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Charter Catamaran LAGOON 400 Halkidiki
Charter Catamaran LAGOON 400 Halkidiki

Halkidiki

5.0(10)

"excellent" - catamaran Lagoon 400 (2012)

  • Skipper optional
  • Catamaran
10 people · 4 cabins · 8 berths · 12 m

From 
€486 / day

Charter Sailboat Jeanneau Sun Odyssey 45 Thessaloniki
Charter Sailboat Jeanneau Sun Odyssey 45 Thessaloniki

Thessaloniki

4.9(11)

Sail the Waters of Chalkidiki on the Jeanneau Sun Odyssey 45! (2006)

  • Skipper mandatory
  • Sailboat
  • Super owner
9 people · 4 cabins · 10 berths · 13.7 m
  • Fuel included

From 
€286 / day

Charter Sailboat Ocean Star Oceanstar 51.3 Kallikrateia
Charter Sailboat Ocean Star Oceanstar 51.3 Kallikrateia

Kallikrateia

New

Luxury Sailing Experience on Aiolos – Brand-New 2025 Yacht in Chalkidiki (2025)

  • With Skipper
  • Sailboat
12 people · 5 cabins · 12 berths · 15.5 m

From 
€714 / day

Charter Catamaran Robertson & Caine Leopard 40 Tivat
Charter Catamaran Robertson & Caine Leopard 40 Tivat

Tivat

Robertson & Caine Leopard 40 (2016)

  • With Skipper
  • Catamaran
10 people · 4 cabins · 4 berths · 12.2 m

From 
€1,071 / day

Charter Catamaran Lagoon 40 Herceg Novi
Charter Catamaran Lagoon 40 Herceg Novi
Discount offer

Herceg Novi

4.9(2)

Lagoon 40 Derain (2019)

  • With Skipper
  • Catamaran
  • Super owner
8 people · 4 cabins · 8 berths · 12 m
  • Fuel included

From 
€393 / day

Charter Sailboat Hanse Hanse 400e Herceg Novi
Charter Sailboat Hanse Hanse 400e Herceg Novi

Herceg Novi

4.9(16)

Hanse 400e; Vila (2008)

  • Skipper mandatory
  • Sailboat
  • Super owner
6 people · 3 cabins · 6 berths · 12 m

From 
€429 / day

Charter Sailboat Jeanneau Sun Odyssey 440 Keramoti
Charter Sailboat Jeanneau Sun Odyssey 440 Keramoti

Keramoti

North Wind 44 (2023)

  • Skipper optional
  • Sailboat
10 people · 4 cabins · 10 berths · 13.4 m

From 
€332 / day

Charter Catamaran LAGOON 380 Dubrovnik
Charter Catamaran LAGOON 380 Dubrovnik
Discount offer

Dubrovnik

Catamaran LAGOON 380 11.55m (2017)

  • Skipper optional
  • Catamaran
11 people · 5 cabins · 11 berths · 11.6 m

From 
€391 / day

Charter Catamaran Nautitech 46 Open Dubrovnik
Charter Catamaran Nautitech 46 Open Dubrovnik

Dubrovnik

New

The Elaphiti Islands: A 4-Day Private Cruise from Dubrovnik with Breakfast (2018)

  • With Skipper
  • Catamaran
8 people · 4 cabins · 8 berths · 14 m

From 
€723 / day

Charter Sailboat  Sun Odyssey 409 Baška Voda
Charter Sailboat  Sun Odyssey 409 Baška Voda
Discount offer

Baška Voda

Sailboat Sun Odyssey 409 12.19m (2012)

  • Skipper optional
  • Sailboat
8 people · 3 cabins · 8 berths · 12.2 m

From 
€257 / day

Charter Sailboat Beneteau Oceanis 473 Tivat
Charter Sailboat Beneteau Oceanis 473 Tivat

Tivat

Beneteau Oceanis 473 (2013)

