Dianna Rose is 55 feet of of spacious, modern luxury offering crewed yacht charters in the BVI.

The light wood and modern accents give this crewed charter yacht a sophisticated feel for exploring the BVI in style. 

Three large queen guest cabins offer complete privacy with ensuite electric heads and separate showers.

A master suite takes up one whole side of the yacht with settee and dressing room and large bathroom with separate walk-in shower.

The upper flybridge provides a bird’s nest view of the sailing and a great place to feel the breeze while toasting the green flash.

Water Toys and Charter Yacht Amenities


14′ Dinghy with 50hp engine

2 Rigid Stand Up Paddleboards

1 Inflatable SUP



Inflatable Party Island


Water skis

Flybridge with bench seating for 6


Meet Your Crew: Joseph and Britta


Joseph and Britta grew up a world apart but ended up finding true love in the Virgin Islands. He, from a small family farm in the Pacific Northwest and she from the white sandy beaches of Florida, they married in 2012 on the island of St Croix.

Before moving to the Caribbean Joseph received degrees in both the Culinary Arts and Patisserie and Baking from Western Culinary Institute in Portland Oregon and in 2009 he packed his bags for the islands. He promptly bought his first sailboat and moved on board. Britta came to St. Croix as a PADI dive instructor in 2005 working at local dive shops and in the hospitality industry where she was able to take advantage of some of the best scuba diving in the Caribbean. Before the couple married they began to eagerly explore the Virgin Islands on their live aboard  sailboat and have explored the entire scope of the Lessser Antilles.

Joseph comes to Dianna Rose by way of Motor Yacht Freedom a luxury yacht where he worked as the chef for 5 years. It was here that he took his restaurant philosophy and adapted it to yachting. He prides himself on sourcing from local farmers and fishermen and utilizing his relationships he has cultivated while in the restaurant industry in the Caribbean. Joseph’s interesting and accomplished culinary background was featured in a profile in Yacht Essentials Magazine.

While the couple lived on St. John,  Britta worked aboard Kiote, a 36 foot Pearson. Here she was able to give that special touch to the client experience, many of whom had never even been snorkeling before. Her love for everything underwater would quickly put her guests at ease and her knowledge as a dive instructor would allow her to point out and identify everything that swims and crawls below the ocean’s surface.

Now this chef turned captain and his mermaid wife bring to Dianna Rose the credentials to offer a vacation of a lifetime. The intricate knowledge of this world class sailing destination that they possess will leave guests breathless and memories to last a lifetime.





The Best Crewed Yacht Charters Feature Amazing Food!


Take a look at Joseph’s Menu Here!

Photo Gallery


Yacht Layout

What Makes This BVI Crewed Yacht Charter Special?

Dianna Rose is a beautiful catamaran and we love the clean, modern feel of the interior. These particular catamarans have very spacious, well thought-out layouts and feel like a much bigger boat inside and out.

The flybridge is especially appealing, allowing seating for guests as well as the captain so everyone can enjoy the breeze and the 360 degree views. There are lots of fun water toys and a go-fast dinghy to get everybody out on the water having fun.

Guest Testimonials

A Very Special Trip

You both made this trip the best we could have ever expected. Steve and I don’t travel much so this was a very special trip for us. Thank you for the entertainment, food and friendship.

~Steve and Penny

We Could Not Have Asked for Anything Better

Thank you so much for the amazing time here! We all truly enjoyed every minute and we are excited to see you again as soon as possible. Between the snorkeling, paddle-boarding delicious meals and left-handed Batmans we couldn’t have asked for anything better. We enjoyed all the stories and we’re glad we got to shares new experiences with you. We learned a ton, too!

We wish you the best and we will come back so you can show us more amazing places.

~Tom, Jera, Trent and Paden

Absolutely Amazing! Never Had Better Food!

We were absolutely blown away! The food and the service were absolutely amazing! I have never had better food. I don’t think there is a restaurant in Boston that can match Joseph’s menu! The boat was impeccably clean. Britta was also an amazing host! We wanted for nothing! We will be back next year!

~Deirdre G

Joseph and Britta Blew Us Away With Their Hospitality, Kind Hearts, and Focus

Mise en place- is a term I learned from the chef shortly after boarding the Diana Rose. It is a culinary term that refers to having “every thing in its place”-a key factor if culinary perfection is to be achieved. Well EVERYTHING was certainly in its place on the Diana Rose, as we sailed with another couple to celebrate my wife’s 50th birthday. From the boat itself, to the paddle boards, the kayak, the snorkel equipment, to Britta’s attention to detail in making sure we had everything we could ever want to eat or drink, to Captain/Chef Joseph’s amazing food for the entire week. I cannot think of a single thing that could have been better, the team of Joseph and Britta simply blew us away with their hospitality, kind hearts, and constant focus on what they could do to make our experience with them, the best it could be.

While every catamaran has the tools for sailing and fun water sports, what makes this charter special is Joseph and Britta. Joseph is a 5 star chef originally from Seattle who recently came off a 5 year head chef gig on a 120 foot mega yacht. His goal is to sail with his wife Britta, and create a mega yacht experience on a 50 foot catamaran. My wife and I have been all over the caribbean and we have learned that in the islands, really good meals were few and far between. We simply put up with that because we love the caribbean. But on the Diana Rose, 100 percent of the food is prepared from scratch. From the bread all the way to the potato chips were made on the boat, without a single box or packet being ripped open. We ate local fresh seafood, amazing produce from an organic graden flown in form St. Croix, and a variety of beef that was cooked to perfection. We esat down and ate multi course meals 3 times a day, and it was ALL EXCELLENT. Nothing else we have eaten in the islands comes close, and we ate like this for a WEEK! All this with a presentation you would expect from the highest end restaurants in New York, San Francisco or Chicago. It was simply amazing.

