Tuscany by the Sea Bike Tour

Tuscan Vineyards & Dramatic Coasts

From $4,698 - $5,998 pp dbl. occ. | 6 days / 5 nights

(+$1,610 to $2,010 for sgl. occ.)

La natura può più dell'arte: Nature is beyond all teaching—or so the Italian proverb goes. Here, in Tuscany's Maremma, nature abounds. Countryside vineyards and farms. The clear waters of the Tyrrhenian Sea. The untouched Orbetello Lagoon. Like fine wine, Tuscany can be described in great detail. But to be learned, it must be experienced.

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Start/End Rome

Tuscan coast bike tour map


  • Travel on two wheels from the verdant hills of the storied Tuscan countryside to the crystalline waters of the Silver Coast
  • Enjoy a luxurious private beach and dock for swimming and sunning at Hotel Il Pellicano
  • Take in stunning views of the sea and a blue-green lagoon from the spectacular promontory of Monte Argentario
  • Dine and taste celebrated Super Tuscan wines at state-of-the-art Le Mortelle winery

Start/End Rome

Tuscan coast bike tour map


Days 1-2 Savor views of the ancient perched town of Montalcino | Ride through enchanting wine country and discover vineyards that produce exceptional Brunello grapes | Sheep-dotted fields and rustic villas make up the picturesque inland landscape of Tuscany | A bike route lined with olive, cypress and pine trees leads to our country retreat | A private cellar tour and dinner with wine pairing awaits at Le Mortelle, a renowned Antinori estate.

Day 3 Breathe in the sea air on an exhilarating spin through foothills and valleys to the bustling fishing port of Castiglione della Pescaia | Kick back on the beach or indulge in gelato as you stroll the historic town center | Sip Super Tuscans at sunset before a gourmet Tuscan dinner.

Days 4-5 Enjoy a scenic ride and take in vistas of the bay during lunch at a beachfront trattoria | Explore Orbetello Lagoon, a World Wildlife Fund oasis, and trace the quiet shore of Lake Burano | If you're lucky, you might enjoy the company of flocks of migrating birds | Relax in the comfort of our sumptuous hotel, which features idyllic ocean vistas and an exclusive VIP dock for sunbathing.

Day 6 Ride to the summit of Monte Argentario, offering panoramic views of the wooded hills and blue-green lagoon below | Wind down in style on our hotel's private beach.

The earlier you book, the more choice you'll have and the lower your price. And you can always change your mind — you won't be charged to transfer to a different trip before your final payment is due. View cancellation policy.

Please click on a date below for specific pricing and possible itinerary variations.

  • Available
    to Book
  • Going
  • Contact
  • Private Trip
    – Reserved

C Classic Dates

2018 August

View Private Dates

Gather your favorite people to share a Backroads adventure on a ready-to-book Private Trip - featuring all the legendary Backroads hallmarks from expert leaders to unforgettable activities. You can pick from the selection of dates below for your group of 8 or more. If your party has fewer than 8 guests, or your preferred date is not available, we'll create a departure just for you. Call or email us to reserve your date.

2018 Private Trip Pricing
  • 10 or more guests: from $4,698 pp dbl occ
  • 8 - 9 guests: from $5,198 pp dbl occ
  • 6 - 7 guests: from $6,698 pp dbl occ
  • 4 - 5 guests: from $7,298 pp dbl occ
  • 2 - 3 guests: from $8,498 pp dbl occ

Please click on a date below for specific pricing and possible itinerary variations.

Don't see your ideal travel date? Make a Date

    for 8 or more guests
    for 16 or more guests
  • Reserved

C Classic Tours

2018 June
2018 July
2018 October

View Scheduled Dates

The sky’s the limit! Tell us what your dream trip would be and we'll make it happen! Whether you're looking for a honeymoon trip for 2, a 30-person family reunion or a 100-person corporate trip, we can do it all. A dedicated Custom Trip Consultant will work closely with you to bring your dreams to reality. Call us at 800-462-2848 to speak with your Custom Trip Consultant or click on the button below.



From $4,698 - $5,998 pp dbl. occ.
6 days / 5 nights

(+$1,610 to $2,010 for sgl. occ.)

Premiere Hotels

Castel Porrona Relais
Castel Porrona Relais

Porrona (1 night)


Castiglione della Pescaia (2 nights)

Il Pellicano
Il Pellicano

Porto Ercole (2 nights)

Activity Level

This trip is rated Levels 1-4

What's Included

Services and equipment are included.

Why Backroads

Why Travel with Backroads in Tuscany

More On This Trip

Reviews by Power Reviews ®

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Premiere Hotels

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

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)

Il Pellicano

Il Pellicano

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
Level 1 Level 2 Level 3 Level 4 Level 5
miles feet gain miles feet gain miles feet gain miles feet gain miles feet gain
1 14* 1000 20 1700 27 2700
2 12* 1000 19* 1500 27* 1900 45 2300
50 3100
3 26* 500 37 900 49 2300
4 16* 1000 30* 1200 38* 2100 52* 3500
5 10* 700 26* 1200 30* 1500
33 1900
6 13 1500


* 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 (such as Map My Ride and Garmin devices) may give differing elevation figures due to different GPS and mapping technologies. Readings from a Garmin or a smart phone are influenced by other factors such as air pressure.


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)

For trips departing before 4/15/18, the Backroads Road Bike is 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)

Specialized S-Works Roubaix & Ruby ($400 rental fee)

Ride like a pro with the new top-of-the-line S-Works bike featuring ultrasmooth Shimano Di2 electronic shifting. Faster and smoother than any other bike out there, this race-ready carbon machine delivers phenomenal acceleration and handling in an ultralight, ultrapowerful package—perfect for experienced riders. The Specialized S-Works Ruby is a light, agile speed machine precisely designed for women. You can upgrade to a Specialized S-Works Roubaix or Ruby on your trip.

Specialized S-Works Roubaix (Upgrade)

Specialized S-Works Ruby (Upgrade)

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)

Also Included

  • 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

Park Your Bike, Hang with Stars

Backroads is the only active travel company that stays at one of Tuscany's most celebrated hotels; elegant Il Pellicano, with its Michelin-starred restaurant and stunning views of the bay at Maremma, is a long-time favorite of royals, artists, film stars, fashion designers and other luminaries, real and self-proclaimed.

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 (or Upgrade)

Choose a Backroads Custom Titanium or Custom Electric Assist bike—included in your trip price. Maybe a Specialized carbon-fiber pro model is more your speed or go for double fun on a tandem. Our fleet is the best in active travel, so you don't have to roll the dice on this vital trip component. 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 Garmin Edge Explore 1000, the best bike-touring GPS device on the market. This is a Backroads exclusive, and it's included with your bike in Tuscany. 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.

Guest Photo Gallery


Straight Talk

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.