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Guests: 8
Crew: 2
Price from: $30,700


4 queen berth guest cabins each with a private en-suite electric head, stall shower and sink/vanity. All cabins with exception of starboard aft (crew) cabin are dry heads.
All cabins have individually contract air-conditioning for each cabins comfort.
Top desk fly-bridge with lounging and seating with a 360 degree view.
Forward cockpit and lounge and dining area.
Aft cockpit with seating and dining accommodations.
Main deck has a bright and airy main salon (fully air-conditioned) as the galley direct access to the forward cockpit lounge area.
Crew is flexible should clients need the aft starboard cabin.

All queen berths are 5'w X 6'6"L
Bunks: Top bunk 32"W x 75"L; bottom bunk 36"W x 75"L


Salon Stereo: Yes
Salon Tv: Yes
Sat Tv: No
Multimedia System: Yes
Nude: Inq
Books: Yes
Crew Pets: No
Guest Pets: No
Camcorder: No
Water Maker: Yes
Water Capacity: 264 Gal
Ice Maker: Yes
Number Of Dvds: Yes
Board Games: Yes
Sun Awning: Yes
Bimini: Yes
Special Diets: Yes
Kosher: Inq
Bbq: Yes
Gay Charters: Yes
YachtNudeCharters: Inq
Hairdryers: Yes
Number Of Port Hatches: Lots
Smoking: No
Crew Smokes: No
Children Ok: Yes
Minimum Child Age: Water Safe
Generator: Yes
Inverter: Yes
Voltages: 120V
Hammock: No
Windscoops: No

Price Details

MINIMUM NIGHTS: 5, Inquire for less
For 6 night charters, divide weekly rate by 7 nights X 6 nights. For 5 nights or less, divide weekly rate by 6 nights X number of nights.


Dream Caribbean Blue has a partnership with Limin’ House in the British Virgin Islands where guests can choose a stay at the villa, on a yacht, or a combination of both.
Guests will have dedicated staff inclusive of a chef that will prepare breakfast, lunch and dinner for every day of their stay, whether land or sea.

SLEEP ABOARD: Sleep aboard the night before charter dates. Available for $300 per cabin, with a 3 cabin minimum.
Includes boarding after 4pm, welcome cocktail and canapes plus a light breakfast the next morning. Dinner is to be taken ashore at client expense.

HALF-BOARD: Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches & 4 dinners ashore at client expense.
2/$30,700 3/$31,050 4/$31,400 5/$31,750 6/$32,100 7/$32,450 8/$32,800

LOCAL FARE: Includes: 7 breakfasts, 5 lunches & 6 dinners. Requires 2 lunches and 1 dinner ashore at client expense.
2/$30,850 3/$31,275 4/$31,700 5/$32,125 6/$32,550 7/$32,975 8/$33,400

7 night minimum
CHRISTMAS: 1-8 guests @ $40,800 - charter must end by 12/26/22 
NEW YEARS: 1-8 guests @ $44,200 - charter may not start prior to 12/27/22


Tube: Yes
Guests: 8
Draft: 4.85
Cruising Speed: 8 Knots
Helipad: No
Ac: Full
Ac Night: Yes
Built: 2021
Turnaround: 48
Cabins: 4
Queen: 4
Showers: 4
Basins: 4
Heads: 4
Electric Heads: 4
Jacuzzi: No

BBQ: Yes
AC: Full
Generator: Yes
Internet: Onboard WIFI


More Specifications

Flag: BVI
Homeport: BVI, STV
Yacht Permit: 1
Yacht License: 1
Yacht Mca: 1
Yacht Insurance: Guardian General Insurance

Water Sports

Dinghy Size: 12 Ft
Kayaks 1 Pax: No
Kayaks 2 Pax: No
Dinghy Hp: 40 HP
Floating Mats: Yes
Dinghy Pax: 6
Swim Platform: Scoop steps
Water Skis Adult: No
Boarding Ladder: S/S ladder of scoop steps
Water Skis Kids: No
Jet Skis: No
Beach Games: Yes
Wave Runners: No
Kneeboard: No
Windsurfer: No
Snorkel Gear: Yes
Underwater Camera: Yes
Scurfer: No
Underwater Video: Yes
Wake Board: Yes
Paddleboard: 2


Captain: Wouter Hanekom

Nationality: South African

Wouter Hanekom

Hailing from South Africa, Wouter grew up going on weekend retreats with his family where water sports were the main activity. He can teach you a trick or two! His love of the water transitioned into sailing and he started sailing around the Mediterranean and Caribbean working for a large flotilla company.

He spent the last several years workings as a sailing instructor where he had the pleasure to teach and share his love of sailing with others. Most recently in the last year he has sailed a catamaran from Cape Town to Grenada, delivered several yachts throughout the Caribbean, as well as chartered in The Bahamas. Holding both his RYA Yachtmaster Offshore ticket as well as being a fully Certified ASA instructor, Wouter welcomes the opportunity to share his knowledge about sailing with those onboard.

Kelly Sargent

Kelly was first introduced to the yachting world in 2016 on a solo trip to Australia when she boarded her first charter as a guest in the Whitsunday Islands. The following year Kelly embarked on a couple more sailing trips to Croatia and the Caribbean, which became the inspiration for leaving her job as a designer in London and making the transition to yachting. In 2019, Kelly started her adventure on the water cooking around Greece and Croatia and most recently worked in The Bahamas before relocating to the BVI to join Windward.

