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Barefoot Cowboy

58' / 17m - Leopard - 2015

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 en- suite 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. She is the perfect escape for large groups up to 10 guests.


$32,000/week - $36,000/week
Guests
10
Crew
2
Cabins
5
Bathrooms
5
Sleep Accommodations
4 Queens, 1 Twin
Summer
Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)
Winter
Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)
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Specifications

Type Catamaran
Length 58' / 17m
Beam 27' / 8m
Draft 5' / 2m
Builder Leopard
Built 2015
Speed 10 Knots Cruising / 20 Knots Max
Play Video
Accommodations

4 Queens and 1 Twin. The twin cabin converts to a King upon request.

Electronics: RayMarine chart plotter, depth, wind and auto-pilot VHF Solon electronics include. 46" Samsung LED TV, Bose Surround sound system, Fusion entertainment system with blue tooth and wifi.

2023/2024 Refit:
2023-
Electric grill on the flybridge replaced.
All window blinds in state rooms replaced.
Flybridge enclosure replaced.
VHF radio replaced.
Ice Maker installed.
Fridge on the flybridge replaced.
6- 210 ah Lifeline AGM house batteries replaced..
Northern Lights 20kw generator replaced.
2024-
Water Maker replaced with Sea Recovery Aqua Matic.
Installed 6- 310w Solar Panels,Charge Controllers, GX Touch 70, Cerbo Gx and 500A/50mV Smartshunt.
New Generator
New AC unit/chilled water system

Amenities
  • Air Conditioning
  • Ice Maker
  • Water Maker
  • Communication (Parents must bring life jackets for kids. )
  • Internet Access
  • Generator
  • Hammock
  • Deck Shower
  • BBQ
  • Hair Dryer
  • VCR/DVD
  • Salon Stereo
  • DVDs
  • CDs
  • Board Games

Additional Amenities

2 Stand Up Paddle Boards
1 Bote 2 Person Inflatable Kayak
2 Bote Floating Chairs
Megachill
Noodles
Underwater Camera
Snorkeling Gear
Tubes
1 Subwing
2 Fishing Rods
Onshore Games.
Dinghy Boarding Ladder

Additional Entertainment

Eisenglass Weather Protection
Starlink internet

Let's Start Planning Your Trip

Mainsail has built a highly experienced team of brokers throughout the years to make your charter experience seamless. Take advantage of over 50 years of combined travel experience at no cost to you!

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Water Activities

Tender (AB, 50hp, 9 Pax)

  • Scuba Onboard (Request Details)
  • Stand-Up Paddle Board (2)
  • Kids Water Skis
  • Tube
  • 2-Man Kayak (1)
  • Snorkel Gear
  • Float Mats
  • Fishing Gear (2)
  • Fishing Permit
Crew
Crew 2
Captain Roy Pat Rucker
Nationality USA
Born 1965
License 100T
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.

Let's Start Planning Your Trip

Mainsail has built a highly experienced team of brokers throughout the years to make your charter experience seamless. Take advantage of over 50 years of combined travel experience at no cost to you!

Inquire

Yacht Availability & Rates

BAREFOOT COWBOY - $3000 off

Take $3,000 off the standard charter rate. Valid only for full 7-night charters embarking and disembarking between November 1 and December 15, 2025. This offer cannot be combined with other discounts or promotions.

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Summer
Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)
Winter
Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)
  • Available
  • Booked
  • Hold/Option
  • Unavailable
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Season 2 Pax 3 Pax 4 Pax 5 Pax 6 Pax 7 Pax 8 Pax 9 Pax 10 Pax 11 Pax 12 Pax
Summer 2025 $32,000 $32,500 $33,000 $33,500 $34,000 $34,500 $35,000 $35,500 $36,000
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
Cruising Grounds: ​​British Virgin Islands ​Pick Up/Drop Off: Nanny Cay, BVI Yacht: BVI Home Based.  Crew have annual work permits. BVI Pick up and Drop off preferred, with maximum 4 USVI pick ups allowed (please check with CA for availability). ​BVI Customs & Cruising Permit Fees: Included MINIMUM NIGHTS: 5, Inquire for less. For 6 night charters, divide weekly rate by 7 nights X 6 nights. For 5 nights or less, divide weekly rate by 6 nights X number of nights. HALF-BOARD: Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches & 4 dinners ashore at client expense. $150.00 per person discount. LOCAL FARE MEAL PLAN: Includes: 7 breakfasts, 5 lunches & 6 dinners. Requires 2 lunches and 1 dinner ashore at client expense. $75.00 per person discount. SLEEP ABOARD: ** Now FREE! ** Includes boarding after 4pm, snacks, welcome cocktails & continental breakfast. Dinner ashore is additional. Select option upon booking. EXCLUDES: Christmas and New Year's weeks. No commission on sleep aboard. 25/26 HOLIDAYS: 7 night minimum. Full board. CHRISTMAS: $40,000 Must end on or before 12/27 NEW YEARS: $43,000 May not start prior to 12/28 **SEE BROKER NOTES FOR MORE INFORMATION - WAIVER REQUIRED IN ADDITION TO CONTRACT**