|Guest cabin configuration:|
|1 Master Queen and 2 Queen en-suite cabins with AC|
|Children Min. Age||water safe|
|Half Board Available||Yes|
|Home port||Red Hook, St Thomas, US Virgin Islands|
Dianna Rose is a Lagoon 500 catamaran which accommodates up to 6 charter guests in three queen en-suite cabins (one a larger master suite).
The yacht is fully equipped with a variety of sporting equipment including kayaks, fishing gear, surf boards, stand up paddle boards, wake board, water skies, tow tube, professional beach volleyball net and snorkeling gear.
Every charter itinerary, drink list and meal plan is tailored to suit guest preferences. Come aboard Dianna Rose to experience a fun filled, adventurous vacation in comfort and style!
Home port: Red Hook, St Thomas, US Virgin Islands
Winter cruising area: Caribbean Virgin Islands
Summer cruising area: Caribbean Virgin Islands
Please inquire for details
2 Rigid Stand Up Paddle Boards, 1 inflatable SUP
Joseph & Britta Stiles
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 the relationships he has cultivated while in the restaurant industry in the Caribbean.
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 oceans 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 with memories to last a lifetime.See reviews
Listed below are any confirmed reservations or unavailability, as well as current holds / options. Note: this calendar is not always 100% current. Please contact us for more information about available dates aboard this yacht.
Hours required between charters: 24 hrs
Contact us for rates and current availability or to book a charter aboard Dianna Rose!
This was our third catamaran trip, and by far the best, mainly because of our crew, Joseph and Britta Stiles. They were absolutely wonderful - friendly, accommodating, and very attentive. Britta seemed to anticipate our every need, and was patient and helpful to those of us who were first timers on this trip. We loved her!
And Joseph's cooking - I can't say enough about it. Definitely a foodie's paradise on the Dianna Rose! It was like sailing on a 5 star restaurant, only better. His attention to detail in every meal was astounding. If he wasn't being captain and sailing the boat, he was Chef Joseph, prepping and preparing every meal. I don't think he ever sat still.
Between the two of them, they managed to find the perfect balance between relaxing time and keeping us busy. It was the perfect itinerary; we saw and did all we wanted to and still spent wonderful hours cruising the Caribbean. It was by far the trip of a lifetime.
We loved the boat - Dianna Rose was clean and comfortable, the perfect size for 6 passengers & crew. There is plenty of space to stretch out, front and back. I love the layout of the Lagoon 500.
I have always been very pleased with the service from Sailing Directions, and would recommend them to anyone considering this type of vacation. I hope we can do this again - with the same boat and crew!
Thanks for helping me put together this vacation. It was hard to come home!
Carol M, aboard Catamaran Dianna Rose sailing the British Virgin Islands
We had a wonderful trip. Joseph and Britta were awesome. They far exceeded our expectations. We could not ask for a better crew. The yacht was also great. Every detail was covered. Our favorite part of the yacht was the crew. Don’t get me wrong the yacht was great, but Britta and Joseph added such a personal touch for the whole event.
The food was spectacular. We ate every meal on board. We could not bring ourselves to eat anywhere except on board the Dianna Rose. We have been to the Virgin Islands several times and for the first time we actually had a culinary experience. The venues and voyage itself was also superior.
The crew was very accommodating with our desires. The whole experience was a 10 out 10. We would certainly recommend you, Sailing Directions, and the crew of the Dianna Rose. We will certainly utilize you in the future and recommend your organization.
Thanks so much for your assistance and making this trip a great success.
Shannon B, aboard Catamaran Dianna Rose sailing the Virgin Islands
Deirdre G, aboard Catamaran Dianna Rose sailing the Virgin Islands
The most wonderful, inspiring and peaceful vacation. Thanks for the amazing hospitality and kindness of Amber & Diego - they're like family. Food = Fabulous. Fun = Diego taking the kids knee boarding and exploring the deep blue.
