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145 Island Windjammers Cruise Reviews

My wife (32) and I (31) chose this cruise to go on our honeymoon. My dad and stepmom had gone on the old barefoot windjammer's and I always thought the trip sounded incredible. This company did not disappoint! The trip was extremely ... Read More
My wife (32) and I (31) chose this cruise to go on our honeymoon. My dad and stepmom had gone on the old barefoot windjammer's and I always thought the trip sounded incredible. This company did not disappoint! The trip was extremely memorable and enjoyable and we we will cherish it for the remainder of our lives. The boat itself was gorgeous and had three main common areas with plenty of room for all 10 passengers (10 sounds crowded, but it's honestly not). The food was absolutely first class and the crew was very helpful and enjoyable, especially our captain who acted as both captain and tour guide throughout the west indies. The rooms were quaint but nice and we only really slept in them anyway. We snorkeled every day, saw sea turtles, reefs, sting rays, and even a shark! Wish we could do these sails more often. 5 stars all the way for a fun and authentic way to see the west indies. The company was great to work with too. Read Less
Sail Date March 2019
Island Windjammers continues to deliver! We just took our 4th trip with them and had a fabulous time. With an intimate five cabins, plus crew, this is the way to see the Caribbean up close and personal. The Diamant is able to slip in ... Read More
Island Windjammers continues to deliver! We just took our 4th trip with them and had a fabulous time. With an intimate five cabins, plus crew, this is the way to see the Caribbean up close and personal. The Diamant is able to slip in places that the big ships simply cannot go, which means more time spent snorkeling, enjoying the beach, exploring islands, etc., and no time waiting in line for excursions, meals, etc. The crew are all warm, friendly and professional and made every aspect easy and comfortable. The meals are amazing! Fresh, creative, delicious! We lead busy lives professionally, and this is the very best way for us to check out and recharge each year. It's become an absolute necessity! That is the only risk - developing an addiction to cruising with this company :-). We will be back next year, the year after that, the year after that... Read Less
Sail Date March 2019
We chose the Island Windjammer's Diamant for the 3rd time in 5 years as we can't find anything better! It's all about relaxing for us and just unwinding from the hustle of job and home-life. The crew of this boat put you ... Read More
We chose the Island Windjammer's Diamant for the 3rd time in 5 years as we can't find anything better! It's all about relaxing for us and just unwinding from the hustle of job and home-life. The crew of this boat put you to immediate ease and comfort ... taking care of everything you may need. Meals are fresh and excellent ... made on-board in the galley by a creative chef. Diamant, carries just 10 passengers with 5 crew ... so it is about as close to getting to a private sail as one possibly can. This sailing ship can go almost anywhere ... meaning into small coves and bays not reachable by the big ships ... meaning quiet and peace when enjoying water sports of swimming and snorkeling. We highly recommend Island Windjammers for that perfect vacation ... and we look forward to our next sail! Wonderful company and people. Read Less
Sail Date March 2019
This was my first time sailing. A friend encouraged me to go and vowed that once I sailed on the Diamant I would be back. She was right. I cannot wait to go again. I cannot say enough lovely things about this company's owner, the boat ... Read More
This was my first time sailing. A friend encouraged me to go and vowed that once I sailed on the Diamant I would be back. She was right. I cannot wait to go again. I cannot say enough lovely things about this company's owner, the boat captain, and the crew. I had the most relaxing, delightful time. I always felt safe. Before this trip I had an irrational fear of the ocean. Now I have a love for it. While snorkeling I had a fun encounter with a ray, a big darling turtle, and more. The captain is fun, full of interesting information about the areas we sailed to as well as sailing itself, and gave this nervous first-timer absolute peace that we were in capable hands. The crew was beyond helpful and patient and fun and more than competent. The food was incredible. As good as any I have had in any of my travels! The boat and cabins were spotless and beautiful. The crew made me feel like they truly enjoyed me being there. Rare these days. It's hard to imagine any trip more relaxing than the one I experienced on the delightful Diamant. I cannot wait to sail on her again. 12 days next time! Read Less
Sail Date March 2019
Smaller sailboat, personal attention, only 9 passengers, great food, beautiful beaches. That’s why I just took my 3rd trip on an Island Windjammer boat. I’ve tried all 3 sailboats in their fleet and each one has its own appeal, but the ... Read More
