Home Flotilla Charter Sicily & the Aeolian Islands Explorer Flotilla
Sicily & the Aeolian Islands Explorer Flotilla

Sicily & the Aeolian Islands Explorer Flotilla

Flotilla Charter · 14 nights · Palermo, Sicily

About This Flotilla

A two-week explorer flotilla from Palermo around Sicily's north-west corner and out to the volcanic Aeolian and Egadi Islands — Cefalu's Norman cathedral, the black-sand beaches of Alicudi and Filicudi, Lipari and Salina, then south to Favignana, Marettimo and Levanzo before returning past Castellammare del Golfo.

Medsail's first flotilla in Italy, running once a season, in early October.
Duration
14 nights
Fleet Size
8
Lead Boat
Included
Flotilla Sailing
You skipper your own yacht alongside a small fleet, with a lead boat and experienced flotilla skipper guiding the daily route and helping with mooring.

Route

Palermo

Day by Day Itinerary

1 Palermo

Embark in the Sicilian capital.

Overnight: Palermo Activities: Welcome briefing
2 Cefalu

A fishing town beneath a Norman cathedral and a dramatic rock outcrop.

Overnight: Cefalu
3 Alicudi

The most remote of the Aeolian Islands, with black volcanic beaches.

Overnight: Alicudi
4 Filicudi

A small, quiet Aeolian island with sea caves.

Overnight: Filicudi
5 Salina

The greenest Aeolian island, known for capers and Malvasia wine.

Overnight: Salina
6 Lipari

The largest and liveliest of the Aeolian Islands.

Overnight: Lipari
7 Free sailing day

Choose your own anchorage with the lead crew's guidance.

Overnight: Sailor's choice Activities: Free sailing
8 San Vito lo Capo

One of Sicily's best beaches, on the north-west cape.

Overnight: San Vito lo Capo
9 Favignana

The largest of the Egadi Islands, with turquoise coves.

Overnight: Favignana
10 Marettimo

The wildest and most remote of the Egadi Islands.

Overnight: Marettimo
11 Levanzo

The smallest Egadi island, with prehistoric cave paintings nearby.

Overnight: Levanzo
12 Castellammare del Golfo

A fishing town beneath a medieval castle.

Overnight: Castellammare del Golfo
13 Free sailing day

A second flexible day on the way back to Palermo.

Overnight: Sailor's choice Activities: Free sailing
14 Return to Palermo

Sail back and disembark.

Anchorages beyond any free-sailing day are selected by the lead crew based on weather and mooring availability.

Included / Excluded

Included:

  • Fully equipped charter yacht
  • Lead boat with flotilla skipper & crew
  • One full tank of fuel
  • Dinghy with outboard
  • Bed linen & towels
  • End-of-charter cleaning
  • Cruising notes & welcome pack
  • Weekly punch party

Excluded:

  • Flights
  • Mooring charges away from the flotilla base
  • Extra fuel or water
  • Food & drink
  • Personal items and laundry

Pricing

Date Nights Price (whole boat)
Next departure · 03 Oct 2026 14 nights from ₺247,783

Prices shown are starting prices, excluding port charges. Contact us for full availability and exact departure dates.

Pick a departure date

These are real, fixed group-departure dates — every yacht in the flotilla sets off together.

Frequently Asked Questions

A flotilla is a small group of yachts sailing the same route together, each skippered independently by its own crew, with a lead boat carrying an experienced flotilla skipper and host to plan the route, help with mooring, and organise social evenings ashore.
Yes, a basic sailing qualification and some experience is expected since you skipper your own yacht — but the lead boat and support crew are there to help throughout the week, making it a great step up for less experienced sailors.
On a bareboat charter you sail entirely independently. On a flotilla, you still skipper your own boat, but sail as part of a group with a lead boat setting the route and providing support and company along the way.
The yacht for your group, the lead boat and flotilla skipper/host, a planned daily route, and organised welcome and social evenings. See the Included/Excluded list on each flotilla for full details.
from ₺247,783
for the whole boat · 14 nights

Tours based on your budget

Tell us your group size, dates & budget

Boxed dates are real departure days.

Total budget for the whole group, in TRY.

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