Yacht Description
10 guests, 5 cabins. BAREFOOT COWBOY is a 58ft Leopard sailing catamaran built in 2015, set up to sleep 10 across five en-suite cabins (4 queens plus a twin that converts to a king on request).
Outdoor living wins. A flybridge with Eisenglass weather protection keeps the top deck usable when conditions shift. Simple. Practical. You will actually spend time up there.
Water time, sorted. Two stand up paddleboards, a 2-person inflatable kayak, snorkeling gear, a towable tube, and kids’ water skis keep the group busy between swims, with an outdoor shower for the quick reset.
Comfort and connectivity. Full air conditioning, onboard Wi-Fi with Starlink internet, and a saloon TV and sound systems cover the downtime hours, plus a BBQ and ice maker for the parts of the day that mysteriously happen around food.
Broker Review
Onboard visit
Barefoot Cowboy comes with a third crew member — Pirate Pete, the ship's resident terrier. Captain Roy and Chef Natalie, a warm and easygoing couple, bring a refreshingly straightforward all-American vibe: cold beers, meat-and-cheese tapas, and every kind of floating lounge chair you could want. It's a genuinely relaxed, homey charter with personal touches throughout.
Klara Jakobsen
Broker Assistant
Contact me
Captain Only: This yacht is available for captain-only charter.
Specifications
- Length overall
- 58ft / 17 m
- Beam
- 8.23m
- Draft
- 1.74m
- Builder
- Leopard
- Year built
- 2015
- Refit
- 2023
- Type
- Sailing Catamaran
- Cruising speed
- 10 knots
- Top speed
- 20 knots
- Engines
- 2, 110hp Yanmar engins, 1 22kw Norhtern Lights Generator
- Generator
- 1 22kw Norhtern Lights Generat
- Guests
- 10
- Cabins
- 5
- Crew
- 2
Charter Price
From $32,000 to $33,000 per week, all-inclusive.
All-Inclusive arrangement — expenses covered.
All prices generated as a guide. Availability subject to confirmation. Gratuity discretionary, typically 5%–25% of the base price.
This yacht charters on all-inclusive terms — fuel, food, drinks and standard running expenses are covered in the charter price, so no APA deposit is added.
- Total guests
- 10
- Total cabins
- 5
- Queen cabins
- 4
- Twin cabins
- 1
- Electric heads
- 5
- Showers
- 5
- Basins
- 5
- A/C
- Full
- A/C at night
- Yes
5 staterooms for 10 guests.
| Cabin | Bed Size | Bathroom Details | AC |
|---|---|---|---|
| Primary Suite | Queen size bed | Private en-suite bathroom | Full |
| Guest Cabin 1 | Queen size bed | Private en-suite bathroom | Full |
| Guest Cabin 2 | Queen size bed | Private en-suite bathroom | Full |
| Guest Cabin 3 | Queen size bed | Private en-suite bathroom | Full |
| Guest Cabin 4 | Twin beds (converts to a king upon request) | Private en-suite bathroom | Full |
- Captain
- Roy Pat Rucker
- Nationality
- USA
- License
- 100T
- Crew size
- 2
Has run charters since 2013 and has spent over 4 years sailing around the Virgin Islands to keep days on track and routes well judged. As a certified advanced diver, he can help coordinate water time with a strong focus on safe planning.
- USA nationality
- 100T captain license
- Certified advanced diver
- Sailing around the Virgin Islands for 4+ years
Brings 29 years as a certified optician, used to working directly with people and keeping details straight during busy days onboard. Can also help with practical fixes like adjusting sunglasses if they get bent during the trip.
- USA nationality
- 29 years as a certified optician
Miniature Wirehaired Dachshund who rides in the dinghy and joins beach walks, adding an easygoing onboard routine for guests who enjoy pets. Focuses on "security detail" by watching for dropped food on deck so it gets cleaned up quickly.
- Miniature Wirehaired Dachshund
- 5 years old
- Has made over 200 friends in his first year of duty
-
Starlink internet:
Stream, message, and handle light work with more reliable onboard connection in the islands. -
Towable tubes:
Easy group fun behind the dinghy, great for kids and anyone who loves speed. -
Subwing:
Get towed underwater like flying, a fun twist on snorkeling for confident swimmers.
