Cruising Area of Island R&R

Pref. Pick-upYacht Haven Grande, St. Thomas
Other Pick-upWest End, Tortola
Summer PortSt Thomas
Winter PortSt Thomas

Island R&R Description

Island R&R is a 2008 Robertson&Caine designed Leopard 46, perfectly designed for the charter yacht market.

Below deck, 3 queen cabins invite guests to relax in serene comfort with private, en suite heads - complete with electric flush toilets and walk-in showers.

The elegant salon flows into the outside seating area where a big cockpit table and additional bench seating gives everyone plenty of space to be together and enjoy a sailing vacation like no other.


Length46 Feet
Beam24 Feet
Draft4.5 Feet
A/C NightYes
Sun AwningYes
Bimini TopYes
Sailing InstructionsYes
Nude ChartersInq
Num HatchYes
Guest SmokeAft sugar scoops only
Children AllowedYes
Min Child AgeNone
Voltages110 V
Water MakerYes
Internet AccessOnboard WIFI
Turnaround48hr preferred, Inquire for 24


Wash Basins3
Electric Heads3
Accommodation Details
Island R&R Sleeps 6 guests in 3 Queen cabins with ensuite heads, all electric and separate walk-in showers.


Salon Tv/DvdYes
Salon StereoYes
iPod/Device HookupsYes
Board GamesYes
Other Entertainment
Captain is not a certified sailing instructor but is happy to teach guests the basics of sailing.


Special DietsYes

Water Sports

Dinghy (Feet)14´
Dinghy Hp40
Dinghy Pax8
Snorkel GearYes
Wake BoardYes
2-Man KayakYes
Floating MatsYes
Standup Paddle2
Swim PlatformsYes
Boarding LadderYes/aft
Fishing GearYes
Gear TypeLight tackle
Fishing Rods2
Other Toys
2 Stand Up Paddleboards
One 2-man Kayak
Giant floating Lilypad
SUB Wing (underwater flying device)
Projection Screen that turns the cockpit lounge into a movie theater
Wakeboard for kids

Scuba Diving Scuba Diving Symbol

ScubaYacht offers Rendezvous Diving only
Air CompressorNot Onboard
Diving Info
Yacht offers rendezvous diving
Scuba gear onboard for $150 per person/per week.
Scuba gear includes a BCD, regulator, weights and tank.
Dive Costs
Rendezvous Dive Rates: Blue Water Diving
Per person

1 Tank Dive - $100
2 tank Dive - $130
Night Dive - $105
Discover Scuba - $140

Island R&R Crew Profile

Crew Number2
Crew SmokeNo
CaptainThomson Moore
Years Sailing15
Years Chartering2
CrewShayna Colvin
Years Sailing10
Years Chartering2

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 -

Island R&R Calendar

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Island R&R Reservations & Port Locations

Start DateEnd DateDetails (Holds can be challenged)
Feb 08, 2021Feb 15, 2021Booked: Yacht Haven Grand to Yacht Haven Grand
Mar 21, 2021Mar 27, 2021Booked: Yacht Haven Grand to Yacht Haven Grand
Apr 03, 2021Apr 10, 2021Booked: Yacht Haven Grand to Yacht Haven Grand
May 30, 2021Jun 05, 2021Booked: Yacht Haven Grand to Yacht Haven Grand
Jun 15, 2021Jun 23, 2021Booked: Yacht Haven Grand to Yacht Haven Grand
Aug 08, 2021Oct 23, 2021Unavailable: Yacht Haven Grand to Yacht Haven Grand
Nov 22, 2021Nov 27, 2021Booked: Yacht Haven Grand to Yacht Haven Grand
Dec 01, 2021Dec 08, 2021Booked: Yacht Haven Grand to Yacht Haven Grand
Jan 19, 2022Jan 25, 2022Booked: Yacht Haven Grand to Yacht Haven Grand

Island R&R Rates / week

The prices shown are for the entire yacht for a week-long (7 nights) charter. Inquire for lowest rate.
Low price: $11,500
(normal rate)
High price: $15,000
(normal rate)