Smaller sailboat, personal attention, only 9 passengers, great food, beautiful beaches. That’s why I just took my 3rd trip on an Island Windjammer boat. I’ve tried all 3 sailboats in their fleet and each one has its own appeal, but the Diamant FEELS the most like a sailboat without giving up the good stuff. The cabins are small but not too small and have all mod-cons. The crew is fantastic and at the end of the cruise, if you take the time, you can get to know all of them and hear about their families and feel like you have made friends who will remember you if you go again. The food is simple but healthy and “island gourmet “. Lots of shore excursions and beaches and sailing from one island to another every day. The week goes by so fast I was so sad to have to get off. I just wanted to do it again. After all, I already had my sea legs and the start of a great tan. Highlights of the trip? Besides finding out that Andrew is now the Captain of the Diamant (Very entertaining and Very efficient), snorkeling with the tortoises and rays, walking a mile long deserted beach after snorkeling and watching for the green flash every evening with my new and old friends. It’s not a big cruise ship, it’s a family vacation, because on a small boat you get to know everyone as well as your family. It’s not a fancy dress, music in the theater cruise, it’s a relaxing, do your own thing cruise. Read Less
Sail Date March 2019
This was one of the greatest sails we have ever had. Twelve days of being pampered and taken care of and sailing south bound from St Lucia and ending in Grenada. The crew consisted of Captain, Engineer, Chef, Steward and Bosun. Each and ... Read More
This was one of the greatest sails we have ever had. Twelve days of being pampered and taken care of and sailing south bound from St Lucia and ending in Grenada. The crew consisted of Captain, Engineer, Chef, Steward and Bosun. Each and every one of them went out of their way 100 percent of the time to ensure that every passenger was accommodated in every way. Unbelievably fantastic level of service!! The food was excellent and plentiful. The Chef baked all his own breads and cakes and deserts!! The presentation was award winning. All of this was prepared in the tiniest of galleys. Amazing!! All this great food plus all the beer and wine and soda you wanted seven by twenty four. They encourage you to bring your own hard liquor, so there is no huge bar bill at the end of the sail. We stopped at many islands along the way to snorkel and hike and just hit the beaches .................. some of the best in the Caribbean!! I have already booked my next sail, cannot wait to go back! Read Less
Sail Date January 2019
I have been home for 3 days but my heart is still on the beautiful Windjammer Diamant. I will never ever forget this amazing trip from St. Lucia to Granada. I could have never imagined how very well I would be treated. The Captain Phillip ... Read More
I have been home for 3 days but my heart is still on the beautiful Windjammer Diamant. I will never ever forget this amazing trip from St. Lucia to Granada. I could have never imagined how very well I would be treated. The Captain Phillip and Captain in training, Andrew were the most professional seamen and also amazing humanitarians. All of the crew were the finest you could ever expect on any cruise. We visited beautiful private islands we snorkeled...swam with sea turtles, swam and played by the ship,hiked and whatever we dreamed....our Captain made it happen. My captain even made a great effort to help me discover sea glass. The sails being raised, the beautiful turquoise water, rainbows many days, delicious smells coming from the kitchen of our amazing chef.....I am at a loss for words. If you want that small...10 people...personal experience then this is the trip to take. Not a tourist trap but a special opportunity to connect with nature,reflect and have adventures you could never imagine. This was a life changing adventure for me and I hope others will grasp this amazing opportunity. Read Less
Sail Date January 2019
We chose this cruise because of the ship and the destinations. Vela is a very beautiful, three masted tall-ship. She takes a maximum of 26 passengers with a crew of 10. We had very personal service from the booking process onwards, ... Read More
We chose this cruise because of the ship and the destinations. Vela is a very beautiful, three masted tall-ship. She takes a maximum of 26 passengers with a crew of 10. We had very personal service from the booking process onwards, nothing was difficult. We joined the ship in Rodney Bay, St Lucia. We were taken out to the ship on dinghies. We had up-graded to the Owners Cabin which was absolutely lovely, a huge bed, space all around, an excellent shower room and even a DVD player - not that we ever bothered with that, the views outside were far better night or day! This was our second week on Vela. We had a "deluxe" cabin the first week which was fairly "cosy"! However, as you only sleep or change in the cabins, it was perfectly adequate if you are fairly mobile and agile! The Staysail, Compass and obviously the OC do give you a bit more space. We sailed south to Union Island and then back to Tobago Cays which are my favourite place on earth! The colours in the seas are just exquisite and we swam with sea turtles and rays among many other fish. Then on to Bequia and back to Rodney Bay. There was an excellent variety of fresh food for each meal, each day. We were served breakfasts in the saloon area, with lunch and dinners being outside as weather and sailing conditions allowed. Almost each day we had shore excursions, sometimes island tours, sometimes just shopping trips and in the evening we sometimes sampled the local bars in the ports. Our Ops Manager Tanya, handled all the admin behind the scenes and organised our excursions and games etc on board, always professional and friendly at the same time. In fact, the whole crew managed that difficult balance of being professional but also being friendly and sociable with the passengers as well. Our Captain was great fun and he had our safety at heart at all times, we had utter confidence in them all. We would definitely go again if time and finance permits! But there are so many other destinations we still need to see. Read Less
Sail Date January 2019
