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70 Island Windjammers Southern Caribbean Cruise Reviews

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 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 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
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
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
This was our 4th cruise on Island Windjammers. We absolutely loved them all and plan to do another next year. We've done 2 on the "Diamant" and now 2 on the "Vela". This review is posted for the "Vela" ... Read More
This was our 4th cruise on Island Windjammers. We absolutely loved them all and plan to do another next year. We've done 2 on the "Diamant" and now 2 on the "Vela". This review is posted for the "Vela" northern route for our recent Feb. 2018 sail. We sailed out of Marigot Bay on beautiful St. Lucia. During the trip we anchored twice on St. Lucia; three times on Martinique; once on Dominica; Once on Ile de Sants, part of Guadeloupe.We boarded on a Sunday afternoon and sailed until we disembarked the following Saturday. We snorkeled several times; did some great ground guided excursions; walked through several towns to absorb some of the local culture. The driving tour through Dominica was one of the first since the major hurricane devastation - very eye opening. The other guests were great and got into the sailing adventure mode quickly. The crew was as always very efficient, friendly, competent and helpful. The food was superb, and plenty of it.Chef Robert and Pancho work miracles on this boat! Jess, the on-board operations manager, made sure every thing went smoothly for tours, customs, etc The weather was generally good for us - some scattered rain here and there but not enough to impact us much. The winds were some what higher than normal and made for some fast sailing and adventure on the high seas. Captain Alex sailed whenever we changed anchorages. Some of the longer sails across the channels between major islands was at night. One could sleep or stay up and enjoy the late sail. The cabins are cozy and yet once you get a bit used to them they are more than adequate for your needs.It is , after all, a replica of an old sailing vessel where space is limited.. The air conditioning worked very well and the shower was good too. One suggestion is to pack light - you don't need a lot of clothes for this cruise. We used duffel bags that folded up to pretty small size once empty. Overall it was every thing we had expected based on our previous three trips.We will be planning another windjammer adventure soon. Read Less
Sail Date February 2018
I traveled alone to go on this vacation but I wasn't alone for long. Sailing on the Sagitta was the best holiday I have ever experienced. The crew are fantastic and the attention that you receive is 2nd to none. The passengers were ... Read More
I traveled alone to go on this vacation but I wasn't alone for long. Sailing on the Sagitta was the best holiday I have ever experienced. The crew are fantastic and the attention that you receive is 2nd to none. The passengers were amazing and we all are trying to stay in touch. I loved the cruise so much I booked another one already. If you are looking for a trip where you are able to go to those more remote beaches, snorkel, swim by the ship, watch dolphins swim along the bow, excellent food, excellent service, options for going ashore and having a crew that only wants to see you happy and relaxed then this is the cruise for you. The food was amazing and there was never a lack of food. I can't wait to go again. You won't regret time spent with the crew of Island Windjammers. Read Less
Sail Date January 2018
Island Windjammer's Dimant Captain Danny and his crew did everything to accommodate our desires. We wanted to sail without power from the engine and he "made it happen". We sailed for hours, rocking and rolling in the ... Read More
Island Windjammer's Dimant Captain Danny and his crew did everything to accommodate our desires. We wanted to sail without power from the engine and he "made it happen". We sailed for hours, rocking and rolling in the waves under full sail. The crew became friends and shared their personal stories of the sea. The chef, Barney prepared the most fantastic meals, we even had lobster one night. Two days under full sail Barney prepared breakfast while rocking and rolling with the waves. His egg muffins were fantastic. My wife had a special request that she would not be served eggs and Barney accommodated her desire every morning. The picnics on the beaches and the time spent with the local population added an interesting local flavor. On the last day, there were many tears shed on the dinghy as we looked back at the Diamant knowing we would not be returning that day. On the dock the crew hugged us and treated us as family departing from their home wanting us to return soon. We have traveled much in the past 10 years and this is the best vacation EVER!!! Read Less
Sail Date January 2018
As the Medical Officers on Amazing Grace of the previous Windjammer Barefoot Cruises fleet 20 years ago, my husband and I were able to visit all of the tall ships of that fleet as well as many of the islands visited by the Grace from ... Read More
As the Medical Officers on Amazing Grace of the previous Windjammer Barefoot Cruises fleet 20 years ago, my husband and I were able to visit all of the tall ships of that fleet as well as many of the islands visited by the Grace from Bahamas to Trinidad and Tobago for a month long sail at a time. We have recently arrived home from our first Island Windjammer sail on Vela, a surprise celebration for my husband’s 50th birthday. We went into the adventure with high expectations and have returned home absolutely impressed! Our group of 9 Canadian adventurers appreciated the focus by the Crew on all aspects of safety, which allowed everyone to relax, knowing we were in good hands. A little note: be properly prepared to deal with seasickness as this is the real deal - navigating the Caribbean sea on a sailboat is not for the faint of heart! The trip felt very familiar as the owners have captured the original Windjammer experience: sailing to see small islands