Sailing trip

Luxury sailing trips: find your dream vacation

Find a customized sailing trip to your dream destination. Take your family or friends on an unforgettable vacation in a sailboat or catamaran. Our captains and crew will ensure total relaxation with lots of adventure.

Book a luxury cruise for an unforgettable sailing trip!

Sail in St. Thomas

With plenty of beautiful beaches and natural harbors, St. Thomas is a dreamy vacation location to explore.

From $400 per day

Sail in the BVI

Discover the magic of the BVI with your family and friends.

From $400 per day

Sail in the Florida Keys

Venture to the Florida Keys for the ultimate relaxing vacation and visit as many of the 800 keys as possible.

From $400 per day

Sail in Miami

Discover islands, sandbars and more of Florida’s coastline with a cruise on a sailboat or catamaran.

From $400 per day

Sail in Spain

Discover the beauty of the Spanish coast and islands from the waves!

From $400 per day

Sailing trip in the Caribbean

Sail one of the world's most famous seas, marvelling at its turquoise waters and white sandy beaches!

From $600 per day

Sailing trip in Greece

Cruise through crystal clear waters and venture to the multitude of Greek cities and islands.

From $700 per day

Sail in Croatia

Sailing trip in Croatia through the Adriatic Sea and visit beautiful cities like Split, Dubrovnik and more.

From $600 per day

Sail in the Bahamas

Your dream sailing trips in the Bahamas traveling through 700 islands and crystal clear waters.

From $500 per day

Sail in Cancun

Discover some of the best islands and beaches in the Caribbean! Sail to Riviera Maya on your Cancun boating trip.

From $1,000 per day

Sail in Sardinia

Discover the magnificent island of Sardinia, a true paradise to share with family and friends!

From $1,000 per day

Sail in Ibiza

The Balearic's most famous island will surprise you with its blissful coves, great watersports and endless adventure.

From $400 per day

Sail in Malta

Venture to the paradisiacal islands in the Maltese archipelago with your family and friends for the perfect vacation.

From $600 per day

Sail in Tortola

Travel to the largest island in the heart of the BVI and delight in the sparkling sea and sandy beaches.

From $400 per day

Sail in Italy

From awe-inspiring cities to breathtaking islands, Italy is a veritable utopia just waiting for you to explore.

From $400 per day

Cruise catamaran and sailboat

Want to plan a sailing trip?

Our experts are here to help you organize the perfect sailing trip.

Book a luxury sailing trip for an unforgettable vacation!

Are you bored of staying in hotel rooms and want to try something new? A spectacular sailing trip could be the answer to your prayers! Cruises in catamarans and sailboats allow you to visit lots of different destinations in a single holiday. Sailing vacations mix the comfort of a hotel, with the adventure of a road trip, allowing you to tick multiple places and experiences off of your bucket list. You can set sail for the most beautiful destinations with a cruise on a sailboat or catamaran that is tailored specifically to your needs and interests. Go island hopping in the Caribbean or the Florida Keys, or venture a bit further and explore the Maldives or the Mediterranean. The opportunities are endless. Sailing trips are all about making memories with your family and friends while trying new things, so it doesn’t really matter where you go or what type of boat you rent, you’ll still have a fantastic time full of brand new experiences.

Make some amazing memories with your friends and family

What could be better than making memories that will last a lifetime with your loved ones? Whether you want to go on a sailing trip with your children, partners, or friends, Click&Boat can help you do this in the most unique way possible with a private luxury cruise in a sailboat or catamaran. Both of these boat types have enough space to comfortably welcome large or small groups of people and have all the necessities to ensure a safe trip, no matter how young some of the passengers might be. Together you can travel to a whole host of amazing places, experiencing things that you will remember for the rest of your life.

Can you go on a sailing trip with a captain and crew?

Do you want to go on a boating vacation but are worried about your lack of nautical experience? This doesn’t have to be a problem! With Click&Boat, you can easily find a sailboat or catamaran cruise with not just a captain, but also a crew who will make sure that your holiday is as stress-free and comfortable as possible. All of our captains are knowledgeable about not only sailing but also have specific knowledge about your chosen destination. This means that you can enjoy a customized sailing trip, specifically tailored to the individual needs and interests of the passengers while also learning a lot.

