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BAREFOOT COWBOY

17.68 m/ 58.00 Ft Matrix Yachts 2023

SPECIAL FEATURES:

  • Sleeps 10 guests
  • 5.1m/16'9"
  • Shallow draft and fast speeds for reef exploration

GUEST ACCOMMODATION:

BAREFOOT COWBOY is a Leopard 58 built for lively Caribbean charters, offering generous split-level living and plenty of space for groups to spread out. Two main-deck queen cabins open directly to the forward cockpit for easy access, while 3 additional cabins below provide added privacy. The enormous flybridge is a standout, with panoramic 360° views, helm-side lounge seating, a wet bar, refrigerator, electric grill, and sound throughout for relaxed afternoons or sunset cocktails.

Accommodating up to 10 guests, BAREFOOT COWBOY offers 4 queen cabins and 1 twin cabin that can convert to a king upon request. Each air-conditioned cabin includes a private ensuite head and shower. A teak dining table for 10 sets the scene for memorable alfresco meals, while Wi-Fi, Apple TV, a 46” Samsung LED TV, Bose surround sound, and a Bluetooth-enabled Fusion entertainment system keep the onboard experience comfortable and connected. Spacious, social, and ready for fun, BAREFOOT COWBOY brings the energy.

.

PERFORMANCE & RANGE:

2, 110hp Yanmar engins, 1 22kw Norhtern Lights Generator.

ONBOARD COMFORT & ENTERTAINMENT

  • Air conditioning and fans
  • Swim platforms
  • Heated deck showers
  • Watermaker and generators
  • WiFi internet access
  • Full surround sound system
  • i/Device docking stations
  • Cockpit icemaker
  • Barbecue

Wi-Fi

Air Conditioning

Wheelchair Accessible

Games Consoles

Water Activities

BAREFOOT COWBOY has the following Water Activities available:

No Person Kayaks

Water-Skis

No x Paddleboard

1 x Inflatable water toy

10 x Scuba Diving Equipment

For a full list of all available amenities & entertainment facilities, or price to hire additional equipment please contact your broker.

BAREFOOT COWBOY' CHARTER RATES & DESTINATIONS

High Rate: $33000 per week
Low Rate: $32000 per week

SUMMER SEASON

Cruising Regions

Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)

WINTER SEASON

Cruising Regions

Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)

Built (Year)

2015

Length

58 FT

Type

Cat

No. of Guests

10

No. of Cabins

5

Total Crew

2

CABIN CONFIGURATION

0 Master 4 Double 1 Twin

RATES:

High Rate: $33000 per week
Low Rate: $32000 per week

+View Additional Rate Details

Charter Costs Explained

CHARTER BAREFOOT COWBOY

To charter this luxury yacht contact Harper Yachting

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CHARTER BAREFOOT COWBOY

To charter this luxury yacht contact Harper Yachting

TESTIMONIALS

Fantastic.  I noted to Capt. Roy Pat and Natalie about halfway through the trip that I thought we were lucky and so grateful to have gotten THEM as our crew.  As we progressed through the trip and saw the other boats and people with their crew out at restaurants, I knew we had won the lottery!   Capt. Roy Pat, Natalie and Jenna were wonderful, totally our speed, and we really enjoyed getting to know them and hear their stories!!

Everything from ID’ing fis.

April 2025

We had a fabulous vacation sailing through the BVI's on Barefoot Cowboy! Many thanks to you for linking us up with Captain Roy Pat & Natalie. We appreciate all the information and communication you provided us with leading up to our trip. We would absolutely give the 9 items you listed a 10 out of 10. Roy Pat, Natalie & Jenna were so kind, helpful, knowledgeable and professional throughout the entire trip. They knew we were an active group and did a great job of findi.

April 2025

We just returned from a glorious 7 days aboard the Barefoot Cowboy, and we're already dreaming about when we can return. To say we were spoiled would be an understatement!

Captain Roy Pat was phenomenal-navigating us to all the best spots throughout the Virgin Islands with such expertise - every day felt like a new adventure. Chef Natalie absolutely blew us away with every single meal. You could truly taste the heart and soul she put into her cooking. My personal favorites? The pe.

April 2025

We loved the front trampolines and all the extras on the yacht! The paddle boards and the mega chill were a huge hit. There was nothing we missed. They had everything!! One tiny down side was the bathroom sizes but you can live with it for a week or two in paradise. We loved the crew!! The yacht pup was the cutest extra!

This was an absolute trip of a lifetime for us!! We loved every single second of our time on the boat and on the islands!!

Mandie.

March 2025

We sailed with Roy Pat, Natalie and pirate Pete June 2024. It was without a doubt the most amazing vacation. Words can't describe the hospitality that was received and the friendships that were made. I highly recommend sailing with Barefoot Cowboy, simply the best!!
Kathy.

June 2024

This was the best family vacation we ever had! Roy and Natalie were incredible hosts! From accommodations to the food to the fun! Highly recommend.

Clare.

