Scuba On Board:
Yacht offers Rendezvous Diving only
Kayaks 2 Pax:
Fishing Gear Type:
Trolling & Casting
Ryan was introduced to sailing at the young age of 8. Raised in Minnesota, he learned the finer points of sailing on the numerous lakes and rivers, including the Great Lakes. By his late adolescent years, he had sailed the Florida Keys, Bahamian Islands and had spent many months off the N.E. coast, fine tuning his passion for the sea. Though life guided him through many ventures including a prosperous run in semiconductor manufacturing and real estate investing; the “Pirate” in Ryan hailed strong!
He found himself engulfed in the crystal blue waters of the Caribbean and the USVI/BVI waters in 2007. He honed his sailing skills by delivering yachts to/from the Virgin Islands to the States. He yearned to take on new waters and sailed further south to St. Lucia, St. Vincent, the Grenadines and Grenada, but Ryan has always found his home to be in these Lesser Antilles waters. His love of BVI and USVI shows as his vast knowledge and passion flow from him as you are enchantingly guided through the blissful calm waters.
Holding a 100GT Master USCG Mariner’s Credential along with STCW (International Standard of Training, Certification and Watchkeeping for seafarers), Auxiliary Sail endorsement, BVI Boatmaster endorsement , he is also safety trained and certified in CPR, First Aid, AED and Child CPR. Ryan’s numerous land-based safety credentials have translated easily as he learned to “breathe” underwater as a PADI SCUBA certified diver.
Ryan’s quick wit, plethora of bad jokes and charm have earned him a reputation second to NONE. His famous signature quote, as you’ll happily fall influence to, “Buy the ticket, take the ride!” will follow you home to your own next adventures.
Stephanie comes from Memphis, Tennessee – As with all mermaids, her timeline is mysterious. As a young woman, Stephanie found herself being pulled to something-somewhere. As an only child she laid her own tracks and set her own sails. Luckily for us, Stephanie chose a path through the warm waters of the Caribbean. She set her compass early on for the slow paced, simple life of island living and found her ‘forever harbor’ in St. Thomas in 1998.
Her time on island has laid many entrepreneurial avenues such as opening an upscale boutique, bar/restaurant & Good-Time Guru. Throughout her adventures, she discovered her passion for the tranquil blue waters surrounding the Virgin Islands and beyond.
Starting from the bottom and moving up, Stephanie acted a muse to captains of large capacity day boats, as well as, crew for mega yachts owned by astute, nameless persons of fame and fortune. Her life on boats offered her a way to express herself in the galley and as she works to ensure you have a memorable and fantastic vacation.
With her sweet southern charm, Stephanie strives to give you an experience to never be forgotten. Her passion for pleasing is apparent once board, whether she is “mermaiding” her way through the waters to show you the beautiful aquatic life or when you set at her table and she presents your specially considered meals, she shines with enthusiasm and joy. Humble as she may be, Stephanie puts together simple meals in extraordinary fashion.
Stephanie and Captain Ryan have found a partnership aboard that sets them worlds apart from others, working in perfect harmony as Captain and Crew. They are also loving partners in life, working and living their dream.
Stephanie is certified in STCW; Personal Safety, Survival, Social Responsibilities and CPR. She holds her Advanced Open Water SCUBA certification. In her downtime loves to hike the many trails of the Virgin Islands, beach comb for unique shells, and simply relax in her island home, swaying in the breeze in her hammock, reading or just enjoying mother nature at her finest.
May 2021 - broker provided survey
Yacht: RAPSCALLION with Ryan Adelmann & Stephanie Grace Simpson
Charter Dates: 04/25/2021 to 05/02/2021
Area Cruised: St. Thomas - USVI
Overall Rating: 5/5
1. Was the crew friendly and accommodating?
From the moment we got out of the cab in St Thomas we knew it was going to be an awesome vacation with Steph and Ryan. They were so welcoming and so excited to meet us.
2. Was the yacht comfortable and clean?
Rapscallion was the perfect choice for our group. It was beautiful. Plenty of room inside and out.