Island R&R Special Offer!
Discount: 10%!
Offer: Island R&R is offering a 10% discount for all charters that sail in January & February, 2021 . Not to be combined with any other discount.
Old price: $11,500 - $15,000 / week
New price: $10,350 - $13,500 / week (Save: $1,150 - $1,500 / week)
Minimum nights: 4
Travel before: Feb/28/2021

Season2 Pax3 Pax4 Pax5 Pax6 Pax
2020/21 Winter$13,000$13,500$14,000$14,500$15,000
2021 Summer$13,000$13,500$14,000$14,500$15,000
2021/22 Winter$13,000$13,500$14,000$14,500$15,000

Yacht terms: All Inclusive

An all-inclusive charter covers all provisioning and running expenses. This includes a captain and crew that is fully trained and committed to your safety and enjoyment of your trip. A chef will provide the kind of exceptional, personalized meal preparation that you would expect of a five-star restaurant. The listed rate may not include all local taxes, premium beverages or scuba activities. Inquire for more information.

Send us an inquiry to get specific pricing for Island R&R.

Island R&R Guest Reviews

Hard to Express Our Gratitude

It´s hard to express our gratitude fully enough for an amazing week of adventure. When we originally selected our captain and crew based on the bio we knew it would be a good fit. As confident as we felt about our selection, you blew away our expectations. it felt like we were sailing with great friends or family members. Thank you for your flexibility in itinerary, patience in educating on all things BVI. We truly loved the week and it will be remembered for a lifetime

Absolutely Wonderful!

What an incredible week this has truly been. We have really had an awesome time! Jason, you and Dana, truly have a gift of hospitality and we so appreciate all that you both did to make our our trip the best ever.

Absolutely wonderful! thank you for making my ´50´: trip so amazing. Loved going off the beaten path - exploring and seeing so many new things. Jason and Dana are one of a kind.

Thank you for a wonderful week. Jason and Dana are incredible. This has been amazing. We´ve been in the BVI before so this time Jason steered us to some off beaten path places. Just incredible! Dana´s cooking.....AMAZING! So fun! Want to come back soon.

A 1st Class Experience!

What a week! Dana and Jason made out trip amazing. We hit all the spots on our list and they made great suggestions on things to add along the way. Scootering around Anegada was an experience to remember and they had the biggest lobsters we´ve ever seen. Snorkeling at the Indians is something we´ll never forget. Dana and Jason - thank you for an amazing trip!

It was a first class experience with Jason and Dana all week. Great Times were had by all and we cant wait to come back.

40th Birthday Party week completed! Jason and Dana provided a masterful trip. We left St. Thomas and made our way around the island in both US and British waters. some of our best days included a day at Soggy Dolllar, Virgin Gorda, The Baths, Anegada and of curse our stop at Willie T´s. thank you Jason and Dana for a great rip. Dana, your cooking was wonderful and Jason, you kept us entertained the entire ride. Island R&R is the boat to be on!!

Every Day Was Totally Different!

We planned this vacation for our 20th anniversary. It is a trip my husband and I always wanted to do. We booked the island R&R for our active family of 5. First of all, there was plenty of room for my husband and I and our 3 kids. From the minute we got on the boat we knew we were going to love Matt and Dana! Matt planned our itinerary every day after asking what we were in the mood for. He is so active our crazy kids could barely keep up with him! I could not pick one favorite place or activity, since every day was totally different! It was the perfect blend of snorkeling, exploring, relaxing and learning. I can´t imagine that there could be a more knowledgeable captain! Everyone knows and loves him! We loved getting to know Dana as well. Her meals were amazing and perfect and we enjoyed hanging out with her and getting to know her. We felt like we had 2 new family members at the end of the week!! We can´t wait to do it again!!

We are HOOKED on the Boat Life!

