Availability Search

Catamaran Dianna Rose, 50ft, 6 guests based in St Thomas, US Virgin Islands

Weekly Charter Rates

From
$14,700 (2 passengers 7 nights)
To
$18,000 (6 passengers 7 nights)*
*Price range is subject to change. Please Contact Us for pricing for various party sizes, number of nights and seasons. Best price guarantee: We endeavor to offer the lowest prices available and will always match lowest rates. We accept Visa, MasterCard and AMEX, no fees.

Specifications

Guests Cabins Length
6 3 50ft
Guest cabin configuration:
1 Master Queen and 2 Queen en-suite cabins with AC
Designer Lagoon 500
Built 2012
Children Allowed Yes
Children Min. Age Water safe
Half Board Available Yes
Home port Red Hook, St Thomas, US Virgin Islands
Scuba SCUBA available on board Available onboard
Dianna Rose 1 Dianna Rose 2 Dianna Rose 3 Dianna Rose 4 Dianna Rose 5 Dianna Rose 6 Dianna Rose 7 Dianna Rose 8 Dianna Rose 9 Main Saloon Outdoor dining area Spacious master cabin Master bath Luxurious queen bed Guest bath We keep a great assortment of water toys on board The dolphins love us! The master cabin lounge Meals are always a special event comfortable seating area in salon Dianna Rose Layout

Catamaran Dianna Rose Overview

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!

Why you should book Dianna Rose!

The crew: Joseph is a highly qualified and experienced chef and Britta is a SCUBA instructor – great choice for foodies and anyone interested in trying scuba.

Ports and Available Cruising Areas

Home port: Red Hook, St Thomas, US Virgin Islands
Winter cruising area: Caribbean Virgin Islands
Summer cruising area: Caribbean Virgin Islands

Optional Half Board Details

1/2

Please inquire for details

Green Initiative: Purified water with reusable bottles made aboard. Reusable grocery bags are used for provisioning. No disposable plates or cups are used. Herbs are grown onboard.

Accommodation

DIANNA ROSE can accommodate 6 guests in 3 beautiful cabins all with queen-sized beds, electric heads and private showers. The Master cabin is a large "owner's suite" with a lounge area.

Ships mascot ZOIE can be boarded if guests request.

Amenities

WiFi Internet: Available on board
Air Conditioning: Full
Salon Stereo
Salon TV
Deck Shower
BBQ
Hair Dryer
Board Games
Sun Awning
Hammock
Ice Maker
Water Maker

Water toys

WakeBoard
1-Man Kayak
2-Man Kayak
Adult Water Skis
Kids Water Skis
Knee Board
Snorkel Gear
Tube
Underwater Camera
Fishing Type: None
Fishing Rods: 2
Dinghy: 14' RIB
Dinghy Outboard HP: 50hp
Other equipment includes:

2 Rigid Stand Up Paddle Boards, 1 inflatable SUP,


SCUBA available on board

 SCUBA Details

Scuba Terms: Rent gear at around $180pp for up to 5 dives per week for certified divers, dive instruction available at additional cost.
Scuba Available Onboard: Yes
Captain's Scuba License: Instructor
Divers: 6
Number of dives per week: 5/week
Crew photo

Meet the Crew

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...read more

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.

Mascot Zoie can be boarded if guests prefer her not aboard.

See reviews

Availability for Dianna Rose:

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.

Upcoming 12 Months Reservation Calendar:

Available:
Available weekend day:
Hold/Option:
Booked:
Unavailable:
Off season:
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Reservation Calendar with Port Locations:

Booked: Tuesday, 25 July 2017 to Monday, 31 July 2017: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Thursday, 3 August 2017 to Monday, 7 August 2017: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
On Hold: Sunday, 5 November 2017 to Saturday, 11 November 2017: Hold: Red Hook, St. Thomas, USVI* to Yacht Haven Grand
Boat Show: Sunday, 12 November 2017 to Wednesday, 15 November 2017: Boat Show: Yacht Haven Grand to Yacht Haven Grand
Booked: Saturday, 9 December 2017 to Saturday, 16 December 2017: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Friday, 22 December 2017 to Friday, 29 December 2017: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Sunday, 21 January 2018 to Sunday, 28 January 2018: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Saturday, 3 March 2018 to Sunday, 11 March 2018: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Monday, 12 March 2018 to Monday, 19 March 2018: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
On Hold: Saturday, 31 March 2018 to Saturday, 7 April 2018: Hold: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Saturday, 14 April 2018 to Saturday, 21 April 2018: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
On Hold: Sunday, 27 May 2018 to Tuesday, 5 June 2018: Hold: Beef Island, BVI* to Beef Island, BVI*
On Hold: Saturday, 9 June 2018 to Saturday, 16 June 2018: Hold: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Unavailable: Sunday, 17 June 2018 to Tuesday, 3 July 2018: Unavailable: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*