3. Was the yacht well ventilated?
4. Was the food good and well presented?
The food Steph prepared was out of this world. Breakfast, lunch, snacks and dinner. All were beautifully presented and very delicious.
5. Did you like the area you sailed?
The US Virgin Islands was spectacular. Ryan and Steph put together an Itinerary based on our requests that showed us the best areas
6. Additional comments on your charter?
This trip exceeded any and all expectations. Can't say enough about our new friends Ryan and Steph. They made all our dreams come true with this trip. It was most relaxed and fun trip any of us had ever had. The scenery, the food and drinks, snorkeling, shopping, sailing and all the great floating toys on the boat were spectacular. It was a trip we will remember for a lifetime!!!!
Hi Steph and Ryan,
I don’t know which of you is more lucky to have the other. The highlight of our week has been you guys and your fabulous sense of humor. You have an uncanny ability to give us exactly what we want, both giving us space and being there, for laughs, for cocktails, for snacks, and constantly offering entertainment options. Steph, everyone raves about your food, and it is heavenly good. If you forced me to pick favorites, it would be the evening fish dishes, and the massive breakfasts that were perfect after an hour of wobbly dawn yoga on deck, an early morning snorkel, and plenty of coffee. BTW that coffee was always there and freshly brewed no matter what ridiculously early time I got up. I couldn’t beat Ryan out of bed, even once, although Liz managed it, but only on day one, getting up at 3:30am she was so determined not to miss a minute of vacation.
Steph, I loved our land hikes to get the views, and seeing you sweat like crazy and assure me that you loved climbing hills too, while downing gatorade. Ryan, you showed us beautiful cove after beautiful cove, and stunning sunset after stunning sunset. You gave me my first taste of tubing, and it was a blast! There was no way I was flying off that thing, although you tried hard, and I swallowed half the ocean laughing. Andrew got his first taste of paddle-boarding (I have the hilarious video to prove it). It was no mill-pond, we had a big-swell week, and he wisely decided to stick to the kayak to explore the places you took us, but Liz went out most days (an experienced paddle-boarder and she could handle the chop). Thank you for towing the kayak out to the very windy tip of Magens bay, so we had the perfect easy kayak back, going with the wind, watching the turtles surface, and nosying some of the most beautiful houses on Saint Thomas. Thank you for paying attention to our safety at all times, and racing across the bay to look for us when you thought we’d gone astray (we hadn’t, a false-alarm, we were having fun kayaking the coves, seeing goats play, and were just out of sight behind the massive boat, Felix).
I’m the first to fall off Felicia, but apparently not the first to accidentally dump technology overboard. Thank you for rescuing my GoPro when I dropped it in the dark, minus its floatie bubble case. Thank you for tolerating our (slightly drunken) whim to night snorkel, inspired by the underwater flashlight/GoPro incident, and wisely advising how to do it safely (noodles and buddies), and then killing the boat lights and blasting out the Jaws theme-tune as we swam back (OMG we laughed!).
Thank you for tirelessly hunting lobster with William (yum, the sashimi appetizer Steph created from it was delicious!). Thank you for filling your tiny freezer with his bait, and zipping along at plenty of knots so he could fish off the back of the boat. I loved when we had both sails up, the noise of the boat whooshing through the water, and we flew across to Buck Island, where I got those gorgeous turtle photos. Thank you for cleaning up after us, constantly, and the miraculously appearing towels, just when we needed them. You keep the yacht spotless, there are so many different places to chill, the cabins are beautiful, the water is hot, the beds are comfy, and the closet space surprisingly large (who knew there were drawers under the beds, and the bathrooms have six shelves). The evidence of how much fun we had is captured in so many photos of so many memories that we will treasure, and you Captain Ryan and First Mate Stephanie, are right there, starring in tons of them. Thank you. Jane.
