Tuscany by the Sea Bike Tour
Couples, Friends & Solos
6 days
5 nights
Activity Levels 1-4
Luxury Hotels
Tuscany by the Sea Bike Tour
Couples, Friends & Solos
6 days
5 nights
Activity Levels 1-4
Luxury Hotels
2026: Aug-Oct 2027: Apr-Oct
Italian Vineyards & Romantic Coast
La natura può più dell’arte—nature is the best teacher. This Italian proverb comes to life in Tuscany’s Maremma, where rolling vineyards shape the countryside and the Tyrrhenian Sea glows in luminous shades of blue.
Highlights
- Journey from the cypress-and-vineyard dotted hills of the storied Tuscan countryside to the sparkling waters of the Silver Coast
- Pedal routes that trace ancient Roman roads, wind through forests and vineyards, and skirt the Tyrrhenian Sea
- Set sail across aquamarine lagoons with an exclusive experience on a historic luxury veliero (sailing ship)
- Celebrate the bounty of this exceptional region with tastings of Super Tuscan wines and meals that spotlight fresh-caught seafood
- Bask under il sole at two beautiful hotels, including an elegant coastal retreat
Start Pisa
End Rome
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary
Days 1-2
Benvenuti in Toscana! Our first taste of the region’s extraordinary cuisine awaits at a family-style lunch • Bike across the rolling coastal hills of Southern Tuscany, following cycling routes past rustic farms, thick forests and miles of vineyards • Pedal a section of an ancient Roman road that connects Pisa and Rome • Soak up sparkling bay views in the bustling fishing town of Castiglione della Pescaia • Kick back on the beach or cool off with gelato as you stroll the old town center • Tackle the climb to Tirli with sweeping vistas over the Mediterranean Sea • Pair Super Tuscans with a gourmet dinner at a renowned local restaurant.
Nights 1-2
Balanced between Tuscan forest and the Maremma's sparkling coastline, this exquisite family-owned retreat offers access to the best of the region. A Relais & Châteaux member. (pool, spa)
Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.
Days 3-6
Walk the steep lanes of Talamone, a medieval fortress overlooking the sea • Breathe in the sea air on an exhilarating ride through foothills and valleys to Orbetello Lagoon, a World Wildlife Fund Oasis • Climb to the hilltop town of Capalbio as the blue ocean shimmers in the distance • The blue-green lagoon and spectacular promontory of Monte Argentario make for unforgettable scenery as you sail across the sea via private boat • Pedal to the summit of Monte Argentario with its panoramic views of the wooded hills and lagoon below • Relax in the comfort of our sumptuous hotel and explore Porto Ercole on foot.
Nights 3-5
Positioned above the picturesque harbor, with a beach club and rooftop terrace, this boutique hotel emphasizes a sustainable and minimalist design with a nod to its natural surroundings. Small Luxury Hotel of the World member.
Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.
What's Included
See moreStraight Talk
We want to make sure you're on the trip that's right for you. Every Backroads trip is unique and this one is no exception.
Stylish LA ROQQA in Porto Ercole offers a seaside setting and excellent services. While all our rooms have a sea view, please note, they are notably smaller than at most other Backroads Luxury Hotels in Italy.
The routes on this trip take us through a variety of riding conditions. Accessing Tuscany’s seaside towns requires riding along some busy coastal roads or, when available, coastal bike paths with hard packed gravel sections intersected by streets and driveways. Our hotels are set on the coast, which limits our riding options and results in some repetition of routes. To make the most of the region, we’ll start and end some of our bike rides with strategic shuttles.
Dates & Prices
Dates & Prices
Click on dates to see pricing, hotel or itinerary variations and to book your trip. Price is per person, double occupancy, in USD.
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