Caribbean & BVI Yacht Charters

At Carefree Yacht Charters, we specialize in arranging extraordinary crewed yacht charters in the BVI, USVI, Bahamas and other Caribbean destinations.

What we do At Carefree Yacht Charters®, we specialize in arranging extraordinary crewed yacht charters in the BVI, USVI, Bahamas and other Caribbean destinations. Choose from our various yacht styles, including our popular luxury crewed catamaran charters. The majority of our luxury crewed charters are all inclusive, starting at around $15,000 per week and up to $65,000 per week, plus tip. Learn more about our crewed yacht charter costs.

Why Choose Carefree? We're a top Crewed Yacht Charter Company with over 25 years of industry experience. Our tenure includes 13 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 yacht in the BVI, USVI & Caribbean. When combined, we are uniquely qualified to expertly handle your vacation of a lifetime. Contact us today to get started.

What To Expect Our clients rely on prompt, honest and sound advice, a strict adherence to ethical and fiduciary responsibilities, an in-depth knowledge about the yachts, crews, and destinations we recommend, plus a Carefree Charter Process that results in trips of a lifetime, time and time again. Learn more about us, including what our clients say.

Caribbean & BVI Yacht Charters

Yacht Options

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

Catamarans

Catamarans

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

Power Catamarans

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

Monohulls

Monohulls

Perfect for the traditionalist in search of a more adventurous sailing experience. View our full list of monohulls sailboat options.
Photo Credit: 72' Monohull Pacific Wave & Yacht Shots BVI

Charter Areas

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

BVI: British Virgin Islands

BVI: British Virgin Islands

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

USVI: US Virgin Islands

USVI: US Virgin Islands

Featuring an accessible gateway to the BVI plus more affordable flight options. See our featured USVI charter selections.

The Grenadines

The Grenadines

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

Charter Types

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

Family Charters

Family Charters

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

Couples Charters

Couples Charters

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

Anniversary Charters

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.

Dive Charters

Dive Charters

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

Foodie 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.

Tandem Charters

Tandem Charters

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

A group of couples that we booked aboard 62' Catamaran Bagheera in March, 2018 said:

The charter was amazing. Would totally book them tomorrow. Carefree Yacht Charters provided excellent service to us prior to our charter. They went over and beyond to help us plan the trip of a lifetime. It was our first charter but I cannot imagine a better captain and crew or boat than ours! Thank you for your service to us and for taking the extra steps to make everything perfect.
Liz C., Mississippi

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.