Island Windjammer had been on my bucket list for quite a few years, and we finally had the opportunity to join the Vela and cruise the windward islands from St. Lucia. Admittedly, we have cruised the mega ships about a dozen times in ... Read More
Island Windjammer had been on my bucket list for quite a few years, and we finally had the opportunity to join the Vela and cruise the windward islands from St. Lucia. Admittedly, we have cruised the mega ships about a dozen times in the past, and when I saw the sign onboard “If you’re not barefoot, you’re overdressed” I felt at home immediately. Boarding was seamless. The staff met us at the designated spot and took our luggage in one raft while we followed on another. Once boarding the ship we had the obligatory safety talk and then had the chance to explore the ship, chat with your mates for the next week or unpack your bag, which by this time had been delivered to our cabin. The first night on the open seas was rocky, and as someone who has never been seasick before, I felt a bit queasy myself. Once I got use to the rocking of the ship it was quite peaceful, and after 24 hours I found my “sea legs”. Cabins: OK, we were warned that the cabins were “cozy”, and I now know what they meant! We had a Deluxe Cabin, which had a double lower and single bunk. We also had our own bathroom & shower, but considering the minimal amount of time you spend in your cabin we made it work. (although one of us had to leave the room to make room for the other to unpack!). When they state storage is minimal and to bring soft sided luggage they mean it. Travel mates: Interesting make-up of travel mates - 2 Canadians, 2 Brits and the rest American. At 53 & 55 years of age, we were the youngest on board. Nevertheless we made fast friends and there was always great discussions going on. Activities: Not sure whether it was the makeup of this particular date, but the activities on the ship were quite low-key. I looked forward to doing some of the things I heard of from other reviews, such as using the paddle boards, night snorkeling and the rope swing, but none of those materialized. Luckily the itinerary was fantastic. Itinerary: After 10 mega-ship cruises around various Caribbean islands, we were most looking forward to experiencing different ports of call, and the Vela did not disappoint. The crew was excellent in offering us a variety of options at each port when possible, and at some stops we partook in multiple activities. It seems the zodiac was always on the go, dropping us off or picking us up at multiple locations. For example, at St Vincent we had the option to hike up Fort Duvrnette, lounging at a resort, strolling the boardwalk or all three. The trip was full of little surprises also, optional hikes at some stops, a night-time bonfire on a beach, a visit to Happy Island, and keeping us guessing with what our final stop would be. Crew: Tanya, our Operations Manager was excellent. Each day she would fill the whiteboard with the following days activities and options, and though it must be like herding cats, she did a great job of keeping us mostly on schedule. Our stewards Stephen and Jermaine were always smiling and ready to provide top-notch service, whether it was while dining or tending to our cabins. Captain Nervo was very hospitable, and you could tell he was proud of the Vela and ready to show it off or talk sailing anytime. Food: I wasn’t sure what to expect as a somewhat fussy eater, but cook Robert did a fantastic job of offering a wide variety of excellent meals and snacks, and I never went hungry. Considering the small size of his galley he worked wonders in there. All in all, this was an excellent trip and I’m left with wonderful memories and pictures to remind me of the Vela - Beautiful rainbows, stunning sunsets, uncrowded beaches, our cultural tour in Mayreau (aka Pub Crawl!), cool little beach bars, great rum and new friends. Read Less
Sail Date January 2019
I booked two back to back cruises to different areas, it wasn't until I was on the second trip that I was told the itinerary had changed and we were going back to do the same itinerary in which I had just finished, no one from the ... Read More
I booked two back to back cruises to different areas, it wasn't until I was on the second trip that I was told the itinerary had changed and we were going back to do the same itinerary in which I had just finished, no one from the company had warned me otherwise I would have chosen something different or cancelled one of them. When I contacted the head office they apologised and offered me a free 6 day cruise to which I asked for the cost equiverlent instead as I wasn't going to be in the Caribbean again plus the wasted 6 days repeating everything again. They didn't want to do that and their response was a letter reminding me about their Small Print that says they have the right to substitute any scheduled sailings and itineraries without notice, a great cop out and an extremely bad way to treat customers. After talking to some of the other guests about it I found out I wasn't the only one unhappy with their customer service treatment from head office and they wouldn't be travelling with them again. I have travelled exstensively for many year to over 90 countries and work in tourism as a Guide and also spent 10 selling trips just like this and never had I had or heard of such bad service. Air con didn't work for a while in some of the rooms so 2 of us had to sleep in the hallway. average food , horrible coffee and undrinkable wine. There are lots of other companies out there to choose from. The ship staff were fantastic Read Less
Sail Date November 2018
Just returned from a wonderful week on Diamant, a 101 foot long 10 passenger, crew of 5, windjammer cruise. We sailed a few hours each day, from island to island, enjoyed the best of beaches on Union Island, Bequia, Mayreau, and a number ... Read More
