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
- We Focus on Crewed Yacht Charters: We specialize in arranging extraordinary crewed yacht charters in the British Virgin Islands (BVI), US Virgin Islands (USVI), Bahamas, and other Caribbean destinations.
- We Know our Yachts & Crews: We pride ourselves on being personally familiar with the destinations we cover and more importantly, with our distinctive list of fully crewed yachts, including our popular sailing catamarans plus our luxury power catamarans & motor yachts.
- We Match our Clients with Ideal Crews: We get to know our clients and what's most important to them in order to match them with the best yacht and specifically crew for their family yacht charter, a crewed sailing vacation for a group of couples, or a charter yacht vacation for a milestone birthday or anniversary.
- We Make the Process Carefree: Our time-tested process continues to effortlessly guide our clients towards the best yacht & crew for their family or group of friends and then ultimately, on to carefree memories that will last a lifetime.
- Learn More about What We Do: Find out more about what makes us unique in the sea of brokers plus what our clients have to say about us.
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.

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.
BVI
British Virgin Islands
The Exumas
Bahamas
The Grenadines
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.
Catamarans
Photo Credit: 62' Catamaran Sea Wings II
Power Catamarans
Photo Credit: Horizon PC60
Motor Yachts
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
Couples Charters
Anniversary Charters
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
Foodie Charters
Dive Charters
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.