Virgin Islands Sailing Charters
Call Us: (786) 766.2228


Here’s what our guests are saying:

Thank you for a wonderful couple of days. We had the best time snorkeling and just chilling. The food was awesome. Great way to end a week at St. John.

– Kelly & Rabbit
Stephanie & Tony
Pam & Ed
April 23-25 2016

“Hard to Beat this Bucket List Vacation!”
We (two couples) just returned from a week exploring the US and British Virgin Islands with the crew of The Mango – Captain Kelly Conrader and Dianne Winter. We booked this vacation as a bucket list adventure and a way to really see the Virgin Islands. We came away with lifelong friends who are now more like family.

Chartering a catamaran in the Virgin Islands allows you to see so much more of the islands. Our adventure started in Red Hook on St Thomas. Kelly met us at the American Yacht Harbor and took us to the Mango’s mooring where we met Dianne. We unpacked and were given an overview of our itinerary before embarking to St John where we snorkeled, hiked and spent our first night. Early the following day we headed for Soper’s Hole, Tortola in the British Virgin Islands where we cleared customs before heading to Norman Island.

Each day we were greeted with coffee and tea and waited with Kelly and Dianne for the sun to rise. Dianne would whip up some fabulous breakfasts of various pancakes, eggs, fruits, pastries before we headed to our next island adventure.

Kelly was our “fish” and guided us through some amazing snorkels! Her extensive knowledge and love of the islands enriched our vacation. She couldn’t wait to jump in the water and help us locate the most exotic of sea life. She was also our “taxi” and boated us to shore in their dingy for those hikes and land explorations.

Dianne and Kelly are Le Cordon Bleu instructor and chefs. This was especially appealing as I am food obsessed. They did not disappoint – steaks, shrimp scampi, cobb salad….breakfast, lunch, dinner, snacks, appetizers, happy hour…I died and went to “foodie heaven”. Dianne worked her magic in the cat’s galley – magnificent!

The islands are beautiful – each one has a different feel. Our journey took us to St Thomas, St John, Tortola, Norman, Cooper, Salt, Mosquito, Virgin Gorda, Anegada, Marina Cay and Jost Van Dyke. Kelly chose these islands based on our likes and must sees. It was perfection!

The trip from start to finish far exceeded our expectations. But I will most remember the lovely Kelly and Dianne, our hosts on our voyage. They are talented, professional, and are “people” people. They shared their “home” and “passions” and gave us an experience in the Virgin Islands that we will never forget.

– Rebecca & Jon

Thank you for making our vacation amazing! We could not have asked for a better crew than the two of you. This is a vacation and memories to last a lifetime. Everything about this trip was amazing!

– Ramona & Anthony
April 13-20 2016

We had an Awesome time! food was great! Thanks for making Mark and Jeff’s 50th Birthdays special!

– Beth & Mark

Thank you so much for the wonderful sailing adventure. We have truly had a relaxing and enjoyable time, something my husband needed greatly! Dianne your cooking was truly a pleasure and very delicious. I will definitely try working some of your magic into my own recipes. Kelly, thank you for the smooth sailing, my stomach appreciates it! Good luck to you both and we hope to see you in the future!!

– Jeff & Leslie
March 30-April 4 2016

Thank you for the best vacation ever! It is too difficult to choose any one experience that was the best because everything was amazing! very day we woke to delicious meals and a beautiful island. Never having to worry about what was next because we were in such capable hands was a relief! You both always knew where to send us with excellent tips! We hate to leave you, but know you deserve a vacation from our crazy! If you ever make it back to the mainland, come see us in Seattle, although we’d always rather visit you!

