Blue Ocean Club
WINDWARD 27.4m Cheoy Lee luxury charter yacht in Caribbean
WINDWARD in Caribbean — view 2
WINDWARD in Caribbean — view 3
WINDWARD in Caribbean — view 4
WINDWARD in Caribbean — view 5
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Cheoy Lee · 2006

WINDWARD
27.4m Cheoy Lee motor yacht for charter

Summer Charter
From €33,600 p/w
Winter Charter
From €33,600 p/w
Rates updated
★ Special OfferCHARTER SPECIAL IN THE ABACOS $28,500 per week plus expenses for 6 guests $31,500 per week plus expenses for 8 guests The forward VIP will be made available for clients wanting to charter with 8 guests No Abaco delivery fees for all of July Delivery fees may apply for surrounding islands in the Bahamas· valid until 2019-07-31
Length
27.4m
Beam
6.5m
Guests
6 sleep · 12 cruising
Cabins
3
Crew
4
From / Week
€33,600
Cheoy Lee · 2006

Caribbean Breezes, Unfettered Freedom

WINDWARD yacht available for charter. Built in 2006 with a charter price from $39,000 for up to 6 guests in 3 suites with a crew of 4.

Step aboard WINDWARD, the elegant 27.4-meter Cheoy Lee motor yacht, and discover a sanctuary where the Caribbean’s embrace feels uniquely personal. Her Tom Fexas design ensures sleek passage across turquoise waters, while the 2017 refit guarantees every comfort for guests. With a dedicated crew of four attending to every detail, and an array of amenities from a beach club to big game fishing gear, this vessel offers a bespoke escape for those seeking genuine connection with the ocean's rhythm, all at a serene 12-knot cruise.

A note from your charter specialist
“WINDWARD is a 27.4m · Cheoy Lee · built 2006 charter yacht in the Blue Ocean Club fleet. Published specifications list accommodation for up to 6 guests. Current charter planning can be discussed for Caribbean, subject to the yacht's live availability and cruising permissions.”
Marco Bellini
Marco Bellini
Head of Mediterranean Fleet · Blue Ocean Club
marco@blueoceanclub.com
On Board

A closer look

The Aft Deck Retreat
On Board

The Aft Deck Retreat

The aft deck serves as a sophisticated open-air lounge, where the scent of warm sea air mingles with the subtle aroma of morning coffee. Gather around the polished teak table for al fresco breakfasts as islands drift by, or simply recline with a book, the gentle hum of the engines a soothing backdrop to the endless horizon. This space effortlessly transitions from a casual dining area to a tranquil observation point, perfect for watching sunsets paint the sky.

Sun-Drenched Foredeck
On Board

Sun-Drenched Foredeck

Ascend to the foredeck and find an expansive stretch of sun loungers, beckoning relaxation under the tropical sun. Here, the ocean breeze is at its most invigorating, carrying the faint tang of salt. It’s an ideal spot for quiet contemplation, with uninterrupted views across the bow, or for soaking up the warmth after a refreshing dip from the swim platform. An outdoor shower is conveniently close for rinsing off the salt and sun.

The Saloon's Embrace
On Board

The Saloon's Embrace

The main saloon offers a cool, inviting respite from the midday sun. Plush seating arrangements in muted tones create an atmosphere of understated elegance, perfect for intimate conversations or enjoying a film night. Large windows frame the passing seascape, bringing the outside in without compromising comfort. It’s a space designed for quiet repose, a sophisticated hub for guests to gather and unwind.

Beach Club Access
On Board

Beach Club Access

At the stern, the dedicated beach club unfolds, transforming the yacht into your private aquatic playground. This versatile area provides direct, effortless access to the water, making it simple to transition from lounging to swimming or launching water toys. With the water maker ensuring fresh water is always available and an ice maker for refreshing drinks, it’s the ultimate extension of your yachting experience into the azure Caribbean.

Bridge Deck Barbecue
On Board

Bridge Deck Barbecue

The bridge deck is home to a superb BBQ setup, inviting casual evening gatherings under a canopy of stars. Imagine the sizzle of freshly caught fish or succulent grilled delicacies, prepared right before your eyes. This elevated vantage point offers panoramic views as you dine, making every meal an occasion. It’s a wonderfully unpretentious space for relaxed entertaining, complemented by the gentle Caribbean night.

Accommodation

Below deck, three beautifully appointed cabins provide sanctuaries of peace for up to six guests. The master suite offers a private haven, thoughtfully designed with a focus on serene comfort and ample storage. Each cabin is an exercise in quiet luxury, featuring tasteful finishes and individual climate control. The layout ensures privacy and tranquility, allowing guests to retreat and recharge after exhilarating days exploring the Caribbean, waking refreshed to another day of adventure on the water.

