Simpson Marine Search Yachts
22nd November 2022

What To Expect When You Vacation On A Yacht

What To Expect When You Go On A Vacation In A Yacht And All The Activities You Can Enjoy

For some, chartering a yacht is a once-in-a-lifetime experience and something that can be truly unforgettable. If this is your first charter it is good to know what to expect when you go on vacation in a yacht and to start to think about how you will keep yourself and your family or guests entertained.

Chartering a yacht is unlike any experience you can have on dry land. Imagine the ultimate 5-star resort that can be moved to any destination at any time. The pure freedom of chartering a yacht is sure to enhance your experience of some of the world’s most beautiful destinations and offers no restrictions on the number of places that you can see and enjoy on your journey.


How To Plan A Sailing Holiday?

What to expect when you go on vacation on a yacht comes down to the plans that you make. Will you hire a crewed yacht or do you plan to sail the vessel yourself? What size yacht will you rent? How many destinations will you visit? The perfect vacation means different things to each and every person and the beauty of chartering your own yacht is that you can create exactly the kind of holiday you’ve always dreamed of.

The best way to plan your sailing vacation is to take the needs of each member of your travel party into consideration. If you are sailing with young children, then you will need to ensure that you have enough activities to keep them entertained but if you are travelling with a group of friends that are keen to simply relax and enjoy the waves, then you can keep your plans a little more flexible.

The best way to plan your next sailing holiday is to factor in the needs of each member of your party and ensure that you have something for everyone in your group whether it’s board games or planned scavenger hunts or a range of on-shore excursions, the list of what you can create is seemingly endless.


What To Do On Your Sailing Holiday

The beauty of choosing to sail for your next vacation is the freedom that you have to tailor the trip to your specific tastes. You may want to include a variety of different on-shore excursions or maximise your time on the water. By chartering a yacht for your next sailing holiday, you can have the type of holiday you’ve always dreamed of in your own way, on your own time.

The activities you plan for your trip will make up a big part of how much enjoyment you will gain from your sailing holiday. With so many options it might be hard to plan for only a week without looking for more time on the water to enjoy.

These are some of the most popular activities that a holiday on a yacht can offer.



Sailing the seven seas has long been a dream for a lot of people and considering the nature of this type of travel, it is almost a given that your vacation will include water sports to some degree. Whether you decide to top up your adrenaline and whizz along the water by jetski or you stop to snorkel and enjoy a relaxing time where you can immerse yourself in the brilliance of the marine underwater world, making the most of the waters around you is a fantastic way to gain maximum enjoyment from your holiday.

For those who want to explore more of the wonderful world below, scuba diving can be a great partner for a sailing holiday on a yacht. Dive equipment can be carried on board or rented from dive shops ashore. Some certified divers may enjoy the chance to explore in their own buddy teams while others may prefer the ease and simplicity of a dive that is led by an experienced local professional.


On-board Activities

Spending time on a yacht is a fantastic way to soak up the sun and enjoy the ocean, but for many people, reclining in a lounger with an endless view of the ocean might not be enough to entertain for long periods of time. This is why the onboard activities you plan are important to ensure that everyone on board has the best possible time.

The onboard activities you have access to will always depend on the size and unique style of the yacht that you charter. If you have a superyacht for the month, then maybe you will never tire of the waterslides and swimming pool, but if you have chosen something a little more moderate, then there is a range of activities that will keep every one of your seafaring friends well entertained.


Learning Everything About Sailing

Spending time on a yacht is not just about being on the water. For those who don’t know how to sail, it is an incredible time to learn how to navigate the waters for yourself. First-hand sailing experience is some of the most valuable experience you can gain, so leverage your captain and crew and make the most of this opportunity to learn a new skill.



Whether it’s a scavenger hunt, an evening of board games, charades or more, there is no denying that a few games on board a yacht charter can help to pass the time. Especially for the evenings when you want to relax after a nice meal, there are plenty of games you can either take with you or create specifically for your journey.


Movie Nights

A good film screen on a yacht is a completely different experience. Maybe the yacht you charter has a movie room or maybe you decide to spend the day creating an outdoor cinema under the stars with a projector. There are many ways that you can enjoy a good movie with the relaxing sounds of the ocean in the background.


Land-based Activities

Depending on the route you are planning to take, what to expect when you go on vacation in a yacht can vary wildly. If you are planning on sailing the Adriatic Sea, for example, there will be many land-based stops that you can make which will provide you with a plethora of cultural and unique experiences. If you are planning on crossing the Pacific Ocean, there will likely be much more time spent on board and significantly fewer opportunities to dock and enjoy what is on offer on dry land.

Taking some time away from your boat is a good way to make the most of your sailing holiday. Though you might love the water, there are so many activities to be experienced on the land and having the freedom to choose where you most want to visit and what you would like to do is all part of the fun with a vacation on a yacht. Creating an itinerary that includes a combination of water and land-based activities is the best way to truly make the most of your journey.


Plan in Advance

When you are initially planning your sailing holiday it is good to map out a course that will take you to all the places you want to go. This can be a flexible itinerary, but it is always best to have a plan in place before you set off. Look at the sights you want to see on land and design your course to accommodate visits to those places. After all, that is the best part of having your own private floating hotel.

When it comes to charting your course, ensuring that you have enough provisions, there are a lot of parts and pieces that need to fit together for you to execute the ideal vacation. Some people spend years planning their ultimate sailing holiday while others prefer to have a rough idea of a plan and let the wind take them.


Plan for Emergencies

If you are chartering a crewed yacht, then it is most likely that your crew will be trained in how to handle an emergency on the water but it is also important to make sure that you, yourself, know how to handle these situations. If you are travelling as a family or with friends, it is best to address the serious side of your vacation as soon as you can.

Have a safety briefing where you outline the plans for emergencies before you set sail so that everyone onboard understands how any emergencies will be handled. With the best planning for unexpected situations, you have the opportunity to handle things safely and calmly for the best possible outcomes.


Choose The Ocean

What to expect when you go on vacation in a yacht is different for everyone and it depends largely on who you are travelling with and the intended length of your journey but sailing a yacht is a dream for many people that can be achieved in some of the world’s most beautiful locations. Whether above the water feeling the rush of wind in your hair or taking a peek into the underwater paradise below, you will find that once you have vacationed in a yacht, there is simply no better way to travel.

If you’d like to find out more about yacht vacations, please don’t hesitate to drop us a line.

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