Just returned from a wonderful week on Diamant, a 101 foot long 10 passenger, crew of 5, windjammer cruise. We sailed a few hours each day, from island to island, enjoyed the best of beaches on Union Island, Bequia, Mayreau, and a number of others. Have traveled many trips to the Caribbean, and this was by far some of the most beautiful islands and beaches anywhere in the Caribbean. All meals provided were beyond expectations. The crew onboard was always ready to assist, be it with lending a hand in and out of the dingy to go ashore, filling your glass with wine, or pointing out turtles or sea creatures! Cabins were comfortable, with plenty of room for storage. Daily we would sail in the morning, swim and/or snorkel in the afternoon, with time wander on short guided hikes or through the local shops for t-shirts or souvenirs of our trip, or on island tours. Looking forward to a return to do this all again! Read Less
Sail Date November 2018
I was on the same cruise as "huge world wide traveler" and had an entirely different experience. It was TERRIFIC !! The captain altered the itinerary to avoid rain and stormy weather. Instead of sailing north right away he ... Read More
I was on the same cruise as "huge world wide traveler" and had an entirely different experience. It was TERRIFIC !! The captain altered the itinerary to avoid rain and stormy weather. Instead of sailing north right away he headed south for 4 of the 12 days. This was an extreme amount of work and resulted in several night sails (for the crew) to travel that far south and then again backtracking that far north just of please all of the passengers. That's a good thing, who wants to sail in a storm? Even if you already have been there. We were able to enjoy more of the Caribbean islands in good weather and still did the northern islands per the published itinerary. The food was excellent and plentiful and the chefs were accommodating to individual needs. They baked all their breads and rolls and deserts were to die for ................ we're talking award winning caliber. The service was over the top, all the crew were always asking you if you needed something or a drink or whatever. The cabins were large for this type of sailing ship and cleaned/made up daily. Some people are just complainers. I have sailed with IWJ many times and they are always top notch and I always have my next sail booked!!! Read Less
Sail Date November 2018
This was my 2nd cruise with Island Windjammers. I'll be going on my third in a couple of months. The crew was absolutely amazing, Captain Alexis, Luis, Leah, Romaine, Stephen, Robert, Ponchoo, Frederick, Lennox and last but by no ... Read More
This was my 2nd cruise with Island Windjammers. I'll be going on my third in a couple of months. The crew was absolutely amazing, Captain Alexis, Luis, Leah, Romaine, Stephen, Robert, Ponchoo, Frederick, Lennox and last but by no means least, Steelo! Getting to know your crew the way you can on Island Windjammer ships is a unique and brilliant opportunity. The passengers were the nicest group and like on the first cruise I took I have made many more friends. It is an experience that everyone should seek to enjoy. The sign in the dining area says it best, If You Are Not Barefoot you are Overdressed. Casual, peaceful, fun, relaxing are only some of the words to describe the cruise. The food is amazing and there is always more than enough. The opportunity to go to the smaller beaches is fantastic and truly a representation of the beautiful islands that you will be able to sail to and enjoy. Read Less
Sail Date October 2018
It has been a many-decades long dream of mine to sail the Caribbean. I never quite got around to it when I was young enough to captain my own sailboat. As we are all aware, such fantasies are rarely matched by the reality of the eventual ... Read More
It has been a many-decades long dream of mine to sail the Caribbean. I never quite got around to it when I was young enough to captain my own sailboat. As we are all aware, such fantasies are rarely matched by the reality of the eventual trip. So as a 70 year old, reasonably fit traveler, off I went, and I can report that this trip, in all ways, exceeded my long help tropical sail dream. Some opinions on few important general items: -This is not a cruise ship, and will likely not appeal to those who love the big cruise ship experience. The crowds and lines and glitz and glimmer of large ships have never appealed to me, so this was really my cup of tea (or glass of rum). -This is a sailing vessel. There is considerable rocking and rolling during transit. The weather and seas were fairly tame as open-water sailing goes. Four of the 16 guests developed mild seasickness early in the voyage. None had to miss any meals or activities. Do bring sea sickness meds that you have tried out before the trip if you think you might be prone, and plan on exercising some caution as you walk about the ship during transit, especially for the first day or two. The captain always anchors the ship in protected harbors or leeward locations, so most of the time things are pretty calm and stable. -As an older somewhat overweight guy with 2 knee replacements, I had no difficulties with any of the activities. You do need a degree of flexibility and fitness to navigate the fairly steep stairway down to your cabin, to get on and off the dingy (excellent assistance from the crew with this maneuver), and to enjoy the hikes and snorkeling. -I loved the activities on this trip, but other reviewers seem to have expected more of a cruise ship experience. Expect time on gorgeous beaches, time swimming and snorkeling