Thomson and Shayna first crossed paths on the ocean while enjoying a cruise on a classic wooden schooner with mutual friends off the coast of Tybee Island, GA. Shortly after they were inseparable and started a life of adventure, sharing a deep passion for art, design, and science.

Thomson was born in a small southern Georgia town called Naylor. Growing up on the outskirts of a large tobacco and cotton farm as an only child, he was raised by both his parents and his dog. His father a farmer and mother an artist. Like an animal in the woods, Thomson only had his imagination as a best friend and his dog Buck.

Shortly after graduating from high school he headed straight to The Savannah College of Art and Design. Moving through a variety of majors such as painting and illustration, he finally found his love for sculpture and the physical relationship with materials. He continued his passion of working with his hands and started building and restoring wooden sailboats which led to sailing around the world in places such as Africa, Greece, and across The Atlantic.

Born and raised in Southern California, Shayna spent most of her youth riding horses and taking photographs. Yearning for a change of scenery, Shayna moved to Savannah, Georgia after graduating high school to pursue her love of art and equestrian life at The Savannah College of Art and Design. Opportunity presented itself for her and she was able to shoot for renowned publications during her time in college.

After graduating with a BFA in photography, Shayna returned back home to California and became incredibly interested in health and diet. She learned how to create flavorful dishes while also nourishing her body and her culinary skills and art of cooking have grown since then.

Thomson and Shayna welcome you to join an unforgettable experience in one of the most magical places on Earth. Through their love of biology, science, and adventure, they will create a memorable and safe time where you will stop existing and start living. Thomson and Shayna’s southern hospitality and manners will make you feel at home on the sea. Nothing but good times on the horizon!

- Fair Wind and Following Seas -


Type Catamaran
Year Built2008
Size46.00 Ft
Beam24 Feet
Draft4.5 Feet

Boat Details

Cabins: 3
Queen: 3
Single Cabins: 1
Showers: 3
Wash Basins: 3
Heads: -
Electric Heads: 3

Pick Up Locations

Pref. Pick-up: Yacht Haven Grande, St. Thomas
Other Pick-up: West End, Tortola


Refit: -
Helipad: No
Jacuzzi: No
A/C: Full

Engine Details

Fuel Consumption: -
Cruising Speed: -
Max Speed: -


Winter Area: Caribbean Virgin Islands, Caribbean Leewards, Caribbean Windwards
Summer Area: Caribbean Virgin Islands, Caribbean Leewards, Caribbean Windwards


Salon Tv/VCR: Yes
Salon Stereo: Yes
Sat Tv: -
# of Videos: -
# DVDs/Movies: Yes
# CD's: Yes
Camcorder: -
Books: Yes
Board Games: Yes
Sun Awning: Yes
Deck Shower: Yes
Bimini: Yes
Water Maker: Yes
Special Diets: Yes
Kosher: No
BBQ: Yes
# Dine In: 8
Minimum Age: None
Generator: Yes
Inverter: Yes
Voltages: 110 V
Water Maker: Yes
Water Cap: -
Ice Maker: No
Sailing Instructions: -
Internet Access: Onboard WIFI
Gay Charters: Yes
Nude: Inq
Hairdryers: Yes
# Port Hatches: Yes
Guests Smokes: Aft sugar scoops only
Crew Smokes: No
Pets Aboard: No
Pet Type: -
Guest Pets: No
Children Ok: Yes
Hammock: No
Windscoops: -

Water Sports

Dinghy size: 14'
Dinghy hp: 40
Dinghy # pax: 8
Water Skis Adult: -
Water Skis Kids: -
Jet Skis: -
Wave Runners: -
Kneeboard: -
Windsurfer: -
Snorkel Gear: Yes
Tube: Yes
Scurfer: -
Wake Board: Yes
Kayaks 1 Pax: -
Kayaks (2 Pax): Yes
Floating Mats: Yes
Swim Platform: Yes
Boarding Ladder (Loc/Type): Yes/aft
Sailing Dinghy: -
Beach Games: -
Fishing Gear: Yes
Gear Type: Light tackle
Rods: 2


Huevos Rancheros served with corn tortillas, over-medium eggs, black beans, peppers, tomatoes, homemade ranchero sauce, topped with melted cheddar cheese, avocado, sour cream, and cilantro

Avocado Toast with tomato, onion, sprouts, chili flakes, lemon, salt and pepper

Cinnamon Oatmeal topped with banana, mixed berries, cacao nibs, brown sugar, with your choice to add granola or peanut butter

Breakfast Burrito on flour tortilla served with brown rice, roasted potatoes, black and red beans, scrambled eggs, melted cheddar cheese, sour cream, guacamole, cilantro, green onion, served with a side of salsa

Peanut Butter Toast topped with banana, coconut shreds, almond slivers, cinnamon, and honey

Eggs Benedict served on an english muffin with bacon, drizzled with hollandaise sauce

 Cinnamon French Toast served with whipped cream and maple syrup

Buffalo Chicken Breakfast Sandwich served on two english muffins with homemade buffalo sauce, green garlic olives and side arugula salad with strawberries and homemade balsamic dressing

Omelet served with sautéed spinach, mushrooms, roasted peppers, onion and salsa

Smoothie Bowl blended with banana, strawberry, pineapple and almond milk, topped with granola, fresh fruit, coconut shreds, and honey

*Option to add bacon or sausage to any order

Breakfast served with your choice of coffee, tea, juice, or fruit smoothie Bloody Mary’s and Mimosa’s on request.

