Flotilla sailing holidays in Italy
Two-week explorer flotillas: from Palermo through the Aeolian and Egadi Islands of Sicily, and from Pula in Croatia across the Northern Adriatic to Venice.
Choose a destination More ways to sail
Our Italy flotillas are two-week explorers. You skipper your own yacht, sailing in company with a small group of other yachts, while our lead crew keep you fully briefed every day. Or book a cabin on our fully crewed lead yacht.
The Sicily & the Aeolian Islands explorer starts and finishes at Marina La Cala in Palermo. Week one heads east to Cefalù and the volcanic Aeolian Islands of Alicudi, Filicudi, Salina and Lipari (about 192 nautical miles); week two heads west to San Vito lo Capo and the Egadi Islands of Favignana, Marettimo and Levanzo, returning by Castellammare del Golfo (about 164 nautical miles). New dates are coming soon.
The Pula to Venice explorer sails from ACI Marina Pula on 5 June 2027: north along the Istrian coast, across the Adriatic to Cavallino with a day ashore in Venice, south to Chioggia, then back to Croatia and through the islands south of Pula, about 290 nautical miles over two weeks.
Skippered sailing holidays in Italy. No skipper in your party? We can provide a skipper if you have no previous sailing experience. If you skipper yourself, you need an ICC or equivalent.
Sail from Palermo through the Aeolian and Egadi Islands, or from Pula in Croatia across the Northern Adriatic to Venice.
Two-week explorerSail from Palermo on a two-week journey of exploration through the Aeolian and Egadi Islands: two distinct island groups, each with their own character and charm.
Two weeks · June 2027Join us for a unique two-week flotilla in the Northern Adriatic, from Pula in Croatia across to Venice, then back through the islands to the south of Pula.
From ACI Marina Split, our weekly Split flotilla explores the islands of central Dalmatia, with relaxing, protected sailing and an average day of around 14 nautical miles. Two routes run in alternate weeks: sail one week, or combine both routes into two.
Relaxing and protectedExplore the islands and the central Dalmatian coast, with stunning scenery, superb sailing breezes and historic Split on your doorstep.
Beyond flotillas
Italy is also home to our yacht charter and skippered sailing holidays, from our bases in Sicily and Sardinia.
Charter a yacht from our bases in Sicily and Sardinia, and explore the Italian islands at your own pace.
A private skippered yacht charter from our bases in Sicily and Sardinia: no sailing experience needed, just a sense of adventure.
Our promise
We will not be beaten on price.
Because we are an independent company, we keep our prices highly competitive: if you see a like-for-like product cheaper elsewhere, let us know and we will beat it.
Specifically, the guarantee applies to yacht and accommodation rates on our Beach Club, Flotilla, Learn to Sail and Cabin Charter programmes operated by Seafarer, and is subject to availability at the time of booking.
To book a flotilla sailing holiday in Italy or check availability, get in touch with our experienced team. They will then help you choose the right flotilla, yacht and dates for you.
Call or email us
Request a quote
Tell us your dates and party size, and we’ll then come back to you with availability and prices.
Peace of mind
Every payment you make to us is financially protected, from deposit to balance. Holidays with flights are covered by our ATOL licence, and holidays without flights by our ABTOT membership. Trading since 1995.
All flight-inclusive holidays are fully ATOL protected
Additional protection for bookings without flights
Straight answers to the questions we are asked most about our Italy flotillas.
Still have a question?
Speak to our sailing team, or ask for a quote for your dates.
020 8324 3118 Get a quoteTwo-week explorer flotillas: Sicily and the Aeolian Islands, from Palermo, with new dates coming soon, and Pula to Venice, from Pula in Croatia across the Northern Adriatic to Venice, starting on 5 June 2027.
The Sicily flotilla starts and finishes at Marina La Cala in Palermo, about 30 minutes by taxi from Palermo airport. Pula to Venice starts and finishes at ACI Marina Pula, about 20 minutes by taxi from Pula airport, which has direct flights from London Gatwick and Luton.
On Pula to Venice you can charter your own yacht from £4,647 for the two weeks, or book a cabin on the lead yacht from £1,595pp. Prices for the next Sicily flotilla are coming soon: ask for a quote to be the first to know.
Yes: both explorers have a fully crewed lead yacht with cabins, including breakfast and lunch on board.
Both are explorer flotillas with longer passages than a weekly flotilla: about 192 nautical miles in week one of the Sicily explorer and about 164 in week two, and about 290 nautical miles over the two weeks of Pula to Venice, which includes open-water crossings of the Adriatic, so be prepared for stiffer breezes. Routes may vary with the weather, and our flotilla crew keep you fully briefed each day.
To skipper your own yacht you need an ICC (International Certificate of Competence) or equivalent; we can arrange the ICC assessment. On Pula to Venice, the skipper also needs a VHF radio operator’s certificate, such as the RYA SRC, for Croatian waters. If you have no previous sailing experience, we can provide a skipper, or you can book a cabin on the fully crewed lead yacht.
Tell us your dates and party size: call our team on 020 8324 3118 (Monday to Friday 09:00 to 19:00, Saturday 09:30 to 17:00), email info@seafarerholidays.com or ask for a quote, and we will help you choose the right flotilla, yacht and dates.
Our flotilla holidays are rated Excellent, 4.4 out of 5, from 263 independent reviews collected by Feefo (4 November 2026).
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