US Virgin Island Yacht Charters

Perfect for a first-timers, family charters & repeat clients, our USVI Yacht Charters are accessible, unique and once again open for business!

The US Virgin Islands is open for crewed chartering starting June 1! With quick and easy flights from the continental US into St. Thomas, our private and fully crewed USVI Yacht Charters offer a fabulous as well as safe vacation option within an all US territory. Explore the 3 major islands of St. Thomas, St. John and St. Croix, all with their own unique character and charm. In addition, a handful of other smaller and off the beaten path islands in US waters await you. Our hand selected US crews know these waters on an intimate basis and will custom tailor a USVI sailing charter itinerary to suit your group and interests.

The majority of our fully crewed USVI catamaran charters are all inclusive, starting at around $15,000 per week and up to $40,000 per week, plus tip. Learn more about our crewed yacht charter costs.

Why charter a yacht in the USVI?

Ease of access: With quick and often direct flights from the continental US, you can rest assured that you’ll enjoy convenience as well as safety on one of our USVI yacht charters, all the time while remaining within the confines of a US territory.
First timer, family & repeat friendly: Our USVI catamaran charters can be custom tailored to suit a first time charterer, a family charter, an adventurous couples group, or for our repeat clients that haven't yet taken the time to explore all that the USVI has to offer.
Plenty to do and see: Guests can enjoy an assortment of unique islands along with stunning beaches, old world charm, world class snorkeling and diving, rewarding hikes, plus a taste of offshore fishing and sailing with St. Croix in the mix.
What to expect: Having spent 12 years in the US Virgin Islands aboard our own crewed yacht, we know these US Virgin Islands extremely well. Together with our hand selected US based crews, we'll match you with an ideal yacht & crew plus a USVI itinerary that fits your style, budget and interests.
Luxury and value: Our USVI yacht charter recommendations include some of our consistent luxury picks. They 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.

Why Choose Carefree Yacht Charters^®?

Experience Matters

Our Experience Makes Us Unique: We're a top 5 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 USVI, BVI, & Caribbean. When combined, we are uniquely qualified to expertly handle your vacation of a lifetime. Contact us today to get started.

Our Client Experience Sets Us Apart: 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. Read what our clients have to say.

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 match you with a charter that fits your budget, style and interests. Or, get started by viewing a sampling of our popular USVI yacht charters.

USVI ITINERARY IDEAS

Not quite sure of what to expect on your USVI crewed sailing charter? This charter vacation is “all about you”, as you set the pace and can choose to do as much or as little as you’d like. Your experienced crew will provide suggestions each day based on your group’s specific interests or quite simply, what you’re up for that day. The itinerary below is just a sample itinerary to provide you with a feel for what’s available on one of our USVI catamaran charters.

Day 1

12:00 pm - Pickup at American Yacht Harbour dock or Yacht Haven Grande Marina in St. Thomas (your crew will arrange ground transportation from the airport/hotels with one of their trusted taxi drivers in advance)

1:00 pm - Lunch and snorkeling at Caneel Bay, St. John, USVI

3:00 pm - Relaxing sail to Maho Bay, St. John. Enjoy paddle boarding, a walk on the beach or snorkeling with the sea turtles. Watch the sunset while enjoying cocktails and hors d’ouevres and enjoy an evening of good food, games and togetherness.

Day 2

8:00 am - Breakfast, then dinghy over to Mary’s Point or Whistling Cay for a guided snorkel tour, learning about the coral reef ecosystem plus fish and coral identification

11:00 am - back to the boat for Lunch and relaxation

3:00 pm - Enjoy a leisurely sail to Waterlemon Cay, St. John. Enjoy a short hike to the Annaberg ruins for a fascinating historical tour or check out great snorkeling, world class fly fishing in the salt flats or simply relax and enjoy the calm of the afternoon.

8:00 pm - Night dive around Waterlemon Cay for any experienced and adventurous divers in the group!

Day 3

8:00 am - Breakfast followed by a nice hike/snorkel at Waterlemon Cay (depending on what was accomplished the day before) OR a quick motor sail up to Newfound Bay to try your hand at snaring a Caribbean lobster!

