We've been arranging extraordinary crewed yacht charters in the British Virgin Islands (BVI), US Virgin Islands (USVI), Bahamas, and other Caribbean destinations for over 25 years. Much more than a vacation...our private, all inclusive crewed yacht charters are an Experience!

Kick off your shoes, step aboard your luxury yacht charter, and leave your everyday cares behind. Your professional crew will take it from there, curating an itinerary and daily experience with your personal pace and whims in mind. The perfect blend of adventure, discovery and relaxation, you can choose to do as much or as little as you want. Enjoy pristine white sand beaches, all the latest watersports, warm turquoise waters, authentic beach bars, on-board luxuries, custom-tailored menus, world class snorkeling, and more. Set sail on one of our BVI yacht charters and every day will become as unique as each of the islands you’ll explore.

Contact Us

Call us in our South Florida office at 954-980-9281 or Request a Quote. We'll quickly match you with a charter that fits your budget, style and interests plus effortlessly guide you towards your vacation of a lifetime.

Caribbean & BVI Yacht Charters

Charter Areas

We focus on crewed charters and our specialty includes the British Virgin Islands (BVI), US Virgin Islands (USVI), Bahamas, and other Caribbean destinations. Select from our ever popular BVI catamaran charters which can include convenient flights into Tortola, BVI, St. Thomas, USVI or through San Juan, Puerto Rico. Or consider one of our other charter destinations, including our authentic charters in the Grenadines or a more remote charter feel that you'll find in the Bahamas.

British Virgin Islands

Our #1 Destination in the Caribbean and a favorite for our family yacht vacations or a charter for a couples group. Check out our recommended BVI crewed charters.

The Exumas

A pristine charter destination that is off the beaten path, yet also easily accessed from the continental United States. Learn more about our Bahamas yacht charters.

The Grenadines

A more adventurous charter destination that's best suited for a summer charter due to availability. Learn more about charters in the Grenadines plus see our key picks.

Yacht Options

We know our yachts and crews and pride ourselves on being personally familiar with the destinations we cover and more importantly, with our distinctive list of fully crewed yachts. Choose from our extensive lists of yacht recommendations, including our popular crewed catamaran charters, our modern power catamaran options, plus our high-end, luxury motor yachts selections. Not sure which yacht style suits you best? Learn more about the various yacht style options.


A client favorite due to a wide assortment of available options, ideal layouts plus amazing on-board space and stability. View our full list of catamaran charters.
Photo Credit: 62' Catamaran Sea Wings II

Power Catamarans

The best of both worlds including all the benefits of our popular catamarans plus the quicker mobility of a motor yacht. View our list of power catamaran charters.
Photo Credit: Horizon PC60

Motor Yachts

Ideal for the discerning client in search of top-notch service, on-board luxuries and amenities. Discover more by viewing our list of motor yacht charters.
Photo Credit: 92' M/Y ELITE

Charter Types

We make it a priority to 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 charter. We'll align you with the perfect crew for a family yacht charter, a crewed sailing vacation for a group of couples, or a charter yacht vacation for a milestone birthday or anniversary. Learn more about all of our Charter Types.

Family Charters

Our #1 Charter Type and also a favorite with many crews. We feature an abundance of family-friendly options at every price point. View our popular family vacation picks.

Couples Charters

We know the best yachts as well as crews for a group of couples. Well suited yacht layouts and cool beach bars await you. View our featured couple charters.

Anniversary Charters

A luxury crewed yacht charter is an ideal way to celebrate a key anniversary or a milestone birthday! View our favorite anniversary and birthday charter choices.

Specialty Charters

Is on-board scuba diving, a Chef that can cater to a group of foodies, or the ability to accommodate an extended family or corporate group key? Regardless of what you're specifically after, our time-tested process and unique experience 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 our various Charter Types.

Tandem Charters

Ideal for groups of 10 guests or more or for corporate retreats with multiple yachts & crews sailing in tandem. Learn more about tandem and corporate yacht charters.

Foodie Charters

Culinary trained Chef's, perfectly tailored menus, and eye-catching presentation are criteria that set our Foodie selections apart. Learn more about our foodie charters.

Dive Charters

As experienced dive professionals, count on us to recommend the best dive yachts, crews plus dive options for your charter. View our featured dive charter 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


Because Experience Matters. We're a long-standing top 5 Crewed Yacht Charter Company with over 25 years of industry experience. Our Team's tenure includes 16 years in business as professional Yacht Charter Brokers plus a combined 25 years of experience as professional Crew while aboard various highly successful yachts in the BVI, USVI & Caribbean. When combined, Your Team at Carefree Yacht Charters is uniquely qualified to expertly handle your vacation of a lifetime. Learn more About Us and the Carefree Difference.