Winter 2026 Newsletter
Join Us for Winter’s Watch at the Inn at Perry Cabin in St. Michaels There are only a few tickets left for this farm-to-table dining experience on the Eastern Shore. When: Saturday, February 28th at 5:00 PMWhere: Inn at Perry Cabin, St. Michaels – 308 Watkins Ln, St Michaels, MD 21663 Click here to secure your tickets. We’ve missed sailing […]
Read the 2025 Hospice Cup Sustainability Report
In 2024, Hospice Cup earned its first ever platinum clean regatta certification from Oceana’s Sailors for the Sea. The prestigious certification from sustainable boating’s recognized governing body capped a year of dramatic progress: zero-waste efforts, a volunteer-powered Green Team, locally sourced food and composting strategies, and the elimination of single-use plastics across both land and […]
Eye On Annapolis: Annapolis Sailors Raise More Than $550,000 as Tradecraft Team Wins 2025 Triple Crown of Charity Sailing Trophy
The 2025 Triple Crown of Charity Sailing Trophy has been awarded to the Tradecraft Team, led by Roger Mason and Chris Valentino, after a record-setting season of racing and fundraising that showcased both competition and generosity on the Chesapeake Bay. Tradecraft Team Takes 2025 Triple Crown Title The trophy presentation and reception were held October […]
SAIL-WORLD: Triple Crown of Charity Sailing Trophy 2025 winner announced
The highly anticipated 2025 Triple Crown of Charity Sailing Trophy presentation and reception was held at the Chesapeake Region Accessible Boating Annapolis Adaptive Boating Center on October 30th. The leadership of Maryland Cures Cancer Regatta, the CRAB Cup, Hospice Cup, and Weems & Plath were present to celebrate the awarding of the trophy to Roger […]
Fall 2025 Newsletter
Record scratch sheet & fundraising at the 2025 Hospice Cup Racers hoisted their sails last month for the 44th annual Hospice Cup regatta, with 99 registered boats and more than $231,000 raised for non-profit hospice organizations. Click here to read all about this year’s race and shore party. Missed the Shore Party and want to pick up […]
Spinsheet: Hospice Cup 2025 – Fun, Joyful, and Inviting
Read all about the 2025 Hospice Cup in the October issue of Spinsheet!
Hospice Cup Celebrates 44 years on the Chesapeake Bay with Record Scratch Sheet and Non-Profit Fundraising
Annapolis, MD – Local yacht racers hoisted their sails on Saturday, September 13th for the 44th annual Hospice Cup regatta, an annual charity dedicated to raising funds and awareness for non-profit hospice organizations. The Sailing Club of the Chesapeake, who hosts the event, partnered with Storm Trysail Club and Severn Sailing Association to manage three […]
Competitor Info for 2025 Race Weekend
The regatta festivities kick off soon so here’s all you need to know to have the best time and make a maximum impact at the final charity regatta of the year. Race Registration – Sign up to race in the 44th Hospice Cup here. Crew Lunches – pre-order here! The deadline to order lunches is Thursday, September 11 […]
Summer 2025 Newsletter
Early registrants for this year’s race get personalized skipper bags from 727 Sailbags Registration is open for the 2025 Hospice Cup Regatta, taking place Saturday, September 13, 2025 in Annapolis, Maryland and thanks to our partner sponsor 727 Sailbags, the first 20 registrants will receive a skipper bag from the brand personalized with their sail number! Don’t delay – […]
Hospice Cup Celebrates Plastic-Free July with Renewed Zero Waste Commitment for 2025
Annapolis, MD – In celebration of Plastic-Free July, the Hospice Cup regatta—the nation’s largest charity yacht race—announced a renewed and ambitious commitment to sustainability for its 2025 event. Following a landmark year in 2024 that saw the regatta earn its first-ever Platinum Clean Regatta certification from Sailors for the Sea, organizers are setting their sights even […]
