Things to Do in Wilmington

Chesapeake Bay is home to legendary beautiful waters, diverse flora and fauna, and Paddlefest, an annual paddle-sports event organized by the team at Ultimate Watersports. Held on the Gunpowder River, which flows into the bay, the festival shows off the industry's latest toys, allowing attendees to try out brand-new kayaks and paddleboards on the sparkling fresh water. For the rest of the season, Ultimate Watersports brings its know-how to the shores with kayak tours, paddleboard lessons, and sailing trips that have remained a bay fixture for more than 26 years. Waterfront enthusiasts seek out the company's reliably well-maintained and up-to-date watercraft to do everything from gain a windsurfing certification to practice heckling standup paddleboard comics. Additionally, seasonal kids' camps help youngsters to stay active while gaining an appreciation for watersports and the splendor of the outdoors.:m]]

At the Maryland Drafts and Laughs Festival, attendees sample suds from taps dispensing more than 50 craft and imported brews. As festival-goers make their way among breweries such as Port City and Yuengling, they can break for comic relief at one of five standup shows. There, regional comedians culled from Last Comic Standing, Comedy Central, and Sirius XM Radio entertain with adult-brand humor. Visitors can also sit in on presentations and Q&As with brew masters from Flying Dog and Heavy Seas, asking them about their unique brewing process or how many elves it takes to seal a beer can once it's been filled. To sustain the unlimited sampling, food and soda will be available for purchase.

When Pete and Kate Vonderheide moved from Hawaii to Annapolis to live closer to their family, they thought they'd have to give up a career of ocean kayaking to resume responsible office jobs. Soon they recognized the historic city harbor's lack of kayak tours and knew they couldn't stay inside forever. Their shared passion for history spurred them to research and interview the locals until they'd compiled enough historic material to start leading tours. Today, their tours can teach something new even to locals.

The Vonderheides continue to assemble a team of outdoor guides certified in CPR and first aid who all bear a well-researched knowledge of area wildlife and history. These experts lead two-hour scenic tours through the historic harbor. Starting each excursion with a brief paddling lesson, they put first-timers at ease with basic instruction and an amiable demeanor, unlike guides who rely only on their convincing Captain Ahab impressions. Excursions begin at the Spa Creek headwaters in Truxtun Park and lead participants into open-harbor waters to drift in full view of the state capitol building, the US Naval Academy, and historic Eastport. Trips peak at the City Dock, where participants receive a break to take photos and rest. On the return trip, guides field open-ended questions about city history such as presidential visits, the crabbing and oystering trade, and whether George Washington had to swim using floaties.

Since its first event in 2008, the Chesapeake Bay Wine Festival has steadily added to its multisensory feast of libations, food, and live sounds. Originally conceived to highlight Maryland's wines, beers, and local delicacies, the festival now brings wines from around the world to its bayside location. White tents shield tasters from rain, sunburn, and any curious fish who might try to leap into their goblets. Each year, the festival benefits an array of community- and family-focused organizations.

Buoyed by decades of experience, Starlight Fleet founder Captain Jim Cicchitti shepherds travelers into Atlantic pastures for deep-sea-fishing voyages, dinner cruises, and dolphin- and whale-watching excursions.

Aboard his Dark Star cruise ship, up to 49 guests of all ages delight in a variety of pirate-themed activities, from face painting and treasure hunts to storytelling and plank walks for obnoxious little brothers. In between sword fights and water-canon battles, all performed by a crew of professional pirates, seafarers enjoy the scenic views from the 50-foot boat, which was built by a naval architecture firm in accordance with US Coast Guard guidelines.

The blue waves foam, disturbed by something massive in the depths. Then, in a flurry of spray, a humpback whale breaks the surface, slapping the water with its gray and white fins. This exhilarating sight is frequently afforded to guests of Cape May Whale Watcher. Helmed by Captains Jeff Stewart Sr. and Jr. alongside Captains Miles, Jack, and Jim, the company’s fleet of two provides comfortable, fast-paced passage to some of the favorite haunts of marine mammals on the eastern seaboard. Knobble-jawed humpbacks and smooth-skinned finbacks are often found frolicking and playing pranks on plankton in the teeming ecosystem of Delaware Bay and the surrounding ocean, and the Stewart family offers a guarantee that if no whales, dolphins, or porpoises are spotted, tourists receive a complimentary, never-expiring voucher for another venture. Besides their cetacean-spotting voyages, the vessels run historical lighthouse cruises and catered sunset tours.