If you love the outdoors and water, you’ll be thrilled at the endless variety of water adventures that await you in Annapolis and throughout Anne Arundel County. Whether you spend a day sailing the Chesapeake Bay, the largest estuary in North America, cruising our shores aboard a breathtaking yacht, or kayaking the many creeks feeding the Bay, you can find a water activity for everyone in the family. From performance sailing and boat shows to relaxing charter boats, the shoreline of Anne Arundel County offers great opportunities for family water excursions. Click on one of the links below to learn more.

Admiral of the Bay, LLC
Event planners for The Chesapeake Bay-Groups (2-250) people - Schooners, Custom Power Yachts - Weddings, Business meetings, lunch or dinner sunset cruises - crab feasts or formal dining.

Annapolis Bay Charters
Annapolis' premiere bareboat company offers a fleet of over 30 different sail and power yachts. We also specialize in customized yacht charters for social and corporate entertaining. Our reservation event department will handle every detail to ensure you occasion is memorable. Call today 410-268-2308! Or visit our website at www.annapolisbaycharters.net.

Annapolis City Marina
Diesel High Octane Gas. Pump-in/Out Facility. Deepwater slips with electric, water, phone, and cable TV available. Air-conditioned bathhouse and laundry, dinghy rack, picnic area with propane gas grill and picnic table. Open year-round

Annapolis Sailing and Powerboat School
America's oldest and largest sailing school. Learn to sail the Annapolis Way from beginner to advanced. KidShip Sailing School offers age appropriate instruction for kids from 5 to 15.Sail boat rentals available. Sail all summer for one low membership fee in the Keelboat Club.

Annapolis Sailing Cruises: Schooner Woodwind
Sail the Chesapeake on a 74-foot schooner! Raise the sails, steer the boat or sit back and relax on a two-hour sail. Special, longer event cruises, too. Departs from the downtown Annapolis Marriott Waterfront Hotel. Two 74-foot schooners offer a real Chesapeake sailing experience for public sails and private charters. Buy a ticket, or privately charter the entire boat. Fun, team match racing, corporate outings, crab feasts and catered sunset sails.

Annapolis Sailing Solutions
Experience a full or half-day sail with a licensed captain aboard a 34 foot Gemini Catamaran. Open itinerary. Limited to six passengers.

Chesapeake Beach Resort & Spa
Enjoy luxury accommodations with balconies overlooking the Chesapeake Bay, a full-service spa, marinas, slip rentals, charter fishing, two restaurants an outdoor cafe. Create memories for a day, weekend or lifetime.

Chesapeake Boating Club
Enjoy unlimited use of our fleet of 23 quality sailboats and powerboats from 19 to 36 feet. Low annual fee and online reservations make boating a breeze. Stop by for a free demo.

Chesapeake Fishing Unlimited
From single person fly fishing trips to your largest corporate groups, Annapolis Fishing Unlimited provides the most versatile, professional charter operation in town. Located right in the heart of Annapolis

Classic Sail Charters
Classic Sail Charters offers Chesapeake Bay sailing adventures for small private parties (up to 6) on Licentia, a beautiful 2008 Catalina 42 MK II. Come out and enjoy sailing with your friends, family, or significant other(s). Sunset cruises, Bay Bridge, and lighthouse tours. Your choice!

Dockside Boat Rentals, Inc.
Zodiac Boats for Rental very safe and reliable we come to you Rent by the hour half day full day or even a week

Down Time Sportfishing Charters
World Class Chesapeake Bay Sportfishing for private groups and family fishing charters. Full Time Professional Fishing Guide services and Annapolis area Chesapeake Bay Cruising. Licensed for up to six guests. Come on aboard and have a great day on the Bay! Call 443-949-8030 or visit our website at www.DownTimecharters.com for complete details.

Felix Charter
Felix Charter “Felix” the cat is a unique 45' sailing catamaran! We can accommodate up to 12 people. This cruise could be for a birthday, corporate outing, bachelor/bachelorette party, family reunion, etc. No sharing the boat with people you do not know. This will be your own event! Charter guests may choose from any number of food and drink options. Light snacks and soft drinks are included in our basic package. We cruise out of Bay Bridge Marina, other select locations.—Your 2 hr. cruise sails across the bay, past the Bay Bridge, to Annapolis, the Naval Academy, and back. We also have 1/2 day (4 hr. specials).

