Highlights of Tuscany
Italy Bike + Boat Tours
Bike & Sail the Tuscan coast
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Tour Type
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Skill Level
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Length8 days
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Prices from€2095 Rates
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Overview
Timeless Tuscany! To bike Tuscany is one thing, but to bike and sail Tuscany is another. Traveling on a tall ship is a journey back in time to the era of the great maritime exploration. It's also the rediscovery of the slow lane in a world that's spinning faster and faster.
You will cycle in the footsteps of the Etruscans, immersing in La Dolce Vita. Cypress trees, wine fields, and olive trees spread across the rolling hills, characterizing the typical Tuscan landscape. The villages are picturesque medieval towns laced with cobblestones. Colorful laundry blows in the breezes from vibrant balconies. Kilometer-long sandy beaches beckon for a swim in the glistening blue water.
The Atlantis will be your sailing home-away-from-home. With its giant sails hoisted, you will enjoy a true seafaring experience. There is nothing better than to jump into the sea directly from the deck of the boat, anchored in a quiet bay.
Highlights
- Porto St. Stefano
- Porto Ercole with its two Spanish fortresses
- Island of Elba
- Tuscan scenery with its characteristic vineyards
- Local wines
- Sea and sailing
- Sunset dinners and stargazing from the deck of your tall ship accommodation
We have other bike and boat tours in Italy. Be sure to check them out!
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Itinerary
Day 1: Arrival in Porto Santo Stefano
Day 2: Monte Argentario - Talamone, 25 mi. (40 km)
Day 3: Talamone - Magliano di Toskana - Talamone, 28 mi. (45 km)
Day 4: Talamone - Porto Azzuro, 12.5 mi. (20 km)
Day 5: Porto Azzuro - Enfola Bay 21 mi. (35 km)
Day 6: Patresi - Marina di Campo, 19 mi. (30 km)
Day 7: Island Giglio - Porto St. Stefano, 9.4 mi. (15 km)
Day 8: Porto St. Stefano*All distances are approximate. The above-planned itinerary is subject to change, even on very short notice, due to changing wind and weather conditions and other unforeseen circumstances having to do with mooring requirements, docking location changes, lock repairs, etc. This itinerary depends strongly on the wind conditions. Depending on the direction of the prevailing winds, this tour can also take place in reverse order.
Day 1: Arrival in Porto Santo Stefano
Individual arrival to Porto St. Stefano, a wonderful, lively harbor town on the northern side of the Monte Argentario peninsula. Boarding the boat takes place from 6 pm onwards. If you arrive earlier, you are welcome to leave your luggage on board from 2 pm onwards. With a short stroll through the medieval old town, painted in a wash of pink and beige, you will quickly realize that you are now on holiday. it is suggested that you fit in time for a walk to the Fortezza Spagnola, high on a hill, built in the 17th century as a means to protect the city. The first evening meal on board is a great way to get to know your fellow travelers, guides, and crew. Overnight in Porto St. Stefano.Day 2: Monte Argentario - Talamone, 25 mi. (40 km)
Your first cycle tour begins in Porto Santo Stefano through the old train tunnels. Crossing a stone quay, you reach the historical town of Orbetello. You may catch a sighting of flamingoes in the natural oasis Laguna di Orbetello. Later in the afternoon, you will cycle to the ruins of the fortified Roman town of Cosa, and then through the Duna Feniglia nature reserve. Along the way you can park your bike and take a refreshing swim at a nearby beach. You will cycle You return once again to Porto Santo Stefano where the Atlantis awaits to navigate to Talamone.Elevation gain: 660 ft. / 200 m.