– Jenna, Lou, Arden, Leo and Mac
March 22-30 2016

We had an incredible Trip! Thank you for opening your home, your amazing kitchen and your hearts. The food, sunsets and adventures were just what we needed a perfect antidote to the craziness of work. We wish you continued good fortune, peace & joy.
Thank you both for creating such an awesome experience for all of us. We thoroughly enjoyed your hospitality, smiles, knowledge and cooking! I couldn’t imagine anything better. The only difficult thing we have to do is leave.
Between the great food and great fun we relaxed on the trampoline, and laughed with the crew and family. The best vacation we’ve had in a while, by far. Our goal is to come back for years to come. We greatly appreciate your hospitality, knowledge and care.
Roses are red
Jacks can be blue
I like boats
Thanks to you

Roses are red
The sky is blue
The trip was amazing
And so are you

– Ostrow Family
March 17-21 2016

Thank you for a wonderful week. Thanks for the wonderful food, service, company & for giving us almost perfect weather! It is a wonderful thing you get to do with your time. Enjoy it. It goes way too fast. I’ll be with you mentally throughout the future. AHH… fresh air, blue skies, the most beautiful water. I will remember and treasure this trip always.
Thank you for a tremendous week sailing the seas! It was peaceful, relaxing, and most enjoyable! Thank you for the fun and memories!!!

– Lisa & Alec
February 26 – March 4 2016

Where do I start? This trip was beyond our expectations! The way you both made us feel so welcome, to the way you spoiled us along the way was unparalleled. The trip was planned to perfection as we always got to our destinations before the crowd so we could enjoy the sights as authentically as if we were the ones to discover them. The food was unbelievably delicious and I so appreciated the desserts!
Thank you for this trip of a lifetime and most of all, Thank you for being the amazing people that you are!

– Kara & Manny

Eric and I can’t imagine what the islands would be like without you! The best description of the way you host is: Subtle hospitality, You made us feel so comfortable and cared for without feeling smothered! You’re incredibly thoughtful and we appreciated every minute of it. Thank you, Thank you, Thank you!

– Jenna & Eric
February 3-10 2016

“Perfect Vacation!”
My husband and I just traveled on the Mango for our honeymoon. After planning a wedding for a year, we didn’t give Kelly and Diane much direction, but they were AWESOME – it is like we told them everything we wanted to do, see and eat, because I couldn’t have planned it better! They were very knowledgeable about the Islands and made it easy to enjoy everything. I would recommend them to any of my own friends and family!

– Nicky and Matt Wallace
January 2-6 2016

“Perfect day!!”

Our family spent a day on the Mango on January 12, 2016. I researched for days to find the right fit for our family, and I couldn’t have made a better choice! Kelly and Dianne were extremely gracious hosts. The Mango is in pristine condition and we especially enjoyed spending time on the trampolines in the front. Food and drinks were offered from the moment we stepped on board, and the lunch that was freshly prepared was incredibly delicious. They had even made sure to ask about ours and our children’s preferences ahead of time to ensure that we’d like the food, too. Snorkelling excursions through our cruise ship had been cancelled due to north swells, but because we booked a private catamaran for the day, they were able to bring us to a small, quiet bay where we could snorkel all day. It was truly as picturesque as paradise! We saw many sea turtles, manta rays, and other tropical fish. We also saw many Pelicans and other interesting birds. Kelly and Dianne were also very accommodating and patient with our boys, especially our youngest who was a bit nervous. In fact, Kelly even designed a floating raft for him and took him along with her so he could enjoy his day too while Mom and Dad snorkelled. She pointed out many things to him and he loved every minute of it. Our day on the Mango will never be forgotten. I would not hesitate in recommending time with them if you are ever in St. Thomas. Thank you for a perfect, memorable day!

– Tina H and Family January 2016

“Private Family Catamaran Day Sail on Mango – Just Perfect!”
Captain Kelly met us outside Molly Malone’s restaurant in Red Hook, St. Thomas at 9AM. This was a 20 minute taxis ride from the cruise ships and $11/PP. Kelley took us out to the Mango in their dingy. We were greeted by Chef Dianne. We settled into the cockpit area and had a great chat getting to know each other. I was onboard with my wife, Susan and her Aunt Wanda.