I just got back from a week on the Island R&R with Matt and Dana and I am already ready to go BACK for MORE. I am not sure how this vacation could be topped. From the moment Matt met us at the dock until we left him at the dock he was on top of everything and make sure we didn´t need for anything.
We let him plan our itinerary and he didn´t disappoint - from Christmas Cove for some pizza from the Pizza Pie boat, to an afternoon in White Bay sipping Pain Killers from Soggy Dollar, a hike through the Baths on Virgin Gorda, the Bubbly Pool on Jost Van Dyke, Snorkeling at the Caves and Indians, an afternoon at the exclusive Oil Nut Bay, pirate songs in Leverick Bay, shopping eating and drinking in St John, and an afternoon on our own private secluded beach. The trip was a perfect combination of relaxation and activities and it was catered just for US. Matt knows the islands so well and I was always intrigued to listen to him share information.
Dana cooked some amazing meals in that tiny kitchen... every breakfast, lunch and dinner was fantastic. They were Delicious and with beautiful presentation. She has an infectious laugh and smile and such a sweet personality. The crew on this boat MADE the trip!!!

This kind of trip is a once in a lifetime experience (although I plan to repeat) that you MUST do. I don´t know how a trip to a Caribbean island at an all inclusive resort will ever fit the bill for us again. We are HOOKED on the Boat Life!
Thanks Matt and Dana - you are forever in our hearts - thanks for the time of our life!- Monica

The Crews´ Knowledge of the Islands is Very Impressive. An Amazing Family Trip!

Our family of four spent an amazing week in the USVI and BVI aboard the Island R&R. The beauty of this trip is that you can be as lazy or active as you want. The boat can accommodate any and all desires. We were fairly active so we snorkeled, hiked, sailed a Hobie Cat, knee boarded, paddle boarded, and kayaked.

The boat is fully equipped with all the water toys you could imagine - including a dinghy with a 40hp motor that can take you knee-boarding or wake-boarding. Packing for the trip is so easy as the boat is perfectly provisioned based on your favorites and things such as snorkel equipment, towels, sunblock, and linens are provided

We all know the islands are beautiful and a treat to sail, but a trip such as this can only be as good as the company you keep. The crew are so pleasant to be around and acted as our guides on some snorkels and hikes but were also willing to pull back and allow family time.

The meals were absolutely incredible - using many native fruits and vegetables and locally caught fish (Matt was able to get a newly caught Tuna on the day we arrived so we had fresh sashimi for the first couple days of the trip). The crew´s knowledge of the islands is very impressive so you can get a great history lesson if you are interested. And if you want to learn about sailing or tying knots, that can be done as well. Captain Matt also captures many photos throughout the trip and was good enough to send all the photos electronically a few days after the trip ended.

Overall, you can´t go wrong on the Island R&R. It was truly relaxing because everything is taken care of and you know that the family is in safe hands. Go sailing - you won´t regret it! ~The Thompson family

You Made Every Day The BEST DAY EVER!

From the flexibility to the recommendations for snorkeling to the tasty cuisine to the hospitality to the breadth of knowledge about the beautiful islands to the phenomenal playlist, we could go on and on! Thank you for the most amazing time! You guys made every day of this trip the Best Day Ever! We areIsland R&Red
Mitch, Judy, Bob, Natalie, Keith and Todd -AKA the Aquaholics!

I Couldn´t Have Picked a Better Team

Thank you for making my first out of country vacation an amazing adventure. Every single place we went was beautiful and an experience I could not find anywhere else. Both of you made sure me and my family were as comfortable as possible, and we all appreciate it extremely. Thank you for making my last Christmas as a high school senior the best trip Ive ever been on. ~Chloe

I couldnt have picked a better team. Wow! You guys Rock! No experience can replace an Amazing Chef or Captain. You guys made my last family trip with my girls the best it could possible be. Gary

We Loved Everything About the Trip

Thanks so much for opening your boat home to us. We loved everything about the trip especially the inflatable unicorn and its babies!

We were looking for a way to get away and you guys provided must that. We all had lead very busy lives, and we loved being able to disconnect for a little bit. We loved hiking Salt Island, the Indians and the Baths!

Thanks for everything,. We hope we can do this again in the future!

Shannon, Thomas, Sara, Jake, Kurt and Kate

Island R&R Sample Menu Picture
Island R&R Sample Menu Picture
Island R&R Sample Menu Picture
Island R&R Sample Menu Picture
Island R&R Sample Menu Picture