Accommodations may vary based on departure date. Any difference from what is listed below can be found by clicking on your desired date on the View Scheduled Dates or Private Dates tabs.
Castel Porrona Relais
Porrona (1 night)
Refined and intimate, this medieval property is set on a hilltop and blends luxurious modern comforts with deep historic roots. (pool, spa)
Castiglione della Pescaia (2 nights)
Designed by renowned chef and restaurateur Enrico Bartolini, this picturesque inn—once a Medici villa—offers breathtaking views of the Tuscan countryside. (pool, spa)
Porto Ercole (2 nights)
Built with stunning views of the bay, this elegant Leading Hotels of the World member boasts private beach access and is a longtime celebrity favorite. Condé Nast Traveler Gold List. (pool, spa)
This Trip Is Rated Levels 1-4
Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. We know your pace may vary from one day to the next—and your traveling companion's may differ somewhat from yours. So we present a range of mileage options, and each day you decide exactly what and how much you want to do.
Daily Route Options (drag to see full )
|Daily Route Options
|Isla Negra Boat Excursion 2.5 Hours
* Includes shuttle.
Learn more about how we determine our activity level and fully support a range of abilities and interests.
Please note that our distance and elevation figures come from Ride with GPS. Other sources may give differing elevation figures due to different GPS and mapping technologies and other external factors.
All breakfasts, 4 dinners, 4 lunches
Available Bike Options
The key to a stellar day’s ride is a bike that’s perfectly in tune with your cycling style… Backroads has you covered with the best bike fleet in the world! Read on for your available bike options for this trip.
Backroads Titanium Bikes (Included in your trip price)
Our custom-built titanium bikes are specially designed for you—and we offer different models for varied terrain so your bike is ideally suited to the region. Our custom-made bikes are included in your trip price.
Touring Bike (Included)
Performance Road Bike (Included)
Backroads Custom Electric-Assist Bike (Included in your trip price)
Wishing for a little extra assistance up those hills? Our custom Backroads Electric-Assist Bike lets you experience the thrill of exploring on two wheels while providing a boost when you want it. We've modified a selection of our great Titanium Bikes with the intuitive BionX "pedal-assist" system.
Backroads Custom Electric-Assist Bike (Included)
Co-Motion Torpedo Tandem ($400 rental fee)
Do you prefer to spin in tandem with your partner? You'll love the Co-Motion Periscope Torpedo tandem on your Backroads trip. You can upgrade to a Co-Motion Torpedo Tandem on your trip.
Co-Motion Torpedo Tandem (Upgrade)
- Expertise and services of our experienced Trip Leaders
- Snacks and beverages between meals
- Additional guides and experts from the region on many trips
- Van shuttles to support a variety of route options
- Comprehensive Travel Planner with detailed pre-trip information
- Private guided tours at museums, historic sites, wineries and other select attractions as noted in the Travel Planner
- All gratuities at hotels and restaurants
- Special events, including wine tastings and other select attractions as mentioned in the Travel Planner
- On biking and multi-adventure trips, use of fully equipped Backroads titanium bike plus helmet and accessories
- Trailercycles, carriers, and kid-sized helmets for Family Trips
- Equipment and experienced guides for kayaking, rafting, snorkeling, sailing and canoeing as described
- Park and other entry fees
- Fares for trains, ferries and other modes of travel as listed in the Travel Planner
- Select coach transfers
- Baggage transfers and porterage
Get the Straight Talk about This Trip
We want to make sure you're on the right trip and that you have the best experience possible. Every Backroads trip is unique and this one is no exception.
Roads & Traffic
From the picturesque Tuscan hills to the region's stunning coast, accessing Maremma's contemporary seaside towns and authentic fishing villages requires some riding along busy coastal roads. You should be comfortable riding with traffic or opting to hop in the van. To make the most of the region, we'll start and end our bike rides with strategic shuttles to avoid as much traffic as possible.
Why Travel with Backroads in Tuscany
Everyone at Their Own Pace
We design and support our Tuscany trips to suit mixed abilities and varied interests—so you can set your own pace, then change things up as the day unfolds. And all guests are free to do the same, traveling together or apart, with no one cramping anyone else's style. Which sounds easy in theory, but it's hard to pull off. Here's more on how we do it.
More Leaders to Support You
On our Tuscany trips we have an extra leader supporting you along the road—for a total of three, compared to the industry standard two. So we can be in more places at once, giving personal attention to guests traveling at their own pace. Here's more on our Trip Leaders.
Great Bikes Included
Our custom-designed titanium bikes are best in class. From avid cyclists to easygoing riders, we believe that everyone deserves a seriously great bike to match their riding style. Learn more about our bike fleet.
Your Trip Will Run. Period.
Under our Book with Confidence policy, your Backroads trip will run even for one or two people (or a family of three or four), subject to a nominal extra fee. Or transfer to another trip, and we'll give you a credit. It's all part of our trademark commitment to treating guests with integrity, transparency and total accountability. Read all the details.
Navigate Your Way in Tuscany
Your ride comes equipped with a GPS device, preloaded with all the routes and route options for your trip. If you prefer to bring your own device, we also have downloadable GPS files and of course, our good old paper directions are always available. Read more on why our navigation options are the best.
A Second Van When You Need It
Backroads is the only active travel company providing two support vans in Tuscany—because we know it's essential to ensure a truly great travel experience. It doubles our ability to be there when you need us to offer hydration, lighten your load or give you a lift if it's time to take a break. Read more on why two vans make all the difference.
We Speak the Language
If we told you many companies' leaders can't actually speak the language where they lead trips, you'd say incroyable... ridicolo... không the tha thú. At Backroads, fluency in the local language is a given. Find out more on the best leader recruitment, training and development in the business. (And by the way, that was "unforgivable" in Vietnamese.)
In Europe Since 1988
Backroads has been welcoming active travelers to Europe since before the Berlin Wall came down. Today it's virtually our second home. We know the perfect roads and trails, the most scenic valleys and hilltop towns, the hidden churches and gem-like museums, the up-and-coming vintners and celebrated chefs—and, of course, all the best places to stay.
The Best Leaders in Tuscany
Backroads has the best-qualified people to lead your trip in Tuscany, and our guests back that up, rating our Trip Leaders an average of 9.75 out of 10 for all-around quality of performance. Get the facts (and no fluff) on how we recruit and develop the very best people for your trip.
The Right Local Pairings
Our Trip Leaders combine deep local expertise with a firm grasp of North American expectations around quality of service. By the same token, we pair experienced Backroads leaders with local guides who know how to cater to your needs while cracking open the culture or natural history in ways that are meaningful, memorable and often magical.
We Live in the Neighborhood
Our Trip Leaders in Tuscany live in the area and are deeply engaged in their communities, giving them unique inside knowledge they're happy to share in making your experience that much richer. They'll introduce you to people, customs and parts of town you'd likely never encounter on your own—and teach you a few local phrases to help break the ice.
Quality You Can Measure
Since 1979, Backroads Founder and President Tom Hale has shown that staying #1 means constantly evaluating our performance using the best possible source of information: our guests. As we systematically analyze your feedback on our trip consultants, leaders, hotels, meals and on-trip activities, we never stop working to make a great company even better.