DEEP BLUE is a Leopard 58 built for Virgin Islands luxury with a true sailing soul. Unlike many catamarans, she is actually sailed as much as possible, with a spinnaker now regularly deployed for a ride that feels as thrilling as it is beautiful. Split-level living flows from the bright salon to a forward cockpit hangout, while the best-in-class flybridge offers generous space and 360° views.
Accommodating up to 8 guests, DEEP BLUE offers 4 queen cabins, each with a private ensuite, plus full A/C for cool comfort throughout the charter. The aft deck is made for easy entertaining with teak dining for 8, a grill, wet bar, fridge, and ice maker, while Starlink WiFi, Bose sound, and streaming add modern ease. For divers, she stands apart with diving right from the yacht, an onboard compressor, gear, and instructor, plus up to 5 included dives, not available on the first or last day. Additional dives are $50 per person.
8-Person Dinghy With 70 HP
1 Subwing
2 Stand Up Paddle Boards
Wakeboard
1 Adult Water Ski
1 Kids Water Ski
Towable Tube
8 Personal Inflatable Tubes
Floating Chairs
Beach Games
G-Swing
8 Foam Noodles
10 Snorkel Gear Sets
Yoga Equipment
Onboard
7
5
Instructor
7
10
Included
10
Onboard
10
$250
$600
Up to five dives included (not on the 1st or the last day).
Extra dives are $50 per dive per person.
Please inquire about additional course options.
Resort Course $250
Open Water Diver Course $600
Advanced Open Water Diver Course $500
Yes
Yes
Captain Dick Stuart and Chef/Steward Kim Richards bring a joyful mix of sailing experience, hospitality, adventure, and genuine care to every charter aboard DEEP BLUE. With Dick’s mechanical expertise, safety-first mindset, and love for fun on the water paired with Kim’s thoughtful service, culinary passion, and calming wellness background, they create a charter experience that feels personal, relaxed, and full of memorable moments.
Click each crew profile to learn more about their background, experience, and personal story.
Dear Dick & Kim —
I could write a book of all the little things & not so little things that you did to make our time on Deep Blue so extraordinary.
Even more than what you “did” its who you are & your way of being with us this week. More than a crew… you were teachers, friends, confidants, guides, our adventure buddies.
Spectacular hospitality that is rarely experienced in todays world!
Thank you so much for everything — I am leaving rested & rejuvenated —
Cant wait to do this again —
Not goodbye — see you later!
❤️ Nancy ….
Captain Dick —
You guided & supported me through two courageous things (for me) that I never would have done without your calm, patient, kind presence —
Jumping off the Willy T was terrifying and I wouldn’t have done it… after everyone left, you stayed. Steady. Believing in me into the jump!
And… I had 0 intention of diving. You are why I feel safe & brave enough to try it again. Holding my hand the entire time. Constant. Support. Belief.
Thank you for making a difference for me! Helping me lean into fear & being an encourager without pushing me ❤️ Grateful
Nancy
Dear Dick & Kim
It is our last morning on Deep Blue and we will depart with such fond memories. The “Blue” of the Caribbean is incredible and will be missed.
You provided a wonderful opportunity for us to be together as a family - how important is that!
David’s fifth birthday celebration was above and beyond your hostess responsibilities, but is indicative of the care and kindness you have shown us!
Winds at your back and smooth sailing —
Mark Allen
Team Deep Blue
WHAT. A. SPECIAL. WEEK. !!!
From your gracious hosting and first class care, our F.O.N.* group experienced an incredible luxurious week.
Gourmet meals, fun drinks (BBC!),
Lots of SAILING, cool dinner spots on islands,
Massages [Simon’s], yacht clubs, tipsy’s,
mokes, white sand beaches, beautiful views (Hog Heaven), shopping, SAILING,
Diving, snorkeling, tennis, music,
Movie night on top!, Beachfront dinner at Coco Maya with Nick’s croud, Beautiful table
display, beach meal, beanbag,
rum tasting, espressos, dancing,
Stories from the delightful hosts,
world class cabins and amenities…
Too many wonderful things to list.