If you want your trip to be even more special, you should find a crewed boat rental. A crew will make sure you don’t have to do any of the hard work while away and will do everything in their power to ensure your trip runs smoothly. The captain and crew have separate sleeping quarters on the boat, guaranteeing you and your party maximum privacy. They are also usually more than happy to teach you everything you need to know about sailing a boat so who knows? You may even pick up a new skill during your sailing trip.

Is it better to go on a cruise in a sailboat or a catamaran?

Although both boats are perfect for cruising the coast and island hopping, they also have their strengths and weaknesses and each will be more suited for a different type of client on account of the different features. Although many people typically associate sailboats with speed over comfort, today’s sailboats are actually perfectly designed for sailing trips, with plenty of space and all the necessary areas for a pleasant trip. The modern sailboat usually has sleeping cabins, a bathroom, a galley, and a seating area, as well as a storage space for your luggage. On the deck, you will find a cockpit where you steer the boat and a foredeck that is mainly used for relaxation. The main advantage of sailboats is the possibility to cover a lot of distance without fuel, a factory which is good not just for the environment, but also for your wallet. They are also very fast which gives you the opportunity to visit more places during your cruise on a sailboat.

Catamarans are similar to sailboats but are structured slightly differently. Catamarans have a double hull structure, which offers more stability than the monohull structure of a sailboat, something which is very useful for those affected by seasickness as the boat will be less affected by the waves. Catamarans also have the ability to enter shallower waters, giving them access to more areas, a feature that aids parties whose aim is exploration. With two separate hulls, catamarans are also more spacious and given that there are usually cabins located in both hulls, there is also more room for privacy. On the bridge connecting the two hulls, you will usually find a seating area and on deck, there is not just a steering wheel for driving the boat, but also a canopy to sit under. Towards the front of the boat. You will also find a sundeck towards the front of the deck which will consist of either two trampolines or a lounge area.

Whether you select a cruise on a catamaran or sailboat, we know you’ll have a fantastic time, with the perfect mix of adventure and relaxation.

Which vacation experiences are available to you during your sailing trip?

During a cruise in a catamaran or sailboat, of course, you will want to have a range of fun, once-in-a-lifetime experiences to make your nautical adventure as memorable as possible. For this reason, we have made a list of the best things to do during your nautical adventure. Firstly, with a sailing holiday, you can revisit some of your favorite destinations, experiencing them from a brand new perspective. If you’ve ever wished you could experience a place for the first time all over again, this is definitely the way to do it as you will find yourself discovering beaches and hidden caves which are inaccessible from land. The panoramic pictures you will undoubtedly take are also definitely worth heading out to sea for and will give you a unique opportunity to spice up your Instagram.

While on your sailing trip, you should also absolutely stop off at the fascinating historical towns and charming fishing villages where you will almost certainly find local markets which are perfect for picking up souvenirs and gifts for your friends and family. You should also stop off at the restaurants and cafes where you can try a selection of local dishes and truly immerse yourself in the culture.

During your sailing vacation, you may also be able to try out various different water sports. Obviously, cruises on a catamaran or sailboat give a unique opportunity to swim while completely surrounded by the ocean. However, depending on the boat you choose, you may also be able to try out sports like wakeboarding, jet skiing, surfing, and water skiing, as well as totally immersing yourself in the marine life of the area with a snorkelling or scuba diving adventure.

How much will a sailing trip cost?

The cost of sailing trips depends on a number of different factors, including the season, your destination, how long you plan to sail for, and the size and type of boat. For example, sailboats are typically cheaper than catamarans and prices of all boats usually decrease quite significantly in low season. Prices are given on our website per week. To find more information, just go to the website, enter the details of your trip and choose from our spectacular selection of boats.

When going on a cruise in a catamaran or sailboat, which costs are included in the base price and for which features do you pay extra?

The base price of a luxury boat rental usually only includes the basic charter costs and often the mooring feels in the port of origin. Other costs are usually grouped into mandatory and optional extras. Mandatory extras will usually consist of fuel, mooring fees if you dock anywhere other than your port of origin, as well as the charter package. The charter package usually includes a number of different things, including an inspection of the boat to check for damage, a final clean, and also necessities such as plates, cutlery and bed sheets or blankets. Optional extras typically cover all things related to water sports, such as surfboards, wakeboards, snorkeling and scuba diving equipment, and maybe even jet skis. On some boats water sports equipment will be included in the price though, so definitely check with the boat owner before setting off.

Our client reviews
4.9 / 5
Score calculated based on 313319 reviews
See all reviews