They got the mainsail up and we headed out of Red Hook. Once out of the bay, the jib went up, we stopped motoring and we started really sailing. We tacked our way over to St. Johns. Diane had some fresh baked banana bread and fruit and cheese out for us to enjoy. Fantastic! We sailed over to Maho Bay and picked up a mooring. Beautiful spot with maybe eight other boats spread out over a large area. Susan and I went snorkeling over to the rocky shore to see the fish, corals, etc. We saw angel fish, lobster, sand sting ray and lots of other small fish. At one point a school of maybe 200 silver bar jacks passed right through us. Really cool being surrounded for twenty seconds. If we had snorkeled in the other direction towards the long beach, we probably would have seen the turtles.

For our cooking class (which we requested over doing another snorkel spot), Chef Dianne showed us every step how to make a delicious Caribbean style chicken stew and fig tarts. We had a great stew lunch with pita bread while sitting outside on the back of their cat surrounded by the solitude and beauty of St. John. The back is also covered with side flaps to protect you from too many rays or if a rain shower passes over. The fig tarts lasted most of the way back : )

Eventually, we headed back towards St. Thomas with the wind at our backs. This was the perfect time to lay up on the front trampolines and watch the cat cut through the water. So relaxing! Kelly and Diane are two really fine and delightful people. We so enjoyed sharing our pasts and learning so much about living on a catamaran. Aunt Wanda had never been on a sailboat before. She was very comfortable and at ease. These two ladies will make your day sail or extended stay just perfect.

P.S. Thanks for letting me help pull on a few lines here and there XO

– Rob B December 2015

“I’d go back just for the food…”

Kelly & Dianne made the trip… Kelly Captain’d the ship like a pro and took us to all the BVI highlights without hitch. What I thought was great was that she knew when to head where to beat the crowds and get the best mooring location, not to mention the best snorkel places for spotting turtles. Chef Dianne was a phenomenal classically trained French Chef (and the best part was willing to teach some of her skills too). I ate better that week than any other week ever, and all from a kitchen on a boat! Ultimately, my fiance and I along with our friends had a truly amazing time. We always felt welcomed and more than catered to. I’ve already recommended Mango to friends and family.

– Michael November 2015

“Amazing Trip!”

My husband and I and 2 other couples (all in our early 30s) chartered Mango over Thanksgiving week. We cannot say how much we loved this trip. Kelly and Dianne were the absolute sweetest and very accommodating to our group. I wish we could go back tomorrow and do it all over again…. hopefully one day we will!
Food and Service:
Can’t complain one bit about the food/service. With both ladies coming from strong cooking backgrounds, we ate like kings and queens. Who know this level of food could be produced out of a mini kitchen on a catamaran?! We were well taken care of throughout each day on the boat.
Kelly and Dianne were very accommodating with a few stop requests we had. They did their best to always get the best mooring and anchor locations. The views were absolutely spectacular and so memorable.Sleeping Cabins and Lounging:
Comfortable beds and accommodations for each of the couples! It was nice to have our own rooms with ensuite bathrooms. We loved sleeping with the hatches open to enjoy the breeze.
We also really enjoyed the trampoline nets at the front of the catamaran. It was so fun to just hang out there while we sailed, and even enjoy a movie under the stars. Ah, paradise.
I would highly recommend a 7-day charter with Mango. If you are looking for a week of pure relaxation where you don’t have to think about planning meals or the itinerary, this is the trip to do. The USVIs and BVIs are just beautiful places to visit. Kelly and Dianne were absolutely amazing hosts and hope more people can experience the type of trip we had.

– Alison and Blake November 2015

Dianne and Kel, Thanks for the most awesome trip ever! The food, the company, sailing and snorkeling was exquisite!! We will always remember the funny laughs we had too!!! Think we have some stories to tell….!
Lovely Dianne, Lovely Kelly, Outstanding vacation aboard Mango, from all the laughs to the heart to heart conversations, truly will always be apart of our lives. Thank you so much for your expertise in all areas! Food, scenery, sailing and your company will have us bragging for many years to come.