Thank you for this unbelievable experience and especially Chef Kim for making it over the top.
See you again!
Best,
Jan Fogarty
We had no idea what to expect when we said “yes!” to this trip and even when we dared to dream, this amazing adventure far exceeded anything we could imagine! Kim and Dick : 100 out of 100 stars!! The food, the table and all of the beautiful and creative settings, the beautiful boat, the care and love, the laughter, the adventures, feeling safe, fully relaxing, and more laughter, and of course, the meaningful conversations as friendships deepened — perfection!!!
Feeling grateful to be a part and for this exquisite experience!
We will see you soon, Kim! To TJ Max we will go!
Au revoir ♡
Love, Tanya and Ward
Kim & Dick -
Wow! what an incredible adventure in PARADISE!! Thank you for making it truly unforgettable! From the beautiful spots you took us to, to your fun and easygoing personalities, knowledge of the islands and delicious food — everything was perfect. You made us feel relaxed and completely taken care of the entire time. ❤️
We’re leaving with amazing memories — thank you!
Cheers!
The Hardwick Family —
Brian, Lauren, Mason & Lincoln
Captain Dick & Kim,
Thank you for such an amazing trip on Deep Blue! You two do a fabulous job of keeping everyone busy and exhausting teenaged energy! Kim - the food was delicious. We are sad to have to go home today! Thank you again!
Beth, Kevin and Aiden Brown
Kim + Dick,
Thank you for an incredible week on Deep Blue! Justin and I were so grateful to spend the week w/ family and you all in such a lovely place. Thank you for your warm hospitality, we will never forget it.
- Claire + Justin
Kim & Dick,
Thank you for a wonderful week aboard Deep Blue! We had the best time on the boat & were thrilled to celebrate our engagement here!!
- Madeleine & Alex ❤️
Kim + Dick
What a wonderful week! We appreciate your hospitality and couldn’t have asked for a lovelier week with our family celebrating two special occasions — milestones, indeed!
We loved every minute and hope to come back again.
Fondly,
Leigh, Eric and Henry
Our week was beyond our highest expectations. We had such a wonderful time. Thank you Dick + Kim for making our week such a special one.
Nancy + Dave Spilhaus
Thanks Capt + Kim for an incredible week. You managed a very diverse, personality wise, group and made a phenomenal week for all. We see how hard you work and are grateful for everything.
Sal + Diane Croce
Kim + Dick OMG! we loved this adventure, so awesome. Thank you for being the best hosts. We have enjoyed this voyage with you. This is a memory of a lifetime.
Thank you!
Carolyn Aaron
David Aaron
Captain Dick + Chef Kim
Thank you both for an absolutely wonderful week aboard the Deep Blue! It truly exceeded our expectations from start to finish.
Kim, the food was fantastic. Every meal felt thoughtful and kept getting better each day.
Dick, thank you for giving us the opportunity to help sail. Being able to help sail made the experience so much more memorable and personal. You both created a relaxed fun and welcoming atmosphere that made the boat feel like home. We couldn’t have asked for a better crew and will be recommending you to anyone wanting to charter in BVI!
Scot + Sha DeWitt
“Last Responder”
Captn Dick & Kim —
No words to explain the experience you provided. To amazing meals → sailing to endless fun! Thank you for a trip of a lifetime.
If you ever are in Iowa — give us a call!
Matt & Bobette Behrens
Dick + Kim
Great time, food, weather, sailing and adventure. Enjoyed every minute of our time on and off the boat. Especially enjoyed our time sailing. Always better with family and friends.
Thanks for creating such good memories!
