Contact us!

Do you have any questions? Feel free to contact us!
We try to reply within one working day.

What is the sum of 2 and 3?
Sail & Bike

Highlights of Tuscany · Italy

From 1990 €
from St. Stefano / to St. Stefano
8 days /
7 nights
185 km
Level 2 -3
Level 1
Easy cycling tours suitable for islandhoppers who are confident on their bikes but prefer riding on flatter terrain (15-30km and 200 elevation meters per day).
Level 1 - 2
Easy to moderate cycling tours through hilly terrain suitable for islandhoppers who have a good basic level of fitness (20-35km and up to 200-400 elevation meters per day).
Level 2
Moderate cycling tours through hilly terrain suitable for islandhoppers who cycle regularly and feel comfortable with longer climbs (25-40km and 300-500 elevation meters per day).
Level 2 -3
Moderate to demanding cycling tours through hilly to mountainous terrain suitable for islandhoppers who like a challenge (30-50km and 400-700 elevation meters per day).
Level 3
Demanding cycling tours through hilly and mountainous terrain suitable for islandhoppers who can take on steeper climbs (30-60km and 400-800 elevation meter per day).

Experience la dolce vita: Sail and bike in beautiful Italy

There is much to look forward to on this Sail & Bike tour through Tuscany, as you cycle in the footsteps of the Etruscans, enjoying the Italian ‘dolce vita’! The cypress, vineyards, and olive trees that cover the rolling hills characterize the typical Tuscan landscape. Picturesque medieval towns with small, cobbled streets and colourful houses invite curious visitors to linger. Sandy beaches and remoted bays beckon for a swim in the glistening water. The Atlantis as our floating home for the week allows for a carefree travel experience, sailing with us from one place to the next. Her giant sails create a true seafaring ambience. Tuscany by Sail & Bike is the perfect all-round holiday for bike lovers.

TO NOTE: This tour takes place prallel to our MTB-Tour on the same boat. This is perfect for travellers who wish to spend their holiday together, but do not share the same riding preference.

Book Now


Culture: The Spanish fortress in the picturesque old town of Porto St. Stefano
Nature: Azure blue sea surrounding Elba
Activity: Take a bike ride through Tuscan scenery with its characteristic vineyards
Culinary: A glass of the incredible local wines immerses you in ‘La Dolce vita de Italia
Souvenir: Cheese, ham, wine, pasta and linen of all sorts make for great local souvenirs
TO NOTE: This trip is already updated for the 2024 season. Itinerary, prices and services may vary compared to 2023:

To watch this video, you must agree to the use of cookies and accept our privacy policy. By loading the video, you agree to our privacy policy. View privacy policy