Coming from a family of chefs, Kelly has always enjoyed spending time in the kitchen so it was no surprise that after attending The Avenue Cookery School she only strengthened her culinary skills and grew her passion for combining flavors and textures to create interesting dishes. Kelly is also able to work with any dietary requirements and is able to tailor a menu specific for any guest.


March 2022 - Broker provided survey
Comment on the comfort onboard Windward 54 : great 100%
Comment on the condition of Windward 54 : pristine
Comment on the cleanliness of Windward 54: pristine
Comment on the congeniality of your Captain and crew: Great to get along with
Comment on the service of your Captain and crew: Absolutely great
Comment on the fun aspect of your Captain and crew: No problems there
Comment on the expertise of your Captain and crew: Could not be better
Comment on the quality of your meals: 110%
Comment on the presentation of your meals: in great shape
Would you charter this yacht again? YES
Best vacation ever!
Best vacation ever - leaving the stresses of life behind! Wouts and Kelly are amazing humans and we are so thankful for them keeping our family safe while giving us the adventure of a lifetime. The places and exploration exceeded our imagination, the food was incredible, healthy, tasty - just amazing, but the company was the best! Thank you to Wouts and Kelly for sharing a bit of themselves with our family.
Thanks to Captain Wouts and Chef Kelly for an awesome week and experience! From the first day they both made us feel like we were family. The trip would not have been the same with anyone else. They made the kids feel comfortable and like family as well. It was such a pleasure getting to know them both and we look forward to seeing them again.
This was our first charter family vacation and wished we had done it sooner! It was the best family vacation we ever experienced. For the first time, as parents, we were not exhausted after the vacation for having to plan daily excursions and meals throughout the trip. Captain Wouts was incredible with our three teen boys. He kept them busy everyday. His patience and thoughtfulness with teaching the boys how to wakeboard was a highlight. His daily excursions were out of this world! He knew all the special spots and was able to get us in and out well before the tourist crowds. He was so kind and willing to answer all our yachting questions as we are planning on purchasing a similar boat when we retire. Chef/Crew Kelly was equally remarkable. Her food was out of this world! My picky boys cleaned their plate every single meal! She and Wouts kept our drinks full, bellies filled and memories over-flowing. By the end of the trip, they felt like family and it was hard to say goodbye. I cannot recommend this Crew enough for a family experience that will last a lifetime!
An amazing time....
Capt Wouts and Chef Kelly made this trip an amazing time, we really enjoyed everything and we are so grateful to meet such lovely people - as they are - and to spend such a great time together! Thanks a lot for caring, we will never forget and hope to see them both again!
This vacation worth every penny...
Capt Wouts and Chef Kelly are far better than we could've ever imagined. They are true professionals and have the absolute best personalities a charter guest could ask for. They're excellent with children and wise beyond their years. Kelly is an amazing chef, she went so far beyond our expectations. She's also a great crew member when Capt Wouts needed assistance with the anchor, dinghy, etc. This trip, and most importantly the crew made this vacation worth every penny.
February 2022
Amazing trip! The sailing, the food, the views, the food, the islands, the food, the captain, the food, the amazing chef and her food. You both made our trip unforgettable, we hope to be back to the BVI. Specifically with you. PS, if you need the third crew member, I can fill the barista position.
March 2022
We expected a great trip and it exceeded our expectations. Kelly provided incredible food and Wouts gave us leadership in watersports and sailing. Can't imagine how it could be improved.

It was a blast! The water was clear and the beaches were nice. It was the best time ever, the snorkeling was fun. (10 year old)

Great food, ship and team, thanks! What a holiday. A beautifully appointed 5 star restaurant which went to the best locations in the islands. So comfortable and made even more so with Wouts and Kelly- always capable and helpful and so skilled at what they do. Great seamanship and teamwork- set the new record to Anegada. Hope to see you both again for another perfect holiday.
April 2022
To my dearest Kelly and Wouts, Thank you!!! Y’all were amazing, this entire trip was amazing from start to finish, the food was absolute perfection. We loved having you join us at the bars and playing our games with us! Thank you for giving us new words to use and keeping us laughing. We all agree this was the best crew ever!! You survived the Bumpass family and the Diamonds, and Baxter. Thank you! Thank you Kelly and Wouts for the absolute BEST week! I couldn't have imagined a better pair to entertain and play with our kids. Lulu and Webb loved absolutely every minute of our trip. The food was outstanding, I will be trying to copy so many of your meals Kelly and Wouts is the captain extraordinaire. Everyday was a fun and new adventure and we can’t thank you enough for helping us make so many fun memories. This was the most wonderful family trip we have ever taken! The food, the scenery, the activities, but most of all Kelly and Wouts. They make the best team and we would definitely sail with them again. We love y’all!
May 2022
Windward and crew were the best, gave us a family vacation to see the BVI’s and enjoy all the wonders of the Caribbean. We enjoyed this awesome vacation, food, sights and water… so much fun. Had a fun relaxing time. We will be back.
June 2022
Thank you so much for an amazing trip. It was everything we ever hoped for and more. Truly wonderful in every way, thank you so much for your gracious hospitality and all your efforts. We hope we can sail with you guys again.


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Price from $30,700 /week
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