the congested, large ships can’t get to, exceptional and well-trained staff (from booking to disembarkation) who go above and beyond to make sure your experience is what you want it to be, day trips, snorkeling and diving trips and even 5 o’clock swizzles and snacks! The tour of the engine room is a must, as Frederick demonstrated the inner workings and the many talents demanded of him to keep the Vela operational at all times. Chef Robert produced exceptional meals daily with the option available at times to purchase local meals ashore. Accessibility to the Captain, Officers and Crew with whom you can take the time to share and learn about the sailing experience and each other’s cultures if you want to, while relaxing on the fantail or on the deck, leaves you knowing you have had an authentic experience. We continued the Barefoot tradition of leaving clothing behind in our cabin for the crew at the end of our journey, knowing they will be able to share it with someone who needs it more than we do - thank you Island Windjammers for the wonderful memories! Read Less
Sail Date January 2018
Great time aboard Sagitta. The crew was tremendously helpful and pleasant. Captain Matt was extremely cordial and pleasant. The cabin, although small, was comfortable and adequate. I would not hesitate to go again. Although the company has ... Read More
Great time aboard Sagitta. The crew was tremendously helpful and pleasant. Captain Matt was extremely cordial and pleasant. The cabin, although small, was comfortable and adequate. I would not hesitate to go again. Although the company has three ships, I really would find it hard not to travel with Sagitta again. Andrew, the operations manager did a wonderful job, always pleasant and cheerful. Chief mate Bryan was always pleasant and very knowledgeable. Chief Engineer Aubrey gave a tour of the engine room that made everyone appreciate the skill and hard work required to make the ship operate in an efficient manner. The food was prepared by chef Philbert and George. It was both varied and delicious. The chief deckhand was Aubrey King, known as King, was both our tender driver and the comedian of the ship. He did a one man show that was both entertaining and creative. The other deckhand was Lennox , who was both pleasant and helpful. There were two stewards Stephen and Dennis. They kept the cabins very clean and were available to help the passengers whenever asked. All in all a good time was had by all. Read Less
Sail Date November 2017
Vela is a gorgeous ship. Very well maintained and when in full sail, it is like flyingon a cloud. The food was incredible with 3 meals a day and snacks. The captain and the crew were amazing. They were very friendly and helpful with ... Read More
Vela is a gorgeous ship. Very well maintained and when in full sail, it is like flyingon a cloud. The food was incredible with 3 meals a day and snacks. The captain and the crew were amazing. They were very friendly and helpful with great attitudes. The dingy's to shore where smooth and enjoyable. My cabin was a solo but had plenty of room and the shower had lots of hot water. The excursion to the turtle farm and the whaler building was fun. Music was terrific and we danced on the deck at night. I would highly recommend this sail to anyone looking for a great, relaxing , adventure with great food and fun people. There were snorkel on board and we visited many beautiful beaches. I could easily stayed on for another week or two. I plan to return one day in the near future for sure. Read Less
Sail Date September 2017
My wife and I just completed a week cruise with Island Windjammers aboard the Vela. We have wanted to take a Windjammer style cruise for years and after researching options we chose Island Windjammers Pirate Week as our first adventure. I ... Read More
My wife and I just completed a week cruise with Island Windjammers aboard the Vela. We have wanted to take a Windjammer style cruise for years and after researching options we chose Island Windjammers Pirate Week as our first adventure. I have to say this was by far one of the best vacations we’ve ever had. After a brief time meeting the other ‘Pirates’, I knew this was going to be a fun trip. It was a diverse group of folks but we all had that Pirate mentality and were ready for a special week. If you like lounging around a pool, spending time in the casino, going to shows, etc. This is not that type of cruise. However... If you are adventurous and enjoy meeting people and seeing places you'll never see while on a large cruise ship, then you'll love this. We sailed into small coves with great snorkeling, beaches, hiking and dropping into local bars in very, very small villages. The crew members were awesome. Leah and Andrew laid out each day’s activities, providing tips on the best snorkeling spots, hiking, shops and food options. Chef Robert along with Panchoo prepared some amazing meals. You will not go hungry while sailing Island Windjammers. Something I had not given much thought to was our ability to get to know the crew. Something you can’t do on a large cruise ship. I especially enjoyed sitting with Captain Patricio and talking about his life fishing and sailing. I definitely will be sailing again and I hope our photos and stories will inspire our friends to join us. However, we established what I hope will be long friendships with our fellow Pirates. Overall it was an amazing experience. Read Less
Sail Date September 2017
We picked this cruise because we wanted to get away from the larger Caribbean ports and the big cruise ships. We also love snorkeling and actually sailing on a tall ship (schooner), not just motorsailing. It was all that and more. Staff ... Read More