– Josh and Ellen

Dear Kelly and Dianne, Wow! What an amazing past 4 days! Thank you Kelly for making us feel safe with your sailing knowledge and Dianne thank you for sharing your culinary expertise with our taste buds and tummies! We look forward to sailing with you again. May the Sun always be on your back and the Wind in your sails! Sincerely,

– Kelly and Suzanne

Dear Dianne and Kelly, Not being sure of the date, time, or day of week is exactly why we came on this trip. I’d call it Mission accomplished! Sara and I had a truly eye-opening experience aboard Mango, and we are thankful for every untracked minute, It was amazing to see all of the different parts of the Islands and all of the great sights that we never would have known to see. You made us feel very at home in an environment quite foreign to us. Thanks for everything you taught us, showed us, and fed us! Should we happen to come back this way we know where to find you!! Best,

– Fred and Sara

Dearest Kelly and Dianne, My heart and spirit are filled up and overflowing. My cup truly runneth over! Your warmth and hospitality were absolutely soothing and comforting. I am grateful for the time spent with you both! May the Universe continue to richly bless you in all your future endeavors. With much Love and Joy and Blessings

– Linda Christian

Kelly and Dianne, Thanks, Thanks for the most adventurous and special time with you both. This is truly one of the most wonderful times I’ve had. I wish you both continued success and blessings. Your new sister in Life!

– Karen Jones

Dianne and Kelly, Great people with comforting spirits are hard to find, and this weekend was more than amazing! Your commitment and dedication to create an experience of a lifetime is out of this world! God is going to ensure a successful future for you both! Love always

– Kyza

Dear Kelly and Dianne, Thank you for a wonderful trip! You were both great with Annan! He will miss you both, so will we. P.S. Let it Go!!!

– Nina and Scott Waldick

Di and Kelly, The last 3 nights-4 days have been amazing. You ladies have showed us a side to nature we don’t get to see very often. We have loved our adventure with you so much. Our favorite day had to be swimming with the petting zoo. The turtles, octopus, rays, eagle rays, fish were unbelievable. It was like they all came out to say hello! A day we won’t forget. Oh, the barracuda under the boat and all the squid too. Such an adventure. No review would be complete without a rave review to Dianne. Our personal Chef from the School of cordon Bleu is the best we have ever had. I can’t even tell you my favorite dish, they all ranked at the top. The Shrimp scampi and the cheese plate with the pears and the delish Ginger pancakes. So wonderful! You ladies treated us like family. Thank you from the bottom of our hearts. An incredible journey! Good luck to you and Mango! We can’t wait to do it again in the BVI’s!

– Jill and John

Girls, Thank you very much for an amazing week. Thoroughly enjoyed all your cooking and glad you two got to see the wedding!

– Don, Los Angeles

Wonderful time on the Mango with Kelly and Dianne! A lovely trip, fabulous meals and great memories.

– Rita Balice-Gordon

Kelly and Diane absolutely gave us the time of our lives!
We snorkeled, we swam, we soaked in the sun, we sung and danced!
We ate great food, drank wonderful rum and had unlimited beer.
We swam with turtles, rays and the world’s most colorful fish.
We explored deserted islands, climbed rocks and visited historic sights.
I learned cooking tips, all about the night sky and intro to sailing.
Always a warm dry towel to wrap around us as we climbed out of the water.
Always felt safe and welcomed.

– Dick and Mary Paul

Absolutely fantastic charter option for a half day, full day or extended time adventure. Wonderful, kind-hearted people with excellent service, quality equipment and amazing food. This trip will make you appreciate the Caribbean and the people who love it here. Highly recommend.

– Gloria Zakers

Kelly and Dianne, Thank you for the time of our lives adventure! Keep the good times sailing! Ain’t this swimming!

– Jenny and Atsumi

We want you to know what a wonderful trip we had. You two went out of your way to make sure we had a good time. It was so nice to be in the hands of such good sailors. We wish you all the best with your tours on the Mango.

– Sharon and Bill, Dayton Texas

Kelly and Dianne, Thank you so much for a wonderful experience aboard the Mango. You truly helped make our honeymoon the trip of a lifetime! Hope to see you around Mt Dora sometime!!

– Liz and Dan

Had the best time. Good eats too.

– Greg Schroeder