ANNAPOLIS, Md.– April ushers in the long‑awaited return of boating season in Annapolis & Anne Arundel County, as the Chesapeake comes alive with busy marinas, harbor cruises, and the first sails of spring.

The month’s momentum builds with the Annapolis Spring Sailboat Show (April 24–26), a signature in‑water celebration that marks the unofficial start of the season, and with National Volunteer Appreciation Week (April 19–25), a moment to recognize the dedicated ambassadors who help welcome visitors year‑round.

It’s the time of year when the Bay opens back up — inviting everyone to get outside and explore what makes our waterfront so iconic.

Annapolis Spring Sailboat Show: April 24-26

The Annapolis Spring Sailboat Show returns to City Dock April 24–26, bringing the start of sailing season to life with more than 100 new and brokerage yachts on display. Set against the backdrop of America’s Sailing Capital, the in‑water show features catamarans, monohulls, racing boats, and inflatables, along with the latest gear, electronics, apparel, and accessories. It’s a vibrant weekend for seasoned sailors and curious newcomers alike to explore the Chesapeake Bay’s storied maritime culture and get inspired for days on the water.

Chesapeake Bay Adventures

With the Annapolis Spring Sailboat Show gliding into town, here are some additional ways visitors and residents can venture out on the water:   

As America’ Sailing Capital, there are many ways visitors and residents can set sail or find a watersport on the Chesapeake all season long. We recommend checking out these local boating, sailing, fishing charters, watersports, and tour options:

National Volunteer Appreciation Week (April 19-25)

Celebrated each year during the third week of April, National Volunteer Appreciation Week gives us a chance to recognize the time and commitment volunteers bring to our community. Their support strengthens Visit Annapolis & Anne Arundel County, local businesses, events, and nonprofit organizations. Every guest who enters our Visitors Center is welcomed by one of our volunteer specialists, and you’ll also find them at events, trade shows, and the VAAAC Mobile Visitors Center helping guide visitors through Annapolis and Anne Arundel County. We thank all our volunteers for their dedication to making our destination welcoming throughout the year.

Annapolis & Anne Arundel County Events in April

About Visit Annapolis & Anne Arundel County

Visit Annapolis & Anne Arundel County (VAAAC) is a nonprofit, partnership-focused destination marketing and management organization dedicated to fostering a welcoming destination and promoting tourism for visitors, partners, and the community.

The tourism and hospitality industry in Annapolis and Anne Arundel County significantly impacts Maryland’s economy. In 2024, visitor spending injected $4.3 billion into the state economy, attracting more than 7.2 million visitors, and sustaining more than 27,000 jobs (both directly and indirectly), according to the 2024 Economic Impact of Tourism in Maryland Report.

That daily impact — an average of $11.9 million in visitor spending — strengthens small businesses, supports the hospitality workforce, and enhances quality of life for residents across the region. For more information, please visit www.VAAAC.org.

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