News and Blog

When you’re on board with Festiva Sailing Vacations, we strive to provide you with the best sailing experience possible. That’s why we are always mindful of the changes in weather, popularity, and the island happenings that come with each season of sailing.

Read on for more information on our top two destinations and their sailing seasons!

British Virgin Islands

While we don’t think there’s a bad time to visit the British Virgin Islands, sailing there definitely changes with the seasons!

High Season

As it gets colder and snowy in the states, you can expect more folks are going to want to head to the Islands! The warmth and luxuriousness of the British Virgin Islands draws in a large amount of its travelers during the November – May months. With unbeatable weather and water temperatures, it’s easy to see why this time of year provides such a great (and popular!) escape.

Low Season

Once things have begun to warm up at home, the travel deals and availability begin to open in the British Virgin Islands. You may not be escaping the cold anymore, but you’ll certainly be escaping everyday life! We consider this season to be from June – August. Water temperatures are still just as perfect this time of year, making for great scuba diving, fishing and snorkeling.

Hurricane Season

We take our boats off the water from early August to early October. While we can’t predict the weather, this is our best option in our effort to avoid as much of hurricane season as possible and make sure everyone enjoys safe and relaxing vacations.


Our sailing season in Greece lasts from the end of May to the beginning of September. And though it is short, it is ever popular! During these months, there is no bad time to travel in Greece. With average temperatures ranging from the high 70s to low 80s and water temperatures around the same, our Greece charters offer travelers a unique way to explore these historic islands.

You’ve finally made plans to take the vacation of a lifetime. After planning, packing, and purchasing flights – the last thing you want to do is worry about something going wrong on your trip. Unfortunately, life does happen, and it can throw a wrench in your travel plans – your flights get delayed or canceled, unexpected circumstances come up at home, natural disasters - you name it! That’s where travel insurance can come into play.  

While it may not be your first thought after booking your vacation and buying flight tickets, purchasing travel insurance can provide an added level of comfort knowing you’re covered even in the most unexpected circumstances. That’s why we highly recommend the added security of trip insurance – make your vacation truly carefree! 

When sailing with us, we recommend CSA Travel Protection to all our guests as they provide affordable protection to your diverse traveling needs. With CSA, you can start by getting a free quote and selecting the exact amount you want covered with them – meaning you can lump your sailing vacation, airfare, and more into your protection plan with them. CSA offers 24-7 emergency assistance anywhere in the world, in-house claims processing, and cancel for any reason coverage.  

Your vacation is both an exciting adventure and an investment – don’t take the chance of vacationing without added security! With the ease of service they provide and years of experience, CSA makes the choice easy when it comes to traveling with a peace of mind.  

The Updates

We’ve made a few changes to our preference forms and wanted to share them with you. Since each destination we sail is different from one another, our preferences forms should be too - after all, sailing the Med is far different than sailing the Caribbean!

You’ll now notice that when you navigate to our Already Booked tab to fill out a preference form, there is a separate form for BVI/Caribbean destinations and Greece. Our British Virgin Islands preference forms have remained the same, but we have made a few changes for Greece.

For Greece, we will now require some additional travel information to provide to our base in Greece. Before completing the preference form for this destination, you’ll want to make sure you have your passport numbers (and those of the other guest in your cabin) and your flight information handy.

Why preference forms are important?

Preference forms help us provide you with the best vacation possible! While they do tell us who you are, they also tell us more about your personal preferences and exactly what you need to feel comfortable and relaxed on your vacation with us.

Have a special occasion you are celebrating or any dietary needs, restrictions, or requests? You’ll let us know here. Are you wanting an active and adventurous vacation or a relaxing and quiet one? We’ll ask you about that too.

All this information is important because it helps us prepare for your arrival and make sure we are pairing you with other like-minded folks. Submitting your form is easy - once all of your required information and extras have been entered in you’ll just need to submit.

After submitting your report, we get a copy and you will also receive one for your records. If you have any questions while in the process of filling them out, please let us know and we’re happy to walk you through it.

Christmas in the Caribbean

It’s no secret that the fall and winter holidays are one of the most popular times to sail the Caribbean. While the islands offer you the opportunity to escape the winter cold and warm up in the Caribbean sun, you’ll also find yourself experiencing a unique island atmosphere that can only be found when traveling during the winter holidays.

Beautiful Weather

After spending the morning sailing, you’ll step off the sailboat and onto the picturesque white sand beaches of the Caribbean. During this time of the year, the British Virgin Islands boast the perfect temperatures that quickly put you on island time. Enjoy the sunny, low 80s temperature days and the even more perfect evenings that typical stay around the mid-70s. Weather this amazing isn’t what comes to mind when you think of winter seasons in the States, but it’s exactly what you’ll get when you’re sailing away for the holidays.

Avoid Holiday Stress

While it may not be the norm, packing your bags and vacationing during the holidays offers a great escape from the typical hustle and bustle. Rather than spending your time stuck in traffic or fighting through a mall crowded with shoppers, you’ll get to enjoy a relaxing and stress-free catamaran sailing vacation. Allow the sound of the waves against the sailboat and the ocean breeze to help you gain a new outlook on what the holiday season means to you.

Sailing for this holiday season may not be available, but there’s always next year! We’re now booking for 2020 Christmas and New Years – don’t miss out on giving yourself and loved ones the experience of a lifetime with the gift of sailing holidays in the British Virgin Islands.

It’s no secret that when winter cold comes, many flock to the Islands to enjoy warmer weathers and escape the snow. And while that is among the most popular time to sail, there are many benefits to sailing in the low season that often go over looked. In this week’s blog, we’ll explore some of those benefits and just why you should consider low season sailing in the Caribbean!

One of the main advantages to sailing in the low season is that you get to avoid the crowds! Because the low season typically attracts less visitors, you’ll find yourself having a quieter and less crowded vacation, all while still getting to enjoy the picturesque beauty and year-round activities the Caribbean has to offer. Another reason we love sailing the low season is the wide range of available charter dates. In contrast to the high season, you’ll almost always be able to secure your first pick of this seasons sailing dates. Pricing is a major benefit to sailing the low season. Flying to your destination and sailing just outside of peak season can maximize your vacation and minimize your costs. Flights to the Caribbean in the summer are typically more affordable, as are sailing prices.

While traveling in the low season may mean sailing during a different time frame, there’s nothing low about it! You’ll experience the same amazing sailing vacation, but with a few added bonuses.