Cheoy Lee90m6 guests3 cabins
WINDWARD is worth shortlisting for larger private groups, celebrations, and corporate hosting. The planning focus should be matching yacht size, cruising area, and guest profile before comparing rates, then dates, cabins, onboard rhythm, and a realistic port strategy.
Cheoy Lee · Mediterranean · Caribbean · Bahamas · Croatia · Greece
Overview
WINDWARD is worth shortlisting for larger private groups, celebrations, and corporate hosting. The planning focus should be matching yacht size, cruising area, and guest profile before comparing rates, then dates, cabins, onboard rhythm, and a realistic port strategy.
Charter fit
WINDWARD is best considered for larger private groups, celebrations, and corporate hosting, with a flagship charter mood built around privacy, hosting, and status. The useful planning angle is a larger group day where deck flow matters, not a generic yacht-listing comparison.
Shortlist logic
WINDWARD should make the shortlist when the brief needs a larger group day where deck flow matters around Caribbean and Mediterranean. The decision should weigh 90' / 27.43m, 6 guests, 3 cabins, 2006 | 2017 (Refitted) against route timing and guest flow.
Use WINDWARD when the brief calls for a flagship charter mood built around privacy, hosting, and status. At 90' / 27.43m, the yacht has a different planning profile from a simple day boat. The key question is whether boarding, service, and guest movement are planned before the day starts.
For Luxury Yacht Charter, the route should start with Caribbean and Bahamas winter cruising. That keeps the charter practical around matching yacht size, cruising area, and guest profile before comparing rates, especially in peak weeks. The port decision should match the yacht to the charter area before treating global availability as realistic.
The earlier the request is shaped, the cleaner the shortlist becomes. peak season dates, when cruising area, berth access, and crew availability should be checked early. The broker note should be honest about limits: the best-looking option is not always the best route option once boarding point, lunch, and return timing are fixed.
The onboard experience is defined by how guests use the space. For active guests, the onboard recreation list is worth checking before the final route is set. For this yacht, the occasion is usually stronger when it is treated as a larger group day where deck flow matters.
A fair shortlist should explain why WINDWARD is preferred over the next option. In this case, ask whether compare by guest flow, deck use, and cabin layout before price alone, then compare rates and availability.
The main caveat is simple: the best-looking option is not always the best route option once boarding point, lunch, and return timing are fixed. This does not weaken the yacht; it makes the recommendation more precise and easier to trust.
Technical profile
Charter price
WINDWARD is positioned around $39,000 p/week + expenses, before the final charter budget is shaped by APA, tax, fuel, berths, provisioning, delivery and the route requested.
Cheoy Lee build, 90m class
The value is in the way the yacht supports guests: cabins, deck space, crew flow, toys, tenders, service rhythm and the ability to make the route feel effortless.
Fuel, provisioning, berths, delivery, local taxes and crew gratuity should be clarified before treating any weekly or day rate as the full charter budget.
Guest fit
Check layout
WINDWARD can work for private groups when the day plan and guest count fit the onboard layout.
Strong
The yacht data includes toys or tenders, so the charter can be planned around swimming, water time and an active anchorage rhythm.
Selective
For event-style use, confirm legal guest capacity, deck flow and whether the yacht is intended for cruising or static hosting.
Inspect style
Interior mood, deck style and service tone should match the client. The right yacht is not only the largest available yacht, it is the yacht guests want to live in.
Charter fit scorecard
5/5
The 90m class gives the yacht its baseline for deck space, cabins and guest flow.
4.5/5
The available toy and tender data supports a more active charter plan.
4.5/5
Amenities and features give the yacht stronger onboard value beyond transport.
Visible
Rate context is available, but APA, tax, fuel, berths and delivery still need confirmation.
Comparison
Newer yachts in the same class may offer fresher interiors, newer beach clubs or updated wellness layouts. WINDWARD should be compared on guest fit, refit status, deck flow, crew programme, toys, range, availability and the route you actually want to run.
The strongest shortlist is not the newest yacht by default. It is the yacht whose layout, service style and operating assumptions match the client, the port and the itinerary.