in amazingly clear and warm water, lounging on deck, and visiting small towns at your various island anchorages. The only "optional tour" on our passage was an island tour of Bequia, where we rode in the covered back bed of a small truck and visited small local attractions (model ship builder, turtle sanctuary, whaling museum. Our driver and guide was one of the last members of an extant whaling family, and his whaling history talk was fascinating). At $30, this was a great experience and a great value. The other notable activity was the optional after dinner dingy rides ashore to visit local bars. These trips were as much about the local culture as about drinking, and quite a rich experience. Just don't expect casinos, floor shows, spas, and tour busses. As others have noted, you will likely become good friends with your fellow passengers, and the crowd that chooses this kind of vacation tends to be a pretty unique and interesting group. That being said, we had a couple of passengers who preferred to spend more alone time, and there was plenty of space and support for that experience also. Some reviewers have mentioned the small cabins. Having sailed before on a smaller boat, I found my solo cabin to be quite adequate and comfortable. It was actually charming and cozy. The bathroom with combined sink/toilet/shower was very functional. Pack everything in a soft-sided carry-on and you will be fine. As others have mentioned, the food is remarkable for such a small ship. Portion sizes are just right, and you are always offered seconds. In addition to the three meals, excellent appetizers and rum punch were served every afternoon during "cocktail hour." The vinophiles on our trip described the house wine as fairly decent, and there were opportunities to buy premium wines along the route of sail. I'm a beer snob, and found the local lager (Piton), stocked on the ship, to be excellent. On one occasion, the crew prepared and delivered an excellent "Cheeseburgers in Paradise" feast to the beach where we were spending the day. When anchored, dinner on deck was a real treat. One of the keys to this cruise being so outstanding is the crew. We had 16 passengers and 10 crew. Each crew member was always busy tending to their duties, which often centered around the comfort and enjoyment of the passengers. They were personable, fun, yet professional. Our activities director was great, and gave us full briefings of the day's activities. She also accompanied us on most of our onshore adventures. I have never done a mega-cruise, and have only heard of the hassles on embarkation and disembarkation days. Getting on and off Vela was quick, simple, and well organized. Oh, and did I mention that this truly is a barefoot cruise? Except for the one island tour, I did not wear shoes from the time I boarded Vela until the time I got ready to leave for the airport. Read Less
Sail Date August 2018
A casual cruise experience with a small crew and passenger count. Our ship was 24 passenger with 9 crew. All the crew was very interactive with the passengers and made you feel completely comfortable. The food was incredible - fresh ... Read More
A casual cruise experience with a small crew and passenger count. Our ship was 24 passenger with 9 crew. All the crew was very interactive with the passengers and made you feel completely comfortable. The food was incredible - fresh fish and produce bought at the local island markets. All crew were very knowledgeable and were happy to interact and answer questions. The small ship gave a very intimate feel with the sea. The Operations Manager had a detailed review of the following days actives and options to choose from. He was great at making accommodations and making sure everyone was ready and prepared for the day. I would recommend this to older and younger generations. I enjoyed the snorkeling and rope swing on the boat. Plenty of games to keep you occupied as you sailed from one island to the next.You can stay on the boat as little or as much as you'd like while at the different ports. So this could be made as a super relaxing cruise or plan as many activities as possible on the islands. If you get the chance , do this cruise, spectacular!! Read Less
Sail Date July 2018
This was perfect for our family. The grandsons were totally all about using the rope swing off the side of the ship, paddle boarding, snorkeling, kayaking, night time swimming with the underwater lights, visiting different islands, and ... Read More
This was perfect for our family. The grandsons were totally all about using the rope swing off the side of the ship, paddle boarding, snorkeling, kayaking, night time swimming with the underwater lights, visiting different islands, and just having fun. They felt comfortable with the crew, interacting with them, and loved the popcorn machine. Since they were so involved, the adults, could sit back, read, sun, or have a cold beverage with the blue sea as a backdrop. The crew of the Sagitta was always readily available if we needed help or had a question. The food was excellent, presentation was lovely, and served with the beverage of choice. It was good to have daily shore excursions to the different islands. Each was different and each experience was different. I would recommend this to anyone with young adolescents due to the many options available for entertainment. One important item, we have many wonderful memories to take with us. Read Less
Sail Date June 2018
This was our third trip on the Diamant and our first with our two 14 year old girls. We have had nothing but unbelievable trips with Island Windjammers but we were a bit nervous with our girls since there isn’t a lot to do while sailing. ... Read More
