Crewed Yacht Charters in the BVI, USVI & Caribbean

We specialize in arranging extraordinary crewed yacht charters in the British Virgin Islands (BVI), US Virgin Islands (USVI), Bahamas, and other Caribbean destinations.

Who We Are

Carefree Yacht Charters is a team of professionals who are passionate about doing what's right, putting the client first, and going the extra mile to consistently deliver the best possible vacation experience for every client, every time.

What We Do

Why Choose Us?

Because. Experience. Matters. We're a long-standing top 5 Crewed Yacht Charter Company with over 25 years of industry experience. Our tenure includes 16 years in business as the Owners and Brokers of Carefree Yacht Charters plus 12 years as the Owners and Crew of our own highly successful yachts in the BVI, USVI & Caribbean. When combined, we are uniquely qualified to expertly and seamlessly handle your vacation of a lifetime. Contact us and discover more about the Carefree Difference.

Caribbean & BVI Yacht Charters

Charter Areas

Select from our popular BVI sailing vacations or opt for a US Virgin Islands Yacht Charter, which includes a convenient St. Thomas start & end on your private crewed charter. Learn more about our Other Charter Areas, including authentic charters in the Grenadines or more remote charters in the Bahamas.

British Virgin Islands

Our #1 Destination and a popular pick for families or couples. See our recommended BVI Crewed Charters.

The Exumas

A remote and pristine charter destination that is off the beaten path. Learn about the Bahamas yacht charters.

The Grenadines

An authentic charter destination, well suited for a summer charter. Learn more about the Grenadines and see our key picks.

Yacht Options

Choose from our extensive lists of yacht options, including our popular crewed catamarans, our modern & trending power catamaran options, plus our higher-end, luxury motor yacht charters. Not sure which yacht style suits you best? Learn more about our yacht options.


Our popular favorite due to an array of yacht options, on-board space, & stability. View our full list of catamaran options.
Photo Credit: 62' Catamaran Sea Wings II

Power Catamarans

Featuring luxurious, modern amenities plus quicker mobility around the islands. View our full list of power catamaran options.
Photo Credit: Horizon PC60

Motor Yachts

Ideal for the discerning client in search of top-notch service and on-board amenities. View our full list of traditional motor yacht options.
Photo Credit: 92' M/Y ELITE

Charter Types

We offer ideal yacht and crew selections for family vacations, sailing vacations for couples or honeymoon and anniversary charters. Learn more about our Charter Types.

Family Charters

Our #1 Charter Type with an abundance of family-friendly options. View our featured Family-Friendly picks.

Couples Charters

We know the best yachts and crews for couples charters. View our featured Couple selections.

Anniversary Charters

A luxury crewed yacht charter is an ideal way to celebrate! View our featured Anniversary charter options.

Specialty Charters

Is on-board scuba, a Chef that caters to Foodies, or the ability to accommodate a large group of guests key? Learn more about our Specialty Charters.

Tandem Charters

Perfect for groups of 10 or more with multiple yachts & crews sailing in tandem. Learn more about tandem yacht charters.

Foodie Charters

Culinary trained Chef's and high end cuisine are the key criteria that set our Foodie Charters apart. View our Foodie picks.

Dive Charters

Count on Carefree Yacht Charters to recommend the best dive yachts and crews for your charter. View our featured dive selections.

A multi-repeat client & group of couples that we booked aboard 62' Catamaran Serenity Now in late April 2022 said:

Hi Lynne, Sorry for the slow response, it’s been a little difficult to get in the swing of things since leaving paradise! Once again, your recommendation and direction in planning this charter was spot on! Your help in navigating the charter flight to making sure we had all the COVID testing in place, we were well prepared! The BVI’s are just so amazing. I do believe it’s my very most favorite place on Earth. Lynne, I can’t thank you enough for contacting us when the Serenity charter became available. We look forward to many more fabulous charters with Carefree Charters! Thank you again,
Kelley & David M., Texas

Contact Us

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 charter yacht vacation that fits your group’s interests, style and budget.

Looking for a specific yacht? We can assist in brokering any yacht out there or that you're interested in. Rely on our expert advice about the best yachts and crews so that you can go on to enjoy your vacation carefree, as it should be.