Hours required between charters: 24 hrs

Contact us

Contact us for rates and current availability or to book a charter aboard Dianna Rose!

Reviews for Dianna Rose with Joseph & Britta Stiles:

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

We were absolutely blown away! The food and 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, aboard Catamaran Dianna Rose sailing the Virgin Islands

Additional reviews:

July 7, 2017
Britta and Joseph,
Twenty year ago we visited the Virgin Islands and that trip led to a fantasy of traveling the islands on a catamaran. Over a year ago we started saving and now we have come to the end of our week on Dianna Rose. This trip has been the trip of a lifetime - it's been comfortable, exciting, happy, funny, delicious, and full of memories. Britta, you made us feel welcome and special. You never stop working and you have special bat hearing! You seem to know what we want before we do! Thank you for your many yummy drinks, and your table settings did not go unnoticed. Joseph we never imagined we would experience such wonderful meals, each was an experience in itself! The smells coming from your kitchen were amazing! We loved the way you used interesting ingredients in each dish, it was fun to anticipate your presentation. It is evident you have a passion and we were fortunate you shared it with us. This has been the best snorkeling experience we have ever had. You showed us new and great sights everyday. We felt safe and comfortable. Besides new fish, this week we've seem natural baths, caves, dolphins, turtles, octopus, spotted eagle rays. Wow! Thank you for sharing a bit of yourselves with us including your special girl, Zoey! We will remember you three fondly. If you are ever in California, please let us know as we would love to see you again!
-Scott and Kayla
California USA
July 7, 2017
Joseph and Britta...
From the moment you picked us up at the dock you made us feel like family. This was truly the trip of a lifetime for us both. We expected the beautiful sea, and good diving, but NEVER expected to be treated so amazingly wonderful like we were treated. The constant service that Britta offered - helping us with our dive gear, cleaning our dive gear ect. made our diving experience fabulous. Thank you for making and suggesting all the yummy drinks and taking care of EVERY need we could ever have. We felt so spoiled ALL week. As far as the meals went, we have NEVER experienced such amazing food. Joseph you are truly an amazing chef. Your dishes were 5 star and beautiful. The smells that we enjoyed all day were wonderful. Thank you for sharing your stories with us. It has been such a pleasure to get to know you two. You guys work so great as a team! We loved our time and cant believe we got hooked up with such a great crew!

Thank you so much!!!
Rick & Jamie

P.S. Love Love Zoey, and make sure you give her extra love since the 6 of us will be gone!!
July 7, 2017
Britta, Joseph, and Zoey,
This was a dream vacation for us and you guys made it spectacular!
Britta - You made us feel so at home and welcome. You never stop working - bartender, dive/snorkel master, and taking care of us in every way.
Joseph - We haven't experienced food so amazingly delicious and beautiful. The boat and islands are lovely, thank you for sharing so much with us.
Zoey - we loved getting close to you and spoiling you - we will miss you!

Thank you so much for all the wonderful and thoughtful details that made our week so fantastic!
Mickey and Penny
Mexico

