Caribbean Yacht Charters

Imagine waking up in a luxurious bed, sunlight softly beaming through the window. The aroma of a personalized breakfast being prepared by the chef on board beckons you out of your cabin. You make your way to the deck to see a new vista: emerald green hills sloping towards the serene turquoise sea with a white, sandy beach a short swim away.

Now imagine being at a Caribbean hotel or resort. You know nothing about the area, you are waiting in a crowded hotel restaurant for your meal, all while carrying your bags and towels for the beach. The Caribbean can be heaven on earth: but if you don’t know the best places to go, and you don’t get A+ service, it can also be a nightmare.

Because discerning vacationers recognize the high risk for ‘travel trauma’ in these scenarios, more and more people are choosing our Caribbean crewed yacht charters. Our crewed yacht charters offer an experience of a lifetime, vacations you will never forget and will talk about to friends and family for many years to come.

Take the Scenic Route through Life with Caribbean Yacht Charters

The Caribbean is a region just south of the Gulf of Mexico that consists of over 700 islands. It’s all safe and endlessly scenic. Some of the best places to visit are the US and the British Virgin Islands because the many stunning cays and islands are so close together they only require a couple of hours of sailing in between.

When was the last time the sheer immensity of the Milky Way left you staggering? Have your children ever seen it? Due to the minimal amount of pollution, the Caribbean is a place where you can see the stars like you never have before in most of mainland North America.

The gleaming lights aren’t only painted in the sky. In the sea, the natural bioluminescent water sparkles with just the wiggle of your feet. Nothing is quite as breathtaking as a glowing sea! The wonder of the Caribbean night is best experienced on a crewed yacht charter.

The gleaming lights aren’t only painted in the sky. In the sea, the natural bioluminescent water sparkles with just the wiggle of your feet. Nothing is quite as breathtaking as a glowing sea. A vacation on a catamaran where the decks allow you to be near the water, but in the open air and sky. The wonder of the Caribbean nights is best experienced on a luxurious yacht charter.

What exactly is the Caribbean?

Often people get confused about the difference between the Caribbean, The US Virgin Islands, and the British Virgin Islands. The Caribbean is usually regarded as a subregion of North America and consists of all of the islands South of Florida from the Bahamas to Grenada.

The US Virgin Islands

For a vacation with beautiful sandy beaches, but still enough hustle and bustle of an American city, visit the US Virgin Islands (USVI). The USVI consist of three main islands (St. Thomas, St. John, and St. Croix) and a few smaller ones. St. Thomas and St. John are right next to each other, but St. Croix is about a six-hour sail away.

These islands have a variety of shopping and restaurants with both American and Caribbeans authenticity.

The airport on St. Thomas is the largest in the area and receives direct and international flights. Because many visitors fly into St. Thomas, the USVI has become known as the gateway to the British Virgin Islands for crewed yacht charters. To travel between the USVI and the BVI, you will need a passport. Even though all the islands are close together, they are still owned by different countries and therefore require documentation.

The British Virgin Islands

For the best sailing in the world and a vacation where you can run on island time, the British Virgin Islands (BVI) are your best choice. The BVI consists of over 60 islands and cays. Sailing between the different islands is ideal because they are all relatively close together, and the weather and winds are fairly consistent year-round.

On shore, there are fun beach bars and private resorts. Some are exclusive and high-end while others are charming and low-key. Compared to the USVI, there are not as many people crowding the beaches, but there is less of variety of restaurants and stores which are more island specific.

Exploring, Romance, Sailing, or Relaxing? Do it all on a Caribbean Yacht Charter
Your biggest challenge each day will be deciding which unbelievable destination the captain will take you to visit that day. Are you going to snorkel among turtles or dive a pristine reef? Maybe you prefer a relaxing day just reading: reclining in the shade on the deck or in a hammock slung between two palm trees on a quiet beach

When you charter a yacht in the Caribbean, you can expect great weather, stunning destinations, and exquisite meals every day. There is no stress. There is no pressure. There are no difficult situations with locals. The crews aboard our yachts know the islands very well and can guide you effortlessly to the most scenic locations, the best nightlife, the best bars and the most fun activities.

Some people love to be active. We booked one newly married couple on one of our yacht charters recently who experienced everything from sailing the yacht to snorkeling and scuba diving every day – and they still managed to visit every beach bar within striking distance!

Whether being super active is your M.O. or having the opportunity to spend quality time relaxing with your family or friends is your priority, you’ll find chartering a yacht in the Caribbean an experience that you will never forget.

Caribbean Yacht Charters – Perfect for Families

When we send families off on a cruise aboard our yacht charters, we consistently hear from them about how amazed they were by their onboard experience.

They’ll rave about the quality of the cabins, deck, and lounging areas; they’ll express their surprise at how much fun the children had on board; they’ll praise the food served to them every day.

But most of all, they share their gratitude for bringing them together as a family through this vacation.

We know every parent worries about the challenges some vacations place on even the most easy-going families. Aboard our charter yachts, no teenagers are sulking in their rooms, no one is fighting over computer games, no one worries about staying out late, and there are no challenges deciding what to do that day, hour, or even that minute. Our crewed yacht charters are effortless and the best way for families to reconnect in the spectacular natural wonderland that is the US and the British Virgin Islands.

Booking one of our all-inclusive crewed Caribbean yacht charters means no preparing or cleaning up food for each meal. Instead, you are served quality gourmet food prepared to your preference every day by the onboard chef.

For meals off the yacht, you can enjoy the peace of mind knowing an experienced captain will guide you to the best places at the best times, ensuring that you find excellent meals and, most importantly, are kept safe. All-inclusive means there are no additional costs, surprises or unexpected complications

Caribbean-Sailng-Charters-Island-RR-iYachtClub

All-inclusive and Crewed

Booking one of our all-inclusive crewed Caribbean yacht charters means no preparing or cleaning up food for each meal. Instead, you are served quality gourmet food prepared to your preference every day by the onboard chef.

For meals off the yacht, you can enjoy the peace of mind knowing an experienced captain will guide you to the best places at the best times, ensuring that you find excellent meals and, most importantly, are kept safe. All-inclusive means there are no additional costs, surprises or unexpected complications.

Comfort and Stability On Board


Catamarans are safe, luxurious and roomy. These types of yacht charters are ideal for families, fun activities and party-orientated fun. Monohull sailboats are more suited to the serious sailor who seeks the more traditional sailing experience. Catamarans have taken off as the preferred type of sailing charter in recent years mainly due to their stability since most people do not experience seasickness when aboard them.

If Sailing is your Thing


The British Virgin Islands is a joy for sailors. This area offers some of the best sailing destinations in the world. The trade winds constantly blow from the northeast for most of the year, so you won’t need to worry about the doldrums. There are plenty of regattas to observe or to participate in, as well.

Antidote to the Pressures of Life

A Caribbean yacht vacation is an antidote to the pressures of everyday living: work stress, housework, too much TV or computers, junk food and lack of exercise. You deserve to book your escape today. If this is your first time on one of our Caribbean yacht charters, you can learn more about what you need to know here.

Whether shade or the sun is your thing, you can find what you want on the deck of a beautiful catamaran under sail watching the islands drift by and dolphins play in the wake: a vacation on a Caribbean yacht charter with us is a truly spirit-revitalizing experience.