Windward Islands Reviews

Windward Islands has an overall rating of 5.0 based on 15 reviews. Customer feedback on Windward Islands is mixed: Windward Islands reviewers highlight positive aspects like wide selection of yachts, competitive pricing, excellent customer service, user-friendly website, which strongly appeal to yacht enthusiasts, vacationers seeking sailing experiences, travel agents, adventure seekers. However, Windward Islands is often criticized for its limited availability during peak seasons, occasional booking issues, lack of detailed yacht information, customer support response times.

5.0/5.0

15 reviews

5 Stars

19

4 Stars

1

3 Stars

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2 Stars

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1 Star

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All Windward Islands Reviews (15)
Kristina.Castro
February 21, 2023
"Booking with Barry was a breeze..."
Barry really simplified the entire booking process, and the boat was in excellent shape. We enjoyed a fantastic vacation.
blackzebra367
February 21, 2023
"Fantastic Experiences with Windward Islands Yachting & Travel"
For the past decade, Windward Islands Yachting & Travel (WIYT) has been our go-to for boat charters. In the past, we would just browse online to locate bareboat sailing options, and it was often a gamble. However, since teaming up with Barry at WIYT, our experiences have been top-notch, and the prices have pleasantly surprised us. I truly think WIYT is dedicated to finding quality charter bases and they’ve been receptive to our suggestions over time. I’m done with searching for charters on Google. Barry has consistently been super professional and supportive. I can’t recommend them enough!
heavypeacock667
February 21, 2023
"Consistently Available and Helpful"
Barry was there whenever I needed to make adjustments, get quotes, or seek advice. It was a solid experience, no unexpected issues, and I’d surely use his services again.
goldenpanda462
February 02, 2023
"Charter at Rodney Bay"
We had an awesome experience organized via WI. The communication was really good, quick, and helpful all the way through. The charter was set up just like we asked. The sailing area was excellent, with some nice winds to help us out. I’d recommend looking into the insurance deposit since it might be steeper than in other places. Make sure to lock down the boats well to prevent theft.
brownbird601
January 24, 2023
"Outstanding Service from Barry"
Barry was truly fantastic. He was always there to respond to any inquiries about the booking and to accommodate our requests for the charter. I would definitely reach out to Barry again for planning a trip anywhere globally. He had a wealth of knowledge, but what stood out was his ability to listen. Thanks a ton, Barry!
MasonAnderson
January 13, 2023
"Awesome help and communication..."
Barry provided amazing support and kept in touch with us throughout our journey, even when we hit a few bumps with our boat. Definitely recommend!
sandytoze888
January 12, 2023
"Top Choice for Bareboat Charters, No One Else Comes Close"
We've chartered with Windward Islands several times and they are fantastic -- we won't be looking elsewhere in the future. Barry is our primary contact, but his teammate Lisa was incredibly helpful too. They know their stuff, are quick to respond, and treat you right -- what else could you want?
OwenReed
January 10, 2023
"My Initial Charter Adventure"
This was my first time chartering, and I had my doubts about the whole process. Leslie simplified everything, clarified all the details, responded to my inquiries for months, and even checked in on the day we arrived and after the trip. I would definitely book with them again. The boat suited our needs perfectly, and the journey was fantastic.
YolandaHicks
January 05, 2023
"Fantastic Sailing Charter for New Year's Eve"
Barry did an awesome job showing us different boat choices and explaining everything. Ultimately, we picked an amazing boat and enjoyed a wonderful sailing adventure.
odom2022
December 31, 2022
"Our Amazing Charter Experience with Barry at Windward Islands Y&C"
Barry at Windward Islands Y&C was our point of contact for setting up an incredible charter adventure in Auckland.

He managed to secure a boat when no one else could, and the company he found was operated by a couple of friendly Kiwi brothers who turned out to be the most enjoyable and personal charter team I've ever encountered!

Barry was always quick to respond to emails, addressing any questions we had (even the pesky ones about fishing and bedsheets), and he didn’t make us go through a long back and forth. He just understood what we needed.

Thanks a ton, Barry!
tinymeercat436
December 12, 2022
"Trustworthy and Supportive"
Barry, hailing from Windward Island, was super helpful in addressing our numerous inquiries and adjustments to our plans. He offered great prices and proposals without any sneaky fees. The charter we set up with Windward Islands went off without a hitch, and we’re absolutely planning to book with them again.
ticklishtiger150
September 07, 2022
"Our Experience with Windwards Yacht Rentals"
For more than 15 years, we've been renting yachts from Windwards and they've always delivered top-notch service. Barry really went above and beyond to ensure our booking was a breeze, providing us with all the necessary info right on time. It's definitely a 5-star experience - much appreciated!
BONNIE228
September 03, 2022
"Barry Price is simply the best!"
Barry Price is an amazing, delightful, and knowledgeable individual who has consistently assisted us in discovering the finest yachts for chartering. The level of customer service he offers is top-notch, which is the reason we keep coming back. He not only knows the ins and outs of each destination, but he’s also well-acquainted with the boats we've used. And if, on the rare occasion, something goes awry during our trip, he swiftly and efficiently resolves the issue. Communication is a breeze, and he’s always quick to respond.
tinybird907
August 12, 2022
"Fantastic Catamaran Adventure with Windward!"
We had an awesome time on our catamaran journey with Windward Islands Yachting! Over the course of three days, we explored the beautiful Abaco, and our captain Keno crafted a fantastic itinerary that catered to everyone's wishes. The catamaran was spotless and had all the gear we could ask for. I totally recommend this outfit to anyone looking to enjoy a catamaran experience with family or pals. The service was top-notch, and I'm already looking forward to booking with them again. Big thanks to Leslie for being so patient and providing such stellar service!
silverwolf691
July 29, 2022
"Fantastic Trip Planned by Windward-Islands"
We had a fantastic trip put together by Barry for my pals and us.

From picking out the yacht to sorting out the food and the whole day, it was all super professional with zero stress.

I totally recommend Barry if you're looking for a personalized experience that's smooth sailing.
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