BAREFOOT COWBOY Yacht Charter — 17.7m Leopard sailing catamaran for 10 guests, with a crew of 2
- Length
- 17.7 m
- Guests
- 10
- Cabins
- 5
- Crew
- 2
- Builder
- Leopard
- Year
- 2015
17.7m · Leopard · sailing catamaran
BAREFOOT COWBOY at a glance
BAREFOOT COWBOY is a 17.7m Leopard sailing catamaran launched in 2015, sleeping 10 guests in 5 cabins with a crew of 2. Her charter season is Winter 2026 in the Caribbean.
- Length
- 17.7 m
- Guests
- 10
- Cabins
- 5
- Crew
- 2
- Builder
- Leopard
- Year
- 2015
Blue Ocean Club overview
Leopard launched her in 2015
Leopard launched BAREFOOT COWBOY in 2015, with a refit listed for 2023.
She measures 17.7 m in length, 8.2 m across the beam, 1.8 m of draft.
She has a listed cruising speed of 10 knots and a top speed of 20 knots.

01 · On deck
BBQ. Outdoor shower
On deck: BBQ and Outdoor shower.
The outdoor spaces serve up to 10 guests.

02 · Where she cruises
the Leeward Islands. Winter 2026
BAREFOOT COWBOY is offered for charter in the Caribbean.
Winter 2026: Leeward Islands.
Summer 2027: Leeward Islands.

03 · The crew
A crew of 2
A crew of 2 runs BAREFOOT COWBOY, under Captain Roy Pat Rucker.
Interiors
BAREFOOT COWBOY interiors
Listed on board: air conditioning, tv saloon and wi-fi.
Smoking policy: no smoking.
Accommodation
5 cabins
BAREFOOT COWBOY sleeps 10 guests in 5 cabins.
Water toys
BAREFOOT COWBOY water toys and tenders
Every item below is listed for BAREFOOT COWBOY.
Paddle and sail
Paddleboards
Skis and boards
Water skis - child
Towables and inflatables
Floating mats · Tube - towable
Diving
Diving equipment
- Snorkeling Equipment
- Diving insured: No

Route inspiration · Winter 2026
Journeys in the Leeward Islands
Winter 2026: Leeward Islands. These routes follow waters this yacht is listed for.
On board
Amenities and equipment
As listed for this yacht.
Listed amenities
- Air Conditioning
- BBQ
- Outdoor shower
- Light fishing gear
- Indoor audio system
- iPod dock
- TV saloon
- Wi-Fi
About the yacht
About BAREFOOT COWBOY
Description as supplied.
BAREFOOT COWBOY yacht available for charter. Built in 2015 with a charter price from $33,000 for up to 10 guests in 5 suites with a crew of 2.

