Sail & Bike Tuscany's Coast & Islands

Explore the Maremma Coast and the islands of Elba and Giglio
Guided 8 Days / 7 Nights

Art, architecture, history and monuments combine with rides in rolling hills of vines and olive groves. The coastal islands and beautiful beaches beckon you to swim. Typical Tuscan villages invite you to wander their cobbled lanes. Enjoy the sea breezes under full sail. The aromatic scents of herbs and citrus fruits mingle in the air as you cycle the gorgeous landscapes of Tuscany and her islands


  • Medieval towns and fishing villages
  • Introduction to the art of sailing your traditional vessel
  • Tuscan cuisine and wine
  • Long sandy beaches of the Maremma coast
  • Mountain bike option


Your Journey

Day 1: (Saturday) Arrival Porto Santo Stefano

Tour starts in the Port of St Stefano, a lively harbour town on the northern side of the Monte Argentario peninsula. Embark from 6.00pm and enjoy dinner on board meeting your fellow guests.

Day 2: (Sun) Monte Argentario Peninsula - Island Giglio (40 km/850 m elevation)

Bike along the coast on the splendid Via Panoramica through the town of Porto Ercole with its two Spanish fortresses, then along the Lagune de Ortobello. Return to Porto Santo Stefano from where you sail to the island of Giglio.

Day 3: (Mon) Island Giglio - Castiglione della Pescaia (15 km/600 m elevation)

Giglio is a true scenic gem of mountains, forest, pristine nature and crystal clear water. A steep climb from the port brings you to the central village of Castello, surrounded by an impressive medieval city wall. A rapid descent follows top the opposite side of Giglio before taking a winding road back to the port. Cross to Castiglione.

Day 4: (Tues) Castiglione della Pescaia - Island Elba, Porto Azzurro (50 km/440 m elevation)

Ride to the Diaccia Boltrona Conservation Park at the Bruna River Delta. Continue along vast salt flats and rural countryside before the landscape becomes hillier. Enter a forest before a last climb brings you to olive groves and vineyards. In the afternoon, cruise to the island of Elba’s picturesque harbour of Porto Azzurro.

Day 5 (Wed) Island Elba – Punta Ala (30 km/500 m elevation)

From Porto Azzurro, surrounded by beautiful sandy beaches and deep blue waters, cycle along the coast then climb to Capoliveri. Continue inland to the mountain village of Rio nell’Elba, one of the oldest settlements on the island. Roll down to Rio Marina with its old octagonal watchtower and ride the rest of the way to Cavo along the coast from where the boat sails to Punta Ala.

Day 6 (Thurs) Cape Punta Ala - Talamone (30 km/430 m)

From Punta Ala bike up to the highest point of today’s bike tour before descending on the Via Rio Palma to La Rochette for a refreshing swim. Complete the loop along the coast back to Punta Ala and board to the boast for Talamone.

Day 7: (Sat) (Fri) Talamone – Porto St. Stefano (40 km/450 m of elevation)

Cycle through rolling landscapes with olive groves and vineyards. Past Lago Poggio, reach the medieval town of Magliano, rich in culture and history. Return to Talamone and join the boat for the last crossing to Porto St. Stefano. /p>

Day 8: (Sat) Porto St. Stefano

Disembark 9.00am after breakfast.


Energetic – daily routes are between 15 – 50 km through hilly or mountainous areas, between 400 – 850m of elevation. Cycling is mostly on tar sealed roads with some gravel .


Half board – breakfast daily + lunch or dinner.

Trip Notes / Dates / Prices 2022



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    Auckland 0622, New Zealand
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