Vance + Wendy
Dick & Kim,
We enjoyed our time with you both on our first trip to the BVI. You are both so smart and we trusted you guys to guide us safely and enjoyably through the beautiful turquoise waters. Thank you both for all the work both behind the scenes and daily as we sailed. We have been spoiled beyond compare from both you beautiful souls❤️. Thank you, thank you, THANK YOU!
Drew & Christina Tucker
What a wonderful week aboard Deep Blue! Kim and Dick, you were the consummate hosts! We will treasure the memories made with friends old and new. Seeing sting rays and turtles was a highlight. We always felt so safe and cared for whether we were diving or dining - Kim, the meals were amazing!
Until next time, all our best!
Rich and Laura Baus
Dick + Kim,
This trip exceeded our expectations! So great to meet you both. The sights were incredible, food was always great, and your hospitality wonderful! We hope to sail with you again soon!
Dave, Jenny + Bonnie Zumpper
Dick + Kim,
What an incredible trip! We absolutely loved EVERY minute! The itinerary, food, drinks, etc…. All perfect! Thank you SO much. We hope to see you again!
❤️ Judy & Craig
Dick + Kim,
We cannot thank you enough. You guys made an awesome trip even more amazing. The food was unbelievable and your hospitality was over the top. You made us feel so welcome and comfortable. You guys get a 100/10 ! You will see us again. xoxo
Pamela & Scott Delucia
Dick & Kim
We cant thank you enough for such an amazing trip. You always go above and beyond to make your vacation one to remember. So thankful for the both of you and the friendship we’ve made over the years. Cant wait to do it again soon ❤️
Love Tom & Jill Haupt
Captain Dick, and Admiral Kim
We had such a magical week sailing the BVI’s with you. The boat is so special and outfitted so thoroughly, truly one could arrive with a bathing suit and be set for the week. But the true secret sauce is you two. Kim is the most gracious hostess. Our every need and want was catered to with a loving heart. Captain Dick was so generous with his knowledge, guidance and enthusiasm. Thank you for making memories with us all . The best to you both in 2025.
Jackie & Sin
Dear Captain Dick and Chef/First Mate Kim,
First things first: I wanna thank you both with all my heart—or as we say back home, from the bottom of my Talladega-loving heart—for the most unbelievable two weeks out on the shimmering seas of Antigua. If cruising were a NASCAR race, y’all just took the checkered flag and did a victory lap in a golden speedboat.
Captain Dick, you steered us through those waters like I handle my Chevy on a racetrack—smooth, fast, and making it look easy. Every turn of the boat was like hitting the perfect drift. And Kim, lord have mercy, your cooking had more flair than a pit road on race day. I swear, those meals could win championships. They fueled us up better than my crew chief does before the final laps.
Between the sunsets that looked like they were painted just for us, the laughter we shared, and the peace of being out there with nothing but the blue around us, I felt like I was in one of those fancy TV commercials. Except it was real life, and y’all were the stars of the show.
So, from the depths of my racing soul, thank you for every moment, every meal, and every memory. We might not have been going 200 mph, but I’d say we were flying all the same. Let’s do it again sometime—shake and bake!
We recently had the pleasure of spending two unforgettable weeks sailing around Antigua aboard the magnificent 'Deep Blue,' under the expert care of Captain Dick and Chef Kim. From start to finish, our experience was nothing short of extraordinary.
**Captain Dick** is a true master of the seas. His extensive knowledge of the waters around Antigua ensured that each day brought new and exciting destinations. His navigation skills were impeccable, making us feel safe and confident throughout our journey. Captain Dick’s enthusiasm for sailing and his deep understanding of the local culture and history added a rich layer to our adventure. He was always ready with a fascinating story or a hidden gem of a location to explore, making our trip both educational and thrilling.
**Chef Kim** delighted us with culinary creations that were nothing short of gourmet. Each meal was a testament to her creativity and skill, incorporating fresh, local ingredients in ways that highlighted the flavors of the Caribbean. From decadent breakfasts to exquisite dinners under the stars, Chef Kim's meals were a highlight of our journey. She was also incredibly accommodating of dietary preferences and needs, ensuring that everyone aboard enjoyed the dining experience to the fullest.