Dear Ryan and Steph, thanks for such a beautiful and relaxing cruise. We will have wonderful memories of our time with you and all the cool destinations we arrived at each evening. The food was fabulous Steph! Thanks for all your efforts. We hope to do this again sometime. We wish you both many blessings always. Love, Peggy and Dave
To Stephanie and Ryan
Best ship crew ever!! Words cannot express how wonderful you both have been. You have made our trip an experience to remember! You catered to our every need. You were both so professional yet personable. You made us feel at home on the rapscallion. You took us to such magical places – the West Cay being my favorite.
Stephanie- you are an awesome chef! Every meal was splendid. Ryan- thanks for being my snorkel buddy! My only regret is that we didn’t get those three lobsters we tried for. We could not have had a better trip… Thanks to the two of you-thanks for making it so memorable! Please keep in touch, all the best Carol and Don
Ryan and Steph, thank you for the best week ever! Jack and I haven’t had this experience before and after this we will definitely want to join you on another adventure. The thing is, the boat is great and Energy beautiful, but You two made the trip! You both were so welcoming and worked so hard to ensure everything and everyone had a perfect vacation. Ryan knows all the secret spots to snorkel and visit, Steph continued to delight us with delicious and beautiful presented fair. Wow! It’s just so much to mention. Please know our trip with you was fantastic. With love Linda and Jack
We just returned from a fabulous New Years week cruise in the US virgin Islands aboard “Rapscallion” crewed by Captain Ryan and First Mate/Chef Stephanie. First of all, the boat itself is beautiful. For a 45 foot catamaran, it was extremely spacious and modern with plenty of room for all us to relax and enjoy the trip. Each stateroom was well appointed with its own head and separate air-conditioning control. The crew were professional yet by the end of the cruise we all had become dear friends. Stephanie is an excellent chef who worked tirelessly to feed us the most exquisite meals and keep us all hydrated with infused waters, a coffee bar, and delicious cocktails. Stephanie is also one of the best First Mates in the Caribbean. Captain Ryan is one of the best skippers I have ever sailed with and his knowledge of the local waters is extensive. Every night and again each morning, he surveyed the weather, radar, and marine chatter to find us the most beautiful locations with the calmest seas for the journey. Captain Ryan took us to see turtles, coral reefs, floating tequila taco bars, beach bars, sunset hikes, secluded beach hikes, and much more. The crew arranged for some of our guests who scuba dive to be met by a charter boat for a day of diving while the other passengers enjoyed a day on the beach. For New Years Eve, since everything was shut down due to COVID, Captain Ryan and Stephanie arranged for a local musician to be dinghied to our boat for a floating sunset concert along with other vessels. This was followed by a fantastic dinner in St. John followed by a fire juggling show on the beach all before we counted down the new year with new friends back on our boats. We so appreciated all their attention to detail and the fact they really love to do what they do. I have been on several charters in the USVI and BVI and this one was the best by far.
Captain Ryan & Chef Steph
Thank you for the most amazing week, fabulous food, and great adventures. We'll never forget the week that Will turned 40!! Just a few of our favorite memories on Rapscallion:
*Desserts!! Birthday cake, key lime pie, and cheesecake YUMMY!
*Drinking 7 cases of Ultra when we only ordered 5
*Our girl Felicia (The Unicorn)
*Snorkeling with the turtles(from the play-pad)
*Magen's Bay tow home from beach
*Shopping with Steph
*Teaching you the 'Booty Song'- Captain booty, cooking booty, dripping booty,....
*And who could forget Matt's elevator?!?!
There are so many more memories that we will hold dear from our trip! We hope to do this trip again and maybe get to see the BVI. Wishing you both the best on all your adventures ahead on Rapscallion!!
Love your favorites: Will & Dana, Matt & Brandy, Nathan & Jess
Can't think of a more perfect getaway than this week aboard Rapscallion. we have so enjoyed every part of it. By far the best part has been having Ryan and Steph as captain and chef. You two have made our experience even better than expected. We especially enjoyed our excursion over to St. Croix- it was such a charming little town and the dinner at Savant was outstanding. Buck Island in STX was beautiful and finishing up our trip at the shipwreck was a great snorkeling experience with the best sunset of the week. Were are so happy to have met both of you and hope that you will join us in New Orleans one day soon!! Regardless, we will be back to take another trip with you again in the future!!
