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AUGUST GETAWAY: From Milos to the Peloponnese with hostess on board

Greece:

Peloponnese

Duration:

7 days - 7 nights

Max number of passengers:

6 people

Available:

August

Suitable for travellers:

> 18 years

Boarding from:

Milos Harbour

What's included

Cancellation policy

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Organised by:

Omar e Enrica S.

Member since 2016 -

Organisation

Italian

English

This experience, in a nutshell

An 8-day itinerary designed to escape the crowds of the high season and discover an authentic and surprising Greece.

A Volcanic and Flexible Start: The week kicks off from the unique magic of Milos. Boarding is scheduled from 15:00 and, if the crew is complete and the weather conditions allow it, we will set sail immediately, heading to the iconic bay of Kleftiko to enjoy the first sunset and the night at anchor. Otherwise, the departure for the crossing is scheduled at dawn the next day towards Monemvasia.

We kick off a week of quiet and scenic sailing, towards the Peloponnese, crossing the border between the Aegean and the Ionian. Medieval villages (Monemvasia), Caribbean bays (Elafonisos) and the wild magnetism of the Mani (Porto Kagio, Limeni) await you.

The itinerary is within everyone's reach, but includes a real navigation route (Milos-Monemvasia), always with the safety of Captain Omar and the hospitality of Enrica.



What to Expect from Your Onboard Experience:


  • A route that combines the charm of the Cyclades Islands with the history and wilderness of the Peloponnese, offering one of the most complete and rewarding sailing experiences.
  • Thrilling sailing: The itinerary, crossing the waters that separate the Aegean from the Ionian, is designed to offer beautiful and rewarding sailing. Whenever conditions allow, you will experience the thrill of real sailing and feel the wind in your sails, always with the maximum safety guaranteed by the Skipper.
  • Family Hospitality: A familiar and hospitable atmosphere awaits you on board. Omar manages the route and safety; Enrica offers abundant breakfasts, light lunches and dinners of sea and land. Forget the formality and relax completely.


Who Is This Experience Perfect For:


  • Couples or friends who want to explore a less traveled but incredibly fascinating stretch of Greece.
  • Lovers of the sea, sailing and quiet bays.
  • Those who want relaxed sailing but with some more stimulating sections, ideal for those who want to feel part of the crew on board.
  • Also perfect for families or small groups exclusively: possibility to customize stops and rhythms of the trip.
  • GREAT FOR 15-DAY VACATIONS: This itinerary is the ideal continuation (week 1) of the route from Kalamata to Lefkada (week 2). Contact us for details on the complete crossing!


€1,100

7 days - 7 nights

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9+

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Boat & Classes of Service

Bavaria 46 Holiday - 2009

Type

Sailboat

Length

15.18 m.

Toilets

2

Cabins

4

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5+

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Our itinerary

Our trip starts here:

Milos Harbour.

Check-in: 3:00 PM

Our trip ends here:

Kalamata Harbour.

Check-out: 8:00 AM

Our itinerary

A strategic one-way of 8 days that combines the volcanic charm of Milos with the history and authenticity of the Peloponnese, escaping the most crowded routes of August:


Flexible start in Milos: The adventure starts from Milos, with the possibility of an early departure in the afternoon to the magnificent Kleftiko (weather permitting) for the first night in the roadstead.

Main route: Strategic navigation to the Peloponnese, touching the medieval village of Monemvasia and the sheltered bays of Kythira.

Caribbean Paradise: A must stop in Elafonisos (Simos Bay), famous for its white sand and turquoise waters, an oasis of tranquility in August.

The Heart of the Mani: Explore the wild coast of Mani, with authentic landings in Porto Kagio and Limeni/Oitylo to savor the hospitality of the local taverns.

Arrival: The journey concludes with arrival in Kalamata in the Gulf of Messinia

The itinerary may be subject to changes due to weather conditions and/or technical or logistical reasons, in order to ensure safety and a pleasant sailing experience for all participants.

What's included in the price

•

Boat equipment and facilities

    Final cleaning

    Tender and outboard

    Bedding kit

    Towels kit

•

Meals and beverages

    Purchase and storage of the galley

    Preparation of meals and drinks

•

Onboard staff

    Skipper

    Hostess

What you'll have to pay during the experience

Below are the additional expenses you will incur during the experience.

