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Adults: 2

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Incredible Italy sailing holidays, it’s what we do.

Sailing in Italy with Seamaster offers a journey through some of the Mediterranean’s most iconic and diverse coastal regions. Explore the dramatic cliffs and pastel villages of the Amalfi Coast, the volcanic beauty and ancient history of Sicily, the wild landscapes and crystal-clear waters of Sardinia, and the quiet charm of the Tuscan Islands. Each destination offers a unique blend of culture, cuisine, and natural beauty. With varied sailing conditions, world-class food and wine, and Seamaster’s expert planning, a sailing holiday in Italy is as rich and unforgettable as the country itself.

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    We are Italy experts

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    We speak their language & yours

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    Exclusive Seamaster Crews

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    Your money is ABTA ATOL Protected

Sailing Italy with Seamaster

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The trip of a lifetime!

Seamaster Yachting really took care of us from beginning to end - the skipper was excellent and great fun, the boat perfect (and exactly as described) and the sights of Croatia stunning.

Sarah R

2022

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A Great Family Holiday!

A great family yachting holiday in Croatia. It was exactly as described and the service provided by the charter company was excellent. Would definitely book with them again.

Iona F

2022

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What an amazing holiday it was.

A group of us booked a catamaran and it was just perfect - the organization, the boat itself with lots of space & great facilities. The skipper was superb, letting us know the best spots on the islands... Big thanks to Seamaster!

Verena N.

2024

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Great Experience

Everything was great from transfer from/to airport, service at marina and yacht was in spot on condition. I would recommend to everyone who would want to go use Seamaster and I'm sure you will have an amazing time like me and all of my crew!

Vit B

2021

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Seamaster always deliver!

Yet another amazing trip with Seamaster! They always find us the ideal boat, even with last-minute plan changes. This time, travel restrictions redirected our long-awaited Sardinia adventure to the Ionian, but it was still an unforgettable week.

Ian B.

2022

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Thank you so much!

Our holiday was brilliant. We had the best week. In particular, the crew were fantastic. The chef, Kim, was a very talented lady, and Aggolos the skipper and Dora were the nicest people. They really made our week special.

Susan S.

2022

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An unforgettable holiday

We just returned from an unforgettable 40th birthday celebration (7 friends) in the Saronic Islands. It was pure freedom and escapism! We had no idea what to expect, but Tim Anderson assured us we'd have the time of our lives—and he was absolutely right!

Vicki G.

2022

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Thank you, Thomas!

We had an unforgettable experience, thanks to our amazing skipper… From sailing and letting us join in at our own pace to recommending delicious meals, securing the best sunset views, guiding us home after lively nights, and finding breathtaking spots to unwind—every moment was spectacular!

Lucy H.

2022

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Oz, the super star!

I’m compelled to email to say we are having a great week with Oz, our world-class skipper! Will give more feedback when I am back at home but in the meantime here’s a photo of us and Super-Oz...!

Derek W.

2024

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Everyone absolutely loved it!

Words cannot describe enough just how much we enjoyed our first sailing holiday to Croatia. We literally had the greatest time… our skipper was fabulous (Nik) and became part of the family. Nobody wanted to come home!

Helen W.

2024

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We're real people with proper expertise, waiting to share this with you to ensure the most incredible holiday you can imagine. Don't wait, get in touch.

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Our Italy Yacht Selection

Skippered Catamarans
Skippered Yachts
Crewed Catamarans
Crewed Yachts
Bareboat Catamarans
Bareboat Yachts

Why Seamaster is Your Only Choice

Excellence isn’t a choice. It’s who we are.

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Tailor-Made for You

We don’t do one-size-fits-all. Every trip is crafted for you—down to the finest detail. The right yacht, the perfect destination, and an itinerary that feels effortless.

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Our Guests Love Us

We’ve mastered the art of seamless family vacations. No stress, no worries—just unforgettable moments. Sit back, we’ve got you covered.

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100% Safe. 100% Trustworthy.

Don’t take the risk. Book with Seamaster with free cancellation and your money is fully protected by ABTA and ATOL. You holiday, we handle the rest.

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Best Price Guarantee

We are proof that a great product needn’t cost more. if you find a better price elsewhere, we’ll match it, and keep your money safe. Don’t risk your hard-earned cash.

Frequently Asked Questions

Blessed with a long dry summer, the best time to sail in Italy is from May through to early October. June and July are wonderful months to visit, with sea temperatures creeping up as the weeks go by. August coincides with both British school holidays and the Italian summer holidays and so can often be busy. September is a good time to visit for those wishing to take advantage of warm seas and few children. Those looking for the best deals should consider May and October.

Our bases are spread throughout Italy, serving each of our four primary sailing area. Sail from around Pisa for the Tuscan Islands, and Salerno and Naples for the Amalfi Coast. We also have bases along the northern coast of Sicily for the Aeolian Islands and around the northeastern corner of Sardinia for the Costa Smeralda.

Seamaster offers financially protected flight packages to Italy from the UK. Each sailing region has at least one designated airport, though many have two to choose from. When flying from the UK there are numerous airports around the country that fly to Italy. For specific airports in Italy, you’ll find them on our region pages.

Expect warm, dry weather from May through to October, with the water temperatures warming up through the year. Wind conditions are not as uniform however, as each region has its own unique wind patterns. Sicily and Sardinia experience windier conditions with Tuscany and the Amalfi coast and generally calmer.

Mooring fees across Italy can be expensive. Careful planning is important when sailing Italy to avoid entering the most expensive places by accident. There are some marinas that can set you back several hundred pounds per night (Capri and Porto Cervo in Sardinia, for example), so it’s important to have an understanding of what the costs may be and have the ability to plan to avoid them. Seamaster can help you with this process.

Charterers in Italy need a minimum of an RYA Day Skipper, though we now recommend having an ICC certificate (International Certificate of Competence). If you are in any doubt, please contact Seamaster and we will advised you or even get pre-approval.