One cruise doesn't always fit all, so if you want a cruise designed especially for you, a tailor-made cruise could be the perfect option. Whether you are looking for a more private and personalized experience for yourself and your family, friends, colleagues, team mates or a memorable cruise to the monasteries of Mount Athos for a group, Calypso Cruises is the perfect choice.

When it comes to vacations in Greece, Halkidiki is one of the most popular summer destinations of the country. Halkidiki has long been famed for its exotic beaches, turquoise waters, cosmopolitan seaside resorts, beautiful natural landscape, and on top of all that the centuries-old monastic state of Mount Athos.

If you want to explore all the hidden treasures of the magical Halkidiki, a private cruise is the ideal option for those who want to enjoy privacy and intimacy.

Offering a remarkably different vacation experience, a Calypso Private Cruise is the perfect solution for those seeking a private and intimate summer experience onboard a luxury new boat.

The Possibilities are Endless

When you select to plan a private Calypso trip, you are not limited to any of our daily scheduled shared cruises. Instead, you have the freedom to choose what you want included on your tour.

You can select one of our readymade Private packages we have carefully prepared for you or you can organize a totally unique itinerary that is best fitted to your likes and needs.

Even if you choose one of our suggested Private tours you are free to change whatever you need in order to personalize your trip and make it a truly unforgettable experience. This way, you are in complete control of the voyage, including special requests for the places you're going to visit, the starting times and duration, food & drinks onboard and more.

Beyond just selecting where you stop, you’ll have the chance to make other important decisions about your trip. Perhaps you wish to have some extra sightseeing time on-board, a delicious barbecue for your guests, or some drinks/refreshments. Whatever you have in mind, share it with us and we’ll go above and beyond to make sure you have the perfect voyage for your needs.

What does a private cruise offer instead of a scheduled/shared one?

  • Intimate and private experience of a luxury new boat chartered exclusively for you and not shared with other guests.
  • Customized program for a sailing itinerary flexible as you wish
  • Start time and duration at your convenience
  • Personalised service

Except for the port of Ouranoupolis each one of our private cruises can also start from the port of Ormos Panagias in Sithonia.

Let's plan together the trip of your dreams!
To get started select one of our suggested private packages below or request to be contacted today and get ready for your best summer experience in Halkidiki!

Select your favorite private cruise below and make your booking

Ready Made Private Packages

Private Cruise 1: Mount Athos tour & swimming excursion to Drenia islands
Private Cruise #1: Mount Athos tour & swimming excursion to Drenia islands
Suggested time: 
15:00 - 19:00 | Departure from: Ouranoupolis | Duration: 4 hours

An amazing private cruise that ideally combines a journey to the history, architecture, spirituality and mesmerizing natural beauty of Mount Athos with a summer escape for swimming, relaxing and fun to an exotic place. 

Mount Athos 

After the departure from the port of Ouranoupolis we set sail alongside the southwest side of Mount Athos peninsula. During the trip you have the chance to admire all the monasteries, arsanas and kelia located on this side until Dafni which is the main port of monastic state. However we sail in a distance that allows you to have very clear views of the monasteries and its surrounding natural beauty, you can ask the captain for a pair of binoculars if you want to take an even closer look to the shore. 

Our informative enrichment guided-tour which is available in many languages gives you in depth, insider knowledge about the history of Holy Mountain and the life inside the monasteries. 

After we see Dafni we turn back and sail straight forward to Drenia islands. During the return trip you will be offered the traditional Athos welcome which is offered by the monks to every visitor entering to a monastery, skete or Keli (house) in Mount Athos. 


Drenia islands 

The trip to Mount Athos lasts about 1 hour and 45 minutes and approximately at 16:45 we will be at Drenia. A group of 6 small islets which create a natural swimming pool with crystal clear water, sandy beaches and an amazing island scenery. On the bigger one island there is a fully organized beach with umbrellas, sun beds, beach-bar, canteen, tavern and a joyful water park for your kids. 


Here you have available two hours for swimming, relaxing, having fun in the sun and exploring this spectacular place. 

At 18:50 we pull-up our anchors and sail back to Ouranoupolis where we dock at 19:00. 


