Tuscany & Elba - Italy
Sat 10th - Sat 17th July 2027
Overview
Sailing the Tuscan coast and around the island of Elba is a glorious blend of crystal-clear waters, spectacular scenery and timeless Italian charm. From the lively marinas and picturesque fishing villages of the mainland to the rugged coves and secluded anchorages of Elba, every day brings something new. Glide between beautiful islands, swim in turquoise bays, enjoy long lunches on deck and explore historic harbours steeped in Mediterranean character. With reliable winds, warm sunshine and countless places to drop anchor, Tuscany’s coastline is made for relaxed cruising. Add delicious food, fine wine and unforgettable sunsets, and you have the perfect sailing adventure.
Castiglioncello
Our adventure starts in Castiglioncello, which is a delightful Tuscan seaside gem, where rugged Mediterranean beauty meets elegant Italian charm. Perched above crystal-clear waters, its rocky coves, pine-fringed coastline and spectacular sunsets create an irresistible setting for relaxation and exploration. Once a favourite retreat of artists and writers, the town retains an effortlessly sophisticated atmosphere, with charming streets, lively cafés and excellent restaurants serving fresh seafood and Tuscan specialities. The picturesque harbour provides a perfect base for discovering the Tuscan Archipelago, while the surrounding coastline invites swimming, sailing and leisurely walks. Castiglioncello offers the perfect blend of authentic Italy, natural beauty, great food and timeless seaside charm.
Isle of Capraia
The Isle of Capraia is a lesser visited island but is a captivating gem of the Tuscan Archipelago, where rugged volcanic landscapes meet crystal-clear Mediterranean waters. Largely untouched and wonderfully peaceful, the island offers dramatic cliffs, secluded coves and spectacular scenery at every turn. Its charming harbour, colourful waterfront and sleepy village provide a warm welcome, while winding paths reveal breathtaking views across the Tyrrhenian Sea. Capraia is perfect for swimming, snorkelling, exploring ashore or simply enjoying the tranquillity of island life. With its wild beauty, unspoilt character and relaxed atmosphere, Capraia feels wonderfully remote—an idyllic stop for sailors seeking an authentic taste of the Mediterranean away from the crowds.
Marciana Marina – Elba
Marciana Marina is one of Elba’s most enchanting seaside villages, where colourful houses, fishing boats and elegant waterfront cafés create an irresistible Mediterranean atmosphere. Sheltered beneath the slopes of Monte Capanne, its picturesque harbour is the perfect place to arrive by yacht and soak up the relaxed island lifestyle. Wander the narrow streets, browse small boutiques and enjoy superb seafood while watching the sun set across the Tyrrhenian Sea. The village combines authentic charm with a lively yet unhurried ambience, making it an ideal stop for sailors. With beautiful swimming spots, spectacular mountain scenery and wonderful restaurants, Marciana Marina captures the essence of Elba.
Portoferraio – Elba
Portoferraio is one of Elba’s finest sailing destinations, offering a superb natural harbour, excellent shelter and an ideal base for exploring the island. Arriving by sea, the dramatic fortifications and colourful waterfront make an impressive first sight. Once moored, the historic old town is easily explored on foot, with atmospheric lanes, lively cafés and excellent restaurants close to the marina. The harbour is well placed for taking on provisions, fuel and water, while the surrounding coastline offers attractive swimming spots and clear turquoise water. Don’t miss Forte Falcone and Napoleon’s former residence, or simply enjoy a sunset drink overlooking the yachts before dinner ashore.
Porto Azzurro – Elba
Porto Azzurro is a superb sailing stop on Elba’s sheltered south-eastern coast, offering a picturesque harbour backed by steep, green hills. Arriving by yacht, the approach into the beautiful bay is particularly impressive, with crystal-clear water and the colourful waterfront of the town ahead. Once ashore, the lively marina and waterfront promenade are ideal for an evening stroll, with plenty of excellent restaurants, bars and gelaterias overlooking the boats. The town has a relaxed, distinctly Italian atmosphere and is perfect for enjoying a leisurely dinner ashore. Porto Azzurro combines a stunning anchorage, welcoming harbour and vibrant nightlife, making it a memorable stop.