Fly & Light Tackle Fishing Charters
Enjoy Fly or Light Tackle Fishing for striped bass and other species on the Chesapeake Bay. ORVIS Endorsed Fly Fishing Guide Captain Tom Hughes provides everything, and boarding is just 15 minutes from Annapolis. Visit his website to view a variety of trips. Families Invited!

HyperAdventure.com
Charter this 30 foot Ocean Racing Speedboat! Skippered by a licensed master mariner...thrilling transport to restaurants...boat poker runs...weekend cruise to Eastern Shore...race boat experience!

J World Performance Sailing School
Specializing in personalized hands-on instruction, our courses are taught by top level sailors aboard late model performance sailboats. Limited class sizes, courses for beginners to advanced sailors and racers in both weekend and week long formats.

Kayak Annapolis, LLC
Enjoy an educational and exciting guided tour on sit-on-top kayaks through one of America's oldest seaports. The harbor and the Naval Academy will be the backdrop for our 3 hour tour that is history rich and designed for everyone- corporate groups, families, and leisure vacationers.

Liberte, The Schooner
Private, personalized charters for up to 49 guests. Sail aboard Annapolis’ most spacious schooner – corporate and teambuilding outings, weddings and events. Call Captain Chris and entertain the possibilities.

Lifestyles Yacht Charters
Lifestyles,an 83' yacht cruising the Chesapeake Bay from her berth in Annapolis, is available for corporate yacht charters, weddings, dinner cruises, team building or any special occasion.

Pirate Adventures on the Chesapeake
Come aboard for a Pirate Cruise. Let your child enjoy life a s a piratewhile you relax and enjoy the ride. Kids get their faces painted, dressup in pirate garb, fire water cannons and more!

Sail Away Catamarans
Sail Away Catamarans, the only 100% catamaran charter fleet on the Chesapeake Bay, is your top choice in sailing charters for special events and buying/selling catamarans.

Sarles Boatyard and Marina
Sarles Boatyard Marina offers transient slip rentals, kayak rentals, dinghy and kayak storage and boat maintenance, only railway in Annapolis.

SJ Koch Duffy Electric Boat Rental/Sales LLC
Enjoy the serenity and beauty of Annapolis waterways in a luxurious DUFFY ELECTRIC boat, all year round. As easy to drive as a golf cart so anyone can be their own captain. Seats up to 10 passengers.

South River Boat Rentals
Powerboat and sailboat rentals and charters on the Chesapeake Bay. We offer bareboat or captained charters by the half day, full day and weekly. Team building and corporate charters.

Springriver Annapolis Canoe and Kayak
Canoe and Kayak sales and rentals. Expert staff and large inventory on hand. Try before you buy from our floating dock in Eastport directly across from Ruth's Chris Steak House.

SunTime Rentals, Inc.
New nineteen foot Inboard powerboats and new Yamaha waverunners available for hourly, half-day and full day rental on the South River in Annapolis. Also, wake boarding, tubing and water skiing.

Watermark Tours, Charters, Cruises
Getting out on a boat in Annapolis is fun for adults and kids-and dog-friendly too. Enjoy a Watermark 40 minute Annapolis Harbor Cruise, a 90 minute Chesapeake Bay Cruise, a 2 ½ hour Lighthouse Cruise, Pirates of the Chesapeake, or a full Day on the Bay to St. Michaels. Charter Watermark’s luxury yachts on the Chesapeake Bay for weddings, corporate outings, team building and special occasions. For more information call 410-268-7601 or on-line at www.watermarkjourney.com

West River Cruises
Cruise the beautiful West and Rhodes Rivers on the historic Chesapeake Bay built Richard Lee. The Richard Lee, a classic 65 foot, 110 passenger, Coast Guard certified, double decked tour boat offers sunset cruises and custom charter events.

Womanship, Inc.
The renowned sailing school for women, taught by women - USCG licensed instructors. We guide novices to advanced sailors to joyful, confident competence onboard. Nobody Yells!

Yacht Basin Co., Inc.
Our marina is conveniently located between the Annapolis Marriott and the Annapolis Yacht Club. Slips for rent by day, week, month or year. Facilities include gas and diesel, ice, laundry, showers and parking.