Event Types & Descriptions

Experience the beauty of Annapolis from the water on Capital SUP’s Sunset Paddle through Spa Creek and Downtown Annapolis. As the sun sets over the historic waterfront, enjoy calm water, golden-hour views, and a relaxing guided paddle perfect for all skill levels.

Explore historic downtown Annapolis from the water on a guided paddleboard or kayak tour through scenic Spa Creek. Enjoy waterfront views, local landmarks, and the city’s unique maritime charm while learning about Annapolis from experienced guides. Perfect for beginners and experienced paddlers alike.

Chronic Sailing Tunesdays – Paddle Rentals

Paddle out on a board or kayak to enjoy live music from a catamaran in Back Creek. This popular Annapolis event offers a fun, one-of-a-kind way to experience music on the water—perfect for a midweek outing with friends.

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.

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.

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.

Join Capital SUP X B’more SUP for a Sunset Social Paddle in Baltimore’s Inner Harbor and watch the skyline glow as the sun sets over the water. Enjoy calm harbor conditions, golden hour views, and a fun, social paddling experience, perfect for all skill levels on kayaks or paddleboards.

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.

Stand Up Paddle Board is fun and relaxing but it also makes for a great workout that builds core strength and improves balance. Join us for Stand Up Paddle Board yoga and fitness classes in Nautilus Point, Annapolis!

Stand Up Paddle Board is fun and relaxing but it also makes for a great workout that builds core strength and improves balance. Join us for Stand Up Paddle Board yoga and fitness classes in the Baltimore Inner Harbor!

Stand up paddleboarding (SUP) is fun and relaxing, but it also makes for a great workout that builds core strength and improves balance. Join us for SUP yoga and fitness classes at Sparrows Point in Baltimore, set against the scenic backdrop of the Chesapeake Bay!

Experience a guided paddleboard (SUP) tour through Baltimore’s Inner Harbor, exploring iconic waterfront landmarks with Capital SUP and B’More SUP.

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.