2015Leopard
Accommodations
Yacht specifications
Amenities & water toys
- BBQ
- Board Games
- Books
- CDs
- Deck Shower
- Dining
- DVDs
- Generator: 1 22kw Norhtern Lights Generat
- Smoking Allowed: Sugar Scoops only
- Hair Dryer
- Hammock
- Ice Maker
- iPod/MP3
- Internet/WiFi: Starlink
- Salon Stereo
- VCR/DVD
- Video
- Air conditioning: Full
- Watermaker
- Dinghy: AB for 9ppl with 50hp outboard
- Fishing Gear: 2 Casting rods
- Fishing Permit #: BVI Permit in Process
- Floating Mats
- Kayaks (2 Man)
- Snorkel Gear
- Stand-up Paddle Boards
- Tube
- Water Skis Kids
- 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
Crew information
Captain: Roy Rucker Crew: Natalie Rucker, Pete Captain Roy Pat Rucker, Chef Natalie Rucker, and First Mate Pete bring a fun, welcoming, and deeply personal spirit to every charter aboard BAREFOOT COWBOY. Roy’s years of Virgin Islands sailing and technical experience pair with Natalie’s warm hospitality and guest-focused service, while Pete keeps morale high and ensures no snack goes unattended. Click each crew profile to learn more about their background, experience, and personal story. Captain: Roy Rucker Captain Roy Rucker Captain Roy Pat Rucker has been helping guests enjoy unforgettable charter vacations since 2013. A Texas-born-and-raised cowboy, he grew up working on ranches and participating in rodeos before building a life centered around the sea. Roy has spent more than four years sailing throughout the Virgin Islands and is also a certified advanced diver. Before fully embracing charter life, he spent 30 years with BP, working in a variety of technical and leadership roles including mechanic, lead technician, maintenance team leader, fireteam leader, and maintenance planner. His career took him aboard offshore platforms in the Gulf of Mexico and the Caspian Sea off the coast of Azerbaijan. In 2017, Roy lost his charter yacht, THREE MOONS, during Hurricane Maria in Puerto Rico. The loss was devastating, but it also reminded him how deeply he loved life on the water and sharing it with others. Determined to begin again, Roy and his wife, Natalie, purchased a catamaran together and returned to chartering. Today, he brings technical knowledge, calm leadership, and genuine enthusiasm to every trip, helping guests experience the beauty, adventure, and relaxed rhythm of the Virgin Islands. Chef/First Mate: Natalie Rucker Chef Natalie Rucker Chef Natalie Rucker spent 29 years working as a certified optician, where she developed a strong talent for customer service and creating personalized experiences. That same thoughtful, people-focused approach now shapes the way she cares for guests onboard. Natalie loves helping guests eat well, enjoy great drinks, and make the most of every moment on charter. Her warm personality and natural hospitality create an easygoing atmosphere where guests feel comfortable, welcomed, and well looked after. She enjoys tailoring the experience to each group, from meals and cocktails to favorite island stops and relaxed afternoons on the water. And, as an added bonus, she can even adjust your sunglasses if you happen to sit on them. Some of Natalie’s favorite local spots include Dinghy’s on Water Island for Sunday Fundays and live music, and Hull Bay for its quiet, local feel. Her drink of choice is Diet Coke with Cruzan Rum, though she is always happy to enjoy a good margarita as well. 3rd Mate- Friendly Pup: Pete 3rd Mate Pete Pete is a handsome, well-mannered Miniature Wirehaired Dachshund and a much-loved member of the crew aboard BAREFOOT COWBOY. At five years old, he takes his duties seriously, especially when it comes to keeping everyone onboard smiling. Laid-back and affectionate, Pete enjoys riding in the dinghy, taking long walks on the beach, swimming, chasing reflections, and fitting in plenty of naps between activities. When off duty, he can often be found close beside Captain Roy. Pete has already made more than 200 friends during his first year of service and is especially popular with dockhands, who frequently stop by to say hello and bring him treats. He also takes his role as Security Officer very seriously. Any food dropped on deck is inspected and removed immediately, helping keep BAREFOOT COWBOY clean, secure, and snack-free at all times.
Available destinations
Summer: Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (BVI), Caribbean Virgin Islands (US)
Summary
BAREFOOT COWBOY is a 2015 Leopard 58, a 58-foot sailing catamaran offered for crewed charters in the Caribbean Virgin Islands. The listing identifies the Virgin Islands as its advertised cruising region, giving charter groups a sailing-catamaran option in this area.
The yacht is listed with five cabins for up to 10 guests: four queen cabins and one twin cabin that can convert to a king upon request. Two queen cabins are on the main deck and open to the forward cockpit, while three cabins are below; each is described as air-conditioned with a private head and shower.
The flybridge has lounge seating, a wet bar, refrigerator and electric grill, and a teak dining table is listed for 10. Wi-Fi, a television and onboard sound systems add indoor entertainment, while the crew description emphasizes guest-focused hospitality and tailoring meals and drinks to the group.
Listed water gear includes two stand-up paddleboards, a two-person kayak, water skis, a towable tube, floating mats and snorkel equipment. An AB dinghy with a 50-hp outboard is specified for nine people and has a boarding ladder; the listing identifies summer charters in the US and British Virgin Islands.