This was our third trip on the Diamant and our first with our two 14 year old girls. We have had nothing but unbelievable trips with Island Windjammers but we were a bit nervous with our girls since there isn’t a lot to do while sailing. Our anxiety disappeared even before we left port. All of the crew and our shipmates (another family of 5 with older children) made the trip unforgettable for our girls. The itinerary was varied enough for my wife and myself that we got to experience new beaches and destinations. The food is always fantastic and plentiful. Beverages are provided by the ship and you can bring your own as well. The accommodations are nicer than what you would expect on a sailboat. The staff are always there to help and entertain you. We got treated to a magic show and and acrobatics by Roy. Captain Luuck will regale you with his stories and travels. We just cannot say enough good things about the Diamant crew and the experience Island Windjammers provides. The key to this type of sailing experience is to go with an open mind, relax, and enjoy the company. It is a very intimate experience. If you are looking for something formal this is not the type of cruise for you. Island Windjammers has set the bar very high for us in our travel needs and we have a hard time finding a vacation any more relaxing. Read Less
Sail Date June 2018
This week's holiday began in St Lucia and Rodney Bay where I would meet up with the ship, cruise mates and crew of Vela of Island Windjammer. I had the opportunity to spend a day and night in the Rodney Bay area before the cruise ... Read More
This week's holiday began in St Lucia and Rodney Bay where I would meet up with the ship, cruise mates and crew of Vela of Island Windjammer. I had the opportunity to spend a day and night in the Rodney Bay area before the cruise began and wondered about the area exploring restaurants, bars and the Coco Palm hotel meeting the friendly and helpful people of St. Lucia along the way. The following day marked the beginning of a great experience on Vela and 6 days of island sailing that was only out matched by the gracious attention and service provided by all of the crew of this wonderful ship. The dining and beverage service was the best and the expertise of Chef Robert was truly amazing. I often travel solo and this trip was no different so I was a bit concerned given the low number of passengers (10) but everyone was friendly and helped make for a vacation that I will remember for many years to come. The cabins are small but very adequate and comfortable and the stewards freshen the room every day to maintain a constant level of comfort. Jess (Ops Manager), Alexis (Captain), Romaine (Steward) and Troy (Designated Dingy Driver) to only name a few all went out of their way to make for a wonderful experience. The sights, sounds, smells and adventure of experiencing an island sailing adventure is without equal. Every activity, every dingy ride, every tour, every meal and all of the service, conversation and attention provided by this crew was exemplary and should you decide to book a cruise on this ship be prepared to be delighted and amazed! Read Less
Sail Date June 2018
For my 60th birthday I decided I would go on a trip I had always wanted to try - I decided one week before that birthday and the support staff of IW could not have been more helpful. The trip itself was just truly amazing - the ship is ... Read More
For my 60th birthday I decided I would go on a trip I had always wanted to try - I decided one week before that birthday and the support staff of IW could not have been more helpful. The trip itself was just truly amazing - the ship is a perfect size - we had 16 guests and yet it felt at times you were all alone and then there were times when you had many new friends. The cabins were small as expected but honestly, I spent so little time there it didn't matter - they were cleaned every day and I slept like a baby every night. I cannot stay enough about all the crew and I know I will be leaving people out- the Captain, Alexis - such a nice man and I felt 100% safe and secure in his hands - very personable and you could tell his mission was to make sure we all were enjoying ourselves. Jess our activities director was fun, funny, and knowledgeable even though she only recently took on this position after being a guest on several cruises. Lenny's meals were amazing - how he did it in such a small space, I'll never know. Bernard another hilarious and helpful guy along with several others who I sadly cannot remember their names right now - everyone was just amazing. The tours offered were great but if you didn't feel like doing anything you could - just do nothing - that was the best part of the entire vacation. The ports of Martinique, Isle de Saints, Guadelope and St. Lucia were just beautiful and it was so great being able to sail right into their harbors. The ferry to land was always available. I traveled solo on this cruise and was a bit nervous for about 10 seconds! Waiting for the dinghy to come and get us, I met fellow cruise members and we became instant friends - I'm hoping lifelong friends! I just returned yesterday and will have next year's booked by the end of this week! My birthdays from now until ........ will be spend with Island Windjammers! Read Less
Sail Date May 2018
Our 10th anniversary was coming up. We didn't want to sit on a beach because we live near one. We didn't want to visit a floating city either, but we wanted to see the Caribbean. I remember the Barefoot Cruise days that I ... Read More
