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 – these will go fast! Registration must be completed by this Sunday, July 27th to be eligible.
Now in its 44th year, Hospice Cup has evolved into the largest charity regatta in the United States, attracting around 100 boats each year. Founded in 1981, Hospice Cup raises critical funds and awareness for hospice and palliative care programs in the Mid-Atlantic region. Local programs like Montgomery Hospice & Prince George’s Hospice, Talbot Hospice, Capital Caring Kids, and Luminis Health Gilchrist Lifecare Institute benefit from the event’s success.
This year’s regatta features three racing circles designed to appeal to competitive yacht racing fleets of all levels includinga windward-leeward course for one-design and PHRF racers, a distance course for seasoned big boat competitors, and a cruising fleet course for club racers and casual sailors.
Registration for this year’s event can be found by clicking here.
Team Fundraising is live for Hospice Cup and the Charity Triple Crown Trophy
Team fundraising is a tradition that nearly all Hospice Cup skippers participate in and this year is no different. We’re encouraging everyone to get a head start by clicking here to head to the Hospice Cup fundraising portal. Once there, click Create a Team, and following the steps.
If you need additional support feel free to use the chat feature in the portal or email info@hospicecup.org. Happy fundraising everyone!
We love a good matching crew fit and 2025 gear is now available!
Click here to purchase this year’s Hospice Cup gear in time to wear on race day!
Looking for more ways to support? Come to our August events!
Paint & Sip – Wine & Painting with Artist in Residence Leah Bell
August 5th at 6:30 PM, Heather Crowder Studio in Annapolis
Join us for this fun and inspiring event where you’ll explore your creative side under the guidance of local artist Leah Bell, all while supporting a cause that touches so many—access to compassionate hospice care in our community. Supplies are included and no experience is required!
Brews & Breeze – Sunset Sail on the Wilma Lee with Crooked Crab Brewing
August 22nd at 5:30 PM, Annapolis Maritime Museum
Set sail with Hospice Cup aboard the iconic Wilma Lee for an evening of purpose and fun on the water. As we cruise the Chesapeake, enjoy refreshing craft brews from Crooked Crab Brewing Company and graze on elevated charcuterie and light bites, all set against a golden-hour backdrop.
Become a Hospice Cup Sponsor
Join us in making a difference and become a part of something great!
We offer corporate partnership packages at different sponsorship levels that not only support our cause, but also enable you to expand your reach.
Click here to learn about sponsorship options and partner with us.
