Tuscany Two Ways : Chianti and Coastline Cycling Tour

Join Us for an All-Inclusive Tuscany Cycling Tour in the Chianti Countryside AND the Coastal Seaside.


Have you imagined yourself cycling through golden-hued vineyards, gliding along stunning coastlines, and losing yourself in the charm of Tuscany? BICI ITALIA’s exclusive Tuscany Summer Cycling Tour for June and July 2025 brings this dream to life. Designed for cycling lovers, this boutique tour combines immersive experiences in the Chianti countryside and along Tuscany's Maremma coastline. From exquisite accommodations to expertly curated routes, every detail is about creating an unforgettable adventure.

Why Tuscany is the Ultimate Cycling Destination 

Cycling through Tuscany is unlike anywhere else. The rolling hills of Chianti beckon with their timeless vineyards, olive groves, and historic medieval villages, providing unmatched access to hidden trails and prestigious wine estates. On the other hand, the Maremma coastline offers a fresh perspective with its blend of vibrant seaside towns, panoramic sea views, and tranquil inland routes. Pairing the two regions into one trip allows riders to experience Tuscany’s dual essence—from peaceful inland climbs to the invigorating sea breeze.

What Sets This Tour Apart

This tour redefines the cycling experience by blending luxury, personalization, and seamlessly curated routes. Accommodations feature living spaces, ensuite bathrooms, and access to pools and on-site restaurants, ensuring relaxation at every turn. Daily rides are completely customized based on your preferences, whether you seek exhilarating climbs or smooth, easy routes. The all-inclusive nature of the trip brings gourmet meals, guided experiences, and concierge support, letting you focus exclusively on the joy of every ride. For non-cycling companions, there’s no shortage of activities such as wine tastings, spa treatments, cooking classes, and cultural excursions. With a small, exclusive group size capped at six participants, the experience feels deeply personal, tailored to your interests and needs.

Journey Through Chianti's Countryside 

The first five days of the tour transport you to the Chianti region, a paradise for wine and cycling enthusiasts. Rides through endless vineyards and picturesque trails lead to medieval villages.  Off the bike, wine tastings with expert sommeliers offer a chance to savor the region’s world-renowned Chianti Classico. Culinary highlights include chef-prepared dinners showcasing Tuscany’s rich gastronomic heritage. After ride options also include, curated local experiences, massage, jacuzzi or afternoons reclining poolside surrounded by stunning landscapes.

Explore the Magical Maremma Coastline 

The tour’s second half shifts focus to Tuscany's Maremma coastline. Cyclists enjoy breathtaking routes along the Tyrrhenian Sea, where ocean views stretch endlessly. Inland paths bring you to charming coastal villages like Castiglione della Pescaia, full of character and charm. Relaxing afternoons on pristine beaches, seaside picnics, or explorations of nature reserves are just a few of the ways to enjoy this unique region. The Maremma coastline offers the perfect complement to Chianti’s rolling hills, creating a well-rounded and deeply satisfying cycling experience.

Thoughtful Services for Cyclists and Companions 

Every detail of the tour is carefully considered to ensure a seamless and elevated experience. On-site bike support is prepared for any need, whether you’re bringing personal equipment or renting one tailored to your style. Concierge-level planning manages all logistics, from airport pickups to intra-Tuscany transportation, so you can fully immerse yourself. Beyond cycling, the itinerary includes a diverse range of experiences such as sunset vineyard meals, guided village tours, and more that catering to all interests.

Why Book This Exclusive Cycling Tour 

Joining the Tuscany Summer Cycling Tour is more than a vacation; it’s a chance to embody the Italian cyclist’s lifestyle. Participants gain exclusive access to Tuscany’s most iconic destinations and experience the region in ways few travelers can. The personalized approach ensures that every guest enjoys comfort, gourmet dining, and authentic cultural engagement. By exploring both Chianti and the Maremma coastline in a single trip, riders achieve a unique blend of history, culture, and natural beauty.

Make 2025 a Summer to Remember 

Cycling across Tuscany’s picturesque Chianti hills and breathtaking seaside routes offers an unmatched blend of challenge, relaxation, and cultural immersion. Whether your goal is conquering climbs, indulging in gourmet wine and cuisine, or simply soaking in Tuscany’s iconic charm, this bespoke tour is designed for you. Join the ride, and start your unforgettable Tuscan adventure now. 


BICI ITALIA offers private and custom cycling tours in the heart of Tuscany. Run by locals, you can expect expertly curated itineraries, comfortable accommodations, and all-inclusive packages that allow you to arrive, relax, and leave the rest to us. Experiences are thoughtfully tailored for both cyclists and non-cyclists, ensuring every moment of your cycling vacation in Tuscany is truly unforgettable.

Next
Next

How to Plan a Cycling Holiday for the Whole Family