Profile
When not cruising Windward has onboard an incredible selection of water toys and accessories for you and your guests to connect with the waters around you. Principle among these are two kayaks - a tranquil and relaxing way to pass the time. If that isn't enough Windward also features fishing equipment, inflatable water toys, paddleboards and snorkelling equipment. Windward features two tenders, but leading the pack is a 8.23m/27' Oceanmaster Tender to transport you in style. Based in the magical waters of the Caribbean all year round Windward is ready for your next luxury yacht charter. Let Windward Discover the magical places, food and experiences of the the Caribbean. This luxury motor yacht for charter is in prime condition to host your next holiday of a lifetime.
The 27.41m/89'11" motor yacht 'Windward' by the Chinese shipyard Cheoy Lee offers flexible accommodation for up to 6 guests in 3 cabins and features interior styling by Argonautica Yacht Interiors. For outdoor living nonpareil, Windward is the number one choice, offering a variety of spacious living areas and fabulous amenities, vacations aboard this yacht are sure to be nothing short of spectacular.
Built with a GRP hull and GRP superstructure, she benefits from a semi-displacement hull to provide exceptional seakeeping and impressive speeds. Powered by twin Caterpillar engines, she comfortably cruises at 12 knots, reaches a maximum speed of 27 knots. With a shallow draft of 1.68m/5'6" Windward can anchor closer to coves and sheltered bays overnight.
Built in 2006, Windward offers guest accommodation for up to 6 guests in 3 suites comprising a master suite, one VIP cabin and one twin cabin. There are 4 beds in total, including 1 king, 1 queen and 2 singles. She is also capable of carrying up to 4 crew onboard to ensure a relaxed luxury yacht charter experience.
Windward benefits from some excellent features to improve your charter including Wi-Fi connectivity, allowing you to stay connected at all times, should you wish. You can stay comfortable on board whatever the weather, with air conditioning during your charter.
Onboard
Commercial
$42,000 p/week + expenses
Caribbean · Bahamas · Florida
$42,000 p/week + expenses
Caribbean · Bahamas · Florida
Cruising
Mediterranean · Caribbean · Bahamas · Croatia · Greece
Planning notes
Availability
Share your dates, destination, guest count and preferred pace. A charter expert will confirm availability, rate context, APA assumptions and whether WINDWARD fits the route.
FAQ
Yes, if the route is planned around matching yacht size, cruising area, and guest profile before comparing rates. The broker should confirm dates, boarding point, guest count, and cruising area before treating it as available.
WINDWARD is strongest for larger private groups, celebrations, and corporate hosting. The right answer depends on guest mix, service expectations, and whether the route stays close to Caribbean.
Start with dates, guest count, preferred route around Caribbean and Mediterranean, and any lunch or swim priorities. The team can then confirm whether WINDWARD fits the plan.
Next
Trust & booking clarity
We help guests move from enquiry to booking with the right checks in place: suitable yachts, transparent terms, safety context and partner brokers who understand professional charter standards.
Learn about MYBAYour request is reviewed with professional charter partners, including brokers who are members of MYBA The Worldwide Yachting Association when the yacht, contract or market requires it.
Before a deposit, you see the yacht, route assumption, inclusions, exclusions, payment schedule, cancellation terms and any APA, VAT, fuel or delivery notes.
Crew, insurance, weather, guest comfort, tender access and local captain decisions are treated as part of the booking, not details to solve on the day.
A charter expert stays visible from enquiry to shortlist, with email or WhatsApp follow-up when timing, routes or guest needs change.
We qualify the request, then coordinate with suitable charter broker partners so availability, terms and negotiation are handled through professional charter channels.
The shortlist should clarify the exact yacht, dates, guest count, boarding point, route, price assumptions, inclusions, exclusions and payment conditions.
MYBA is a recognised professional association in superyachting. Working with MYBA-member brokers helps align complex charters with established professional standards and widely used charter documentation.
Book with ease
Share your dates, destination and guest count. We will check availability, shortlist suitable yachts, and shape the route into a practical itinerary before you commit.
Free consultation. No commitment.
