Charter Stories

Bareboat Racing in the BVI Spring Regatta & Sailing Festival – Familiar faces return for the best week ever, part III

By bvisr / March 12, 2026

Chartering two boats this year, including a Sunsail 41 for his racing crew, Ben Sampson’s been a visitor to the BVI for 30 years and for the past ten years he has raced BVI Spring Regatta & Sailing Festival. He returns with his group of characters who call themselves Team Poulet Peeps – full disclosure,…

Bareboat Racing in the BVI Spring Regatta & Sailing Festival – Familiar faces return for the best week ever, part II

By bvisr / March 11, 2026

Team Miami, a name that stuck for a group of guys who got to know each other sailing in Miami, is back for its eighth BVI Spring Regatta & Sailing Festival event chartering a Dufour 41. Brian McCarthy, who lives in North Carolina, is typically the registered skipper and notes they are a group of…

Bareboat Racing in the BVI Spring Regatta & Sailing Festival – Familiar faces return for the best week ever, part I

By Michelle Slade / March 10, 2026

Kelly Wharton and her sailing friends know just where to go when the weather in Vancouver, BC, Canada gets just too cold to bear and warm racing beckons; they head for the Caribbean. Wharton’s chartered various boats in the BVI on some ten different occasions over the years, both for cruising and more recently racing.…

Switching Gears: Jumping off a J109 onto a Chartered Moorings 45 Club

By Michelle Slade / February 4, 2026

Brooke Mastrorio, from Newport, RI, has spent time on boats literally since she was in the womb; when her mom was pregnant with Brooke she sailed in a Sunfish until the boom wouldn’t clear her belly anymore. Her family had a Bristol 27 when she was a kid and while Brooke never raced when she…

Life is Good, a Dutch Perspective

By Michelle Slade / April 6, 2025

In my experience, the Dutch never fail to be able to show a sense of humour even when the chips are down, so it was no surprise that after their galley caught fire during racing on day 1 of the BVI Spring Regatta, the team on Glad 2 B Here,…

No Chickens on THIS Boat! Poulet Peeps Takes a First

By bvisr / April 3, 2025

Ben Sampson, from Pittsburgh, PA, has been visiting the BVI for thirty years. Learning to sail at age 16 at a YMCA sailing camp in Pennsylvania ultimately led him to Monique and Julian Putley, long-time Tortola residents who became the reason Sampson makes the annual pilgrimage to the BVI to…

Whether casual or competitive racing, the charter options are numerous!

By Michelle Slade / November 6, 2024

Registration is open for BVI Spring Regatta 2025 (BVISR), and competitors from around the world are already signing up to compete in one of the Caribbean’s top-rated regattas. While some sailors compete on their own boats, a sizeable number of the annual BVISR fleet compete on charter boats, and there are a plenty of charter…

Pay to Play Perfect Option for Sailors Looking for Sailing Fun

By Michelle Slade / April 6, 2024

Germaine Williams was supposed to go sailing one day when he was about 12 years old but it was too windy, so he didn’t go on that particular day. It was some ten years later when he was in his early 20s that a challenge to achieve something he’d always…

Jim Proctor: 20+ Years Herding sailors to BVI Spring Regatta

By Michelle Slade / April 3, 2024

Jim Proctor is sailing this week on a chartered Moorings 45. He’s become famous at BVI Spring Regatta over the years for herding sailors from everywhere around the US and bringing them to BVI Spring Regatta to race, sometimes these people are complete novices never having been on a boat. However, Proctor loves to charter as many boats as he has friends to fill them, and these friends love to come back to BVI Spring Regatta.

TeamRTW To Compete For First Time In BVI Spring Regatta

By bvisr / March 14, 2024

For the first time in the history of the BVI Spring Regatta, long-time supporter Road Town Wholesale and RiteWay (RTW), is going to enter a team to race in the BVI Spring Regatta & Sailing Festival onboard a Moorings 46. The history of the BVI Spring Regatta and RTW is inextricably linked. Peter Haycraft OBE,…