Travel Guides: Italy Travel Guide: Overview
In Southern Europe—right in the heart of the Mediterranean—lies a boot-shaped country stuffed to the brim with culture, history and fine cuisine.
Couples, Friends & Solos
6 days 5 nights
Activity Level: 1-4
Premiere Hotels
From: $5,799 - $6,749 pp dbl occ
($1,550 - $1,850 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.
Start Orvieto / End Rome
Start/End locations may vary. Do not book flights until your trip details are confirmed.
Bike through the rolling coastal hills of Southern Tuscany | Our first taste of the region's extraordinary cuisine awaits at a family-style lunch | Follow cycling routes past rustic farms, verdant forest and tidy vineyards | Discover the breathtaking Ombrone Valley | Breathe in the sea air on an exhilarating ride 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 old town center | Tuscan hills give way to Maremma's high grass and maritime plains as you near the Tyrrhenian coast | A bike route lined with olive, cypress and pine trees leads to our beautiful resort | Ride through the Bruna river valley, pausing in a hilltop village for a farm-to-table lunch | Tackle the climb to fairytale Montemassi or spend the afternoon at the spa | Sip Super Tuscans before a private cellar tour and gourmet dinner at a renowned local wine estate.
This picturesque inn—once a Medici villa—in the heart of Maremma is surrounded by acres of beautifully cultivated private land and offers a luxury country experience just a few miles from the sea. (pool, spa)
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 watch the migrating birds on the quiet shores of Lake Burano | Climb to the hilltop town of Capalbio as the blue ocean shimmers in the distance | Sail across the sea on a historic luxury boat | Relax in Porto Ercole or in the comfort of our sumptuous hotel | Pedal to the summit of Monte Argentario, offering panoramic views of the wooded hills and blue-green lagoon below.
Located between Orbetello Lagoon and the rolling hills of Monte Argentario, this modern hotel is a Mediterranean oasis with easily accessible jogging trails and a world-class golf course. (pool, spa)
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.
Click on dates for pricing, itinerary variations and to book your trip. Price is per person, double occupancy in USD.
Our Private Trips are best for groups of 6 or more. We suggest joining a scheduled trip.
Group size is required to show per-person pricing. Your group size can be approximate and can change.
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Every Backroads trip is designed to appeal to a wide variety of interests and fitness levels. Several routes and a range of levels are offered each day so you can choose how much or how little activity you want to do. Learn more about how we determine activity levels.
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! Please note that bike requests are subject to availability and prioritized based on the date they're submitted.
Click the arrow to see all bike options.
Included in your trip price
This custom-designed titanium bike is lightweight and responsive, featuring Shimano Ultegra Di2 electronic shifting, 11-speed compact gearing, a premium Mavic Ksyrium Pro wheelset and a full carbon fork.
Included in your trip price
A proven classic, this custom-designed titanium bike is suited for a wide range of cyclists. It features a comfortable ergonomic seat and a long wheel base that add to the bike’s control and stability.
Included in your trip price
Keep pace or zip ahead, pedaling with an electric boost. This bike provides plenty of power to flatten the hills and more than enough battery range to cover the distance.
Min. age to ride e-bike: 16+
Ride like a pro with the top-of-the-line carbon Cannondale Synapse Hi-Mod Red ETAP AXS. Delivering phenomenal acceleration and handling in a light and powerful package.
$650 rental fee; subject to availability
This hand-built frame features Co-Motion's custom-designed cro-moly steel tubeset, powerful Avid disc brakes, Shimano Ultegra drive train, and a custom, upgraded wheelset. For experienced tandem riders.
$400 rental fee
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.
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.
In Southern Europe—right in the heart of the Mediterranean—lies a boot-shaped country stuffed to the brim with culture, history and fine cuisine.
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