FEBRUARY 23 – MARCH 1, 2019

This super-exciting Caribbean Race Week Challenge is a rewarding and fun way to brush up your big boat racing skills in the heart of winter! In this newest Caribbean Challenge program, not only will you learn a ton, you get to sail in the most beautiful cruising grounds in the world while everyone else is shoveling snow back home.

Learn Big Boat Racing Tactics with Expert Racing Coaches

Can you think of anything more fun than brushing up your racing skills on a week-long island cruising adventure? This special BVI Race Week Caribbean Challenge program combines racing instruction and competitive sailing with delightful days sailing from island to island in the glorious British Virgin Islands.

New to Racing? Need a Quick Racing Brush Up?

We highly recommend you refresh your racing skills first with our December Go-For-The-Gold 4-day Race Clinic – the perfect prelude to this big boat racing program. Sign up for the 4-day December Go-For-The-Gold Race Clinic and the Caribbean Race Week in the British Virgin Islands, at the same time, and you get a 10% discount on both packages!

Coached Racing Each Day, Seminars, Parties and Fun in the Evenings

Each of the Moorings 48.4 yachts in the BVI Race Week fleet will have a sailboat racing coach aboard throughout the day. In the evenings you and your crew mates enjoy privacy aboard as the coaches head to the mother ship – a 51′ Moorings  power yacht – which will also tow your dinghies and set starts and finishes as you race from anchorage to anchorage.

Time for Swimming, Snorkeling, Exploring Too

You will enjoy intense racing as you learn big boat handling and racing tactics. Each day you tune your crewing and skippering techniques in practice sessions and actual races. Each evening you anchor or moor in a different harbor, arriving in time to jump in the water for a relaxing swim, don fins and masks for fabulous snorkeling, and head to shore to explore or relax in the setting sun with a cool island libation in hand.

Book Your Cabin Now!
888-454-7015 ♦ Info@OffshoreSailing.com

Who Should Participate

You should have sailing experience and skills crewing and steering monohulls of at least 30’ to get the most out of this BVI Race Week Caribbean Challenge. It is not a learn to cruise course. BVI Race Week is for sailors with competitive spirit who want to learn to work as a team to make a large cruising boat go as fast as possible, and win!  Each boat has four cabins. You may purchase a private cabin or share a cabin with another qualified sailor traveling with you. All sailors should be able and anxious to participate in the race-learning experience. A minimum of four and maximum of eight participants (if four couples) will be assigned to each boat.


You will be totally involved in learning racing techniques throughout the week. While racing, all the yachts’ dinghies will be towed to the next destination by the 51′ Moorings yacht mother ship, captained by Offshore Sailing School’s Chief Operations Manager, Bryce Jackson, and another Offshore Sailing School staff member. Your coaches will sleep aboard the mother ship, and conduct a skippers’ meeting there each morning. The boats are provisioned for all your breakfasts, lunches, snacks and three dinners. Lunch will generally be underway as you race.

Saturday, February 23 – Arrive at The Moorings Base in Road Town

Get settled aboard, then join your crewmates and coaches at The Moorings base on Wickhams Cay for the Welcome Orientation Party, cocktails and dinner ashore. Sleep aboard in the marina that night.

Sunday, February 24 – Moorings Base to Cooper Island                        

This first morning is spent stowing provisions, then a boat checkout to learn all the systems, and a navigation seminar before leaving the dock. Underway you will go through drills, practicing: Safety issues and techniques, proper winch use, MOB procedures, jibing and tacking against a stopwatch, all while concentrating on molding teamwork. After picking up moorings at Cooper Island, your coach will conduct a Starting Tactics Seminar aboard, then head to the mother ship for his or her dinner and sleep. If you’re not too tired, dinghy to the Cooper Island bar to watch the spectacular sunset. Dine aboard tonight.

Monday, February 25 – Cooper Island to Scrub Island

Today you race from Cooper Island to Scrub Island where you will dock at the Scrub Island Resort Marina. Head to the resort’s fabulous pool and exercise facilities ashore, then attend a seminar late afternoon, followed by dinner ashore at Scrub Island Resort.

Tuesday, February 26 – Scrub Island to Drake’s Anchorage at Leverick Bay

Today you will race once around Scrub Island leaving it to port, then continue the race to the finish line, bearing 112 degrees to Mountain Point. Anchor in Drake’s anchorage, and join the group at a BYOB cocktail party for all on the mother ship. Dine aboard your yachts tonight.

Wednesday, February 27 – North Sound to Great Harbor, Jost Van Dyke

Race from a starting line off Mosquito Island to the finish off Sandy Cay. Swim and explore Sandy Cay, then head to Great Harbor on Jost van Dyke for a fun dinner ashore at fabled Foxy’s.

Thursday, February 28 – Great Harbor to Norman Island

Race around Jost Van Dyke, Sandy Cay and Little Jost Van Dyke leaving all to port, and then to Norman Island. Pick up moorings in The Bight and enjoy the caves or snorkeling near Pelican Island. Tonight everyone celebrates a week of intense, fun training at the gala Regatta Prize Dinner ashore at Pirate’s Bight Restaurant.

