1. Home
  2. Cruise Lines
  3. Island Windjammers
  4. Island Windjammers Cruise Reviews
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
2 Helpful Votes
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: April 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: 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
My husband and I have always talked about taking a windjammer cruise and we hit the jackpot with Island Windjammers. We had planned on 2 nights in Grenada before we boarded the Diamant, but because of weather delays we arrived the night ... Read More
My husband and I have always talked about taking a windjammer cruise and we hit the jackpot with Island Windjammers. We had planned on 2 nights in Grenada before we boarded the Diamant, but because of weather delays we arrived the night before embarking. The one night at True Blue Resort was wonderful and we'd love to go back and spend more time there and explore Grenada. On Sunday we gathered at the designated dock, which was easy to locate from their directions. There we were met by a representative from Island Windjammers who introduced us all to each other and to the bosun Roy, who handled our luggage. Once onboard we met the captain and the rest of the crew (5 in all) and after being shown to our cabins we set off. The cabin was compact but very adequate. We had chosen the room with 2 beds side by side rather than the bunkbeds the other cabins had. The bathroom was great, best we've had in a smaller ship. We were served appetizers and drinks right away and the food never stopped coming for the rest of the trip. Barney, the chef was amazing. The meals were varied and always included fresh vegetables and /or salads and fruit. One of my favorites was a bbq he prepared on one of our beach excursions - the best ribs I've ever had. Can't say enough good things about the crew. The captain, Danny and the others were delightful. Friendly and helpful, they really made the trip. Danny explained the next day's itinerary every evening at dinner. If any of us had specific preferences he and the crew made sure they were accommodated. Every day was spent with at least a couple hours of sailing before we would anchor at a new island. We were able to swim off the boat, snorkel from the beaches, visit the town to shop or explore, tour local museums, forts, waterfalls and botanical gardens. Danny gave us a little history of each place we visited and often went with us on our outings. He has a personal relationship with many of the locals which made the experiences that much nicer. If you enjoy sailing ( and we really sailed!) and prefer an intimate, personal trip rather than being one of hundreds or even thousands on a humongous cruise liner, we totally recommend Island Windjammers. Read Less
Sail Date: September 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
2 Helpful Votes
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
1 Helpful Vote
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
2 Helpful Votes
Sail Date: July 2017
My husband and I just returned from our sail on Sagitta. We knew beforehand that it was a motorized vessel, but it did not take away from the experience. We loved the ship, the crew, our room, the food, and the service. The island stops ... Read More
My husband and I just returned from our sail on Sagitta. We knew beforehand that it was a motorized vessel, but it did not take away from the experience. We loved the ship, the crew, our room, the food, and the service. The island stops were gorgeous, and we enjoyed lots of beautiful snorkeling. We also hiked a little in a few areas. Our shipmates were friendly and lots of fun. One of our few regrets is a visit to a sea turtle "sanctuary" in Bequia. Having visited topnotch sea turtle facilities in the past, we recognized immediately that the Old Hegg sanctuary was really just a place that confines healthy turtles in tiny shallow tanks FOR YEARS just to attract tourists and their money. This was very disturbing as we watched the healthy turtles swim around and around empty concrete boxes with no stimulation, no sign of food, and no hope of being released. Some turtles had been there for 19-22 years, and one very large old turtle was actually desperately trying to climb out of his tiny enclosure. Even though we didn't like that particular place, we certainly don't hold Island Windjammers responsible. We just would hope they wouldn't support or promote it. We loved most everything else, and we can't wait to sail with the company again. Read Less
Sail Date: July 2017
Fantastic crew performance. Absolutely stellar captain. He was funny and entertaining, as well as professional/knowledgable. None could be better.World class crew, that caters to your every need.The owner cabin was very spacious and clean. ... Read More
Fantastic crew performance. Absolutely stellar captain. He was funny and entertaining, as well as professional/knowledgable. None could be better.World class crew, that caters to your every need.The owner cabin was very spacious and clean. They even had a bottle of champagne waiting when you first enter. Truly incredible food and drinks.Could not have imagined a better onboard experience. Stellar. Extraordinary job done by the chef and crew for dining experience. The islands were beautiful. We were able to snorkel everyday and paddle board. The captain made scuba diving arrangement possible for those interested. They even have a rope swing. The diamant caters to its guest as well with a crew to passenger ratio 1:2 Thus you are not left wanting. Also, the smaller passenger size lead to more bonding and less clichy groups that could form from larger cruises. I would hands down recommend this company because they truly care about your experience and happiness. Read Less
Already Booked?

Get to know who you’ll be sailing with

Find a Cruise