1:00 pm - Shoot over to Coral Bay to enjoy fresh cocktails, tasty tacos and a fun, festive atmosphere at Lime Out OR sail to Salt Pond Bay. Enjoy a quiet afternoon on a lovely white sand beach surrounded by gorgeous views. Other options include snorkeling at Booby Rock, a dive excursion, or a hike on the Rams Head Trail for an epic sunset view!

St Croix Option!

Day 4 - 5

Interested in exploring the largest island in the VI territory? St. Croix is a quiet, friendly island with a fascinating history and known for a burgeoning restaurant industry. Located approximately 35 miles south of St. Thomas and St. John, it is an exciting “beam reach” sail to and from St. Croix, with a one-way trip being approximately 4 to 5 hours of exciting, open water sailing. Once at St. Croix, enjoy world class diving on the North Shore, snorkeling with sea turtles at Buck Island, and fascinating historical relics and stories. If permissible, your crew can help rent a car and go explore the rainforest, beautiful beaches and enjoy the local culture. Fancy a round of golf? Then check out the Buccaneer for a unique island golfing experience. Plus, don’t forget to stop by the Norma’s Domino Club to enjoy local concoctions and feed the beer drinking pigs! History buff? Then tour Fort Christian, Fort Frederick, Estate Whim or the famous Cruzan Rum factory. Sail back to St. Thomas the morning of Day 6.

Day 4

8:00 am - Breakfast then enjoy an early morning hike up the Ram’s Head Trail. Return to the vessel for a relaxing, mid-morning sail to the Lovango/Congo Cay cut.

1:00 pm - Lunch. Feeling adventurous? Dive the legendary Carvel Rock, making sure to look for old cannon balls and other relics. You may even get lucky and see some local black tip reef sharks. Not a diver but still looking for an adrenaline rush? Ask your captain about some local cliff jumping options or try to surf the cut at Mingo Cay.

5:00 pm - Sunset sail to the World Famous Magens Bay, St Thomas (weather dependent) and enjoy a sunset swim, paddleboard or walk on the longest beach in St. Thomas!

Day 5

8:00 am - Breakfast followed by WATER SPORTS! Magens Bay is the perfect spot for wakeboarding, water skiing and tubing. Not into the action? Then hide out on one of the small, secluded strips of beach where you will have “the place all to yourself!”

12:00 pm - Lunch and then enjoy some time on the beach or visiting the Magens Bay Beach Bar and Boutique for some cocktails and a shopping fix. Beached out? Then try an island tour!

Day 6

8:00 am - Breakfast then motor sail up to Little St. James for a gorgeous snorkel/dive at “Ledges” or “Cow and Calf”. Enjoy lunch at the Pizza Pi boat in Christmas Cove, Great St. James (if open).

4:00 pm - Set sail for historic Buck Island off St. Thomas for a quiet evening, an ideal spot to take in the sunset, plus the opportunity to learn the history of Buck Island and its highlights.

Day 7

8:00 am - Breakfast then snorkel the wreck of the Cartanza, an old freighter with a fascinating history and/or dinghy over to Turtle Cove to swim with the turtles!

11:00 am - Downwind sail to Honeymoon Beach, Water Island. Enjoy lunch aboard and then spend the afternoon on the beach or rent golf carts and explore the island.

5:00 pm - Dinner is served and then take a leisurely sunset sail through historic downtown Charlotte Amalie and enjoy cocktails/hors d’oeuvres aboard while your crew provide a fun, historical tour of the area. Spend the night at anchor in the harbor or stay on the dock at Yacht Haven Grande (dockage at charterer’s expense). Enjoy some local nightlife or talk to your crew about throwing a fun theme party!

Day 8

8:00 am - Breakfast. Try a walking tour of historic Charlotte Amalie! Check out Emancipation Gardens, the 99 steps and the historic Fort Christian. Take advantage of duty-free shopping at vendor’s plaza or in any of the downtown boutiques.

11:00 am - Return to the boat to pack for a noon departure. Crew will arrange transportation to your hotel or the airport.

SAMPLING OF OUR POPULAR USVI CATAMARAN CHARTER CHOICES

All recommended yacht options below can offer an all USVI crewed yacht charter.