Porto Santo Stefano Talamone Porto Azzuro Rio nell’ Elba San Piero in Campo Marciana Marina Di campo Giglio Porto Orbetello Elba Parco Regionale della Maremma Monte Argentario MEDITERRANEAN Italy France Corsica (Italy) Sardinia (Italy) Airport Rom Rom Pisa Italy Marina
1st Day
Arrival in Porto Santo Stefano
Individual arrival in Porto St. Stefano, a wonderful, lively harbour town on the northern side of the Monte Argentario peninsula. The boat is ready to be boarded at 6 pm. Should you arrive earlier, you are welcome to leave your luggage on board from 2 pm onwards. A short stroll through the medieval old town, painted in a wash of pink and beige, will quickly make you realize that you are now on holiday! We recommend a walk to the Fortezza Spagnola on the hill above the old town, built in the 17th century to protect the city. The first evening meal on board is a great way to get to know your fellow travellers, guides, and crew. Overnight in Porto St. Stefano.
2nd Day (Sat) Monte Argentario - Talamone
(aprx. 40 km/200 Hm)
Our first bike tour takes us from Porto St. Stefano to the historic town of Orbetello. With a little bit of luck, we will have the chance to admire the spectacular flamboyance of flamingos in the WWF natural oasis Laguna di Orbetello. Afterwards our cycle tour leads to the ruins of the fortified Roman town of Cosa and then through the Duna Feniglia nature reserve, with its enchantingly beautiful pine forest. The tour continues predominantly along cycle paths back to Porto Santo Stefano where the Atlantis awaits our arrival for a crossing to Talamone.
3rd Day (Sun) Talamone – Porto Azzurro
(Sailing Day)
After breakfast, it’s time for a sailing voyage! A long crossing to Elba awaits us. If the winds are favourable, guests receive a briefing on sailing and can help set sail together. After Sicily and Sar-dinia, Elba is the third largest island in Italy and it impresses with its charm, lush nature and rich history. Lunch will be served on board and guests have time for a swim before we arrive in the sheltered bay of Porto Azzuro. In the evening, you can explore the charming harbour town.
4th Day (Mon) Porto Azzuro – Capoliveri – Porto Azzurro (aprx. 28 km/ 400 Hm)
Today’s tour of the multi-facetted island of Elba takes us to the lively town of Capoliveri, where we soak up the Italian charm and enjoy a delicious ice cream and coffee. The tour continues along a beautiful panoramic road, followed by a lunch break, before taking us back to Porto Azur-ro. In the evening, island hopping invites us to a wine tasting.
5th Day (Tue) Porto Azzuro –Enfola Bay
(aprx. 40 km/600 Hm)
Today we can look forward to a somewhat longer tour from Porto Azzuro to the north of the island of Elba. After a coffee break in Rio nell' Elba we head to one of the most beautiful viewpoints of the trip. From Voltereio we can look out over the beautiful bay of Portoferreio, the capital of the island. After lunch, we cycle the last few kilometres to the bay of Enfola.
6th Day (Wed) Marciana Marina – Marina di Campo
(aprx. 30 km/700 Hm)
Today the queen’s stage awaits us! We cycle over the island, visiting the mountain village of Marciana along the way before reaching the highest point of the tour at Monte Perone. From here we are rewarded with a wonderful decent to the village of San Piero in Campo, where we can enjoy a delicious lunch with a view of our ship. Once back on the ship there is plenty of time for a refreshing swim directly from the boat. Afterwards, the sails are set, and we head for Isola Giglio, an island located in the very south of the Tuscan Archipelago. This Italian jewel is home to mountains, forest, untouched nature, and crystal-clear sea!
7th Day
Island Giglio – Porto St. Stefano
(aprx. 15 km/400 Hm)
We begin our cycling tour in Campese on the west of the island. The destination for today is the medieval town of Giglio Castello, enthroned like an impregnable castle high up on the island of Giglio. A quick descent takes us down to Giglio Porto. After dinner, the sails are set for the island of Giglio. Isola Giglio is located in the very south of the Tuscan archipelago and is a scenic jewel. Mountains, forest, untouched nature and crystal-clear sea!
8th Day
Porto St. Stefano
Departure at 9 am after breakfast followed either by an extended stay in Tuscany or an individual journey home.


Atlantis (Tall Ships)

The Atlantis is a guaranteed eye catcher in every harbor. Built in 1905 and christened Elbe 2, the Atlantis served faithfully as a light vessel in the North Sea, Germany. Afterwards she was elaborately restorated as a tallship for passenger cruises.

The renovation featured a classy salon, a spacious upper deck including seats and a cocktail bar as well as 16 comfortable air conditioned guest cabins including a shower and WC. A true highlight and centerpiece of the Atlantis is the open air bar, where the dedicated crew conjure creative beverages and cocktails for the guests. Mealtimes are…

Read More
Tall ship Atlantis under full sails

Rental Bikes

Our Hybrid Bikes

For our hybrid bike tours, we use reliable, low maintenance hybrid bikes with aluminum frames in various sizes. Twenty years of experience in bike tourism has given us the knowledge and confidence to select the right components for the requirements of an Islandhopping tour. Our bikes ensure a carefree riding experience for our cycling enthusiasts.…

Read More

Our E-Bikes

All our e-bikes are high quality pedelecs, most of which are fitted with Bosch motors with extra battery range. They are characterized by their relatively light weight and great components. Some of our fleet are equipped with other motor systems. With an Islandhopping e-bike, you will be able to climb almost any hill with ease. They are a true set of wings for anyone who needs a little ‘tail wind’ to make their ride that little bit more enjoyable.  …

Read More

Gravel & Road Bikes

Our gravel and cyclocross bikes can be ridden over a variety of terrain. These bikes run perfectly on smooth asphalt surfaces as well as on gravel trails. The frames are extremely robust while still light. The relatively wide tires provide good traction when cycling on loose surfaces. Cyclocross bikes allow for adventurous rides without compromise.…

Read More
  • Our Hybrid Bikes
  • Our E-Bikes
  • Gravel & Road Bikes

Services, Dates & Prices


The below calendar lists the basic cruise price per person. The final cruise price depends on cabin type, cabin occupancy and any additional optional services. The prices for additional optional services are listed below the travel calendar. The green checkmark indicates that the trip is secured.

Time Period Tour Country Accommodation Route Availability Price from
The final price is dependent on the type of cabin, the number of guests staying in the cabin and any additional services booked.

August 2024

Comfirmed departure
23.08. –
Sail & Bike
Highlights of Tuscany
Italy Atlantis Porto St. Stefano bis Porto St. Stefano available 1990,00 € To Booking

September 2024

Comfirmed departure
06.09. –
Sail & Bike
Highlights of Tuscany
Italy Atlantis Porto St. Stefano bis Porto St. Stefano fully booked 1990,00 € on waiting list
Comfirmed departure
13.09. –
Sail & Bike
Highlights of Tuscany
Italy Atlantis Porto St. Stefano bis Porto St. Stefano fully booked 1990,00 € on waiting list
Comfirmed departure
20.09. –
Sail & Bike
Highlights of Tuscany
Italy Atlantis Porto St. Stefano bis Porto St. Stefano fully booked 1990,00 € on waiting list

October 2024

Comfirmed departure
04.10. –
Sail & Bike
Highlights of Tuscany
Italy Atlantis Porto St. Stefano bis Porto St. Stefano available 1990,00 € To Booking
Load more dates
Included services
  • 8-day-trip on a tallship with crew
  • 7 nights on a tallship in a standard twin cabin with shower/toilet
  • 7 x halfboard
  • Guided or individual cycling tours as described in itinerary
  • Bed linen and towel (incl. change of towel once a week)
  • English and German speaking tour guide
Not included in the basic tour price
  • Journey to Porto St. Stefano (Monte Argentario Peninsula)
  • Beverages on board (tally sheet, to be paid to the captain)
  • Meals and beverages ashore
  • Entrances not mentioned in the itinerary
  • Tips for tour guides and crew
  • Safe, long-term parking place (price available on request)
Prices for Additional Optional Services 2024
Shared twin cabin (limited) Prices on request
Single cabin
800 euro surcharge
Rental bike with Ortlieb pannier (limited) Hybrid bicycle: 80 euro/week
E-bike: 225 euro/week
Insurance against theft and damage of the rental bike
(Not insured: grossly negligent damages)
Rental hybrid bike : 10 euro/week
Rental e-bike: 25 euro/week
  • Children up to age 16 receive a discount of 25 % on the basic tour price (not combinable with any other discount / does not apply for single occupancies).

  • If this is your third or more Islandhopping tour booked directly with us, you will receive our SEA-YOU-AGAIN discount for your next tour in 2025.

Arrival - How to get there

Port of embarkation – Porto St. Stefano

The embarkation harbour for our Highlights Tuscany tours is Porto St. Stefano. Boarding the boat takes place at 6 pm. Should 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.

Arrival by plane

Arrival by plane is the fastest, cheapest and most comfortable way to travel to Italy. Porto Santo Stefano is connected with following airports:


  • Airport Rome Fiumincino (FCO): 118 Km
  • Airport Pisa (PSA): 202 km.


Your flight can be organized once we have confirmed that your journey is taking place.

Airport Rom Fiumincino (FCO) – Porto Santo Stefano

Option A

Flixbus from Airport FCO to Grossetto aprx. 2:10 h, continue by train to Orbetello aprx. 40 min: More Details

and then per local bus from Orbetello – Porto St. Stefano aprx. 20 min: More Details


Option B

Train from Airport FCO to Roma Termini 32 min (10-15 euros): More Details

Bus from Airport to Roma Termini 45 min (4-5 euros): More Details

Shuttle from Airport to Roma Termini 1 h (6-8 euros): More Details

  • continue by train to Orbetello 2 h (10 – 25 euros)
  • continue by local bus from Orbetello – Porto St. Stefano aprx. 20 min More Details


Option C

By private transfer: from 250 euros/car/one way, approx. 2 hours travel time: More Details

Airport Pisa (PSA) – Porto Santo Stefano

By public transport:

Shuttle train from Airport PSA to Pisa Centrale 5 min (from 1,10 euros), between 6.53 a.m. and 9.03 p.m.: More Details

– continue by train from Pisa Centrale to Orbetello (Monte Argentario): approx. 2 hours, from 16,10 euros: More Details

– continue by local bus from Orbetello – Porto St. Stefano approx. 20 min: More Details


By private transfer:

from 250 euros/car/one way, aprx. 2 hours travel time: More Details

Please note: All fare prices are on a 2018th basis. All information is supplied without guarantee.

  • Embarkation
  • Arrival by plane
  • from rom (fco)
  • From Pisa (PSA)

Important information

Spoken Language

Due to our international audience all Islandhopping tours are conducted bilingually, in English and German.

Itinerary changes

We reserve the right to make changes to the route in the case of changing wind and weather conditions as well as for reasons of organizational necessity.


Hybrid Bike Level 2-3

The cycle routes require an advanced level of fitness from the participants. The daily routes have a length of 12,5 – 28 mi./20 – 45 km. They lead through hilly or mountainous areas and will be completed without any time-constraints. The cycle tours consist of up to 660 – 2,300 ft./200 – 700 m of elevation collectively. There are also some extended climbs where walking your bicycle is of course permitted. Most of the roads are asphalted although we will also ride on gravel roads. Your tour guide informs you each day about the tour details. You are free to set aside a half or full day to swim or spend on board the boat, instead of taking a planned cycle tour.

Bringing private bikes & exclusion of private e-bikes

The tour which you have booked requires a bike with a fully functional set of gears. Islandhopping can offer you high quality, fully serviced rental bikes perfect for the terrain of this tour.


Should you however wish to bring your own hybrid bicycle with you, please make sure to check the condition of your breaks, gears, and tires and don’t forget to bring along a puncture repair kit and the essential spare parts for your bike (e.g. brake pads and spare tubes). Your bike should be in prefect mechanical working order.


We do not allow private e-bikes on board of our boats. This decision has been made due to health and safety regulations. If you wish to ride an e-bike for the duration of your tour, please get in touch with us about the rental options.


We do not recommend bringing along private road bikes, as the thin tires are not suitable for some of the road surfaces encountered on the tours.


Liability disclaimer: Radurlaub Zeitreisen GmbH. Will not be held liable for any damages caused to private bikes during loading, unloading or other logistical handling thereof.

Group riding pace

On our regular cycling tours the riding pace is determined by the cyclists on regular bicycles. We ask guests who have reserved an e-bike to be mindful of this and to acknowledge that also the regular cyclists need time to rest and longer to climb the hills. Thank you for your understanding.

Requirement to wear a helmet

Helmet use is mandatory on all cycle tours. You are strongly encouraged to bring your own (well-fitted) helmet.


We believe that only children in a good physical condition and of a minimum age of 10 and with previous cycle tour experience are able to master the cycle-tours on their own strength. Please note that the minimum height for a rental bike is 1.50 m (5 ft.).


Noise on board

Please do not forget that the ship is your hotel as well as a machine, which has to be maintained and operated – day and night. A certain level of noise is therefore inevitable.

Characteristic features of Harbours & Places to drop anchor

Our Tallship mostly does not fit into small fishing harbors and therefore spends the majority of their nights on anchor. This means that a dinghy transfer is necessary to get to land. Surefootedness and a certain degree of agility are required to get on and off the boat. Needless to say, our tour guides will lend you a helping hand. In general: Wind, swell and tidal differences have a significant influence on a Tallship journey.

Catering on board

This tour includes half board. Due to the differing daily programs, some days will have no warm meals included while others will include both lunch and dinner on board. Breakfast is available on board every day.


Please bring your personal belongings in foldable travel bags. Please avoid hard protective cases. They will be too heavy to store within your cabin.

Payment on board

Payment by card is not possible on board

Travel recommendation for groups with varying biking interests (MTB & hybrid cycling)

This tour takes place parallel to our MTB & Boat Highlights Tuscany tour on the same boat. One tour guide accompanies the mountain bikers whilst the other accompanies the hybrid cyclists. This is perfect for travelers who wish to spend their holiday together, but do not share the same riding style.

What Our Guests
Have To Say

This was my 4th trip with Inselhuepfen. The company is great to work with. The guides are always excellent. They offer trips in great destinations. I have chosen to ride an e bike on my last two trips. The bikes are in great shape!
The food was good and so was the accommodation.

Trip was excellent. Staff were kind, thoughtful, and accommodating. Guides were knowledgeable and patient. Cycling routes were well thought out. Safety was paramount. I might have reconsidered if I had known how challenging the rides would be, or opted for an ebike. I think that was not clearly evident on the information, so the level of cycling should be particularly highlighted.

Other Tours you might enjoy