The **'Deep Blue'** itself is a stunning vessel, impeccably maintained and equipped with everything one could need for a luxurious sailing adventure. The spacious and comfortable accommodations made our stay on board feel like a five-star floating hotel. Every detail was thoughtfully arranged to provide the utmost comfort and relaxation.
Captain Dick and Chef Kim's teamwork and dedication to providing an exceptional sailing experience were evident in every aspect of our trip. Their warm hospitality, professionalism, and genuine passion for what they do created an atmosphere of camaraderie and joy that will be remembered fondly by all of us.
If you are looking for a sailing adventure that combines breathtaking destinations, top-notch service, and unforgettable memories, look no further than Captain Dick, Chef Kim, and the 'Deep Blue.' We can’t recommend them highly enough and are already dreaming of our next voyage with this incredible team.
Thank you, Captain Dick and Chef Kim, for an amazing journey around Antigua. We look forward to sailing with you again!
Review from Grace - age 10
Thank you for making our first trip to the BVI so special! you made us feel so comfortable and safe and taught us a ton! YOU made the experience and we can’t wait to come back and do it again. I fear my next dive may not be met with a surprise cocktail afterwards :(
Thank you for everything. Ya’ll are wonderful and spoiled me! Thank you Captain Dick for teaching me how to dive and Kim, thank you for teaching me how to set a beautiful table.I am so grateful for ya’ll.
Such a fun week on Deep Blue! Wow…Kim and Dick take care of everything, make us feel welcome and cared for at every moment. So sad tot be heading off this boat…we loved our time here.
Dick and Kim made the week a trip of a lifetime for us! They make it all look easy yet we saw how hard they work. You both make us feel like every sunny, perfect afternoon is just for us!
A week in paradise with amazing friends and fantastic crew who we now call friends! A spectacular boat that is beautifully decorated and cabins that make you feel like you’re at a luxury hotel. You two know how to make your guests feel special and pampered. We’ll absolutely be back soon!
Thank you for a wonderful week where we could unplug, relax, and escape from reality. Deep Blue is the most beautiful and coolest boat in all the places we’ve ventured to. Every single meal was absolutely delicious. The time and effort you put into our week so awesome was greatly appreciated. You two work perfectly together to make lasting memories for your guests, and we’re so blessed to have met you.
Thank you so much for a trip of a lifetime! I’ve been dreaming about it for a long time and it totally exceeded my expectations! The cleanliness of the cabins, the attention to detail, the amazing food and spectacular anchorages were wonderful but the thing we were most impressed with was how you treated us like kings and queens, catering to our every need with love and genuine care. We can’t wait to come back!
Thank you so much for your wonderful hospitality! The boat is fantastic and everything was 5 star all the way!
Captain Dick / Chef Kim
I sincerely appreciate the adventure we experienced with you & Chef Kim. Being an Ocean / Beach enthusiast, one of the things I hadn't done was to go out on a CAT vacay!! Once out on the water with you & Kim the dream became a reality. More than I expected!! The problem will be --- now that I've gone with you both on Deep Blue, I wouldn't want to be with any other crew or on any other boat (CAT). Here's to our next trip...................
PS - next time take less pics of Mark and more of ME 😂😎🌴⛵
Sincerely,
Kerry
Our group had a very relaxing stress free week. All our needs were met with such kindness. Strangers are friends you haven’t met yet, and this crew are now our dear friends.
We can’t even put into words what an amazing week we’ve had. Every single moment was our favorite. Your knowledge, attention to detail, endless love you put into the food, the activities, the adventures, and making us feeling safe and cared for, is truly something we’ll never forget. We are forever grateful to you both. You are exceptional crew, and now we get to call you family. From the bottom of our heart, thank you.