Kerri & Franklin and Katie & Vincent
New Orleans, LA
Christmas Charter, 2020
Steph & Ryan,
Thanks for all the entertainment, laughs, and yummy food this week. We had an amazing time and even through covid, you found ways to make our crew of 4 yachts happy at all times! Memories to last a lifetime!
All the best, Patti
What an amazing time despite covid! Great food and fun! Ryan and Steph, thanks for taking such good care of us. 4 tandem boats, and you made it feel seamless. Thank you for sharing your home with us at Christmas! -Chad
Thank you for making this trip so fun and amazing! I loved every place we went to and all of the food! Ryan, thank you again for saving my mom after she fell in the water! Merry Christmas- Darian
Thank you for an amazing week! I have loved every part of it. You guys made this trip awesome even with covid. I will never forget the amazing food and winning the Olympics. Thank you guys for an awesome trip! Merry Christmas- Devan
What an amazing week for the Family! This was originally a 2020 spring break trip but luckily we were able to make it happen over Thanksgiving break and what a MAJOR treat! Captain Ryan and Chef Steph could not be more wonderful. Steph's attention to detail for all of our desires was amazing. Captain Ryan was more than awesome pulling all of our kids tubing and waakye boarding. We all feel so lucky to have escaped covid even for a small break of normal!! We will be forever grateful and will cherish the family memories. Thanks to you both!!
Love, Karee, Lauren, Ashley, & Teddy
Captain Ryan & Chef Steph
Thank you guys so much for your amazing hospitality during our 5 night stint at sea during our Honeymoon! You guys went above and beyond to ensure we had a great time and our glass was always full :) Your area knowledge is second to none on every locale we visited- Way Incredible.
Luke & Laura
We had such an amazing time! Thank you for everything, it was a fantastic time with our dear friends and our new ones!! It’s a privilege knowing you both!!
Sharon K., LA
I can’t believe this fantastic trip has come to an end. But; we have made 2 more amazing friends! We will be back and sail away with you two again! May God’s blessings be with you.
Roy M., LA
What a fabulous week!! Captain Ryan put us on the right spots at the right time and did a wonderful job of educating us on everything from VI history to marine life. Steph.... what amazing food, snorkeling tours and catering to our every need. Most importantly we have made friends with 2 amazing people. May God bless you and you both find the road ahead filled with adventure and love! Carpe Diem!
David and Susie, LA
This trip has been on our bucket list for some time. We finally made it happen and are so glad to have sailed with you two as our host. We were able to learn the local history, learn so much about the coral and fish, and eat and eat and eat to our hearts content. You knew all of the best spots and then some! The sailing was amazing, feeling the best, effortlessly across the ocean, the sound of the vessel breaking the silence. Heaven on earth! In all of our travels, the best part has always been the people we meet. Loved you two the best! We wish you luck with your next adventure and hope we can join you again...
Beth and Gary, OH
Captain Ryan & Chef Steph- Thank you both for making our dream come true. This trip has been a bucket list item for us for some time, and now, because of you two, it was a most memorable vacation of a lifetime. I know it will be one we talk about for years to come. Thanks for taking our husband-wife teams and making us feel comfortable and welcome at all times. You two have a special gift together- keep sharing with everyone else! The meals-awesome! The boat stops, hikes, and overnight stays- The best of the best! The ride on the trampoline up front-ultimate relaxation! The cocktails at just the right time- perfect! Our trip forever etched in our memories!! Thank you both for paying attention al ALL the details- it was noticed and appreciated!
Skip and Sammy, FL
Ryan & Steph, here is a list of my favorite experiences. 1. Your loving, caring, kind attitudes. 2. Your expertise in boating and cooking with excellent customer service. 3. Salt Pond Bay with so so many turtles and the most amazing views from the hike that Steph took us on! 4. The beautiful ocean and relaxing while sailing. Thank you so much for all of your hard work, you make it look effortless.