Common Fund

€10 - €50 Per person

ATTENTION! The common fund is provided only for the purchase of any spirits and additional bottles of wine not included in our STARTER PACK (see what it includes on the side)

    Food for the skipper

    Alcoholic drinks

    Mooring fees

Starter Pack

€200 Per person

Our STARTER PACK INCLUDES: The galley for: -Breakfasts -Lunches - 3 dinners on board - Soft drinks, beer and nr. 3 bottles of white wine -Fuel - Mooring fees - Water and gas

    Galley

    Fuel (boat/tender)

What's NOT included in the price

Below are the services that are not included in the price of the experience, including any available optional services that you may pay directly to the organiser (we advise you to inform the organiser prior to departure in case you wish to purchase such services and arrange the payment terms directly with him).

Excluded

    Meals/drinks consumed ashore

Frequent questions

The organiser reviews

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Organised by:

Omar e Enrica S.

Member since 2016 -

Organisation

Italian

English

4.9/5

out of

29

reviews

Skipper

Boat

Destination

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From Corfu sailing between turquoise sea and white beaches - hostess on board

09/8/2025

Ignacio G.

-

Spain

We are a family of 4, two kids under 12, and our experience could not have been better. Omar and Enrica are a great team that take care of you sailing and in the boat. We enjoyed beautiful locations where they made their best to arrive at times where we could be (almost) alone. They also ensured we could do nice sailing and visit beautiful locations. Also their cooking on the boat was great! healthy and delicious! Last, but not least, boat is super nice and well taken care of. We will do our best to do some more sailing and, for sure, we will call them back!! Strongly recommended as friends and/or family. Definitively worthy.
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Corfu to Athens via the exciting Corinth Canal

06/7/2025

Irene A.

-

Italy

Beautiful experience. Enrica and Omar are two experienced sailing people with a great focus on guests. We visited a new Greece and at all times we shared experiences and wonderful sensations. I recommend a trip with them to everyone for a holiday where adventure, comfort and sea are combined in a natural and fun way. Thank you Enrica and Omar. I will definitely be your guest again!
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From Corfu sailing between turquoise sea and white beaches - hostess on board

09/17/2024

Florence D.

-

Spain

It was such a wonderful experience! We sailed to some beautiful spots, with crystal-clear water and some incredible shades of turquoise. This holiday is a great way to combine some relaxation: chilling on the deck, sunbathing, reading together with some water activities: SUP, swimming and snorkeling alongside some local culture and entertainment: visiting Corfu town and charming villages, shopping, having dinner in some local restaurants, exploring further by hiking/cycling/driving a scooter on land, Enrica and Omar are the best hosts and they form such a strong partnership. They made sure everything was perfect for all the guests. We all felt totally safe on board with Omar's experience and skills and Enrica cooked some tasty and healthy meals with an Italian touch. The boat was always kept perfectly clean and cosy. I will miss falling asleep to the gentle rocking motions of the sea ! Thanks for sharing your boat with us and for all your kindness!
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Full sail in the blue of Ionian Greece with hostess on board

08/18/2024

Maria Cristina L.

-

Italy

We were the week of Ferragosto we and our two children aged 9 and 7 in the boat of Omar and Enrica ''Why not?'', and we are happy to have had this wonderful marine experience. Omar is a very good skipper, attentive, prudent and experienced and he passionately taught our children to steer the boat when sailing. Enrica is a fantastic hostess and cook, she always prepared delicious and varied dishes for us, she provided for all our lunches and 3 dinners, while the others in which we did not sleep sparsely we stopped in the tabernas of the marinas where we docked, all the places where they always took us very good and less touristy than the others. The cabins are beautiful, comfortable and very clean, as well as the bathroom we used. The itinerary proposed by Omar and Enrica It seemed perfect and we saw dolphins, monk seals and even unexpected black aquatic pigs. Omar and Enrica are a pleasant, close-knit and nice couple, good navigators and they have transmitted to all of us even more the love for sailing and the sea.

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