Our 10th anniversary was coming up. We didn't want to sit on a beach because we live near one. We didn't want to visit a floating city either, but we wanted to see the Caribbean. I remember the Barefoot Cruise days that I dreamed about doing. A quick internet search took me to Island Windjammers. I was sold and so was my hubby. We've just arrived home yesterday from the excursion of a lifetime. My husband and I really didn't know what to expect. No matter how hard we would have tried, we could not have guessed at all the amazing moments this cruise would have. The crew was amazing with everyone always helpful to us and to each other. Even the captain would offer to fill our coffee cups when he was getting his morning brew! No smiles were spared! The range of activities - island hopping from the tiniest (Umbrella Island and Happy Island) to touring Bequia, from snorkeling to island tours, and even just relaxing aboard the ship with a rum punch and a good book - everything was amazing. From the mast in the full moon to catching a barracuda off the ship to watching a sting ray lazily swim along the shore in the Tobago Cays, there was a surprise around every corner. We are already trying to figure out when we can go again and which of our friends can join us! Read Less
Sail Date April 2018
We chose the cruise because of the more intimate nature of a smaller ship. The Vela is a beautiful sailing ship and is approximately 156 feet long. We were able to access ports that larger ships could not. Chef Lenny prepared excellent ... Read More
We chose the cruise because of the more intimate nature of a smaller ship. The Vela is a beautiful sailing ship and is approximately 156 feet long. We were able to access ports that larger ships could not. Chef Lenny prepared excellent meals and the service on board was outstanding. Chef Lenny took particular pride in going to local markets to provide the freshest fish, fruits and vegetables for our meals. The staff was very helpful and knowledgeable when it came to setting up tours and were very familiar with the port towns. The ship had a rope swing that was a lot of fun. Opportunities to relax and to snorkel were abundant. Snorkeling in a few of the spots was quite good. Horse back riding, hikes to forts, a visit to a rum distillery and a tour that included a trip to waterfalls were among the highlights. I would highly recommend this experience to anyone looking to be treated like royalty on the ship and to anyone looking for a closeup look at the islands with a small group of guests. Read Less
Sail Date April 2018
I have only great things to say about my 1st experience with Island Windjammers and I will certainly be back! I have not stopped smiling since I have been home. I have been to many different places and on many vacations and I can safely ... Read More
I have only great things to say about my 1st experience with Island Windjammers and I will certainly be back! I have not stopped smiling since I have been home. I have been to many different places and on many vacations and I can safely say this vacation has been my favorite of all. We cruised on the Vela from Saint Lucia (Marigot Bay) to Dominica to Isle De Saintes to Marie Galante to Martinique to Saint Lucia (Rodney Bay and then to Marigot Bay). The food is absolutely amazing and it is included. All meals were made with fresh ingredients from the island. I have never eaten so well for a week straight in my life. Lenny the chef a.k.a. Big Sexy made healthy food taste delicious! At 5pm everyday a snack and velacoladas are served. When we went to Isle De Saintes, we had wine, cheese, and meat as the snack to go with the French flair. There was a very diverse group of 12 passengers on the boat ranging from kids to seniors. One of my favorite parts of this adventure was getting to know all of the other passengers and also the crew members. Everyone was so nice, helpful, and interesting. It was really neat to learn about everyone's lives. By the end of the trip, I almost felt like crying leaving everyone! You really become close very quickly throughout the duration of the trip! There was something for everyone on this vacation and there were always a lot of options for things to do at each stop. We hiked, snorkeled, sunbathed, relaxed, went on excursions, checked out the nightlife on the different islands, visited stores/boutiques, swam, jumped off the rope swing of the boat, watched fish at night swim through the fish light off the boat, visited a rum factory, danced on the deck at night, told stories, listened to stories, used the paddleboard, learned how to tie sailing knots and relaxed in paradise. I felt very safe and knew that the crew was very knowledgeable about sailing and safety. Unlike other cruises that I have been on, I never felt crunched for time or on a schedule. PLENTY of time was given at each island and Andrew, our operations manager, knew the best things to do on each island. He really helped make sure we hit all the best things on the island. The dingy brought you back and forth between the boat and island. If you wanted to stay on the island instead of going back for a meal, that was perfectly fine and they would come back and get you whenever you wanted! Everything on the boat was spic and span and very clean. I was worried about getting seasick so before I went, I got a prescription for the seasickness patch that goes behind your ear and I did not feel sick at all the whole cruise. It was very casual and there was no need for any fancy clothes. I wore a bathing suit and comfy clothes the entire trip! The bed was comfortable and the cabins had a shower and toilet in them. We spent most of our time on the upper part of the boat. We saw a lot of cool fish, dolphins, turtles, birds, iguanas, and lizards. If you are a food and nature lover, you will love this trip. My only complaint is that the cruise ended. :( I left with wonderful memories and new friends that I will never forget. This was the trip of a lifetime and the passengers needs are put first from beginning to end. Read Less