Garden Salad with mixed greens, tomato, cucumber, carrot, avocado served with a lemon zest dressing

Lentil Wrap with brown rice, garbanzo beans, lentils, carrot, cucumber, red onion, tomato, sprouts, seasoning, hummus and chipotle sauce

Roasted Sweet Potato Quinoa Salad served with cucumber, bell pepper, broccoli, and roasted sweet potato with an olive oil lemon dressing garnished with cilantro

Fish Tacos with Mango Salsa consisting of mango, tomato, onion, served with seasonal grilled white fish, rice, black beans, guacamole, jalapeño, and cilantro

Stuffed Bell Peppers served with ground beef, beans, rice, sweet corn, diced mushrooms, green onion, with melted cheese on top

Turkey or Ham Sandwich with roasted red pepper, spinach, tomato, mayonnaise, dijon mustard, and melted provolone cheese

Classic Cheeseburger served with lettuce, tomato, onion, and homestyle fries

Enjoy water, cold beer, or soft drink, your favorite cocktail or a glass of wine



Caprese salad drizzled with balsamic glaze

Veggies and Pita Bread with hummus

Flatbread Pizza topped with red sauce melted mozzarella cheese, tomatoes, red onion, roasted brussel sprouts, with balsamic glaze

Asian Noodle Spring Rolls made with fresh vegetables served with a peanut butter dipping sauce

Cheese Quesadilla with melted cheddar cheese served with guacamole, salsa, and sour cream garnished with cilantro option to add chicken

Individual Taco Cups with a vegetable and lentil filling topped with melted cheese and herbs

Ceviche with seasonal white fish with onion and cilantro served with chips Fried Plantain with chipotle dipping sauce

Spicy Italian Stuffed Zucchini Boats with sausage, mushrooms, tomato, garlic, melted parmesan cheese with basil, oregano, and red pepper flakes



Salmon drizzled in Beurre Blanc Sauce paired with grilled asparagus and sweet potato

Coconut Curry Chicken Soup served with vegetables, basil, and cilantro
 Shrimp Scampi with linguine pasta, sautéed spinach and mushrooms, hint of lemon and red pepper flakes with Alfredo Sauce

Southern Style Steak served with grilled asparagus and baked potato with green onion and sour cream

Family Style Low Country Boil with shrimp, sausage, potato, corn on the cob, lemon, seasoned with old bay style seasoning

Meatball Lasagna with ricotta, mozzarella, and parmesan cheese paired with garlic bread

Lobster Risotto cooked in white wine with garlic and lemon zest



Strawberry Crumb Cake accompanied with vanilla ice cream

Raw Galaxy Donuts with pink dragonfruit and blue spirulina frosting

Almond Joy Bar with chocolate drizzle

Fudgy Cheesecake Brownies topped with chocolate shavings Creamy Sweet Chocolate Peanut Butter Balls

Banana Chocolate Crepes drizzled with chocolate syrup and powdered sugar

 End your day with an after dinner drink, coffee, or tea




Soft drinks, sodas, water, beers and well drinks, cocktails are available  for your enjoyment.



Vodka brands: Tito’s, Stoli, Smirnoff

Whiskey brands: Johnny Walker, Dewars, Jack Daniels

Tequila brands: Souza, Milagro

Rum brand: Cruzan

Gin brands: Gordans, Tanqueray  

Assortment of liqueurs.


Red and White Wines

Pino Grigio, Sauvignon Blanc, Chardonnay, Cabernet Sauvignon, Red Blend, Pinot Noir, Proseco



Bud, Coors, Corona, Miller, Caribe, Presidente


Please let your broker know your preferred brand.

If you require premium wines or spirits of your choice, please notify your broker and we will be happy to source it for you and have them onboard when you arrive.

These would be at an additional cost to you.




2 Pax 3 Pax 4 Pax 5 Pax 6 Pax
Summer 2020 $13,000 $13,500 $14,000 $14,500 $15,000
Winter 2020 to 2021 $13,000 $13,500 $14,000 $14,500 $15,000
Summer 2021 $13,000 $13,500 $14,000 $14,500 $15,000
Winter 2021 to 2022 $13,000 $13,500 $14,000 $14,500 $15,000
**** Please note
Cruising Permits, Fees, and Taxes to be paid by the Charterer upon entry to BVI Cruising Grounds or Ports.


SLEEP ABOARD: 1/2 the daily rate. Dinner ashore at client expense. Includes boarding after 4pm, welcome cocktail and breakfast the next morning and early start.

HALF BOARD: Discount of $150 per person
Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches and 4 dinners ashore at client expense. Also see Local Fare option below.

LOCAL FARE MEAL PLAN: Discount of $75 per person
7 breakfasts, 5 lunches & 6 dinners. Requires 2 lunches and 1 dinner ashore at client expense.

CHRISTMAS: Falt Rate $16,500 Must end no later than Dec 26th
NEW YEARS: Flat Rate $18,000 must begin no sooner than Dec 27th

CHILDREN: $200 discount per child under aged 12 up to a max of 3 children.
Must be accompanied by 2 paying adults
This yacht does not offer Captain only
MCA Compliant
All Inclusive.Cruising Permit: Paid by BoatLicenses: Paid by Boat

(15 December -30 April)
Caribbean Virgin Islands, Caribbean Leewards, Caribbean Windwards
(1 May - 14 December)
Caribbean Virgin Islands, Caribbean Leewards, Caribbean Windwards


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Island R&R is a 46′ Leopard Catamaran built in 2008. She charters out of the US and British Virgin Islands. 6 Guests. Book now!