Dear Captain Dick, and Miss Kim. You guys are some of the kindest and sweetest people I know, and this has been one of my favorite vacations. Kim your food was delicious, and Captain Dick, you are a funny and cool guy who was awesome to hang out with. I loved our family vacation.
You both have shown us an incredible adventure, and we hate to leave Deep Blue. You both know how to make your guests feel special.
Our week on Deep Blue has been incredible! Dick and Kim made this feel like home. Both are a joy! We are leaving with wonderful memories, wider waist lines, and smiles for days. Thank you for creating a fantastic environment for us to sail and enjoy.
Fred & Kate
This experience has been hands down the most incredible vacation I’ve ever had. You welcomed us with open arms and made us feel like we’re family. I’m hooked for life and can’t wait to share this experience with the rest of my friends and family.
Some moments in life can’t be captured in words. To say that my experience with Captain Dick and Kim will be etched on my heart forever, is an understatement.
This is our third time in the USVI/BVI with Dick and Kim. They are the perfect crew to make a vacation memorable. If you are on this catamaran, you have made the best decision ever for your catamaran vacation experience. Dick and Kim, thank you for all your hard work. Deep Blue is a gorgeous boat.
Our week on Deep Blue has been incredible. Dick and Kim made it feel like home. Both are a joy.
We have been to the islands, but never really to the islands, until now. Spending a Friday to Friday with the most amazing co-crew was the most memorable sailing trip we’ve ever had. Their dedication to us as guests was unmatched, and will be forever cherished. Never a dull moment, and out of this world cuisine made our trip first class.
Where do I begin? This was truly the most magical adventure. Thank you for embracing our silly group. It couldn’t have been a better trip, and I will never forget it. When we first started the trip, I could have never imagined the incredible time we had. You two made it so unbelievable, and I can’t thank you enough.
What a great crew to now call family. We have totally enjoyed all the details Kim and Dick have done to make sure we all enjoyed our trip.
It was a great trip and my family had a blast. You guys were wonderful, and we wish we could live on your boat with you. I’m buying a lottery ticket tonight.
What an amazing experience this has been. You both went above and beyond to make this charter so memorable. Captain Dick made us feel so safe with his boat skills, and we enjoyed the chance to go diving. We loved the itinerary and knowledge of each anchorage we visited. Chef Kim was the perfect chef and hostess. She anticipated our needs and made it happen. Her food was top notch from filet mignon, seared tuna, tiramisu, and a chocolate mousse to die for. I would recommend Kim and Dick as crew to anyone looking for a fabulous time in the Caribbean.
We had a wonderful trip on the Deep Blue with Captain Dick and his wonderful wife Kim. The 58 foot Leopard Catamaran is fantastic, Captain Dick is outstanding at the helm and his wife Kim made fantastic food and beverage. They are simply wonderful hosts and we cannot wait to return. Their non stop efforts insured that a great time was had by everyone. Great Sailboat, perfect location, superb food and even better people. We cannot wait to sail with them again!
There are truly not enough words to describe this trip - exceeded our expectations and beyond. Coming aboard we didn’t know what to expect, but quickly came to think of you as family. From the bottom of our hearts, thank you for the most amazing week. We love you guys
Not sure where we start. Of all the catamaran trips we’ve done, this was by far the best one. You both fit in so well with our group, you are like family.
What a week, don’t even know when to start. Thank you for your hospitality, kindness, and sharing your slice of heaven with us. We are beyond grateful for this past week on the ocean with you. This is a trip none of us will ever forget.
We can’t even put into words what an amazing week we’ve had. Every single moment was our favorite. Your knowledge, attention to detail, endless love you put into the food, the activities, the adventures, and making us feeling safe and cared for, is truly something we’ll never forget. We are forever grateful to you both. You are exceptional crew, and now we get to call you family. From the bottom of our heart, thank you.
