Video Tour

Watch onboard.

Yacht video tour preview
Cabins & Layout

Ten guests, Five cabins.

Max Guests10
Total Cabins5
King Cabins0
Queen Cabins4
Showers5
Heads0
Electric Heads5
Yacht Layout
Yacht Layout
Features & Amenities

Comfort, water sports & diving.

Comfort & Entertainment

  • Water Maker Yes
  • Jacuzzi No
  • Kids Okay Yes
  • Internet Access No
  • iPod / Device Hookups No
  • Salon Stereo No
  • Board Games No
  • BBQ No
  • Special Diets Yes
  • Kosher No
  • Crew Smokes No

Water Sports

  • Dinghy No
  • Dinghy Capacity
  • Wakeboard No
  • Towable Tube No
  • Snorkel Gear No
  • Stand-Up Paddleboards No
  • Knee Board No
  • Underwater Camera No
  • Kayak No
  • Floating Mats No
  • Jetskis No

Diving

  • Scuba No
  • Tanks No
  • BCs No
  • Regulators No
  • Dive Lights No
Toys & Gear Onboard
  • 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
  •  
The Crew

Meet the team behind BAREFOOT COWBOY.

Roy Rucker Captain
Captain

Roy Rucker

Natalie Rucker Chef/First Mate
Chef/First Mate

Natalie Rucker

Pete 3rd Mate- Friendly Pup
3rd Mate- Friendly Pup

Pete

Rates & Availability

Weekly charter rates.

Season2345678910
Summer 2026 $32,000 $32,500 $33,000 $33,500 $34,000 $34,500 $35,000 $35,500 $36,000
Winter 2026 to 2027 $33,000 $33,500 $34,000 $34,500 $35,000 $35,500 $36,000 $36,500 $37,000
Summer 2027 $33,000 $33,500 $34,000 $34,500 $35,000 $35,500 $36,000 $36,500 $37,000

Rates are per week, all-inclusive. Premium holiday weeks may carry adjusted rates — inquire for current availability and pricing.

Availability calendar

Booked On Hold Unavailable Open · Inquire Transit Boat Show
Location

Where she sails.

Summer Base
St Thomas USVI
Summer Area
Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)
Winter Area
Caribbean Virgin Islands (US/BVI), Caribbean Virgin Islands (US), Caribbean Virgin Islands (BVI)
Preferred Pickups
Yacht Haven Grand
Turnaround · Flag
48 hours · US
Client Feedback

In their words.

★ ★ ★ ★ ★

April 2025

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 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

Natalie
★ ★ ★ ★ ★

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 finding fun spots for us to snorkel & explore. The meals they prepared were delicious and always crowd pleasers! Highlights for us were definitely seeing all the awesome sea life on our snorkeling adventures, exploring The Baths on Virgin Gorda, and just spending quality time together as a family. Thanks again for helping us organize an unforgettable vacation!
Take care,
Emily & Justin

Emily & Justin
★ ★ ★ ★ ★

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 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

Lori
★ ★ ★ ★ ★

March 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

Mandie
★ ★ ★ ★ ★

June 2024

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

Kathy
★ ★ ★ ★ ★

January 2025

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

Clare
★ ★ ★ ★ ★

January 2023

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!

Guest
★ ★ ★ ★ ★

December 2022

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

Guest
★ ★ ★ ★ ★

December 2023

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.

Guest
★ ★ ★ ★ ★

December 2022

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!

Guest
Yacht Inquiry

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info@vitalcharters.com 1 (407) 922-9696
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From / Per Week
$32,000
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