P.S. Look us up if you're ever in our neck of the woods!
July 3, 2017
Wow! What an amazing time! Thank you Joseph and Britta for making this a top vacation in our books. You guys are the dynamic duo... Joseph with the ridiculously awesome food and Britta with the fabulously tasty cocktails! We loved all our adventures...snorkeling, hiking, Willy T's, lobster hunting! Zoe was an extra special touch and we will miss her! We can't wait until next time...and yes, there will be a next time! Yay!
Best wishes to you all!
Marisa and Todd
June 27, 2017
Joseph and Britta,
Our review is a little different, as this is my sixth trip with Joseph. Five as chef, one as captain, so I should know what to expect, correct? Wrong!!! A new level of service and fun from Joseph and Britta. I knew what my food experience would be for my family, top shelf, five star. However I cannot say enough about Britta! The drinks, snorkeling, the underwater knowledge, all just so refreshing. I just felt at home the entire week. In conclusion, I am already booking my next trip as I enjoyed this one with my family so much.
Joseph and Britta, words can't do justice.
Sam, Laura, Kali, Lukas, and Alek
May 16, 2017
What an amazing experience - exceeded ALL expectations! The service, the food, and the amazing surroundings - World Class. Thank you for leaving no detail unattended to. You both are truly professionals. A trip of a lifetime and we cannot wait to repeat - with the same group! Thank you for a great time - one that we shall not forget.
Best wishes to Britta and Joseph - we look forward to seeing you again!
Marybeth and Mike
May 16, 2017
5 star diving - check. World class service - check. Top flight travel - check. Stunning underwater adventures - check. Incredible companionship - check. Attention to every minute detail - check. Trip of a lifetime - check.
Joseph and Britta, we cannot thank you enough for the week of a lifetime! It has flown by and we can't believe it is over. We look forward to being back with this same group. We will remember this forever!
Love,
Phil and Donna
Zoey completed the trip!
May 16, 2017
Joseph and Britta -
Words cannot even express how grateful we are to have spent a week with such wonderful people like you. By far, you have exceeded any expectation we had. You welcomed us to your home with open arms and made us feel comfortable and relaxed. You are such a great team. Joseph's meals were world class, not to be out done by Britta's service. We have been to many resorts throughout the Caribbean and abroad. This has by far created more memories and life experiences that we will never forget. We cannot thank you enough. We look forward to another trip with you two. We cannot wait to spread the word of our own vacation to others. Highly recommend you! Keep doing what you do and we know you will succeed (you already have!) Best to you both (and Zoey)
Jennifer and Joe
Wow!
What can I say. There are not enough superlatives to describe this last week, you guys are fantastic...and the food.....AMAZING!!! Thank you very much.
Mule
P.S. Keep an eye out for that sea turtle.
May 5, 2017
We have done this catamaran vacation twice before, but this week with you tops both previous trips combined. You managed to provide an experience that combined our need to relax and keep busy at the same time. The food alone was superb, worth the trip by itself! Both of you make the perfect crew - friendly, accommodating, and professional. I sincerely hope we have the opportunity to sail with you again for another very memorable experience. Thank you for a GREAT trip!
Carrol and Jerry
May 5, 2017
What more can we say that hasn't been said before. An amazing time - the best time ever. The food Chef - the most wonderful ever, Britta you are the best- perhaps we will sail again sometime.
Wishing you both the best!
Jan
May 5, 2017
An absolutely marvelous sail! What an experience for John who has never had a toe in the sea. We enjoyed every minute of the trip and hope to return on the Dianna Rose with both of you. Beyond all expectations!
Thank you!
Sue and John
May 5, 2017
If I had to be marooned on a boat for 7 days I'm really glad two of the people we're you. The meals were wonderful and Britta can open a bar anytime in Montana.
Thanks Piere
April 15, 2017
Jospeh and Britta...
As your other guests have said, so much love and kindness were felt on this amazing adventure. It is obvious the love and respect you have for each other. Continue to enjoy your life together.
April 5, 2017
Joseph and Britta,
This week has been more than we could have ever expected. Your welcoming personalities have made this week more than anything we could have ever imagined. The food was better than any first class restaurant. Doug said better than a cruise ship. I know Joseph will understand that inside joke. Every night at dinner Doug and I would rejoice that we made the decision to choose the Dianna Rose and the best crew that came with it. The memories will last forever. There is nothing over the past 8 days that could have been done better! Hopefully our paths in this life will cross again because you're both incredible people and your genuine and unique outlook on life has made an impact on our lives. Until we meet again we wish you the best and a happy and peaceful future.
-Doug and Steve
5 Star Meals, Awesome Sailing & 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.
March 2, 2017
We came on this trip without expectations. Had we conjured up any, you both without question, exceeded them by leaps and bounds. Britta: your charming personality, attention to detail, and your service with a smile was without equal. Your patience and supportive attitude with the divers and snorkelers on board made the entire experience first rate. Joseph: Your easy going spirit and quiet demeanor gave everyone confidence to relax as you navigate the BVI and went out of your way to share the details of your itinerary as the week progressed. You and Britta make a great and seamless team as Captain and First Mate! Your experience in the galley is without equal. I've never had so many first rate meals in one week in my entire life. I will forever compare any five-star restaurant to the experience with your cookery this week. Thank you for making this the experience of a lifetime. Foodies be warned, this is your crew!
Many thanks to you both for every part of this week - you're the BEST!
Annapolis MD
March 2, 2017
Joseph and Britta-
Thank you for catering to our every need! We had no expectation that we would be pampered in this way - we felt like royalty! We are speechless because there are no adequate words to describe this wonderful experience...generous, kind, helpful, fun, spotless, catering, delicious, accommodating, friendly, spectacular in every way...
Bottom lime, it was an exceptional, most memorable experience of a lifetime.
Much gratitude and best wishes to you both.
-Annapolis MD
March 1, 2017
Dear Joseph and Britta -
First - Thank you - It has been a dream of mine since I met Maggie 30 years ago to get certified in diving: check! It has also been a dream for 20+ years to experience the BVI on a sailboat: check!
My expectations have been exceeded beyond my wildest dreams. Never have I seen or experienced such grace and style in action as you two. Every detail cared for and provided enthusiastically and professionally. You are both great at what you do. This has been the trip of a lifetime. Thank you.
Ann and Steve
March 1, 2017
Another Blessing in our life. What an adventure! Britta and Joseph, thank you for such a special week. You both make a calm and relaxing experience for us first-timers.
Much love and appreciation,
Janice
February 28, 2017
Thank you Joseph and Britta for the beautiful hospitality and the most delicious food and drinks ever! Joseph - you are a master chef in the kitchen. Britta - you accommodated us in so many ways, from diving to keeping our towels dry and ready. Thank you for sharing your gracious islands and skills with us.
Love,
Maggie and Steve
February 24, 2017
All the family agreed to say: this week on Dianna Rose was our BEST vacation ever! The food, beverages, service was amazing, great culinary experience, Joseph is a master chef!
Water activities were superb (tubes, snorkeling, wake board, paddle...) A special thank you to Britta who brought the family deep in the sea. Great scuba diving time! A big thank you!! We will be back on the Dianna Rose.
The Gang
Boston, MA
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!!