Thank ya’ll for the best 7 days of my life! I had a great time leaning for Dick and eating Kim’s food. Ya’ll are both so knowledgeable and treated my family like royalty.
| 2 Guests | 3 Guests | 4 Guests | 5 Guests | 6 Guests | 7 Guests | 8 Guests |
|---|---|---|---|---|---|---|
| USD 32,000 | USD 32,500 | USD 33,000 | USD 33,500 | USD 34,000 | USD 34,500 | USD 35,000 |
Grenadines charters available July thru August 2027
| 2 Guests | 3 Guests | 4 Guests | 5 Guests | 6 Guests | 7 Guests | 8 Guests |
|---|---|---|---|---|---|---|
| USD 32,000 | USD 32,500 | USD 33,000 | USD 33,500 | USD 34,000 | USD 34,500 | USD 35,000 |
Grenadines charters available July thru August 2027
| 2 Guests | 3 Guests | 4 Guests | 5 Guests | 6 Guests | 7 Guests | 8 Guests |
|---|---|---|---|---|---|---|
| USD 32,000 | USD 32,500 | USD 33,000 | USD 33,500 | USD 34,000 | USD 34,500 | USD 35,000 |
Grenadines charters available July thru August 2027
| 2 Guests | 3 Guests | 4 Guests | 5 Guests | 6 Guests | 7 Guests | 8 Guests |
|---|---|---|---|---|---|---|
| USD 32,000 | USD 32,500 | USD 33,000 | USD 33,500 | USD 34,000 | USD 34,500 | USD 35,000 |
Grenadines charters available July thru August 2027
FULL-BOARD PLAN NOT AVAILABLE
Cruising Area
• Virgin Islands (USVI & BVI)
• July/August 2027 St. Vincent and the Grenadines
Base Port
• Nanny Cay – Tortola, BVI
• Additional pick-up/drop-off available at West End - Tortola, BVI
• USVI ports available on request (Contact us for details) for an additional $400
Yacht Status & Operations
• Based in Tortola, BVI
• BVI pick-up/drop-off preferred
• USVIf pick-ups/drop-offs accepted with advance approval
Customs Fees & Cruising Permits
• Included
• US port pick-up is an additional $400
Rates & Terms
Minimum charter nights
• 5-night minimum
• Shorter charters considered on request
Short-Term Charter Rate Calculations
• 6 nights = weekly rate ÷ 7 × 6
• 5 nights or less = weekly rate ÷ 6 × number of nights
Sleep Aboard Option
Enjoy a relaxed evening onboard before your charter begins.
• Offered at 50% of the daily rate
• Boarding available after 4:00 PM
• Includes snacks, welcome cocktails & continental breakfast
• Dinner ashore at guest expense
• Excludes Christmas & New Year’s weeks
Dinning Options- The number of meals listed are based on a 7 night charter
Full-Board Plan NOT Available
Local Fare Meal Plan – A taste of Caribbean cuisine
• 7 breakfasts, 5 lunches & 6 dinners onboard
• 2 lunches & 1 dinner ashore (guest expense)
• $100 per person discount
Half-Board Plan – Ideal for guests who enjoy dining ashore
• 7 breakfasts, 4 lunches & 3 dinners onboard
• 3 lunches & 4 dinners ashore (guest expense)
• $200 per person discount
Holiday Rates 2026 / 2027 Season
Holiday season pricing is HALF-board only, 7 nights and 24 hour turn allowed
Christmas Week
• $35,000 | 2–8 guests
• Must end on or before December 26
New Year’s Week
• $38,000 | 2–8 guests | Half-Board
• May not start prior to December 27
• BVI pickup STT drop off (no additional charge)
Summer 2026 Charters
• St Vincent & The Grenadines
• Available July 10 through end of August.
Important Notes
• Charter waiver required in addition to standard contract
• Please inquire for BVI port availability due to annual limit