January 2025

Beautiful boat with an outstanding crew! They know all of the best spots to visit around the VI, and all of the tips and tricks to make sure you get the most out of your vacation. It’s like having your own local guides as your hosts. Can’t wait to go back. This is a trip that you won’t soon forget!.

January 2023

It’s was all we dreamed it would be…Food was delicious and beautifully served…The staff exceptional, will go every chance we get!!!.

December 2022

To say this is a once in a lifetime vacation sounds cliche but its just amazing. The crew, the food, the islands. Everything is top notch. Can’t wait to set sail again. This is so much more than a “cruise” could ever offer..

December 2023

This catamaran and the crew are first class. The crew is very attentive and accommodating. We can’t wait to sail again with Captain Roy Pat and Chef Natalie!.

December 2022

Crew

Roy Rucker

Captain

Natalie Rucker

Chef/First Mate

Pete

Onboard Friendly Dog

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.

Sample Menu

Freshly prepared cuisine featuring relaxed breakfasts, flavorful midday favorites, plated dinners, sweet finishes, and cocktails crafted for life aboard. Sample menu selections are listed below and may vary based on guest preferences, provisioning, and chef creativity.

 

DAY BREAK 
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

MIDDAY
Garlic 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

HORS D’OEUVRES
Garlic & 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 Jalapeño Jam and Assorted Crackers

MAIN
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

Lasagna Puttanesca with Cheesy Garlic Bread and Garden Salad

Lime in Duh Coconut Mahi Mahi with Mango Salsa and Coconut Lime Rice

DESSERT
Southern 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

SHIP'S BAR
Tito’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

SPECIALTY COCKTAILS
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 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

Availability

Hold

Booked

Unavailable

Similar Luxury Yachts For Charter

https://harperyachting.com/
https://harperyachting.com

BAREFOOT COWBOY

17.68 m/ 58.00 Ft Matrix Yachts 2023

SPECIAL FEATURES:

  • Sleeps 10 guests
  • 5.1m/16'9"
  • Shallow draft and fast speeds for reef exploration

GUEST ACCOMMODATION:

BAREFOOT COWBOY is a Leopard 58 built for lively Caribbean charters, offering generous split-level living and plenty of space for groups to spread out. Two main-deck queen cabins open directly to the forward cockpit for easy access, while 3 additional cabins below provide added privacy. The enormous flybridge is a standout, with panoramic 360° views, helm-side lounge seating, a wet bar, refrigerator, electric grill, and sound throughout for relaxed afternoons or sunset cocktails.

Accommodating up to 10 guests, BAREFOOT COWBOY offers 4 queen cabins and 1 twin cabin that can convert to a king upon request. Each air-conditioned cabin includes a private ensuite head and shower. A teak dining table for 10 sets the scene for memorable alfresco meals, while Wi-Fi, Apple TV, a 46” Samsung LED TV, Bose surround sound, and a Bluetooth-enabled Fusion entertainment system keep the onboard experience comfortable and connected. Spacious, social, and ready for fun, BAREFOOT COWBOY brings the energy.

.

PERFORMANCE & RANGE:

2, 110hp Yanmar engins, 1 22kw Norhtern Lights Generator.

ONBOARD COMFORT & ENTERTAINMENT

  • Air conditioning and fans
  • Swim platforms
  • Heated deck showers
  • Watermaker and generators
  • WiFi internet access
  • Full surround sound system
  • i/Device docking stations
  • Cockpit icemaker
  • Barbecue

Wi-Fi

Air Conditioning

Wheelchair Accessible

Games Consoles

Water Activities

BAREFOOT COWBOY has the following Water Activities available:

No Person Kayaks

Water-Skis

No x Paddleboard

1 x Inflatable water toy

10 x Scuba Diving Equipment

For a full list of all available amenities & entertainment facilities, or price to hire additional equipment please contact your broker.

Built (Year)

2015

Length

58 FT

Type

Cat

No. of Guests

10

No. of Cabins

5

Total Crew

2

CABIN CONFIGURATION

0 Master 4 Double 1 Twin

RATES:

High Rate: $33000 per week
Low Rate: $32000 per week
https://harperyachting.com

Crew

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.

https://harperyachting.com/

Sample Menu

Freshly prepared cuisine featuring relaxed breakfasts, flavorful midday favorites, plated dinners, sweet finishes, and cocktails crafted for life aboard. Sample menu selections are listed below and may vary based on guest preferences, provisioning, and chef creativity.

 

DAY BREAK 
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

MIDDAY
Garlic 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

HORS D’OEUVRES
Garlic & 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 Jalapeño Jam and Assorted Crackers

MAIN
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

Lasagna Puttanesca with Cheesy Garlic Bread and Garden Salad

Lime in Duh Coconut Mahi Mahi with Mango Salsa and Coconut Lime Rice

DESSERT
Southern 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

SHIP'S BAR
Tito’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

SPECIALTY COCKTAILS
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 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

Thank You!

High Rate: $33,000 per week
Low Rate: $32,000 per week

Additional Rate Details:

Summer Base Port: St Thomas USVI
Summer Operating Area: Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)
Winter Base Port: St Thomas USVI
Winter Operating Area: Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)
Location Details: