Adriatic, Apulia & Sicily: Syracuse and Otranto
With the feel of a private yacht and authentic sailing
When the sun sinks into the sea and steeps the sky in colours no evening repeats.
Interested in this voyage?
Personal advice, no call centre - a reply within 24 hours.
Cavtat, Apulia, Otranto, Gallipoli, (Taormina), Syracuse
This yacht voyage from Cavtat to Syracuse links southern Dalmatia via Apulia with Sicily. Alongside fine coastal stops there are longer passages, some at night, across the southern Adriatic and the Ionian Sea.
Highlights
- Apulia: the heel of Italy with its white towns and long coastline.
- Otranto: the easternmost town in Italy, with its cathedral and mosaic floor.
- Gallipoli: an old town on an island in the Ionian Sea.
- Taormina: a terraced town on Sicily’s east coast with its ancient theatre.
A yacht voyage with beautiful stops for watersports and time ashore, but also longer legs sailed in part through the night. For everyone who enjoys the sailing itself.
Early booking advantage: Voyages in 2027 fill quickly - premium cabins are often reserved 18-24 months in advance. An early booking enquiry is non-binding and secures your preferred cabin category.
The Route
Cavtat
7 nights
Syracuse
How the route could go:
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Cavtat · Embarkation
Cavtat lies 20 km south of Dubrovnik on a curved bay. The former ancient Epidaurum with remains of the Roman aqueduct, the elegant seafront promenade and the Račić Mausoleum (Ivan Meštrović) make Cavtat the quieter alternative to Dubrovnik.
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Apulia
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Otranto
Otranto on Puglia's easternmost point is Italy's easternmost harbour. The Norman cathedral with a huge floor mosaic from the 12th century, the pale-blue Adriatic lagoons of Laghi Alimini and the "Turkish Tower" (recalling the Ottoman siege of 1480) are highlights.
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Gallipoli
Gallipoli (Italian for "beautiful city") on Apulia's Salentino coast juts out on a rocky island into the sea. Baroque houses, the bustle of the fresh fish market and the surrounding beaches make Gallipoli the southernmost gem of Italy.
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(Taormina)
Taormina sits on a rocky spur above the Ionian Sea and is regarded as the loveliest spot in Sicily. The Greek-Roman theatre with Mount Etna in the background is one of the most spectacular ancient settings; ships moor at Giardini-Naxos at the foot of the hill.
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Syracuse (Sicily) · Disembarkation
Syracuse on the east coast of Sicily was once among the most powerful cities of Greek antiquity. The old-town island of Ortygia, with its Temple of Apollo and the Arethusa spring, forms its historic heart.
The route of a sailing voyage may change without giving rise to mutual claims.
Destination
Kairos
The Ship
Cabins
Cabin A
- 10-11 m²
- Double bed (2,00 × 1,30-1,50 m)
- Bathroom with washbasin, WC and shower cubicle 90 × 90 cm
Cabin B
- 8-9 m²
- Bunk bed
- Bathroom with washbasin, WC and yacht shower
Cabin prices
Prices per person in double cabin. Subject to availability.
Standard inclusions of the ship voyage
On board
- Cabin in booked category
- Full board: breakfast buffet, two-course lunch, afternoon coffee and cake, three-course dinner
- Still water, tea and filter coffee
- Bed linen and towels
- Cabin cleaning (full service twice weekly)
- On-board water sports equipment: SUP, kayaks, snorkelling gear
- Sailing dinghy (available on request)
- Dinghy transfers to shore
- Port and harbour fees
Not included
- Flights and transfers (transfer service available on request)
- Alcoholic beverages, soft drinks and espresso-style coffees
- Weekly dinner ashore with regional cuisine
- Guided shore excursions (charged separately via on-board account)
- Wakeboard and water skis (available on request, subject to availability)
- Gratuities (voluntary)
Frequently asked questions
How do I book this voyage?
Send us a non-binding enquiry via the form on this page. Our team replies personally within 24 hours with availability, cabin options and a tailored offer. No enquiry fee, no upfront payment.
What is included in the price?
The base price per person (twin cabin) includes the cabin in your chosen category, full board, all port fees and the onboard programme. Flights and transfers are quoted separately. 7 nights from EUR 2.600 p.p.
How many guests sail on the Kairos?
A maximum of 16 guests - extraordinarily intimate compared to standard cruise ships. The high crew-to-guest ratio ensures personal attention throughout the voyage.
Can the itinerary change?
Yes - all itineraries are subject to weather, port availability and the captain's decisions. This is part of the charm of small-ship cruising: flexibility allows for unexpected discoveries.
Are there specials for early bookers or solo travellers?
Yes. Early bookers receive discounts for timely booking. Solo travellers often benefit from a reduced or waived single supplement. Simply mention your preferences in the enquiry.
Is my booking protected?
Yes. As a German tour operator, ivent-sailing provides a travel protection certificate (Reisesicherungsschein) under German law. Your payment is fully insured.
What about flights and transfers?
We arrange flights and transfers on request as part of your personal offer. This allows us to find the best connections for your specific departure date and home airport.
Are there shore excursions?
Yes. All cruise lines offer shore excursions - from guided cultural tours to nature experiences. The concepts vary by fleet. We are happy to provide details on available excursions for your chosen voyage.
What water sports and activities are available?
Depending on the ship and route: snorkelling, kayaking, stand-up paddling, diving, and Zodiac landings (on expedition voyages). Many ships have a marina platform for direct access to the water. We will be happy to tell you exactly what is available on your voyage.
Non-binding enquiry
Your enquiry reaches a person familiar with this voyage and ship.