Friday, March 1 – Norman Island to Moorings Base at Wickhams Cay

Return the boats to The Moorings by 10 a.m. and head for home, with tons of memories, a lot of photos, and new racing skills that are sure to get you in the winners circle when season opens back home!

Book Your Cabin Now!
888-454-7015 ♦ Info@OffshoreSailing.com

About The Moorings 48.4 Yachts – Your Home for the Week

Designed by Berret-Racoupeau, and built by Beneteau, few boats like the Moorings 48.4 balance the thrill of sailing with such nice live aboard comfort. Each cabin has an ensuite bathroom. The layout is spacious with large portholes illuminating the generator controlled air-conditioned interior. A u-shaped settee in the main saloon seats up to eight. There’s a flat screen TV and big galley with everything you need for preparing meals and dining aboard.

On deck an electronically controlled transom converts to a swim platform with a fresh water après swim shower. Dual helms that provide better visibility for sail trim, make steering easy. All lines lead aft to the cockpit for happy crew management. Other features include the Raymarine Navigation system, electric windlass, electric winches, bow thruster and a 80 hp Yanmar diesel engine. LOA is 47’9”, beam 15’7”, draft 6’, with 603 sq. ft. of sail area, 185 gallons of water and 52 gallon capacity for fuel. Come join us onboard. You’ll love honing your racing skills on these beautiful Moorings 48.4 yachts!

Package Rates Per Person

  • Single in private cabin – $4695
  • Two sharing a cabin – $3995 per person

Loyalty Discount Rates for Offshore Sailing School Grads: If you have participated in any other racing program offered by Offshore Sailing School, or hold US Sailing Bareboat Cruising Certification earned in an Offshore Sailing School cruising course, you are entitled to a 5% discount on the above rates:

  • Single in a private cabin – $4460.25
  • Two sharing a cabin – $3795.25 per person

Deduct 10% If You Sign Up for This Caribbean Race Week in the British Virgin Islands, and the December 4-Day Race Clinic at the Same Time

If you enroll in this BVI Race Week and our 4-day Racing Clinic in December at the same time, you are entitled to a 10% discount on each package! You must sign up for both programs at the same time to get this discount. If you are an Offshore Sailing School qualifying grad (see above paragraph). you may also take advantage of the additional 5% loyalty discount too. However, if you cancel one of these sailboat racing programs in accordance with our Terms and Conditions, your package price on the remaining program reverts back to the non-discounted price. If you qualify for both discounts,  10% will be deducted first, and then the additional 5% will be deducted from that discounted total.

Included in Your Total Package Price

  • Private or shared cabin aboard one of six new Moorings 48.4 yachts
  • Racing instruction throughout the week with an expert race coach on each boat
  • Split provisioning – daily breakfasts, lunches and snacks and three dinners
  • First night welcome party and dinner
  • Last night Regatta Awards dinner
  • Evening seminars and parties aboard the mother ship
  • Three days of moorings fees
  • BVI Race Week shirt and hat
  • Trophies for 1st, 2nd, and 3rd place winners
  • BVI National Park fees and cruising tax
  • Boat damage waiver
  • Fuel, water and ice placed aboard when board
  • Evening start aboard the boat in lieu of rooms ashore

Other Costs You May Incur 

  • Any meals ashore before, during and after the week not included in above list
  • Wine, beer and other alcohol beverages (buy at base before boarding)
  • Fruit drinks, extra water and sodas (buy at base before boarding)
  • Moorings fees other than the three listed above
  • Travel to and from the British Virgin Islands and The Moorings base on Wickhams Cay
  • Any other purchases you might incur

Payment Terms

To secure your cabin in this exciting BVI sailing regatta program, a 30% deposit of your total package is required. Final payment, plus a $300 refundable security deposit per person, is due October 20, 2018. If you cancel prior to October 20, you will receive back your payment less a $200 deposit per person. No refunds are allowed on cancellations received after October 19, 2018. Please consider purchasing trip insurance. If you do not have your own, Travelex has a good policy available for Offshore Sailing School students.

Sharing Extra Costs and Refundable Security Deposit

Each boat will set up a kitty, with all those living on the boat sharing in the various extra costs mentioned above that are related to the boat (beverages, moorings fees for instance). The refundable security deposit covers the deductible Offshore Sailing School is charged if there is loss or damage to a boat. If you were to dump the dinghy and damage the outboard, that would fall into this category, as well as any equipment like winch handles lost overboard or broken. In the rare case of a loss, all BVI Race Week participants share in the charge assessed by the charter agency, regardless of which boat or boat(s) incurred the loss, and the security deposit in full or part is refunded within a month after the trip ends.

Book Your Cabin Now!
888-454-7015 ♦ Info@OffshoreSailing.com

Photos supplied by The Moorings and Offshore Sailing School graduates. Some of the racing photos on this page were taken in the British Virgin Islands during other events and are of earlier boats, not the Moorings 48.4 you will be sailing on.