We picked this cruise because we wanted to get away from the larger Caribbean ports and the big cruise ships. We also love snorkeling and actually sailing on a tall ship (schooner), not just motorsailing. It was all that and more. Staff very professional and highly organized, food was terrific and they easily accommodated my preferences (pescatarian). The chef was creative and clearly took pride in his work. They gave us a very fun, classy, safety-minded week, tremendous snorkeling sites, use of the kayaks while at anchor, swimming off the boat or on beaches, opportunities for walks and hikes. Everyone was helpful, friendly, engaged. You don't need to pack much, just tee shirts and shorts and swim suits. Really. You need to be able to navigate stairs and ladders and climb on and off a dinghy. There's not much in the way of formal entertainment (didn't want that), but there's great conversations and plenty of time for reading and sketching and learning, making new friends. We laughed so much. Captain Nervo from the Galapagos was amazing. I would absolutely go again. It's wonderful to be at full sail with the engine off and the sun setting. Stunning and so relaxing. Read Less
Sail Date August 2017
Like most of my vacations I put a lot of time an effort beforehand researching the how and why of whatever we are planning to do. I knew we wanted to sail and I knew we wanted a small boat and the Caribbean. I did my research and Island ... Read More
Like most of my vacations I put a lot of time an effort beforehand researching the how and why of whatever we are planning to do. I knew we wanted to sail and I knew we wanted a small boat and the Caribbean. I did my research and Island Windjammers consistently seemed to get great reviews. We were not disappointed. I will start by saying everything from purchasing passage to disembarking went smoothly (saying goodbye to fellow shipmates and the crew, however, was not easy..) Once you have bought your ticket to sail, Island Windjammers gives you access to a message board to chat with other would-be sailors so gearing up to go is extra fun. You can find very helpful posts, get answers to questions and chat with your soon to be shipmates! We buddied up with a couple of other travelers on our boat to share cab rides to and from the ship this way. The Sagitta is a 120 ft motorsailer. For our sail we had 20 passengers and 11 crew. There isn't a set itinerary, per say, but the days were very organized. Yes, you may do as much or as little as you like. The general course of events were--breakfast at 8, story time to follow (this is when you learn about your days options/activities) first dinghy usually left for shore around 9:30 (back and forth to the ship hourly) lunch at noon, snacks and "Sagitta-ritas" (delicious) at 5 and dinner at 7. All meals were delicious. George and Philbert prepared amazing food in that small galley. Standouts to me were the beef Burgundy, the trio of salads we had one day for lunch, the cheese burgers, all the breakfasts and all the varieties of juices offered. Our cabin was perfect. Clean with an amazing amount of storage (definitely try to pack light, I'm a notorious over packer.)We had our own bathroom, also perfect and surprisingly spacious. There were plenty of things to do (or not do!) The crew made sure paddle boards were out and available as well as floats and my favorite--the noodle. We swam off the side of the ship using these and also took them to a couple of beaches. Snorkle equipment was also available. I believe we snorkeled in at least 3 different locations. There was also a rope swing off of the ship which received plenty of use. There were optional excursions offered as well. Almost everyone on our ship took the all day tour of Dominica. In the evening I believe several passengers played dominos and dice games. I was not up this early but I do know one morning dolphins were spotted traveling along with the ship by the Captain and a couple passengers. The crew were all amazing. Always smiling, always helpful. They seemed to be having as good of time as we were just doing their jobs. Safety was taken very seriously. Captain Patricio was serious about his job and confident which made me feel very safe. Jermaine was always pleasant to see on deck first thing in thing in the morning making sure coffee was available (beer wine and rum were also not in short supply, but only after coffee for me, ha.) This is the best vacation we have ever taken. We plan on sailing with Island Windjammers again very soon. This time we would like to try the Vela or Diamanté just for variety sake. Read Less
Sail Date August 2017
We won our first Cruise on Diamant in an auction. 7 years later we took our college age children on the cruise. I cannot express how amazing it is to work with these people in setting up a cruise. They answer every email right away, and ... Read More
We won our first Cruise on Diamant in an auction. 7 years later we took our college age children on the cruise. I cannot express how amazing it is to work with these people in setting up a cruise. They answer every email right away, and answer every questions about things to do around the islands. They helped us set up diving on our first cruise, and arranged for a birthday cake & celebration on the second. The most amazing help came when our connecting flight to Grenada was cancelled and the airline would not give us a flight in time to meet the cruise. I called and two different staffers stayed on the line with me at the airline desk giving me suggestions on alternate airlines and places to fly in. Once we got things settled, they actually DELAYED the ship until our flight came in. I talked to the captain afterwards and he said they were on stand-by to sail overnight to another island in case we booked a flight there. They bent over backwards to make sure we had a great experience. These are amazing people who will help you with anything! Beyond that, everything about both our cruises was fantastic, If you want to feel utterly spoiled (much more so than the big cruise lines), go with Island Windjammers. They will meet your every wish (can we visit that island? could we snorkel over there? can I have more? - heard often from our 20 year old rugby player). Our cook actually spent and evening teaching us how to play Pirate Farkle! The food was amazing - light, fresh and plenty! My kids said their favorite part was the crew! The cabins were nice and cool (important to Coloradans who are used to 60 degree nights in the summer) Having only 10 guests makes a fun, intimate experience with people who are basically just like you! I have never been as relaxed or felt as decadent as I did on the Diamant. Read Less
Sail Date August 2017
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