US Virgin Island Yacht Charters

Perfect for a first timer and families, the US Virgin Islands are easily accessible with plenty to do and see.

The Virgin Islands, which includes the popular British Virgin Islands as well as the highly accessible US Virgin Islands are our #1 destination choice for yacht charters throughout the Caribbean. With their close proximity to one another, the USVI and BVI allow for a new island destination each day, each with its own unique character and charm.

The majority of our charters are all inclusive, starting at around $15,000 per week and up to $50,000 per week. Our other category of luxury charters start around $35,000, plus all expenses. Learn more about our crewed yacht charter costs.

Why charter a yacht in the USVI?

  • Ease of access: With direct flights from the US, a majority of our clients fly in and out of St. Thomas for convenience and affordability, whether they start their charter in St. Thomas or the BVI. Easy and convenient ferry services allow them to travel to and from the BVI for their charter.
  • First timer and family friendly: Our Virgin Island yacht charters are ideal for a first time charter group or for a family charter with easy sailing, protected waters, plus an abundance of excellent anchorages, snorkel sites and fabulous beaches to choose from.
  • Luxury and value: The vast majority of our Virgin Island yacht charters are all inclusive, including a Captain & Chef, 3 gourmet meals per day, soft beverages, standard bar, plus use of on-board water sports equipment. Learn more about the chartering experience.
  • Abundance of yacht choices: The Virgin Islands offers the most crewed yacht charter options of any Caribbean destination. Choose from our popular catamaran charters, a classic sailing experience aboard a monohull sailboat vacation, or the high-end amenities on one of our luxury motor yacht charters.
  • Plenty to do and see: Guests can enjoy new islands each day, each with their own character and charm. Having spent 12 years aboard our own crewed yachts in the Virgin Islands, we provide our clients with expert guidance regarding their USVI and BVI itinerary options and activities.

Why Choose Carefree Yacht Charters®?

We've been booking crewed charters since 1994 and are one of the top 5 Virgin Island Yacht Charter Companies. We also owned and operated our own successful crewed charter yachts in the USVI and BVI for 12 years. This first- hand experience gives us a unique perspective about what the charter experience offers plus what it takes to create this vacation of a lifetime. In addition, we provide our top notch service plus expert advice at no additional cost to you. See what our clients said about Carefree Yacht Charters®.

Contact us Today

Call us in our South Florida office at 954-980-9281, Toll Free at 888-670-6884, or complete our Quick Request Form. We'll quickly match you with a crewed charter that fits your budget, style and charter interests. Or, get started by viewing some of our recommended US Virgin Island charter vacations.

Virgin Islands Charter Options

Depending on your airline flights, number of guests in your charter group, plus your yacht of choice, your Virgin Islands charter may include a pick-up and drop-off on the US island of St. Thomas. These St. Thomas based, USVI charters typically spend one to two nights in US waters and the remainder of the charter in the BVI.

  • USVI Charter Start: Take advantage of more direct and affordable flights into St. Thomas plus the convenience of a simple taxi ride to meet up with your yacht of choice. You will typically spend one night off the US island of St. John and the balance of your charter in the BVI. St. John is a charming and pristine island with 80% of the island protected as national park. Her quaint town of Cruz Bay plus her fabulous beaches along her northwest coast are a must see with a St. Thomas start.
  • BVI Charter Start: Maximize your time in the BVI and discover why these islands are known as Nature's Little Secret with their laid back and remote feel. By starting and ending your charter in the BVI, you'll enjoy a slightly more leisurely pace by cutting out the necessary travel time to and from the island of St. Thomas. Convenient inter-island ferry services allow you to fly into St. Thomas and start your charter in the BVI.

Ports Based on Number of Charter Guests

The law regarding how many passengers crewed yachts can carry in US waters has recently changed. While many yachts are still limited to a maximum of 6 paying passengers in US waters, a handful of yachts can currently carry more than 6 guests in US Waters. All of our recommended options below can carry up to their maximum guest capacity in US waters. Other yachts are currently in the process of meeting the necessary requirements and will also be legal to accommodate more than 6 guests in US waters very soon. Carefree Yacht Charters® is your up to date source regarding this change. Contact us to learn more.

Sampling Of Our Popular Yacht US Virgin Islands Yacht Charter Choices

All recommended options below can accommodate up to their maximum number of guests in US Waters.


A group of couples that we booked aboard 48' Catamaran Sweetest Thing in April, 2017 said:

This was a definite bucket list trip for us for our 25th anniversary and it exceeded our expectations. Thank you Lynne for being patient with us while we were selecting the best boat for our group, helping get everything set up for dropping us off on Tortola, giving suggestions on places to stay, and offering help to accommodate our fishing and diving wants. I will definitely recommend your company to anyone looking to set up a charter.
Marty K., Nebraska

More From Carefree Yacht Charters®

Other Destinations

Consider a charter in and around St. Maarten or the Grenadines, each offering a slightly different flair. Learn more about the BVI, our most popular area.

Yacht Styles

Enjoy the Virgin Islands aboard one of our catamarans, monohull sailboats, or motor yachts. Learn more about our various yacht styles.

The Crewed Charter Yacht Experience

Personalized and private, embark on the vacation of a lifetime! Learn more about what these charters offer.