Suggested time: 15:00 - 19:00


Price: 750€ (vat included)

Private Cruise #2: 'Blue Lagoon' (Vourvourou) for swimming & meal - Ammouliani island

Private Cruise #2: 'Blue Lagoon'  for swimming & meal - Ammouliani island

Suggested time: 
15:00 - 21:00 | Departure from: Ouranoupolis | Duration: 6 hours


With this well researched itinerary, you not only have a chance to explore the marvelous beauty of “Blue Lagoon” in Vourvourou – the exotic paradise of Halkidiki but also the gorgeous Ammouliani – the only inhabited island of Halkidiki. 


Blue Lagoon 

This cruise starts at 15:00 from the port of Ouranoupolis. We head toward to the Blue Lagoon which located in Sithonia just opposite Vourvourou. During the trip which lasts about one hour, you have the chance to enjoy a cup of coffee, a refreshment or a cold beer while you enjoy the sea breeze and the noontime sun or just take advantage of our complimentary wi-fi network. 

At 16:00 we drop our anchor to the first destination of this cruise. 

Blue Lagoon is an extraordinary marvelous place that cannot be found anywhere else in Halkidiki. A small strait between Diaporos Island and another one small island, the Blue Lagoon is a shallow bay with a white sandy sea bottom. This combination of white sand and the shallow depth allows for a very light glacier blue color to the water.

Just imagine yourself diving from the deck of our boat into the refreshing crystalline sea or snorkeling in this pool-like wonder that has some of the best visibility in the world! 

You have 2 hours available time to enjoy this unique part of Halkidiki. Upon returning to the boat you can select to taste a delicious lunch onboard to recharge some energy. You can choose a barbecue meal prepared by our crew or a local foody speciality cooked outside of the boat. 


Ammouliani island

Next destination for our cruise is the picturesque Ammouliani and its colorful main port where also located the only settlement of the island. Upon arriving to the island we dock at the main port and as you are disembarking you face the traditional village of Ammouliani, beautifully arranged along the harbour. 

Here you have 2 hours to explore this tiny yet authentic Greek island with the waterfront restaurants and cafes that are delightfully decorated as well as the locals' warm welcome. 

At 20:50 we leave behind this charming island and full of long lasting memories we're taking the way back to Ouranoupolis where this private cruise ends up at 21:00. 


Price: 850€ (vat included)

Private Cruise 3: Round tour of Ammouliani island
Private Cruise #3 Round tour of Ammouliani island

Suggested time: 
15:00 - 20:00 | Departure from: Ouranoupolis | Duration: 5 hours

This 5-hour private cruise features of a unique experience of discovering all the well-hidden secrets the only inhabited island of Halkidiki has to offer. 


Ammouliani is highly recommended to anyone spending his/her vacation time in Halkidiki and wants to have an authentic Greek island experience. 

There are at least 11 organized beaches alongside the island plus a numerous of peaceful, sandy coves which can be discovered by boat. 

The cruise starts at 15:00 from Ouranoupolis and after 5 minutes of sailing we reach out to the first stop of our trip. Drenia islands is a group of six uninhabited islets located at the eastern tip of Ammouliani in a very close distance. Drenia is an exotic place with turquoise water, secluded beaches and coves, rich underwater world and a fully organized beach with sun beds, umbrellas, a beach bar, a tavern and a water park. A swimming break here is a well-worth experience that you'll remember for a long time. 

After departing from Drenia we start our exploration of Ammouliani island. While we're sailing alongside the coastline we make a brief stop in every beach, secluded cove or isolated bay we meet in our way. There you have enough time to dive from the boat, to swim in the crystal blue waters, to snorkel around and leisurely enjoy the beautiful landscape. 

Our carefully selected cruise is completed with a visit to the main port of the island and the only settlement of Ammouliani. Here you have enough time to discover the small traditional village and the beautiful island scenery. 

The settlement beautifully arranged along the harbour with waterfront restaurants and cafes is built amphitheatrical with beautiful tiled roofs, blooming gardens and steep alleys. A walk around the island unwraps the most beautiful moments of a long tradition.

The cruise is ended at 20:00 with our return to Ouranoupolis. 


This palette of an island, combining endless sandy beaches, crystalline turquoise waters, green hills and pastel-colored homes, makes the perfect backdrop for an unforgettable summer experience in Halkidiki. 

Book this unique private cruise now and get ready to experience the mesmerizing island of Ammouliani from a completely different perspective. 