The knowledge they both have of the local customs, culture and wild life only enhanced out love of this trip. Thank you for spoiling us!
Kirk S, aboard Catamaran Dianna Rose sailing the Virgin Islands
Diego & Amber were they friendly, knowledgeable, attentive and accommodating. Although we did not have any real menu requests Amber listened to the conversations and adapted food choices and ingredients daily based on what we were saying. Top notch
I have been a lot of places in the Virgin Islands and Diego managed to bring us to places every day that I have never been (every day - not just once!).
I would recommend Diego, Amber and the Diana Rose to anyone. I also think you could tell families that these two would be wonderful for people with kids. I think Diego’s humor and energy and Amber’s ability to adapt to different personalities kids would have a blast.
Tom B, aboard Catamaran Dianna Rose sailing the Virgin Islands
Typically, we meet at the boat in Red Hook St Thomas. This is about a 20 minutes ride from the airport and makes a great place to start because of its close proximity to the British Virgin Islands. We would sail from there to Jost Van Dyke and clear BVI customs. In White Bay, guests enjoy swimming, kayaking or paddle boarding to the beach for cocktails at the famous soggy dollar bar. After sipping back a couple of their house drinks, the "Pain Killer", it doesn’t take long for the partying to get started. As the sun starts to set, we usually move the boat over to great harbor for a relaxing dinner then anchor there for the night. On shore the famous bar is Foxy's which is lively beach bar with live entertainment.
Green Key and Sandy Key are two small uninhabited islands nearby with beautiful beaches and great snorkeling. Sandy key also has a short but interesting hiking trail. Little Jost van dyke is another great stop. It has a natural inland bubble pool created from the northerly swell. This also has a nice secluded anchorage where we often spend the night. If your preference is somewhere with restaurants and night life, it is just a short sail over to Cane Garden bay. There are numerous beach bars and restaurants there and often live music on the beach.
Our next stop is Guanna Island which has a beautiful private secluded natural beach. No restaurants or bars but you can snorkel with 100's of fish including some tarpin almost 6 feet long and sea turtles. We like to head to our secret anchorage nearby in Cam bay for the evening and night. Most boaters don't know of this spot so we usually get the small bay, and beach to ourselves. There are several huge eagle rays in the bay and it is a great place to dine on the aft deck while watching the sun set, then enjoy a quite undisturbed evening onboard.
We sail by Richard Branson's famous Neckar Island into North Sound. There are a variety of things to do their including beach volleyball, the Michael Bean happy hour at Leverick Bay (comedy routine which includes crab races, conch blowing contest and music), drinks, happy hour and dinner at Sabba Rock, and visiting the shops and bars at the Bitter End Yacht Club.
We sail to Virgin Gorda. We have found a beautiful private beach surrounded by large boulders making it invisible from the water. Few people know of this spot so we often get it to ourselves. There are Outdoor grills and picnic tables here to so we often bring food to shore and have a beach BBQ. We of course make a visit to the baths where boulders, some the size of houses, have formed tunnels along the coast. This area gets very busy with day charters and tour buses so we like to go late afternoon when everyone is gone. Seeing the setting sun over the ocean through these huge rocks is spectacular!
Norman Island is our next stop. The Indians and the caves at the mouth of the bay are 2 of the most spectacular snorkeling sights in the area. A trip to the BVI would not be complete without a visit to Willy T's (an old schooner converted into a floating bar). People tend to get a little out of hand there so be prepared for almost anything. A restaurant called the Pirates Bite on shore just reopened. It has great food and elegant beach dining. The Pirates Bite also features a fantastic beach bar which is somewhat tamer than Willy T's.
We cross back into USVI waters for our final stop at Caneel Bay. Here, Honeymoon beach is great place to swim with sea turtles. On shore there is a beautiful resort built by the Rockefeller's on the ruins of an old sugar mill. It is well worth doing a tour of the grounds and perhaps having a drink or dinner in their open air restaurant overlooking the bay.
In the morning we head back to our starting place in Red Hook.