San Vincenzo
San Vincenzo is a superb sailing stop on our way back to Castiglioncello, offering a welcoming marina and an ideal base for exploring the town and beacges. Arriving by sea, the town presents an attractive waterfront backed by sandy beaches, pine forests and the rolling hills of Tuscany. The marina provides a relaxed and convenient haven, perfect for stepping ashore after a day on the water. From here, it is an easy walk into town for an evening aperitivo, fresh seafood and traditional Tuscan cuisine. With its sheltered harbour, lively waterfront and unmistakably Italian atmosphere, San Vincenzo should be a a memorable finale to our Tuscan sailing adventure.
Pisa
Extending your trip to include Pisa would be an excellent addition to your Tuscany sailing adventure. Pisa is easily accessible from from Pisa airport where we will be landing/departing. Castiglioncello, making it practical to combine a few hours exploring the city with our trip. You will be able to see the famous Leaning Tower, Piazza dei Miracoli, Cathedral and Baptistery, while also experiencing some of Pisa’s historic streets and waterfront. You could either visit Pisa before the sailing trip begins or add an overnight stay afterwards, depending on your travel arrangements.
Cinque Terra
Another great opportunity for extending your trip is Cinque Terre which would provide a fantastic opportunity to explore one of Italy’s most spectacular coastal regions. After completing the sailing itinerary around Capraia and Elba, we could continue north towards the Ligurian coast, with Cinque Terre offering a very different experience of colourful villages, dramatic cliffs, excellent restaurants and beautiful walking trails. A two-day stay would allow us to visit several of the five villages, enjoy the coastal scenery and experience the local atmosphere without making the trip too rushed. It would be an excellent way to finish the holiday before returning home.
Sailing Conditions
Åstols is a charming island located in Sweden’s Bohuslän archipelago, just off the coast of Tjörn. Known for its picturesque landscapes and tranquil atmosphere, Åstols offers visitors a perfect escape into nature. The island features a mix of rugged cliffs, sandy beaches, and quaint wooden cottages, creating a serene backdrop for relaxation and outdoor activities. Åstols has a rich maritime heritage, and its small harbour is filled with colourful fishing boats, enhancing its quaint charm. Visitors can enjoy local seafood delicacies, explore scenic walking trails, and immerse themselves in the island’s peaceful ambiance, making Åstols a hidden gem in Sweden’s coastal beauty.
The Route
Day 1 Saturday – Castiglioncello
Day 2 Sunday – Isle of Capraia 33nm
Day 3 Monday – Marciana Marina (Elba) 22nm
Day 4 Tuesday – Portoferraio 20nm
Day 5 Wednesday – Porto Azzurro 16nm
Day 6 Thursday – San Vincenzo 35nm
Day 7 Friday – Castiglioncello 14nm
1 or 2 ports may be replaced with a night at anchor if conditions permit.
| August Weather | |
|---|---|
|
Average Temperatures |
25C |
|
High Temperature |
27C |
|
Low Temperature |
22C |
|
Rainfall |
12mm in month |
|
Rainfall Days |
4 to 5 Days |
Important Trip Information
Embarkation: 1700 onwards on Sat 10 July 2027
Set sail: 0900 on Sun 11 July 2027
Arrival Back in Castiglioncello: 1700 on Fri 16 July 2027
Disembark: 0800 on Sat 17 July 2027
The Sundowners member price of the trip for the yacht charter is:
Standard Berth £700
Single Occupancy Preferred £1000 Click for details
Basic Yacht Charter
Not included in the sailing event price are: flights, transfers, outboards, personal insurance, victualling, meals ashore, diesel, bed linen, end cleaning, water, mooring fees and any personal expenditure.
Yacht Deposit Indemnity Insurance should we take it.
The Club’s standard terms and conditions apply. In summary:
- Paying your deposit commits you to the trip and to paying all payments as and when required.
- If you withdraw from an event you are still liable for the full cost unless a replacement participant is found.
- If a replacement is found there will be an admin charge made for the change of participant.
- You agree to bear the shared cost of any security deposit loss levied by the charter company for loss or damages.
The full cost of the deposit is £2500 per boat.
HOW TO GET THERE
There are several airlines flying direct to Pisa and you can catch a train to Castiglioncello.
Do not book flights until advised to do so by the event organisers.
Payment Schedule
| Payment | Due Date | Shared Cabin | Single Cabin |
|---|---|---|---|
|
Deposit |
Immediately |
£250 |
£250 |
|
Mid Payment |
1 Feb 2027 |
£250 |
£250 |
|
Final Payment |
11 May 2027 |
£200 |
£500 |
|
|
Total Cost |
£700 |
£1000 |