Event Types & Descriptions

Get ready for the 2026 Blue Angels Flotilla Paddle with Capital SUP in Annapolis, Maryland! Experience the U.S. Navy Blue Angels air show from the best seat in town — your paddleboard or kayak on the Chesapeake Bay. Enjoy front-row views as the jets soar overhead, creating an unforgettable afternoon on the water. This annual paddleboarding event is one of Annapolis’s most thrilling experiences, combining adventure, community, and the excitement of the Blue Angels show.

Experience a stunning sunrise paddle on the Chesapeake Bay as you glide beneath the iconic Chesapeake Bay Bridge, the best sunrise views in Annapolis. Perfect for all skill levels, this peaceful morning adventure combines beauty, relaxation, and community on the water.

Start your day with breathtaking views on Capital SUP’s Downtown Annapolis Sunrise Paddle. Glide across the calm waters of the Chesapeake Bay as the sun rises over the historic cityscape and harbor. Perfect for all skill levels, this guided paddleboarding tour offers the best sunrise views in Maryland, followed by breakfast at Bread & Butter Kitchen on the waterfront.

Join Capital SUP for a Sunset Paddle at Quiet Waters Park on Harness Creek and watch the sky burst with color as the sun goes down. Enjoy calm waters, golden hour views, and a peaceful paddling experience in Annapolis, perfect for all skill levels on kayaks or paddleboards.

Make memories on the water with your little one during Capital SUP’s Moms & Kids Paddle in Annapolis, Maryland! Join Bre for a relaxed, family-friendly paddle where moms and kids (ages 3–7) can enjoy quality time together on stand-up paddleboards or kayaks. This guided group paddle is perfect for beginners, with all gear provided — just bring your smiles and enjoy a fun, safe morning on the Chesapeake Bay.

Grab your leash and paddle for Capital SUP’s Yappy Hour Paddle in Annapolis, Maryland! This dog-friendly paddle lets you and your pup enjoy the Chesapeake Bay together on a SUP or kayak. Led by Chan Mee and her dogs Kaden and Adalynn, it’s the perfect event for animal lovers to relax, paddle, and make memories on the water.

Join Capital SUP in Annapolis, Maryland for a peaceful Full Moon Paddle led by Bryan Gomes, ACA Level 2 Instructor and Master Naturalist. Experience the magic of paddling under the moonlight while supporting a local non-profit on the Chesapeake Bay.

Discover the natural beauty of the Chesapeake Bay with Capital SUP’s Eco-Tours in Annapolis, Maryland. Led by our experienced, nature-loving guides, these educational paddle tours explore the local ecosystems, wildlife, and history of the area. Learn about native birds, marine life, and conservation efforts while enjoying a peaceful paddle on the Bay. Perfect for families, nature enthusiasts, and anyone looking to connect with the environment.

Celebrate Independence Day on the water with Capital SUP in Annapolis, Maryland! Join us for a guided fireworks paddle through Back Creek before anchoring to watch the Annapolis Fourth of July fireworks from the best seat in town, your paddleboard or kayak. This unique experience includes all gear, expert guides, and stunning views of the Chesapeake Bay illuminated by the night sky. Perfect for all skill levels and an unforgettable way to celebrate the Fourth of July on the water.

Explore the Historic Ghost Fleet of Mallows Bay! Join Capital SUP for an unforgettable adventure kayak tour through the Mallows Bay, home to the famous “Ghost Fleet” of shipwrecks. This unique paddle experience blends history, nature, and exploration, making it one of the most exciting paddling events of the season.

Get ready to celebrate Halloween on the water! Capital SUP invites you to join our festive Halloween Paddle, a fun-filled morning of paddling, costumes, and community. Whether you’re a witch, ghost, ghoul, or pumpkin, bring your best costume and enjoy the crisp fall air out on the bay.

Join Capital SUP in Annapolis, Maryland for River Sweepers, a community cleanup paddle on the Chesapeake Bay. Help remove trash from local waterways while enjoying time on the water. A $10 donation supports the Watershed Stewards Academy and their mission to protect and restore the Bay.