High-End Exclusive Suggestions

SEAHOME

2016, 62' Lagoon Catamaran
Accommodates up to 10 guests
5 nearly identical Queen cabins, several can be split to Twins
Crew of 3
Fly-bridge deck
Family & Couple friendly crew!
Rates from $36,500 to $40,000

BLUE PEPPER

2018 Fontaine Pajot Catamaran
Accommodates up to 10 guests
5 nearly identical Queen cabins
Crew of 3
Comfy & shaded Fly-bridge deck
Great pick for couples, families or Foodies!
Rates from $31,220 to $36,070

TWIN FLAME Special Offer

2014, 62' Lagoon Catamaran
Accommodates up to 7 guests
1 Master Queen Suite, 2 Queen cabins plus single berth
Crew of 4 & Fly-bridge deck
On-board diving and instruction
Rates from $31,000 to $34,000

ULTRA

2017, 62' Lagoon Power Catamaran
Accommodates up to 8 guests
1 Queen Master Suite, 2 Queen cabins plus 1 upper/lower Twin cabin
Crew of 2 & Fly-bridge deck
Rates from $27,000 to $33,000

ANASTASIA

2008, 62' Privilege Catamaran
Accommodates up to 7 guests
1 Master King Suite, 2 King Cabins plus available Single
Crew of 2& Fly-bridge deck
On-board scuba diving for certified guests
Rates from $26,000 to $31,000

Mid-Range Luxury Options

SEA ESTA Special Offer

2013, 58' Robertson & Caine Catamaran
Accommodates up to 10 guests
5 nearly identical Queen cabins
Fly-bridge deck
Crew of 2
Ask us about this yacht & crew combo!
Rates from $25,700 to $29,000

KELEA Special Offer

1996, 65' Privilege Catamaran
Accommodates up to 10 guests in 1 Master King Suite plus 4 Queen cabins
Crew of 2 & Recent Refit
On-board scuba diving
Value priced for this caliber of yacht!
Rates from $24,500 to $28,500

PLAYTIME Special Offer

2014, 56' Lagoon Catamaran
Accommodates up to 8 guests in 1 Master Queen Suite AND 3 Queen cabins OR 2 Queens and 1 upper/lower Twin
Crew of 2 & Fly-bridge deck
On-board scuba diving and instruction
Rates from $20,000 to $28,000

EUPHORIA 60

2016, 60' Sunreef Yachts Catamaran
Accommodates up to 6 guests
1 Queen Master Suite plus 2 Queen cabins
Crew of 2
Fly-bridge deck
On-board scuba diving for certified guests
Rates from $22,200 to $26,500

GRACE Lagoon 52

2020, 52' Lagoon Catamaran
Accommodates up to a maximum of 6 guests in 1 Master Queen Suite, 2 Queen cabins plus the availability of an upper/lower Twin for kids
Fly-bridge deck
Amazing Foodie Pick plus scuba diving & instruction
Rates from $23,000 to $26,000

More Affordable Recommendations

KARMA Special Offer

2020, 50' Lagoon Catamaran
Accommodates up to 8 guests
4 nearly identical Queen cabins
Crew of 2
Fly-bridge deck
On-board diving for certified guests
Rates from $16,000 to $25,000

OUI CHERIE Special Offer

2017, 52' Lagoon Catamaran
Accommodates up to 6 guests
1 Queen Master Suite plus 2 Queen cabins
Crew of 2 & Fly-bridge deck
Two On-Board Instructors offer on-board scuba & instruction
Rates from $18,000 to $24,500

LUNA Special Offer

2019, 45' Lagoon Catamaran
Accommodates up to 6 guests
3 Queen cabins
A multi-award winning crew of 2 at the 2019 BVI crewed charter yacht show!
Raised seating area
Rates from $16,390 to $17,990

GREAT ADVENTURE Special Offer

2014 45' Lagoon Catamaran
Accommodates up to 6 guests
3 Queen cabins
Crew of 2
Raised helm & seating area
On-board scuba diving for certified guests
Rates from $14,500 to $17,500

FLOATATION THERAPY

2018, 45' Lagoon Catamaran
Accommodates up to 6 guests
3 Queen cabins
Owner/Operator Crew of 2
Raised helm & seating area
On-board scuba diving for certified guests
Great Foodie pick!
Rates from $15,000 to $17,750

View all Yacht Options View all Yacht Special Offers

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, another popular area.

Yacht Styles

Enjoy the US Virgin Islands aboard one of our popular catamarans, monohull sailboats and luxury 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.