  • Skipper mandatory
  • Sailboat
  • Super owner
12 people · 4 cabins · 8 berths · 14.5 m
  • Fuel included
  • Flexible cancellation

From 
€357 / day

Charter Sailboat  Hanse 410 Dubrovnik
Charter Sailboat  Hanse 410 Dubrovnik
Discount offer

Dubrovnik

New

Sailboat Hanse 410 12.00m (2025)

  • Skipper optional
  • Sailboat
  • Super owner
8 people · 3 cabins · 8 berths · 12 m

From 
€324 / day

Charter Sailboat Beneteau Oceanis 411 Clipper Dubrovnik
Charter Sailboat Beneteau Oceanis 411 Clipper Dubrovnik

Dubrovnik

4.8(4)

Beneteau Oceanis 411 (2002)

  • With Skipper
  • Sailboat
  • Super owner
10 people · 4 cabins · 6 berths · 12.3 m
  • Fuel included

From 
€750 / day

Charter Sailboat Bavaria 41 Thessaloniki
Charter Sailboat Bavaria 41 Thessaloniki

Thessaloniki

4.9(4)

Set Sail on a Dream Adventure in Thessaloniki & Chalkidiki (2005)

  • Skipper optional
  • Sailboat
  • Super owner
8 people · 3 cabins · 4 berths · 12.5 m

From 
€329 / day

Charter Sailboat Bavaria Yachtbau  40 Cruiser Tučepi
Charter Sailboat Bavaria Yachtbau  40 Cruiser Tučepi

Tučepi

4.3(11)

Bavaria Cruiser 40 (2009)

  • Skipper optional
  • Sailboat
10 people · 3 cabins · 6 berths · 12 m

From 
€186 / day

Our client reviews
4.9 / 5
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Book a luxury cruise for a holiday you won’t forget!


Find your dream custom cruise around the world and treat your family or friends to a holiday they’ll never forget. Customise your cruise and book your trip on a catamaran or sailboat with our expert skippers and crew.

Do you want a break from staying in hotel rooms, confined to a single destination per holiday? If you want a completely different holiday style which perfectly combines the comfort of a hotel with the adventure of a road trip, why not go on a custom cruise with Click&Boat? You can sail to the most beautiful destinations on a cruise on one of our best catamarans or sailboats, taking advantage of home comforts, while also exploring multiple dream locations. Go island hopping in the Caribbean or the Maldives, or stay in Europe and discover all the islands the Mediterranean has to offer. Cruises aren’t just about which boat you’re on or even your destination. They are about the memories you can make with your friends or family as you set sail for an unforgettable adventure.


Cruise with your family, kids and friends


What could be better than making memories with the people you love, whether it be with your children, partners, or friends? With Click&Boat, you have the opportunity to make this happen in the most unique way possible with a private luxury cruise in a catamaran or sailboat. Sailboats and catamarans have enough space to welcome groups of any size and our boats are all equipped with the necessities to make your trip as safe as possible, even if you’re travelling with young children. Together, you can discover some of the most spectacular places on Earth, learning a lot as you go.


Is it possible to find cruises on a sailboat or catamaran with a skipper and crew?


Have you always wanted to go on a holiday but don’t know how to sail? Not to worry, with Click&Boat, you can easily find a boat charter with not just a skipper, but also a crew. The skippers who accompany our cruises on catamarans and sailboats have a wealth of experience when it comes to sailing and also the specific destination you are travelling to. This means that they can tailor your cruise to give you an experience full of only the most beautiful spots that appeal to each passenger the most.

If you want a cruise that is even more luxurious, you should find a boat charter with a full crew who will ensure that your trip goes smoothly and that you don’t have to lift a finger while on board. There is a separate sleeping area on the boat for the skipper and crew, so you don’t have to worry about strangers invading your privacy. If you want to learn a little bit more about sailing, this style of holiday is also perfect for you as the skipper and crew will be happy to tell you everything you need to know about sailing a boat.


Is a cruise in a catamaran or a sailboat more suited to your needs?


