British Virgin Islands, Caribbean hosted by South Coast Sailing Adventures December 21st - 30th 2023 starting from $2,195

Contact Us

Lucy Newman

Winter? Come With Us and Be Warm Inside and Out!

Discover why the “Christmas Winds” make December in the British Virgin Islands a sailing mecca! There is no better opportunity than our annual winter flotilla to expand your sailing skills, navigate to idyllic shores, and of course, experience the epitome of vacation perfection. The charm of the BVI’s lies in discovering the unique character of each pristine island in this volcanic archipelago.

Location & Activities

This BVI flotilla begins on Tortola, the nation’s capital island characterized by powdery white-sand beaches, lush green mountains, and sheltered, yacht-filled harbors. Play Robinson Crusoe for a day and find your own treasure at Norman Island where we might delve into the hidden bays, caves and wrecks that give the island its reputation as the inspiration for Treasure Island. A hop over to the rugged volcanic wilderness and spirited local watering holes reveal the secrets to what make Jost Van Dyke a favorite destination. Spend time swimming or snorkeling off the island’s gorgeous beaches, then treat yourself to a Painkiller, the island’s claim to fame.

The diver’s paradise, Cooper Island, awaits the adventurous and curious with beauty both above and below the surface. Kayak the clear waters or join a rendezvous dive for a quick trip over to Ginger Island. Sailing on, the dramatic shape of the BVI’s third largest island, Virgin Gorda, reminded Christopher Columbus of a reclining woman, or “Fat Virgin,” thus inspiring its name. The maze of gigantic boulders at the south end of this island create otherworldly pools and grottoes, while Saba Rock to the north is a favorite among yachting and snorkeling fans. Perhaps enjoy a trek to the top of Mt. Scenery. Feeling crowded? No worries – enjoy a spirited sail to reach the absolute quiet found on Anegada’s astoundingly secluded white sand beaches, like Loblolly or Cow Wreck, and feast on the famous Anegada lobster.

The Scenery & People

The protected anchorages in quiet palm-fringed coves with spiraling sheer rock faces greet sailors time and again during this flotilla. Vegetation varies from island to island due to rainfall, soil and sun but from lush palms and tropical fruit trees to cactus varieties, the beauty does not disappoint. Bananas, mangos and key limes are grown on many islands as are giant flowering hibiscus and bougainvillea. The deep cobalt to bright cerulean to ethereal aquamarine hues of the ocean will give new meaning to “feeling blue.” The diverse and fascinating environment makes this island chain a picture-perfect postcard at every turn. What could possibly make this trip any better? The friendliest people around! Immerse yourself in the culture; pick up local spices, jams or soaps; and indulge in the areas best West Indian Cuisine including lobster, conch, curries and roti. Dance to the music of local recording artist Quito Rymer and discover why Jimmy Buffet sings about Cane Garden Bay and Callwood’s Rum. You’ll quickly discover why the diversity of the area appeals to sailors, diver’s, snorkelers, beach bums and reggae aficionados.

Your BVI Flotilla Leader

Captain Lucy Newman, owner of South Coast Sailing Adventures, holds a Master 100-ton USCG Captain’s License with an additional Auxiliary Sail Endorsement and has been sailing for over 40 years. She holds American Sailing Association instructor qualifications for Basic Keelboat, Basic Coastal Cruising, Bareboat Chartering, Coastal Navigation, Advanced Coastal Cruising, Catamaran/Multihull Cruising, Celestial Navigation, and Docking Endorsement. She has navigated and sailed the waters of the Atlantic and Pacific Oceans, The Caribbean, The Gulf of Mexico, The Great Lakes, Puget Sound, and numerous inland lakes throughout the United States. Since 2003, she has captained vessels on numerous major races including The Bermuda Race, the Harvest Moon Regatta, and the Race To The Border. Captain Lucy lived aboard her own sloop for over ten years and has owned numerous other sailboats ranging from 14-50 feet. She has led flotillas to the British Virgin Islands every year since 2006 and most recently led a group of sailors on a trip from Key West, Florida, to Havana, Cuba. Captain Lucy’s deep passion for sailing and for teaching others to harness the power of the wind earned her the ASA Outstanding Instructor Award in 2006 and the respect of thousands of sailors and students.

Pricing Detail

The price per person will range from $2,195 to $3,395 depending on which vessel you choose, and based on double occupancy on the boat. For singles that prefer not to share a cabin, special pricing will be available. Contact the flotilla leader, Captain Lucy Newman, for more information. (see Contact Information below).

A $500 non-refundable deposit per person is due immediately for priority boat and cabin preference. Then, 50% of the balance is due by August 1, 2023. The remaining balance is due no later than October 1, 2023. Credit cards, checks and cash are all acceptable forms of payment. There is a 2% discount for cash or checks payments.


  • This was the most fun vacation I have ever had! The islands were more beautiful than I imagined, the boats were immaculately maintained and the people were so friendly!

    Valerie P

  • Life changing! I visited the BVIs before on a land-based trip but the opportunity to enjoy these islands as a live-aboard was spectacular. I made new lasting friendships, advanced my sailing skills and soaked up plenty of sun and fun. Highly recommend this flotilla!

    Wendy L