Price: 600€ 450€ (vat included)

Private Cruise #4 from Ormos Panagias: 'Blue Lagoon' (Vourvourou) - Alykes beach (Ammouliani island)
Private Cruise #4 from Ormos Panagias: 'Blue Lagoon' (Vourvourou) - Alykes beach (Ammouliani island)

Suggested time: 
15:30 - 20:30 | Departure from: Ormos Panagias | Duration: 5 hours

A half-day cruise for swimming, relaxing and fun in the sun in two of the most beautiful places of Halkidiki. 

Blue Lagoon 

The cruise starts at 15:30 from the port of Ormos Panagias in Sithonia. After about 15 minutes of sailing we drop our anchor to the first destination of our journey - the exotic "Blue Lagoon". Here you have enough time to dive from the boat, swim in crystal, clear waters, explore the rich underwater world and enjoy the magnificent landscape. 


Alykes beach 

Next destination for this cruise the beautiful beach "Alykes" located on the southwest coast of the island of Ammouliani. Alykes is the most famous beach on the island and has become the trademark of Ammouliani. With fine sand and crystal turquoise water is the perfect place for swimming and relaxing under the Greek sun. The beach is full organized with sun beds, parasols, a beach bar and a traditional Greek tavern for delicious local food. You’ll have enough time to enjoy this spectacular beach. 


The cruise ends at 20:30 with our return back to Ormos Panagias. 


Price: 1350€ (vat included)

Private Cruise #5: All day cruise to 'Blue Lagoon' - Drenia - Ammouliani
Private Cruise #5: All day cruise to 'Blue Lagoon' - Drenia - Ammouliani

Suggested time: 
11:00 - 19:00 | Departure from: Ouranoupolis | Duration: 8 hours

An amazing all-day (8 hours) private package that offers unique Greek summer experiences onboard a luxury new boat, giving you the opportunity to enjoy 3 of the most enchanting places in Halkidiki just in one cruise. During this trip you’ll have the chance to discover spectacular landscapes and isolated coves, to enjoy endless swimming in crystal turquoise waters, to taste a delicious barbecue onboard and to experience an unforgettable summer day at sea. 


Blue Lagoon

The cruise starts at 11:00 from the port of Ouranoupolis. Our first destination will be the famous ”Blue Lagoon” in Sithonia, located opposite of Vourvourou.

Blue Lagoon is an exotic place in the “heart” of Halkidiki. It’s like a huge swimming pool between the islands of Diaporos and AgiosIsidoros with breathtaking natural beauty, trees touching the sea, pristine blue waters with white sea bottom sand and a fascinating underwater world. Swimming in this natural pool will forever remain one of your best summer memories.

Here you’ll have about two hours to swim in this marvelous place, dive from the boat, explore the rich underwater world and enjoy the Caribbean-like scenery. Upon returning on the boat a delicious barbecue is awaiting you to recharge some energy. The meal includes Greek souvlaki, bread, tzatziki and a glass of wine or refreshment. Vegan food options are available only upon request. 

While you enjoy your meal onboard we pull our anchors and continue our cruise by sailing forward to the second destination of our trip, the exotic islets Drenia. 


Drenia islands 

Drenia is a group of six small uninhabited islands located opposite of Ouranoupolis. The place is ideal for swimming, relaxing under the sun or exploring the hidden gems of the islets. On the bigger one island there’s a fully organized beach with sun beds, parasols, a beach bar, a tavern, a canteen and a joyful water park. 

We remain here for about one hour and thirty minutes and after 15 minutes of sailing we reach out to the third stop of our excursion. 

Ammouliani island

Last destination for this cruise the picturesque Ammouliani for an authentic Greek island experience to the only inhabited island of Halkidiki. Upon arriving to the island we dock at the main port where also located the only settlement of Ammouliani. The village is beautifully arranged alongside the harbor with many waterfront cafes, taverns, pizzerias and fast food stores. 

Here we have about 1 hour and 45 minutes available time to explore this traditional Greek island. 

A walk around the steep alleys of the small village reveal the traditional houses, small gardens with vegetables or blooming flowers and the courtyards with the fishermen's’ nets. 

This all-day private cruise ends-up at 19:00 with our return back to Ouranoupolis.  


There is no better way to spend a summer day than cruising in Halkidiki, while swimming, enjoying and exploring the heavenly beaches and islands along the way. 


Price: 1.900€ (vat included)