Captain Matt and Chef Casey

Crew Profiles: 
Matts love of the water began at an early age fishing the lakes and rivers of the North Woods in Wisconsin, Minnesota, and Illinois, and was escalated quite a bit when his parents decided to sell the lake house in Wisconsin for a 42x12 houseboat in Key West, Fl. called the Sassy Lady. The move to Key West spurred Matts love for the ocean. Spear fishing and lobstering, scuba diving and snorkeling, were and still are, on the top of the list of his favorite activities! Matt played soccer for the Key West High School Fighting Conchs and later in Oklahoma for college; and still has a love for the game, today. Matts favorite off time activities include reading and visiting with family, enjoying good food with friends and anything outdoors. 

Matt is a USCG certified 100GRT Master, with sailing and towing endorsements, as well. He also has an Able-bodied Seaman Unlimited/Any Waters License, an STCW 95, and 5 day Lifeboatman Certificate, and has been sailing in the Virgin Islands for the last two years working as a captain for a busy private daysail company.

First Mate/Chef Casey knew she would find herself living on an island from the first time she visited the Caribbean with her parents. Casey grew up in Maryland and her love of the water began at age 4 when she learned how to water-ski on her Grandparents lake. Casey thrives off adventure and loves to embrace the beautiful island atmosphere and unique culture. Hiking, snorkeling, wakeboarding, paddle boarding and exploring new areas are all things she hopes to share with her charter guests. 

Casey received a Bachelor of Arts degree from the University of North Carolina at Wilmington. She has owned a boat for 10 years, and frequently found herself as captain taking her friends to the nearby coastal islands. Casey moved further South to attend law school in Jacksonville, Florida. 

After 3 years in corporate America, she found herself working countless hours to make money but not having any time to enjoy life. In the summer of 2015, Casey made the decision to leave her corporate life behind and move to St. Thomas to help her family with their day charter business. 

Casey has a passion for cooking and exploring new cuisines, but she still loves to follow her grandmas recipes for good old-fashioned comfort food. She admits to having a serious sweet tooth!
Casey holds STCW -95, CPR/First Aid Certifications, Crowd & Crisis Management Certifications and is currently awaiting the documentation to arrive for her Captains License.

It was on the St. Thomas dock where Casey and Matt (introduced by Caseys father) first met. They share a passion for the water, adventure and enjoying good food with friends. Casey and Matt look forward to making your Caribbean sailing charter dreams come true aboard Island R&R.




Fresh Fruit, yogurt, and granola are available each morning along with a selection of juice, coffee, and tea. 

French Toast served with Pan-fried Cinnamon Bananas

Lemon Ricotta Pancakes

Quinoa Breakfast Muffins

Caprese Egg Sammies

Made to order Omelettes with a Home-fry Scramble

Quiche Lorraine

Smoked Salmon Eggs Benedict



Shrimp Quesadillas with Banana Salsa

Island Cheeseburgers on the grill

Avocado BLT Salad

Cilantro Lime Fish Tacos with avocado cream sauce

Sweet and sour chicken flatbread

Spicy Kale and Quinoa Black Bean Salad



Hors D’oeuvres

Lemon Garlic Baked Ricotta with Broccolini and Toast Points

Tequila spiked Ceviche

Charcuterie and Cheese Plate

Prosciutto Wrapped Scallops

Mezze Platter with Hummus and Tzatziki

Pear and Brie Crostini

Dinner Entrees

Roasted Pineapple Rum Chicken with Black beans and Rice

Guinness glazed Steak with a Smoked Gouda Dipping Sauce and Cauliflower Puree

Garlic Shrimp with Arugula and White Beans on Toast

Hoison Glazed Caribbean Kebabs with Coconut Rice and Vegetables

Maryland Style Crab Cakes with Skillet Cornbread and Coleslaw

Seared Sesame Crusted Tuna over Quinoa and Seasonal vegetables

Caribbean Style Pork Tenderloin with grilled plantains and pineapple salsa




Bananas Foster

Nutella Wontons with Strawberry Sauce

Key Lime Pie

Hot Chocolate Pudding Cake

Warm Apple Crisp with Vanilla Ice Cream

New York Style Cheesecake

Coconut Macaroons

 Standard Ships Bar

Soft drinks, sodas, water, beers & well drinks are available all day for your enjoyment .
Spirits include: Smirnoff and Stoli Vodka, Gordons Gin, Jack Daniels Bourbon, Souza Tequila, 
Cruzan Rum, and an assortment of liqueurs.

Red & White Wines are served with dinner. 
Beers include: Bud & Bud Lite, Coors Lite, Corona, Miller Lite, Caribe and Presidente/Presidente lite

Please remember to let the broker know your preferred brand.  If you require premium wines or spirits not included in the above please let us know and we will be happy to put them on board for you but at additional cost to the charter.