BAREFOOT COWBOY

2015 β€’ 10 GUESTS β€’ 5 cabins

Specifications

Length: 58 ft.

Builder: Leopard

Year: 2015

Terms: Inclusive

Beam: 27 ft.

Draft: 5.7 ft.

From $32,000 to $36,000 per week

See Price Details for premium holiday rates

Description

BAREFOOT COWBOY is a Leopard 58 built for big-group Caribbean fun and split-level space. Two main-deck Queen cabins open to the forward cockpit—ideal for easy access—while three cabins sit below for added privacy. Sleeping up to 10, she offers 5 air-conditioned cabins: 4 Queens plus 1 Twin (converts to a King), each with a private ensuite head and shower. Standout feature: the enormous flybridge with 360° views, helm lounge seating, wet bar, fridge, and electric grill—plus sound wiring for cocktails and a little dancing. Gather aft around the teak table for 10 for unforgettable al fresco meals. WiFi + Apple TV keep you connected—if you want to be. Bring your people—BAREFOOT COWBOY brings the vibe.

Features & Amenities

  • Max Guests: 10
  • Total Cabins: 5
  • Queen Cabins: 4
  • Showers: 5
  • Electric Heads: 5
View Yacht Layout

Comfort

  • Water Maker: Yes
  • Jacuzzi: No

Entertainment

  • Kids Okay: Yes
  • Minimum Age of Kids: Any Age
  • Internet Access: Onboard WIFI
  • iPod / Device Hookups: Yes
  • Salon Stereo: Yes
  • Salon TV / DVD: Yes
  • Board Games: Yes
  • Special Diets: Yes
  • Kosher: No
  • # Dine In: 10
  • BBQ: Yes
  • Crew Smokes: No
  • Guest Smoke: Sugar Scoops only

Water Sports

  • Dinghy: AB
  • Dinghy Horsepower: 50
  • Dinghy Pax: 9
  • Wake Board: No
  • Tube: Yes
  • Knee Board: No
  • Snorkel Gear: Yes
  • Underwater Camera: No
  • Kayak: No
  • Stand Up Paddle Boards: 2
  • Floating Mats: 2
  • Jetskis: No
  • Other Toys:

    9 Person Dinghy With 50HP
    1 Subwing
    1 2-Person Kayak
    2 Stand Up Paddle Boards
    1 Kids Water Ski
    Towable Tube
    2 Floating Mats
    Snorkel Gear
    Fishing Gear
    Underwater Camera
    2 Floating Chairs
    Megachill
    Foam Noodles
    Dinghy Boarding Ladder
    Beach Games

  • Water Skis: Kids (1)

Diving

  • Tanks: No
  • BCs: No
  • Regulators: No
  • Scuba: Onboard
  • Air Compressor: Yes
  • Dive Lights: No

  • Summer Base Port: STT-Foreign Based Unlimited
  • Summer Operating Area: Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)
  • Winter Operating Area: Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)
  • Preferred Pickups: YHG | AYH STT
  • Other Pickups: BVI
  • Turnaround: 48 hrs, Inquire for less Hours
  • Flag: US

rates & availability

SEASON PASSENGERS
2 3 4 5 6 7 8 9 10
Winter 2025 to 2026 $32,000 $32,500 $33,000 $33,500 $34,000 $34,500 $35,000 $35,500 $36,000
Summer 2026 $32,000 $32,500 $33,000 $33,500 $34,000 $34,500 $35,000 $35,500 $36,000
Winter 2026 to 2027 $32,000 $32,500 $33,000 $33,500 $34,000 $34,500 $35,000 $35,500 $36,000
Summer 2027 $32,000 $32,500 $33,000 $33,500 $34,000 $34,500 $35,000 $35,500 $36,000
Price Details

No price details available.

Booked

On Hold (not yet booked, can be challenged)

Unavailable (marked as unavailable by the owner/crew and cannot be challenged)

the crew

Captain 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!

First Mate/ Security Officer/ Cuddle Buddy “Pete”

You won’t find a better First Mate than this handsome, well-mannered Miniature Wirehaired Dachshund. As a mature 5-year-old, Pete is dedicated to keeping the crew and all aboard the Barefoot Cowboy in good spirits. He’s laid back, enjoys chasing reflections, riding in the dinghy, long walks on the beach, swimming, loves naps and acts as Captain Roy’s shadow when off-duty.

He has made over 200 friends in his first year of duty! He enjoys the dock hands stopping by to say hello and bring him treats.

Pete also specializes in security detail. He ensures that any dropped food on deck is cleaned up ASAP.

Sample Menu

DAY BREAKΒ 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
Biscuit Charcuterie Board
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
Β 
MIDDAYGarlic Steak Bites Served with Assorted Cheeses, Avocado & Toasted Baguette Slices
Local Mahi Mahi Tacos with 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
Chicken, Steak, or Cheese Quesadillas Drizzled with a Spicy Sour Cream Sauce
Β 
HORS D’OEUVRESGarlic & Herb Cream Cheese Crostinis Topped with Prosciutto, Arugula & Pepper Jelly
Prosciutto Wrapped Melon with Balsamic Glaze
Charcuterie Board
Dip Trio Consisting of Guacamole, Queso & Salsa Served with Tortilla Chips
Baked Brie with Raspberry JalapeΓ±o Jam and Assorted Crackers
Β 
MAINGrilled 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
Lasagna Puttanesca with Cheesy Garlic Bread and Garden Salad
Lime in Duh Coconut Mahi Mahi with Mango Salsa and Coconut Lime Rice
Β 
DESSERTSouthern Key Lime Pie
Crème Brûlée
Lemon Bars
Tiramisu
The Most Amazing Chocolate Cake
Carrot Cake with Cream Cheese Icing
Chocolate Mousse
Grandma’s Blackberry Apple Crumble
Β 
SHIP’S BARTito’s | Grey Goose | Deep Eddy Lemon
Tanqueray | Bombay Sapphire
Milagro Blanco | Repasado
Bulleit Bourbon | Crown Royal
Cruzan Dark | Cruzan Light | Cruzan Coconut | Cruzan Passion Fruit | Cruzan Mango | Cruzan Tropical Fruit
Cointreau | Grand Marnier | Aperol
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
Β 
SPECIALTY COCKTAILSPainkiller with Cruzan Dark Rum, Pineapple Juice, Orange Juice, Cream of Coconut
Rum Punch with Cruzan Light Rum, Orange Juice, Pineapple Juice & Grenadine
Margarita with Milagro, 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

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YACHT INQUIRY

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YACHT INQUIRY

Whether you’re exploring options or ready to plan your escape, we’re here to make the process effortless.

Adults
Age 13 or above
0
Children
Ages 2–12
0

Check All That Apply

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or call us at 1 (407) 922-9696