Day 3: Talamone - Magliano di Toskana - Talamone, 28 mi. (45 km)
Your itinerary begins in a rolling landscape enlaced with grapevines and olive groves. Past the Poggio Perotto Lake, you arrive in the medieval town of Magliano. The town icon is a 2000-year-old olive tree, the oldest in Tuscany. With its two beautiful city gates, the picturesque town is the perfect place to linger and soak in your surroundings. On your ride back to Talamone, enjoy the beauty of the Tuscan landscape once more. If the weather is calm, the Atlantis will set sail for the well-known beach town of Castiglione della Pescaia, where you anchor for the night.Elevation gain: 1,000 ft. / 300 m. of elevation
Day 4: Talamone - Porto Azzuro, 12.5 mi. (20 km)
This morning the boat crosses to Elba. After Sicily and Sardinia, Elba is the third largest island in Italy and impresses with its charm, lush nature, and rich history. After a light lunch on board, you go ashore. Your afternoon tour through the varied island leads to Capoliveri and along a wonderful panoramic road. In the evening take the opportunity for a stroll through the charming little harbor town Porto AzzuroElevation gain: 660 ft. / 200 m.
Day 5: Porto Azzuro - Enfola Bay 21 mi. (35 km)
A somewhat longer cycle tour is planned from Porto Azzuro to the north of the island of Elba. After a coffee break in Rio nell' Elba, you will arrive at one of the most impressive viewpoints of the trip. At Voltereio, you look at the bay of Portoferraio, the capital of the island. After lunch, it is only a few kilometers to the beautiful bay of Enfola.Elevation gain: 1,630 ft. / 500 m.
Day 6: Patresi - Marina di Campo, 19 mi. (30 km)
Today, the queen’s stage awaits you! You cross the island by bicycle. After visiting the mountain villages of Marciana, you get to the highest point of the tour at Monte Perone. Then it's an easy downhill ride to the village of San Piero in Campo, where you can enjoy a delicious lunch with a view onto your boat. After the tour, you take a refreshing bath – directly from your ship. Then the sails are set with the destination: Island Giglio. The Isola Giglio is located in the very south of the Tus-can Archipelago and is a scenic jewel. Mountains, forests, untouched nature, crystal clear sea!Elevation gain: 2,300 km. / 700 m
Day 7: Island Giglio - Porto St. Stefano, 9.4 mi. (15 km)
Giglio Island lies in the far south of the Tuscan Archipelago and is a true gem with its mountains, forests, untouched nature, and crystal clear water! Today’s cycle tour offers a challenge with a great reward at the end as you ride from Giglio Porto to the central town of Giglio Castello, which is surrounded by an impressive medieval town wall. A rapid descent takes you to the other side of the island to Giglio Campese where the local sandy beach is perfect for swimming. A switchback serpentine leads back to Giglio Porto. Enjoy one last cruise onboard the Atlantis as you set sail in the direction of Porto Santo Stefano. A celebratory evening meal in the company of fellow travelers, crew, and guides, offers a great atmosphere in which to enjoy the last evening together.Elevation gain: 1,650 km. / 500 m.
Day 8: Porto St. Stefano
Your tour officially ends at 9 am after breakfast.You can view all of our bike and boat tours or look at our featured bike trips, specials, and news.
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Map
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Boats & Bikes
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Atlantis
Comfort Class Sailing Ship
On the spacious deck of the Atlantis, island hoppers will find enough space both in the shade and in the sun to spread out and enjoy the landscape. The highlight and heart of the Atlantis is the outdoor bar and upper deck seating and dining area. There is nothing better than an expertly prepared dinner enjoyed outdoors at sunset on a tall ship. Read More
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Inclusions
What’s Included
- Accommodation for 7 nights on a tall ship in a standard double cabin with private facilities
- Breakfasts
- 7 lunches or dinners (Due to the differing daily programs, some days will have no warm meals included while others will include both lunch and dinner on board)
- Unisex 21 or 24-speed city touring bike equipped with Selle Royal saddles, mudguards, luggage rack and pannier
- Cycling tour guide
- Overview-maps of the daily cycling itinerary on board
- Bed linens and towel (incl. change of towel once a week)
- English and German speaking tour guide
- Overview and maps of the daily cycling itinerary
What’s Not Included
- Beverages
- Meals onshore
- Entrances not mentioned in the itinerary
- Gratuities for guide and crew
- Bicycle protection
- Travel Insurance
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Dates & Pricing
Dates & Pricing
Not being offered in 2025.