WINDWARD cabin 1
WINDWARD cabin 2
WINDWARD cabin 3
Dining

The culinary journey aboard is an integral part of the charter experience, with a dedicated chef crafting bespoke menus to your preferences. From gourmet breakfasts served al fresco on the aft deck, to elegant dinners in the saloon, every meal is an event. Expect vibrant, fresh ingredients, often locally sourced, presented with flair. The convenience of a coffee machine and ice maker ensures refreshments are always at hand, perfectly complementing the delightful array of dishes.

Wellness

While not a dedicated spa vessel, WINDWARD offers a holistic sense of wellbeing through its connection to the sea. The expansive swim platform provides easy access for invigorating dips, and the sun loungers on the foredeck invite profound relaxation under the warm Caribbean sun. The outdoor shower offers a refreshing rinse after a swim, ensuring guests feel revitalised and connected to their surroundings, embodying a natural, unforced wellness.

Toys & Tenders

The ocean becomes your playground with an exciting collection of water toys. Dive into adventure with inflatable water toys, or challenge friends to beach games on a secluded shore. The inflatable floating island offers a unique spot for lounging on the water, whilst kayaks and paddleboards provide silent exploration of hidden coves. For more active pursuits, a towable tube promises exhilarating rides, ensuring endless aquatic fun for all ages.

Equipment & Amenities

21 items reported by CharterIndex.

Air Conditioning
BBQ
Beach club
Coffee machine
Outdoor shower
Big game fishing gear
Ice maker
Sun loungers
Swim platform
Water maker
Wi-Fi
Inflatable Watertoys
Beach games
Inflatable floating island
Kayaks
Paddleboards
Swimming noodles
Tube - towable
Diving by arrangement
Snorkeling Equipment
Spearfishing gear
WINDWARD on the water
WINDWARD sundeck
WINDWARD interior
WINDWARD master suite

The Crew

A professional crew of 4 dedicated to your charter. Working language: English.

Captain

Mitch Armstrong

United States · English

Captain Mitch Armstrong has a 1600-ton masters license and has worked as a professional captain for 30 years. He has over 20 years charter experience in Florida and the Bahamas. He takes pride along with his crew in offering his guests a memorable and enjoyable trip. Captain Mitch has a Big Game fishing background from early in his career and enjoys sharing that knowledge with his guests. He also possesses a make it happen attitude to incorporate a fun filled adventure that will not be soon forgotten.

Mate

Edgar Morales

United States · English

Edgar has a deep passion for all things Water and Marine, he is 21 years old and has already received his 100 ton captains license, he is personable and loves to take his guests on aquatic excursions fishing, Snorkeling, and Spearfishing are his passion. Edgar looks forward to having you aboard for your next big adventure.

Video Tour

WINDWARD Charter Yacht - 2006 Cheoy Lee

via Vimeo

Cruising Areas

WINDWARD is available for charter in the following destinations and sub-regions.

Full Specifications

Designer
Tom Fexas
Refit
2017
Beam
6.5 m
Draft
1.68 m
Cruising speed
12 kts
Flag
United States
MCA
None
VAT
Not registered
Smoking
No smoking
Crew language
English
Captain
Mitch Armstrong
Prior name
TALON

Diving

Diving by arrangement · Snorkeling Equipment · Spearfishing gear

Rates & Availability

Currency
SeasonPeriodWeekly Rate
Published weekly rateDates and season terms to be confirmed€33,600

Live data via CharterIndex · taxes, operating expenses and other charges are confirmed for the specific charter

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Suggested Itineraries

The Blue Ocean Concierge

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

Gallery

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Frequently asked

WINDWARD: your questions, answered

The most common questions we receive about chartering WINDWARD. For anything specific to your dates, guest list or itinerary, message us directly.

Ownership economics

What a yacht like WINDWARD costs to own — not just to charter

A charter week on WINDWARD is a fixed, all-in number. Ownership of a 27m yacht in this class is a five-year commitment — crew payroll, insurance, class and refit reserves, berthing and depreciation. Our yacht ownership vs charter vs fractional ownership study runs the real five-year cost of a €15 million yacht against the equivalent charter spend, and the most profitable yachts for owners ranking shows how much of that stack charter revenue actually recovers.

Continue planning

Plan a charter aboard WINDWARD

Destinations → Yachts → Experiences → Events → Costs — every step of the brief, in the order our brokers work through it.

Internal link web

Compare destinations, itineraries & seasonal guides

Continue with the destinations, itineraries, marinas and practical guides that are most closely related to this page.

Knowledge graph

WINDWARD inside the Blue Ocean Club ecosystem

Every link below exists for a stated operational reason — berthing, cruising range, route fit or a like-for-like alternative.

Home port

Where the yacht is berthed — the start of every charter

Cruising grounds

The cruising grounds the yacht is chartered in

Ecosystem

Parent ecosystem for the yacht's season

  • Caribbean

    Cruising region declared on the yacht record

Itineraries this yacht can run

Routes this yacht can run

Comparable yachts

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  • 1LORENA

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Also berths at

Additional marinas able to berth this yacht

From the Journal

Further reading.