The G*****t Family
There ae moments in life that are memorable and worry free. They don’t come every day but when they come you feel happier and lighter. But then there are moments in life that are so special that come very seldom if at all. The kind of moment that you carry forever, that make you grow, that builds friendships, that strengthens family bonds, and change your life. Our trip with Ryan and Steph was one of those moments. You opened our eyes to another area of the world. To lands so beautiful. To the world under the sea, and to living on top of the sea, with the basics- great food, friendship, and LOVE. What else is there really? From the bottom of our hearts, Thank You for all that you have done, thank you for dedicating your time and love. Thank you for letting us into your lives. Thank you for keeping us happy and safe. Thank you for the wonderful memories and thank you for giving us these moments that have changed all of our lives in every way.
With all of our heart and soul, The BXXXX Family, NY
I don’t really want this to become a sappy note but not sure how else to show my appreciation. There is not enough paper in this book to thank you for all the things you have done for us this weel. Thank you both for sharing your wisdom about life, the BVI, snorkeling, and wildlife. Thank you for keeping us safe, well fed & liquored up. Thank you for never making us feel like a burden when we asked for something or when we asked a question. Thank you for making us feel like family. Thank you for catering to ALL of our personalities. Thank you for the countless laughs and the amazing jokes. Thank you for amazing views everyday and one of the best experiences of my life. Thank you for not cooking with onions! Thank you for making sure the coffee was made for me every morning so I could thoroughly enjoy my morning sunrise. thank you for paying attention to details because life really is about the little things. Thank you for dancing. Thank you for loving your job and your life and sharing it with us. I really can’t be grateful enough for this opportunity and for the starts to align to have you both as our captain and crew! One last thing, thank you Steph for wiping the bird poop off my face and waiting to laugh at me.
Capt Ryan & Chef Steph, What an incredible trip!! We have been to the islands many times but this experience exceeded our expectations.... awesome food, great overnight spots, snorkeling, turtles, and the huge dolphin on our last day... WOW! Your hospitality will keep us coming back! Thank YOU!
Ryan and Stephanie, the anticipation and excitement for our trip was over the top and you both far-far exceeded our expectations! “The Girls” have been making memories for years and we are so blessed that you are part of our journey! Your attention and service were extraordinary, but we will always cherish the laughs and fun times! You are both the best and we send our heartfelt thanks!!
Donna, Lisa, Laurie, & Dee Dee, NY
Janet’s 50th Celebration
From the moment we stepped foot on the yacht we left the world behind..... When asked about sailing, Ryan’s grin was a sign of what the next 8 days would hold. He went from expert sailor, to fishing guide, to dive buddy, scooter leader, master griller, pro snorkeler, history teacher, and dance moves that stop fish from swimming just to watch. Maybe his best move ever though, was finding Stephanie to be his mate. No sea too rocky for our little spider-monkey to keep our drinks full, and our giggles endless. She delighted us with 5-star meals, made with 5-star love. She makes mooring the boat look as effortless as her mouthwatering desserts... Words cannot express our gratitude to Ryan and and Steph for making this experience as beautiful as the surroundings blue sea. Best of all, are the memories we now hold near and dear to our hearts, and the new friendships that will span for years to come. Thank You for an adventure of a lifetime!!
Keith & Janet Ulinger, CA
Where to start? How could the week get any better? Beautiful beaches, wonderful food, great friends, sailing, and snorkeling! Steph & Ryan were amazing- knew our every need and want, even before we did. So many personal touches, like they had known us forever. We have found new friends and we will be back soon! Thank you Steph & Ryan, you were truly the best host and guides! Best wishes to you both!
Allison & Johnny Willroy, NC
What an amazing vacation!! Being in a different, beautiful location each evening was such a unique part of the trip. Our captain and first mate always knew the best stops on each island and we were able to see things that we would have never known about otherwise. Our whole group was extremely fond of the ‘noodle train’ and the time that we spent snorkeling and sailing. The food and service were top notch. I could not have imagined a more perfect week. Thank You Ryan and Steph!!
Molly Leonard, NC