Check out our other bike and boat tours in Italy!
Single travelers can book "willing to share" to avoid the single supplement. (You will be paired with somebody of the same gender.)
Please Note
- Rates are per person, based on double occupancy
- Tour prices are based on the fuel costs at time prices are set, often months or years in advance. In rare cases, additional fees may apply for fuel cost increases.
- Information to read before you book
- We recommend purchasing trip insurance
- Please see our FAQ
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Extra Info
Skill Level — Moderate–Difficult
This cycling itinerary requires an advanced level of fitness from the participants. The daily routes have a length of 12 - 31 mi./15 - 50 km, leading through hilly or mountainous areas but can be completed without any time constraints. The cycle tours consist of up to 1,000 – 2,300 ft/400 - 850 m of elevation collectively. There are also some extended climbs where walking your bicycle is of course permitted. Surfaces traversed are generally asphalted but there are times when you will ride on loose gravel. You will be fully informed on each day’s itinerary, difficulty level, and route.
Airport Info
Fly to Rome Fiumincino Airport (FCO)
Local Travel
Porto Stefano is located 118 km from Rome.
By public transportation
Flixbus Airport FCO - Orbetello approx. 1:45 h several times a day, then by local bus Orbetello - Porto St. Stefano approx. 20 min.
Flixbus Airport FCO - Grossetto approx. 2:10 h, then by train to Orbetello about 40 minutes, continue by local bus Orbetello - Porto St. Stefano approx. 20 min.
Train FCO airport to Roma Termini 32 min (10-15 Euro) or by bus from FCO airport to Roma Termini 45 min (4-5 Euro) or by shuttle from FCO airport to Roma Termini 1 h (6-8 Euro). Then continue by train to Orbetello 2 h (10 - 25 Euro). Continue then by local bus Orbetello - Porto St. StefanoClimate
The region of your tour has a typical sea climate, with rather mild temperatures even during the winter. It seldom rains, especially during the summer. Please do check local conditions before your arrival.
Important to know
Documents
It is each traveler's responsibility to research travel requirements and to ensure that you are in compliance with the country or countries you plan to visit. This includes and is not limited to passport validity, blank visa pages required for your destination (s), and any other requirement.
US citizens: A good website to research the requirements of the Schengen Agreement and other countries, and to read about passport validity requirements, visa requirements, as well as blank pages necessary for entry into each country is travel.state.gov.
Non-EU citizens: Please research the requirements of your country of residence for international travel and the destination country.
EU-citizens: (without special situations like dual citizenship, main residence abroad or a limited-validity passport) are required to have a valid passport or ID-card, not expiring within six (6) months from the end of your tour.
*Important note: Please check on the European Travel Information and Authorization System (ETIAS) status as once implemented, this will be required to visit any of the 26 Schengen-member countries for tourism, business, medical, or transit. This is an additional check on security rather than a visa.
Good to know
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Due to international participation, this tour will often be conducted bilingually, in German and English.
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Helmets are mandatory. We advise that you bring your helmet. Rental helmets are available, but in limited numbers (reservation required).
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This tour is designed as a guided tour. After prior agreement with the tour guides and selection of a suitable route, cycling self-guided may be possible.
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Please bring flexible, soft-sided luggage. Hardshell suitcases are not practical. Storage space in cabins is limited so pack accordingly. After all, you are on an adventure.
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Credit card payment is not possible on board.
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Since this sailing ship is too big for small fishing ports, you may spend the night anchored out in the harbor in many places. This means that your day of cycling often begins with a passage to the shore in the dinghy. Embarking and disembarking requires sure-footedness and flexibility. Tour guides and crew will be happy to assist you when entering the ship.
Tour Operator
This tour is run by Inselhuepfen.
We value the strong relationship we have with our local partners and the services we provide.
We are not a broker.
We do not inflate tour prices.
We are simply travelers helping travelers.Would you like to learn more About Us? How about What Makes Us Different than other companies?
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