Sail Date April 2018
My husband and I just returned from our 2nd trip with Island Windjammers. We enjoyed our sail on the beautiful Vela, but the cabins were a bit smaller than those on sister ship, Sagitta. The crew on Vela worked so hard to make us ... Read More
My husband and I just returned from our 2nd trip with Island Windjammers. We enjoyed our sail on the beautiful Vela, but the cabins were a bit smaller than those on sister ship, Sagitta. The crew on Vela worked so hard to make us comfortable, safe, and happy. We were particularly impressed with Captain Alexis and Ops Man, Andrew. The food was delicious, and the drinks were plenty. We enjoyed our island stops as well. Unfortunately, we were sad to see how bad things still look in Dominica since the hurricane. We embarked in St. Lucia from Marigot Bay and stayed their a few days prior to sailing. That bay was small but beautiful and bustling with activity. We liked St. Lucia, and later in the sail week, we actually anchored in Rodney Bay. It was quite a bit larger than Marigot Bay, and we enjoyed a wonderful beach day, snorkeling and hanging out with shipmates in the clear water. There was a character entrepreneur who scooted around in a small boat decorated with international flags. He was hawking drinks he made right there on his boat out of whole fresh pineapples and coconuts! Read Less
Sail Date April 2018
This was my fourth experience over two years with Island Windjammers, though this was my first trip on Sagitta. My previous trips were on the Vela. I found the overall experience very similar. Common to all my experiences is that the crew ... Read More
This was my fourth experience over two years with Island Windjammers, though this was my first trip on Sagitta. My previous trips were on the Vela. I found the overall experience very similar. Common to all my experiences is that the crew is very professional and focused on passenger safety and pleasure. The company encourages a casual atmosphere, with t-shirts, shorts and bare feet expected. Cabins on Sagitta are a nice size. Though some might think them small, they are almost twice the size of the cabins on Vela. No one I have ever met on one of these cruises spends any significant time in a cabin though; they are for storing your stuff and sleeping at night. Beds are comfortable and the climate control is good. The food is excellent and served at specific times when all of the passengers, and sometimes the senior crew, sit down together. The menus tend to be similar from one trip to another, but I wish I could sail with them often enough to become tired of them. The chefs have also always been very good about accommodating specific needs. There are always beer, wine, and soft drinks available throughout the day. On this trip we visited St Kitts, Montserrat, Guadeloupe, Antigua, and Nevis. The itinerary tends to choose slightly out of the way ports to visit which has the benefit of not fighting crowds from the big tour ships. The captain often finds out of the way beaches and snorkeling locations for the guests to visit. I love these trips. I love the casual atmosphere. I love the interaction with the crew. I love the out-of-the-way places we visit. I like that I can kick back and relax and nobody is making me feel guilty for not going activities. I recommend Island Windjammers very, very highly. Read Less
Sail Date February 2018
I've been on larger cruise ships and I've also chartered monohulls and catamarans with friends in the Caribbean, Croatia and Thailand. I love sailing on smaller ships and knew for my 50th Birthday I wanted a sun, sand and sail ... Read More
I've been on larger cruise ships and I've also chartered monohulls and catamarans with friends in the Caribbean, Croatia and Thailand. I love sailing on smaller ships and knew for my 50th Birthday I wanted a sun, sand and sail type of vacation without having to do any of the work as a crew member. Sagitta was, in a word, perfect for us. I went with two friends and my mom. There was something for all of us whether it was simply lazing around on deck in a lounger reading a book, going on a tour during the island stops, snorkeling, going ashore to a grab lunch on a patio by the sea, walking through a peaceful botanical gardens etc. Sagitta holds 24pax; however, our trip only had 13 pax booked which likely added to that feeling of being on our own, casual, comfortable, unpretentious yacht. The information provided from Ops manager Andrew and the service crew Jason and Denis were fantastic. We were never without a drink and they have a popcorn machine if you're hungry between snack time and the main meals. The food selection was good and the quality was outstanding-everything from casual multi-salad lunches to fresh fish dinners. One of my travelling companions is a pescaterian and they gave her delicious (and different) choices each day. 2 of us shared Cabin #1 and were extremely happy with the space for all our stuff. The bathroom was a sufficient size too (porthole in bathroom and at upper bunk). Safety is first on this vessel and we felt very taken care of at all times by the Captain and crew. The Cheeseburger in paradise George and Lenny made us during our swim stop at Pigeon Beach on Antigua was the best beach burger I've had. The cold beer served to us by Denis while we sat on our towels in the sand didn't hurt either! We simply loved this trip. I knew from the start that Sagitta was a motorsailer and while I don't necessarily like the sound of the engine, you got used to it. Loved it when the sails were up though. It's magical. Thanks Island Windjammers. I'll be back! Read Less
Sail Date February 2018
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