BAREFOOT COWBOY Yacht Charter

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Klara Jakobsen

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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.

BAREFOOT COWBOY Yacht Description

Offered by DMA Yachting, the breathtaking charter yacht BAREFOOT COWBOY is a 58 ft sailing catamaran. The highlights of BAREFOOT COWBOY are her well-chosen interiors and alfresco dining areas. BAREFOOT COWBOY spends the summer and winter season in US Virgin Islands. She was constructed by the ship builder Leopard in 2015. A well-done refit was completed in 2023. The expansive yacht layout features 5 large cabins and easily accommodates a maximum of 10 guests.

BAREFOOT COWBOY is introduced primarily as a sailing catamaran. The yacht layout radiates from the main saloon, which connects to the aft deck. The aft deck features a variety of seating areas and that's where most of the delicious meals are served. The tasteful cabins are located in the 2 massive hulls. The cabins offer unbeatable views in the morning and are located just below deck. Multiple portholes offer desirable views, while providing privacy if needed.

The sailboat features 2, 110hp Yanmar engins, 1 22kw Norhtern Lights Generator engines and a generator.

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.

Captain Only

N/A

What is the cabin arrangement of BAREFOOT COWBOY?

4 VIP cabins
1 Twin cabin

BAREFOOT COWBOY

Weekly price:
$32,000 - $33,000

Low Season | High Season
Length: 58'
# of Guests: 10
# of Cabins: 5
# of Crew: 2
Builder: Leopard
Cruising Speed: 10
Max. Speed: 20
Built Year: 2015
Refit: 2023
Turnaround: 48 hours

BAREFOOT COWBOY Charter Price Details

Season Name	2 guests	3 guests	4 guests	5 guests	6 guests	7 guests	8 guests	9 guests	10 guests	11 guests	12 guests
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
Additional Rates & Notes

Price Terms

Inclusive

Inclusive charters are crewed charters with minimum or no additional charges.
Provisioning, fuel and crew are included in the price. Additional fees may include diving, premium alcohol, local taxes, or onshore activities.
These vary from yacht to yacht, please inquire.

BAREFOOT COWBOY Yacht Charter Price

# of charter days	Base Price	Total	Note
14 day charter	64,000USD to 66,000USD	64,000USD to 66,000USD	Discounts outside the main season are common.
7 day charter	32,000USD to 33,000USD	32,000USD to 33,000USD	Standard charter rate, base for all calculations.
3 day charter	16,000USD to 16,500USD	16,000USD to 16,500USD	The usual formula is the 7 day charter rate divided by 6, times the number of days (3). Boat policy might differ. 32,000USD / 6 * 3 days = 16,000USD

All prices are generated by a calculator and serve as a guide for new charterers. Any additional information of the Price Details section has priority over above. Availability is always subject to confirmation. Gratuity not included for it's discretionary character, usually 5%-25% of the Base Price.

Price Details

Price from: USD32,000

High season rate: USD33,000

BAREFOOT COWBOY Yacht Charter Locations

Summer Season

Caribbean Virgin Islands (BVI/USVI)

USVI

BVI

Winter Season

Caribbean Virgin Islands (BVI/USVI)

USVI

BVI

Amenities

Salon Stereo: No

Salon Tv: No

Nude: Inq

Books: No

Crew Pets: No

Guest Pets: No

Camcorder: No

Number Dine In: No

Water Maker: yes

Number Of Dvds: No

Number Of Cds: No

Board Games: No

Sun Awning: No

Bimini: No

Special Diets: Yes

Kosher: No

Bbq: No

Gay Charters: Inq

YachtNudeCharters: Inq

Hairdryers: Yes

Number Of Port Hatches: No

Smoking: Sugar Scoops only

Crew Smokes: No

Children Ok: Yes

Minimum Child Age: Swim Safe

Inverter: No

Hammock: No

Windscoops: No

Specifications

Tube: No

Guests: 10

Maxspeed: 20

Draft: 5.7

Cruising Speed: 10

Helipad: No

Ac: Full

Ac Night:

Built: 2015

Turnaround: 48 hours

Cabins: 5

King:

Queen: 4

Double:

Single:

Twin: 1

Pullman:

Showers: 5

Basins: 5

Heads:

Electric Heads: 5

Jacuzzi: No

Features

BBQ: No

AC: Full

Generator: 0

Internet: 0

Cruising Speed: 10

Max Speed: 20

Layout

More Specifications

Flag: US

Homeport: St Thomas USVI

Resort Course:

Yacht Permit: 1

Yacht License: 1

Yacht Mca: 0

Yacht Insurance: Edward William

Diving Rendezvous Not Included

Scuba On Board: Rendezvous Not Included

Fishing

Fishing Gear: No

Fishing Gear Type:

Rods:

Deep Sea Fishing: No

Green Initiatives

Green Initiative:

Reusable Bottles:

Other Green Efforts:

Water Sports

Dinghy Size: No

Kayaks 1 Pax: No

Kayaks 2 Pax: No

Dinghy Hp:

Floating Mats: No

Dinghy Pax:

Swim Platform: No

Water Skis Adult: No

Boarding Ladder: No

Water Skis Kids: No

Sailing Dinghy:

Jet Skis: No

Beach Games: No

Wave Runners: No

Kneeboard: No

Windsurfer: No

Snorkel Gear: No

Underwater Camera: No

Scurfer: No

Underwater Video: No

Wake Board: No

Paddleboard: No

Seabob: No

Sea Scooter: No

Other Entertainment

Eisenglass Weather Protection

Parents must bring life jackets for kids

Crew

Captain

Chef/First Mate

Onboard Friendly Dog

Captain: Roy Rucker

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.