Britta is an experienced dive instructor and while none of us were certified to dive, she took us on snorkeling excursions every day. We watched her free dive to the depths of the ocean and bring up small creatures to look at and shared her wealth of knowledge about the sea and the abundant life on the beautiful reefs. In between all this Joseph captained the vessel as Britta ran all over the boat as the first mate. While at the same time making sure any adult libation was in our hands.

Lastly I would like to say, I am not the type of person who often takes the time to write reviews. I am pretty picky and my expectations are pretty high. Joseph and Britta are special people and have created an experience that does not exist anywhere else on the Caribbean. If you love the islands, you like a bit of adventure and you love great food, don’t look anywhere else. The Diana Rose is the place. We will definitely be back!!


Joseph and Britta Exceeded All of Our Expectations

Touring the BVI on the Dianna Rose; Lagoon 500, with Captain/Chef Joseph Stiles and First Mate/Dive Instructor Britta Stiles exceeded all three couples expectations. We experienced 5 star quality food from the kitchen of world trained Chef Joseph Stiles and we’re delighted by Britta Stiles’ expertise in and under the water scuba diving and snorkeling. We were treated to many great dive and snorkel sites throughout the BVI. It was a really fun, relaxing way for three couples (great friends) to vacation together. ~Soleary

A Fantastic Way to Experience the Islands

Our first visit to the Caribbean we spent on the 51 foot catamaran Dianna Rose. What a fantastic way to experience the islands. Our family had such an amazing and relaxing week. Our crew, Joseph and Britta, spoiled us with excellent food, drinks and care. They are great planners and organizers and made sure we got to see as much as possible during our week. They took us to excellent snorkeling sites, beautiful beaches, rock formations, remote islands etc. Every evening while sitting on deck we would reflect on how good life can be when you’re in the hands of professionals. We highly recommend them and we’ll be back for sure. ~The Carlsson family

5 Star Meals, Awesome Sailing and Snorkeling. A Week We Will Never Forget!

Still savoring a week in the BVI with Joseph and Britta Stiles aboard the Dianna Rose catamaran. What an awesome couple and hosts. Five Star meals prepared from scratch daily with only fresh ingredients and the culinary training of Master Chef Joseph while ever vigilant Britta anticipated our every need without even being asked. Awesome sailing and snorkeling. Three of us also went scuba diving five times with Master Diver Britta. They know where all the best places are both above and below the water! Truly a week we will never forget. Thank You,Thank You, Thank You Britta and Joseph! ~Herb S

One of Our Family’s Greatest Trips

Thank you so much for guiding one of the greatest trips our family has ever been on. We appreciate all the amazing food, adventures, and company. We wish you all the best going forward, you two will be a huge success!

~The E. Family – New Year’s Week

I Came Home With New Laugh Lines

Fun and Luxury. BVI crewed yacht charters - Dianna Rose | iYachtClubWe all had a fabulous week on the Dianna Rose.

We especially liked the layout of the Dianna Rose. Having an outside bar with ice maker, sink and refrigerator was perfect. Paul is an excellent drink meister and he was very at home at this outside bar. The cabins/bathrooms were roomy and had plenty of storage for all of our needs. When we boarded, our towels were rolled
like “snails” on the beds, so cute!

We all became friends with the crew during the charter and will continue our friendships in the future. I came home with new laugh lines, so that is a visible sign of the fun that we all shared.

On behalf of Lacey, Christian, Jack, Danielle and Paul, we would all recommend the Dianna Rose to anyone who is considering chartering in the Islands.

Charter Calendar

Currently booked or requested dates:

Date Start Date End Status


Charter Rates

Best Rate
Passengers 2 3 4 5 6
Winter 2016
Per Person $7,500 $5,333 $4,250 $3,500 $3,000
Totals $15,000 $16,000 $17,000 $17,500 $18,000
Summer 2016
Per Person $7,500 $5,333 $4,250 $3,500 $3,000
Totals $15,000 $16,000 $17,000 $17,500 $18,000
Rates are All Inclusive

Half-Board Discount: $150 per/person
Additional Rate Details:

Christmas and New Years – up to 6 guests: $20,900.

Scuba included - Caribbean yacht charters on Dianna Rose iYachtClub

Onboard Scuba Diving

Up to 5 Dives Included for Certified Divers
Gear Rental: Not included but can be rented from local dive shops at a cost of approx $180 p/p


Yacht Specifications


Yacht Type Catamaran
Yacht Name  DiannaRose
Builder  Lagoon
Yacht Length  55′
Year Built  2012
Retrofit Yes
AC Yes
Cabins  3
Total Sleeps  6
Heads  3
Electric Heads  3
Showers  3
Pets No
Captain Only Yes
Price 15-18K
Internet Yes
TV Yes
Location virgin islands
Dingy Size  14′
Dingy Engine  40hp
Generator  Yes
Children OK Yes
Children Age Limits  Water Safe
Gay OK Yes
Nude OK Yes

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