~JC
Travelers Abroad
Pickup-American Yacht Harbor, Red Hook St. Thomas
Day one - Maho Bay, St. John
Day two - White Bay, Jost Van Dyke (home of the painkiller)
Day three - Brewers Bay, Tortola on to Cane Garden Bay for the night
Day four - Savannah Bay, Virgin Gorda
Day five - Mountain Point, Virgin Gorda
Day six - Benures Bay, Norman Island
Day seven- snorkeled the Indians early on to Round Bay, St. John
Last day- clear customs then on to A.Y.H.- Red Hook, St. Thomas
The purpose of this trip was to surprise my wife Kim for her 50th birthday; and also to fulfill a lifelong goal of having a half vacation with two couples. I can't even describe how great this week was. Joseph is as gifted chef as I have ever experienced. And we had him for 3 meals a day for a week!! Britta was the ever present cruise director who took us snorkeling daily, and kept the appropriate beverage in our hand. The bottom line is this is THE BEST vacation we have ever experienced. The food, weather, hospitality from Joseph and Britta were all outstanding. We will be back!!
John and Kim
Jeff and Shannon
February 2, 2017
Joseph and Britta,
Thank you so much for a wonderful experience aboard the Dianna Rose. Our week with you flew by. The food, beverages, and service were exceptional thanks to your amazing skills and personal touches. The dining experience was 5 stars! Every meal was a culinary experience. Words cannot express or fairly describe the relaxation and equipment you provided us during our voyage. We will cherish every memory! We will be back!
Best wishes,
Jeff and Shanon
I Have Never Had Better Food! Absolutely Amazing!
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 matchvJosepths menu! The boat was impeccably clean. Britta wa also an amazing host! We wanted for nothing! We will be back next year! ~Deirdre G
One 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!

Reviews for Dianna Rose with previous crew:

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

sailing itinerary Sample Itinerary

Day 1.

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.

Day 2

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.

Day 3

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.

Day 4

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.

Day 5

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!

Day 6

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.

Day 7

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.

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