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Tuscany by the Sea Bike Tour

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.

Luxury Hotels

Activity Levels 1-4

Couples, Friends & Solos

Itinerary Where You’ll Stay What to Know Bikes Reviews

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Trip at a Glance

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

Sample itinerary. Trip details may vary by departure.

Start Pisa Airport & Travel Details

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.

Gallia Palace Hotel

(Luxury Hotel, 2 nights)

Activity Options & Terrain

Outdoor pool surrounded by plants and bushes, next to a hotel building

Dining hall with large, glass walls and people inside eating

Bar and lounge with white, cushioned chairs and circular glass tables

Room with a gray, spiral staircase with two yellow chairs on the left

Lounge with gray and blue sofas and a billiards table in the background

Nights 1-2

Gallia Palace Hotel

Punta Ala

Luxury Hotel

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.

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.

La Roqqa

(Luxury Hotel, 3 nights)

Activity Options & Terrain

Red hotel building with individual balconies per room

Gray bar counter with liquor on a shelf on the wall, illuminated by lights

Lounge with arched hallways with white and red cushioned seating

Outdoor dining area with a red building and gray cushioned seating

Lobby with red, cushioned chairs and a white staircase

Nights 3-5

La Roqqa

Porto Ercole

Luxury Hotel

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.

End Rome Airport & Travel Details

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This trip has an activity level range of 1-4

Route & Terrain Notes

The biking routes on this trip follow quiet roads through farmland, vineyards, villages and coastal areas. Terrain is mostly level to rolling, but some days involve some steeper climbs to hilltop towns, particularly on the long options. Most routes have little car traffic, but as we enter and exit larger towns on the coast, we pass through stretches of road and coastal bike paths (with hard-packed gravel sections) where we’ll encounter intersections and more traffic.

Day 1

Biking

Level 1

13 miles

600 ft. gain

Level 2

24 miles

1600 ft. gain

Day 2

Biking

Level 1

14 miles

600 ft. gain

Level 2

20 miles

1700 ft. gain

Level 3

33 miles

2200 ft. gain

Level 4

52 miles

2700 ft. gain

Day 3

Biking

Level 1

12 miles

500 ft. gain

Level 2

18 miles

1400 ft. gain

Level 3

30 miles

2600 ft. gain

Level 4

50 miles

3200 ft. gain

Day 4

Biking

Level 1

18 miles

900 ft. gain

Level 2

27 miles

1300 ft. gain

Level 3

38 miles

2300 ft. gain

Level 4

52 miles

3700 ft. gain

Other

Boat Excursion (2.5 hours)

Day 5

Biking

Level 1

18 miles

1000 ft. gain

Level 2

30 miles

1700 ft. gain

Level 4

39 miles

2400 ft. gain

Level 4

43 miles

2800 ft. gain

Day 6

Biking

Level 2

13 miles

1500 ft. gain

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What to Know

What's Included

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Straight 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.

LA ROQQA Hotel

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.

Riding on the Tuscan Coast

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.

FAQs

This trip is best suited for adults who enjoy relaxed rides and longer routes with some rolling hills. It’s ideal for those who want to experience both the Tuscan countryside and Mediterranean coast, biking through vineyards, forests and hilltop towns before reaching seaside villages and the Tyrrhenian Sea. E-bikes available.

This is a Level 1–4 Biking trip, with shorter options covering roughly 10–20 miles and the longest options reaching around 50 miles, with up to 3,700 feet of elevation gain. A typical day includes multiple flexible route choices—see this trip’s Activity Options & Terrain in the itinerary for day-by-day details or learn more about Backroads’ activity levels.

The trip showcases two distinct sides of southern Tuscany. Inland routes wind through rolling farmland, forests and vineyards, while the coast brings lagoons, fishing villages, beaches and views of the Tyrrhenian Sea. Together, they offer a transition from classic Tuscan countryside to the Mediterranean coast.

Yes. The itinerary includes a 2.5-hour private boat excursion along the Tuscan coast, as well as time in seaside towns and opportunities to enjoy the beach. The journey includes coastal highlights such as Castiglione della Pescaia, Orbetello Lagoon, Monte Argentario and Porto Ercole.

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