Both catamarans and sailboats are well suited for a custom cruise but each boat is more appropriate for a different type of client as they have slightly different features. In general, the sailboat is probably better known, although typically in the context of racing and competition. What many people don’t realise is that today’s sailboats are actually designed for cruises with maximum comfort in mind. Sailboats today are very spacious, with all the necessary areas for a comfortable trip, including sleeping cabins, a bathroom, a galley, a seating area, and a storage space for your luggage. On the deck, there is a cockpit where you steer the boat, as well as a foredeck where you can relax to your heart’s content. A major advantage of the sailboat is that it’s possible to cover a lot of distance without fuel, which is not only more environmentally friendly but also cheaper. These boats are also very fast, which means you can cover a lot of ground and visit a lot of different places during a cruise on a sailboat.

A catamaran looks a lot like a sailboat but has a different structure. Whereas the sailboat has a monohull structure, a catamaran has a double hull, the two connected by a bridge. This means that a cruise on a catamaran has some advantages over a cruise on a sailboat. The first major advantage is that the double hull structure offers more stability than a monohull boat. This is helpful in the case that one of your passengers suffers from seasickness as the boat will be less affected by the waves. Catamarans are also able to enter shallower waters with allows access to more areas during your nautical adventure, something which is useful if your main aim is exploration. There is also more space onboard a catamaran and the fact that there are usually cabins located in both hulls allows for more privacy. On the bridge, you will find a seating area and on the deck, you will find not only the steering wheel but also a canopy to sit under. There is also usually a sundeck, which consists of either two trampolines or a lounge area.

Whether you decide to cruise with a catamaran or a sailboat, we are sure that you will have an amazing trip, with the perfect blend of adventure and relaxation.


Which holiday experiences can you have during your cruise in a sailboat or catamaran?


While cruising in a catamaran or sailboat, it is natural to chase fun experiences so Click&Boat has made a list of the best things to try during your boating adventure. Firstly, boating holidays give you the opportunity to either discover new places or rediscover some of your favourite destinations from a brand new perspective. No matter where you’re going, there’s nothing quite like the spectacular panoramic pictures you can take from the sea. Depending on where you’re headed, a boat charter will also allow access to areas that are unreachable by land, such as breathtaking beaches and hidden caves.

A cruise on a sailboat or catamaran will also enable you to moor at picturesque historical towns and charming fishing villages. Such places almost always have markets where you can find souvenirs and restaurants and cafes full of local delicacies.

You may also have the opportunity to try out various different water sports during your boating holiday. Aside from the obvious unique opportunity to go swimming while surrounded by nothing but the ocean, you can also admire the surrounding marine life on a snorkelling or scuba diving adventure. Some boats also come equipped with the necessary equipment to try out such sports as wakeboarding, water skiing, jet skiing, and surfing.


How much will a cruise on a sailboat or catamaran cost?


The price of boating holidays typically depends on many different factors, including the type and size of the boat, your destination, the season, and the duration of your trip. Usually, sailboats are cheaper to rent than catamarans and the price is obviously much lower in the low season. Prices on the website are usually given per week. To find more information about prices, simply go onto the website, enter the desired destination and dates of your trip and browse our impressive selection of boats.


Which extra charges are there when embarking on a cruise in a catamaran or sailboat, and what is included in the base price?


Usually, the base price of a luxury boat charter includes only the basic rental costs and maybe also the mooring fees in the port of origin. Other costs are usually split up into mandatory and optional extras. Some examples of mandatory extras include fuel, mooring fees at other ports you visit, and also the charter package. The charter package usually includes a final clean, an inspection of the boat to check it hasn’t been damaged, as well as necessities such as cutlery, crockery and bed linen. Optional extras will normally be things such as water sport equipment (surfboards, jet skis, snorkelling and scuba diving equipment etc.). However, occasionally there will be boats where such equipment is included in the price, so it’s worth checking with each individual boat owner what is and isn’t included.