks a significant milestone for the first woman-owned cycle tour company in the world. In 1989, Lauren Hefferon blazed new trails and founded Ciclismo Classico, the first company to specialize in immersive small group bike tours of Italy.

Throughout 2019, Ciclismo Classico will celebrate 30 years of inspired, passionate travel, offering dozens of active vacation itineraries in its core country, Italy, and elsewhere throughout Europe and around the world.

“Pedal Your Passion” has been Ciclismo’s rallying cry for the past three decades. Today, two bicycle adventures best epitomize the company’s deep love and appreciation for all things Italian. One itinerary, Bike Across Italy, has become Ciclismo Classico’s signature tour. Another, La Bella Puglia Mini, represents the company’s quest to enhance its menu of delicious Italian stories.

In 1989, Hefferon created Bike Across Italy, a tour that still today passes through her grandmother’s hometown in the Le Marche Region of Central Italy. Designed for intermediate cyclists who can bike on average 35 miles a day, the route ventures over rolling terrain for a total of 346 miles from Pesaro on the Adriatic to Porto Ercole on the Mediterranean. Over 11 days guests cycle through four regions (Le Marche, Umbria, Lazio and Tuscany) celebrated for their rich history, distinctive local cuisines and stunning panoramas.

“This tour synthesizes legend and history by letting guests imbibe carefully curated touchstones along an east-west trajectory around and over hills and mountains. Our routes are ancient and well-worn, as is Italy herself. We let geography and populations past and present tell her story through our beloved guides,” she said.

Some of this tour’s spectacles even lie underground. These are Italy’s largest cave system and ancient Etruscan settlements under mounds of earth. Other treasures -- amphitheaters, Roman gates and the Temple of Minerva -- await on hill tops paved with medieval cobblestones. Guests cycle on Via Flaminia, an ancient Roman road over the Apennines, an 870-mile range of mountains that create Italy’s spine from the Ligurian Alps south through the boot. Visits to such cities as Urbino disclose echoes of ducal import contained within their walls. In Assisi St. Francis shares his wisdom before a visit to one of the best-known family wineries in Umbria. On the Tyrrhenian Sea comes a stop at Italy’s most important bird sanctuary, Tombolo di Feniglia. Among the charms that distinguish Ciclismo Classico tours are including such little-known touches as Bevagna that since medieval days has plied the craft of making fine paper or swimming in a lake created from a volcano once familiar to Etruscans.

The 2019 trip dates are: May 11-21, June 6-16, July 18-28, Sept 5-15 and 19-29, and Oct 3-13. The per person double rate of $5,995 (single supplement $1,000) includes; carbon bike rental equipped with a Garmin Edge GPS, informative, English-speaking, Italian-born tour leaders throughout, shuttles, sag-wagon support, wine tasting, walking tours of Assisi and Urbino and a visit to a private underground cave in Orvieto, cooking demonstration with a master chef, visit to Frasassi grottoes and paper maker in Bevagna, all accommodations and breakfasts and some lunches and dinners. See:

For bicycle tour newbies, La Bella Puglia Mini over six days and 157 miles (daily average 31 miles) introduces a region popular with foodies but still relatively uncrowded with tourists. Greeks, Normans and Arabs have all added their influence here. Today oils from ancient olive trees and crispy white wines from acres of vines compliment handmade orecchiette, bruschetta covered with juicy tomatoes, roasted red peppers and grilled calamari – all paired with warm hospitality that’s sometimes lost in other countries.

This itinerary is south on the Adriatic, beginning in Otranto. Its complicated history showcased in architecture makes it one of Puglia’s most sought-after towns. The itinerary weaves north to Lecce, a UNESCO World Heritage Site, where guests are accommodated in a building in existence since 1400.

Moving away from the coast cyclists explore an enological gem, Salice Salentino, a region that gives its name to a red wine. In Alberobello, trulli, clusters of conical dwellings, are surrounded by gnarled olive trees. Moving into Basilicata introduces Matera, another UNESCO World Heritage Site which was recently awarded the title of European Capital of Culture 2019 by the Commission of the European Union. This City of Stone is renowned for its sassi (cave dwellings), where medieval monks created individual cells, tiny chapels and even spacious churches. Matera’s 155 cave churches range from primitive to exquisite. Guests overnight in the now-opulent cave dwellings. The circular town of Locorotondo, known for its white wine, Serra, overlooks Valle d’Itria before guests cycle to journey’s end in the whitewashed town of Ostuni, Città Bianca, reminiscent of Greece.

There are seven departures scheduled in in spring and fall 2019 beginning on 4/28, 5/10, 6/07, 9/06, 9/20, 10/94 and 10/18. The per person double rate of $3,795 ($600 single supplement) includes; bike rental and GPS, bilingual guides, all needed shuttles, van support, guided walking tour of Lecce, wine tasting, all accommodations and breakfasts, and some lunches and dinners. See:

For additional information, detailed itineraries, trip availability and reservations please contact Ciclismo Classico by phone: 800.866.7314 (US & Canada) or 781.646.3377 (outside of North America), or visit online:

About Ciclismo Classico

Small group sightseeing through Italy by bike was a new concept in 1989 when Ciclismo Classico burst onto the scene to become the first company in the world to specialize in active cycle tours of Italy. Leading this charge was Lauren Hefferon who established another world-first: a woman-owned bike tour company.

This company’s rallying cry then and now is “Pedal Your Passion!” Tours are led by native-born guides who on average have each served Ciclismo Classico clients in excess of 10 years. Daily rides are carefully blended with a variety of cultural and culinary experiences and served up as the Ciclismo Menu that includes musical evenings, language lessons, wine and beer tastings, personalized cycling clinics, cooking demonstrations and opportunities for spontaneous discovery and cross-cultural interaction. Guests are carefully matched with a tour style and pedaling pace perfect for them, then outfitted with a quintessentially Italian, high-performance Bianchi bike. Having now expanded beyond Italy to represent tour destinations worldwide, Ciclismo also offers hiking itineraries, private and custom trip planning, photo tours and the ease of touring by electric bike. Recognized by media icons such as National Geographic Traveler and Outside Magazine, Ciclismo Classico is widely considered to be one of the premier active travel companies in the world.

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For media inquiries, interviews, press trips and photos contact Widness & Wiggins PR:

Sara Widness / 802-234-6704 / This email address is being protected from spambots. You need JavaScript enabled to view it.

Dave Wiggins / 720-301-3822 / This email address is being protected from spambots. You need JavaScript enabled to view it.

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