Particulars
BAREFOOT COWBOY specifications
- Length
- 17.7 m
- Length (ft)
- 58 ft
- Beam
- 8.2 m
- Draft
- 1.8 m
- Category
- Sailing
- Hull
- Multihull
- Builder
- Leopard
- Year launched
- 2015
- Refit
- 2023
- Guests (sleeping)
- 10
- Cabins
- 5
- Crew
- 2
- Engine
- 2, 110hp Yanmar engins, 1 22kw Norhtern Lights Generator
- Cruising speed
- 10 kn
- Maximum speed
- 20 kn
- Cruising speed (km/h)
- 18.5 km/h
- Maximum speed (km/h)
- 37 km/h
- Voltage
- 120/240 AC
- VAT registered
- No
- USA duty
- No
- Smoking
- No smoking
Photographs courtesy of the yacht's charter management
BAREFOOT COWBOY charter rate & availability
| Season | Period | Weekly Rate |
|---|---|---|
| Winter 2026 | Leeward Islands | €29,400 – €33,000 per week |
| Summer 2027 | Leeward Islands | €29,400 – €33,000 per week |
The published rate and availability are confirmed for the requested dates.
Need the cost structure first? Read the Blue Ocean Club guide to base charter fees, APA and taxes.
Who BAREFOOT COWBOY suits
BAREFOOT COWBOY is a sailing catamaran well-suited for groups of up to 10 guests who appreciate a balance of comfort and active days on the water. With 5 cabins and a crew of 2, she accommodates families or friends looking to enjoy the Caribbean and Leeward Islands. Guests can enjoy the air conditioning and outdoor shower, or make use of the paddleboards and tube for time spent in the water.
She sits at 17.7 m, a length similar to other yachts in the Leeward Islands. Her guest count is the same as the typical vessels in this category, and she maintains a build year similar to her peers. Furthermore, the weekly rate for this 2015 Leopard remains similar to those alternatives, providing a consistent option for those familiar with this class of catamaran.
The best time to charter BAREFOOT COWBOY is during the primary season from December through April, when the trade winds provide reliable conditions. While she is in the Caribbean and the Leeward Islands throughout the winter 2026 and summer 2027 seasons, the period from January to April aligns with peak interest. May provides a change in pace with lighter breezes, and though she remains in the region from June through November, these months fall within the period of reduced charter activity.
Written by Blue Ocean Club from this yacht's listed particulars and checked against them line by line. The yacht's own description is shown separately on this page.
What a week aboard BAREFOOT COWBOY costs all-in
Our planning estimate, built on the listed weekly rate shown in the rate section. APA, tax and gratuity are typical figures; your charter contract sets the final amounts.
- Charter fee per guest per night
- $471 – $529
- Weekly rate ÷ 10 guests ÷ 7 nights, before APA, tax and gratuity.
- Nearest airports · Leeward Islands
- St Maarten (SXM) and Antigua (ANU); St Barts (SBH) for small aircraft
- Simpson Bay marinas are about 5–15 minutes from St Maarten airport; English Harbour and Falmouth are about 30–40 minutes from Antigua airport.
- Typical extras
- APA 25% (typical for sailing yachts and catamarans), gratuity 15%.
- Charter taxes and cruising fees vary by island and are not included.
| Charter fee (listed rate) | $33,000 |
| Advance Provisioning Allowance (APA) (25%) | $8,300 |
| Crew gratuity (customary) (15%) | $5,000 |
| Estimated all-in week | ≈ $46,300 |
| Charter fee (listed rate) | $37,000 |
| Advance Provisioning Allowance (APA) (25%) | $9,300 |
| Crew gratuity (customary) (15%) | $5,600 |
| Estimated all-in week | ≈ $51,900 |
The APA is an advance for fuel, food, drinks, berths and similar running costs; unspent APA is returned. Some yachts are offered on all-inclusive terms, in which case the APA line does not apply. Delivery fees, if any, are extra. How charter costs work.
BAREFOOT COWBOY and similar yachts in the Leeward Islands
| Yacht | Length | Guests | Built | Weekly rate from |
|---|---|---|---|---|
| BAREFOOT COWBOY (this yacht)Leopard | 17.7 m | 10 | 2015 | $33,000 |
| DREAM SONGFountaine Pajot | 18.3 m | 10 | 2016 | $31,500 |
| SEA ESTALeopard | 17.7 m | 10 | 2013 | $30,000 |
| SHIPS & GIGGLESLeopard | 17.7 m | 10 | 2020 | $32,000 |
| ANNEXLeopard | 17.7 m | 10 | 2013 | $28,000 |
Same type of yacht, listed for the Leeward Islands, closest in length, guests, rate and age. Rates of the other yachts as listed on 31 October 2026; open each yacht for its current rate.
Cruising the Leeward Islands: when to go and where to anchor
Best time
The primary charter season runs from December to April, marked by reliable north-easterly trade winds of 15 to 25 knots and minimal rainfall. Peak demand occurs during the festive period and regatta weeks. May brings lighter breezes and fewer yachts, while the official Atlantic hurricane season runs from June 1 to November 30, during which charter operations are significantly reduced.
Practical tips
- Fly into St Maarten (SXM) or Antigua (ANU); Simpson Bay marinas are 5–15 minutes from SXM, while English Harbour and Falmouth are 30–40 minutes from ANU.
- Cruising between island nations requires clearing customs and immigration at designated ports of entry, with passports and ship documents presented by the yacht captain.
- Provisioning is most extensive on St Maarten and Antigua, which have large supermarkets near key marinas, whereas smaller outlying islands have more restricted inventory.
Anchorages to know
- Anse de Colombier, St BartsA sheltered, uninhabited bay within the nature reserve featuring mooring buoys, clear water, and walking tracks to the headland.
- English Harbour, AntiguaA deeply indented, historic harbour offering landlocked shelter, designated anchorages, and direct access to restored naval facilities.
- Green Island, AntiguaAn uninhabited island protected by an outer barrier reef, providing calm waters for tender use and water sports.
- Simpson Bay, St MaartenA broad roadstead anchorage and sheltered lagoon entrance providing well-protected holding and quick access to coastal services.
Also listed
Listed with BAREFOOT COWBOY
Enhance your charter with Blue Ocean Concierge.
Every booking includes a dedicated concierge manager. Add any of the following — or anything else you can imagine — to shape a truly bespoke week.
- Private jet & helicopter transfers
- Michelin-trained private chef
- Sommelier-curated wine provisioning
- On-board yoga & spa therapists
- VIP beach club & restaurant access
- Photographer & videographer
- Bespoke shore excursions
- Live musicians & DJs
- Anniversary, proposal & celebration staging
- Chauffeured cars & discreet security
- Marine biologist for the children
- 24/7 personal concierge manager
BAREFOOT COWBOY yacht gallery












Photographs courtesy of the yacht's charter management
BAREFOOT COWBOY: your questions, answered
The most common questions we receive about chartering BAREFOOT COWBOY. For anything specific to your dates, guest list or itinerary, message us directly.