- Salon stereo
- Yes
- Salon TV
- Yes
- Multimedia
- Yes
- Nude charters
- On inquiry
- Books
- Yes
- Crew pets
- Yes
- Pet type
- Very calm and friendly small dog, Pete
- Dine-in capacity
- 10
- Watermaker
- Yes
- Ice maker
- Yes
- DVDs
- Yes
- CDs
- Yes
- Board games
- Yes
- Special diets
- Yes
- BBQ
- Yes
- Gay charters
- On inquiry
- Hairdryers
- Yes
- Smoking allowed
- Sugar Scoops only
- Children welcome
- Yes
- Min. child age
- Any Age
- Generator
- 1 22kw Norhtern Lights Generat
- Voltages
- 220/120v
- Hammock
- Yes
- Internet
- Onboard WIFI
| Toy | description |
|---|---|
| Paddleboards | 2 stand up paddle boards. |
| Inflatable kayak (2-person) | 1 Bote 2 person inflatable kayak. |
| Floating mats | 2 floating mats. |
| Floating chairs | 2 Bote floating chairs. |
| Tube - towable | Tubes for towing. |
| Water skis (child) | Child water skis. |
| Subwing | 1 Subwing. |
| Snorkeling gear | Snorkeling gear for guests. |
| Fishing rods | 2 fishing rods. |
| Underwater camera | Underwater camera. |
| Noodles | Noodles for in-water lounging. |
| Megachill | Megachill inflatable float. |
| Onshore games | Onshore games. |
| Dinghy boarding ladder | Dinghy boarding ladder. |
- Fresh Blueberry Pancakes – with bacon and/or sausage; eggs made to order
- Classic Eggs Benedict – with roasted potatoes
- Biscuit Charcuterie Board
- Cheesy Spinach and Bacon Quiche – with crispy hashbrowns
- French Toast – topped with fresh strawberries and whipped cream; bacon and/or sausage; eggs made to order
- Build Your Own Breakfast Tacos – eggs, potatoes, cheese, green chilies, bacon, sausage
- Homemade Banana Bread
All served with a fresh fruit platter, coffee & breakfast cocktails of choice.
- Garlic Steak Bites – assorted cheeses, avocado, toasted baguette slices
- Local Mahi Mahi Tacos – slaw, pineapple mango salsa, sriracha mayo
- Yellowfin Tuna Poke Bowls – over sushi rice; yum yum sauce; avocado slices
- Cheeseburgers in Paradise – choice of toppings; pasta salad
- Quesadillas – chicken, steak, or cheese; spicy sour cream sauce
- Grilled Snapper – creamy mushroom risotto; bacon wrapped asparagus
- Cheese Tortellini – homemade spinach Alfredo sauce; blackened chicken
- Caribbean Lobster & Filet Mignon – whipped potatoes; roasted green beans
- Lasagna Puttanesca – cheesy garlic bread; garden salad
- Lime in Duh Coconut Mahi Mahi – mango salsa; coconut lime rice
- Southern Key Lime Pie
- Crème Brûlée
- Lemon Bars
- Tiramisu
- The Most Amazing Chocolate Cake
- Carrot Cake – cream cheese icing
- Chocolate Mousse
- Grandma’s Blackberry Apple Crumble
- Garlic & Herb Cream Cheese Crostinis – prosciutto, arugula, pepper jelly
- Prosciutto Wrapped Melon – balsamic glaze
- Charcuterie Board
- Dip Trio – guacamole, queso, salsa; tortilla chips
- Baked Brie – raspberry jalapeño jam; assorted crackers
Chef’s Style & Influences
Caribbean seafood, tacos, and bright citrus paired with comfort-food classics and shareable boards.
Onboard Entertainment
Eisenglass Weather Protection Starlink internet
Diving
Yacht offers Rendezvous Diving only
Fishing
Sustainability
Registry & Permits
- Flag
- US
- Homeport
- STT-Foreign Based Unlimited
- License
- 1
- Permit
- 1
- Insurance
- Edward William
- Turnaround
- 48 hrs, Inquire for less
Charter Reviews
Everything from ID’ing fish to answering questions about the various areas we visited to recipe questions…. There was nothing they didn’t know! We truly enjoyed getting to know them and we trusted everything they had to say, from restaurant options down to changing course because of the rough seas and winds.
We wanted for nothing all week. Emily and I felt a tad strange not helping with cleaning up… and it felt a little weird to be catered to when we are all used to doing everything on our own. That isn’t necessarily a negative!! Ha! Just took some getting used to!!!
At no time did we feel like we were not in good hands.
WE LOVED NATALIE’S FOOD. I think we would have done ALL meals on the boat had that been an option. I loved her food so much, that I looked through her cookbook and took pics of recipes!!! We told her we ate a LOT, and she nailed it!!
We did not want to leave and we are already trying to figure out when we could come back! Doing this trip with family was amazing. The kids get along so well. No one ever got bored. No snippy bickering. We truly got to relax and decompress from work, school, and sports. It was the perfect vacation!!!
Our most memorable highlight was the “Highs and Lows” discussion at the end of the day with everyone. What a special way to cement the memories made that day and hear what everyone else thought about their day!! We are grateful to Capt. Roy Pat and Natalie for introducing us to that little end-of-day discussion idea!!! Of course, the food, snorkeling, diving, laughs, island hopping, sunburns, sleeping in the beanbags, reading in the shade, fun conversations, etc…. Soooo many things made the highlight reel in our minds!!
Natalie
Take care,
Emily & Justin
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 perfectly cooked filet mignon for dinner and the fresh, flavorful chicken avocado salad for lunch-both were out of this world!
And Pete... what can I say? He's the sweetest little pirate out there and totally stole our hearts.
This was our first trip to the Virgin Islands, and we couldn't have asked for a better introduction. We loved every stop-Willy T's, Cooper Island, everything about Jost Van Dyke, and the beauty of St. John. Every day brought something new and unforgettable.
We're already counting down the days until we can return for more sailing, more sunshine, and more amazing memories!
Lori
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
Kathy
Clare
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