Three luxury private sailboats gliding over crystal-clear turquoise waters along the scenic Tuscan Coast on an exclusive 7-day sailing escape.
Guests enjoying wine and socializing on a classic luxury sailboat docked along the scenic Tuscan coast.
White luxury sailboat gliding through calm Tuscan coastal harbor with rocky breakwaters and clear blue sky.

Port of Scarlino, Italy

Luxury 7-Day Private Sailing Escape Along the Tuscan Coast

7 daysMin 1 guests
Listing ID : 78735
Duration7 Days
Group SizePrivate Group
Starts AtMarina di Scarlino, Tuscany
LanguagesEnglish
Exclusive Sailing Experience

Sailing Boat Experience in Tuscany: 7-Day Private Voyage Along the Tuscan Coast

A tailor-made journey across the Tuscan Archipelago, shaped by sea, silence, and the Dolce Vita Off-Shore spirit.


A sailing boat experience in Tuscany offers one of the most intimate ways to discover the Mediterranean, combining open-water navigation with the layered landscapes of Elba, Capraia, and the Tuscan coastline. Over seven days, guests aboard a private yacht explore a curated route departing from Marina di Scarlino, shaped entirely around relaxation, discovery, and the rhythm of the sea.

The journey unfolds without a fixed schedule, giving space for unplanned swimming stops, unhurried meals on deck, and the kind of stillness that only open water can provide. A dedicated skipper accompanies the group throughout, managing navigation and sharing knowledge of the local archipelago.

Each stage of the route connects a different character of the Tuscan coast, from the iconic port of Portoferraio on Elba to the raw, largely undisturbed landscapes of Capraia. The return leg traces Elba's southern side, passing Marina di Campo and Lacona, two coastal areas appreciated for their sheltered waters and scenic anchorages.

Provisioning is organized before departure, allowing guests to stock the boat according to their own preferences. Onboard life is private, self-directed, and supported by the skipper's expertise, creating a format that sits between guided travel and complete autonomy.

Tour Highlights

Private sailing route departing from Marina di Scarlino with a dedicated skipper for all seven days.

Navigation to Elba Island with time in Portoferraio, one of the most recognized ports in the Tuscan Archipelago.

Exploration of Capraia, a remote and authentic island offering wild coastal scenery and clear-water swimming spots.

Sea tour around the northern and southern sides of Elba, including stops at Marina di Campo and Lacona.

Pre-departure grocery stop allowing guests to provision the yacht entirely according to their own preferences.

Relaxed, easy-rated difficulty suitable for guests of varying sailing experience, with no technical requirements.

Full safety briefing at the outset and skipper-led navigation throughout, ensuring comfort and confidence at sea.

Itinerary Overview

1
Arrival and Boarding at Marina di Scarlino

Guests are welcomed by the Rocca d'Italia team, introduced to the skipper, and accompanied on a provisioning stop before boarding. The skipper presents the yacht, runs the safety briefing, and outlines the planned navigation route.

2
First Navigation: Marina di Scarlino to Punta Ala

The journey opens with a relaxed sail toward Punta Ala, designed to ease guests into life on board and introduce the Tuscan coastline. The boat returns to Marina di Scarlino for the first night before the longer crossing begins the following day.

3
Crossing to Elba Island and Portoferraio

Guests depart for Elba Island, arriving at Portoferraio to explore the port and surrounding coastline. Depending on timing, the evening may be spent on board or in the Portoferraio area.

4
Sea Tour Around Elba and Passage to Capraia

A private sea tour covers the northern side of Elba before the itinerary continues toward Capraia. On Capraia, guests navigate around the island's scenic bays, wild coastal stretches, and swimming spots.

5
Return Route Along Elba's Southern Coast

The boat traces a different perspective of Elba on the return leg, passing Marina di Campo and Lacona with their sheltered anchorages and appreciated coastal scenery. Swimming and on-deck relaxation remain central to this stage.

6
Return to Marina di Scarlino and Disembarkation

The final navigation brings guests back to Marina di Scarlino, closing a seven-day private sailing journey built around the Dolce Vita Off-Shore spirit. Disembarkation marks the conclusion of the experience.

What Is Included

Included

  • Private sailing yacht for 7 days
  • Dedicated skipper throughout the journey
  • Assistance with pre-departure grocery provisioning
  • Safety briefing and onboard orientation
  • Navigation to Elba, Capraia, Punta Ala, and surrounding areas
  • Swimming stops and anchorage at scenic coastal locations

Not Included

  • Food and beverages (purchased by guests before departure)
  • Port and marina fees
  • Fuel surcharges if applicable
  • Personal travel insurance
  • Any optional shore excursions or activities

Important Information

This experience is rated Easy and is designed to be accessible to guests without prior sailing experience. The skipper manages all navigation; guests are invited to participate as much or as little as they choose.
Duration
7 days, beginning with arrival and boarding at Marina di Scarlino and concluding with disembarkation at the same marina.
Meeting Point
Marina di Scarlino, Tuscany. Guests are met by the Rocca d'Italia team upon arrival at the marina.
What to Bring
Light, soft-sided luggage recommended for onboard storage. Sun protection, swimwear, non-slip shoes, and a light layer for evenings at sea are advised.
Cancellation
Cancellation terms apply as per the booking conditions provided at reservation. Guests are advised to review the policy carefully before confirming.
Accessibility
The experience involves boarding a sailing yacht and navigating open water. Guests with limited mobility are encouraged to contact the operator in advance to discuss suitability.
Age Range
Suitable for adults and older children. Families with young children should contact the operator prior to booking to confirm arrangements on board.

Reserve Your Private Sailing Experience

Secure your seven-day private sailing journey along the Tuscan coast and the islands of the Tuscan Archipelago. Places are limited and the itinerary is tailored to each group.

Book Now

Frequently Asked Questions

Do I need sailing experience to join this trip?
No prior sailing experience is required. The experience is rated Easy, and a dedicated skipper manages all navigation throughout the seven days. Guests may participate in sailing activities at their own discretion.
Where does the experience start and end?
Both the departure and the return disembarkation take place at Marina di Scarlino in Tuscany, Italy.
How is food handled on board?
Before boarding, guests are accompanied to a grocery stop to purchase food and supplies according to their own preferences. Food and beverages are not included in the tour price.
Which islands does the itinerary cover?
The route includes Elba Island, with time in Portoferraio and along the northern and southern coastlines, as well as Capraia. The opening stage also includes navigation toward Punta Ala along the Tuscan mainland coast.
Is the itinerary fixed or can it be adjusted?
The itinerary is described as a private and tailor-made format. While a planned route is presented at the start, the experience is adapted to conditions and guest preferences throughout the journey.
Where do guests sleep each night?
Guests sleep on board the sailing yacht. The first night is spent back at Marina di Scarlino after the initial navigation to Punta Ala. Subsequent nights are spent on board in various anchorages around Elba and Capraia.
Sailing TuscanyTuscan ArchipelagoPrivate Yacht CharterElba IslandCapraiaMarina di ScarlinoMediterranean Sailing7 Day Sailing TripPortoferraioLuxury Sailing ItalyPunta AlaDolce Vita Sailing
Last updated: 2025-07-14 | Product ID: sailing-tuscany-7days-rocca-italia

Activity

Availability

You can book up to the start time, as long as there are places remaining. Book now to guarantee your spot.

Additional Information

Physical: Wheelchair Not accessible

Duration

7 days

Languages

English - Speaking Guide

Additional Information

Electronic. Show the voucher on your phone.

Cancellation Policy

Select Date

Meeting Point

Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

Activity Site

Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

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