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Quick Details

From :
$ 26,667


Nothing compares to cruising the sea aboard the Leopard 58. Barefoot Cowboy has a spacious, split-level floor plan. On the main deck you will find two cabins opening to a forward cockpit. Three cabins below, all with private ensuite baths. All cabins are air-conditioned. Inside you will discover a well appointed galley. Meals can be enjoyed inside with wrap around seating for 10. The yacht also comes complete with a 46” flat screen TV/DVD player, onboard WiFi, Apple TV, CD stereo with MP3 connection. Venture up to the enormous fly bridge and captain from the helm station with a 360-degree vantage point. The fly bridge includes stylish lounge seating with an electric grill, wet bar and refrigerator. This is the place to gather and enjoy cocktails with friends. The fly bridge is also wired for sound. Feel free to dance! The best place for al fresco dinning is on our aft deck. Barefoot Cowboy has a beautiful teak table for 10 and a view of the islands you will never forget. Barefoot Cowboy is the perfect escape for large groups up to 10 guests.

TOYS: 2 Stand Up Paddle Boards, Snorkeling Gear, 1 Large Floating Mat, Tubes, 1 Subwing, 1 Kids Water Ski Set, 2 Fishing Rods & Onshore Games.

CRUISING GROUNDS: British Virgin Islands & U.S. Virgin Islands. BVI customs & cruising permit fees are included in the rate.


*To book a charter we have a 5-night minimum, but feel free to inquire for less.


Includes 7 breakfasts, 7 lunches and 7 dinners, happy hour canapes, standard ships bar and snacks. Meals ashore are additional.

2@$32,000 |

3@$32,500 |

4@$33,000 |

5@$33,500 |

6@$34,000 |

7@$34,500 |

8@$35,000 |

9@$35,500 |



Sleep aboard the night before charter dates. Available for half of the daily rate. Includes boarding after 4pm, snacks, welcome cocktails & continental breakfast. Dinner ashore is additional. Select option upon booking.

EXCLUDES: Christmas and New Year’s weeks.


7 night minimum

Full-board option only

Guests: 1-10 @ $44,000

May not start prior to 12/28

Please contact us for more information.


7 night minimum

Full-board option only

Guests: 1-10 @ $43,000

Must end on or before 12/27

Please contact us for more information.


Capt. Roy Pat Rucker

Captain Roy Pat Rucker has helped dozens of clients experience unforgettable dream vacations since 2013. He has spent over 4 years sailing around the Virgin Islands and is a certified advanced diver. He’s a Texas-born-and-raised cowboy who worked on ranches and rodeoed in his youth.

He recently retired from BP after 30 years of service, where he held many roles including mechanic, lead tech, maintenance team leader, fireteam leader, and maintenance planner working on offshore platforms in the Gulf of Mexico
and the Caspian sea off the coast of Azerbaijan.​

In 2017, he lost his Three Moons Charter yacht to Hurricane Maria in Puerto Rico. He was devastated at seeing the damage the island had taken and all his hard work in utter desolation. He did everything right, but in the end, he lost his
dream and his crew lost their jobs.​

Through the ordeal, however, he ended up getting married and realized how much he had loved his time on S/Y Three Moons. He and his wife, Natalie decided to get a catamaran together and start over.

Chef Natalie Rucker​

Natalie’s background is in the optical world, where she spent 29 years as a certified optician. She loves working with people and customizing their experience. Customer service is her forte! Natalie will tell you she has the best job in the entire world. She gets to help make sure you eat delicious food, drink the best drinks, and have the time of your life! And as an added bonus, she can adjust your sunglasses if you sit on them. Natalie’s favorite destination is Dinghy’s on Water Island for Sunday Fundays and live music. She also loves Hull Bay for is quiet local vibe. For drinks, she’s a sucker for Diet
Coke & Cruzan Rum and Margaritas!


Get to know this crew better with a hosted interview!




Painkiller with Cruzan dark rum, pineapple juice, orange juice, cream of coconut

Rum Punch with Cruzan light rum, orange juice, pineapple juice & grenadine

Margarita with Jose Cuervo 1800, cointreau & freshly squeezed lime juice (additions: watermelon, coconut, spicy)

Cosmopolitan with Tito’s, cointreau & cranberry juice

Moscow Mule with Tito’s, ginger beer & freshly squeezed lime juice


Tito’s | Grey Goose | Deep Eddy Lemon

Tanqueray | Bombay Sapphire

Lunazul Blanco | Jose Cuervo 1800

Bulleit Bourbon | Crown Royal

Cruzan Dark | Cruzan Light | Cruzan Coconut | Cruzan Passion Fruit | Cruzan Mango | Cruzan Tropical Fruit

Cointreau | Angostura Bitters

Coke | Diet Coke | Ginger Beer | Club Soda | Ting | Pink Ting | Orange Juice | Pineapple Juice​
Passion Fruit Juice | Cranberry Juice | Bloody Mary Mix | Cream of Coconut


Southern key lime pie

Creme brulee

Banana pudding

Italian tiramisu

Chocolate mousse

Grandma’s blackberry apple crumble


Grilled snapper, creamy mushroom risotto & bacon wrapped asparagus

Cheese tortellini topped with homemade spinach alfredo sauce & blackened chicken

Caribbean lobster, filet mignon, whipped potatoes & roasted green beans

Black squid ink pasta topped with scallops & tomato sauce

Hors D’oeuvres

Garlic & herb cream cheese crostinis topped with prosciutto, arugula & pepper jelly

Bang bang shrimp skewers

Homemade buffalo chicken dip served with assorted crackers & veggies

Charcuterie board

Dip trio consisting of guacamole, queso & salsa served with tortilla chips

Baked brie with raspberry jalapeno jam and assorted crackers


Garlic steak bites served with assorted cheeses, avocado & toasted baguette slices

Local mahi mahi tacos with a slaw, pineapple mango salsa & sriracha mayo

Yellowfin tuna poke bowls served over sushi rice topped with yum yum sauce & avocado slices

Cheeseburgers in paradise with your choice of toppings served with pasta salad

Crispy ground beef taquitos served with street corn

Chicken, steak or cheese quesadillas drizzled with a spicy sour cream sauce


All served with a fresh fruit platter, coffee & breakfast cocktails of choice

Fresh blueberry pancakes with a side of bacon and/or sausage and eggs made to order

Classic eggs benedict with a side of roasted potatoes

Homemade fried chicken and waffles with eggs made to order

Cheesy spinach and bacon quiche with a side of crispy hashbrowns

French toast topped with fresh strawberries and whipped cream, side of bacon and/or sausage and eggs made to order

Build your own breakfast tacos with choices of eggs, potatoes, cheese, green chilies, bacon & sausage

Homemade banana bread