Deal Island Harbor hosts this race each Labor Day Weekend. The event also features a fishing contest and delicious local food.
Deal Island Skipjack Boat Race
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10 Ways to Get Out on the Water

Maryland's waterways are a defining feature of the Old Line State, and no visit is complete without leaving the land behind, even for just a little while. Here are ten great ways to see the Chesapeake Bay and other Maryland waterways.

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Deal Island Skipjack Boat Race

1 Sail on a Real Skipjack

The Skipjacks—queens of the Chesapeake oyster fleet and official Maryland state boat—are the last commercial sail fleet in the country, and there aren't many of them left. The H.M. Krentz, built in 1955, is based at the Chesapeake Bay Maritime Museum in St. Michaels, which is worth the trip in itself. Sailing charters on the H.M. Krentz depart daily from April to October—great months for enjoying Maryland’s waters.

Baltimore Water Taxi

2 Tour the Town on a Water Taxi

If you're visiting Baltimore’s Inner Harbor, take in the city’s skyline from a watery vantage point. A one-day pass for a water taxi gets you unlimited travel among 13 stops from the Inner Harbor to Fells Point to Ft. McHenry, so you have plenty of chances to hit all the harbor highlights right from the water.


More about Baltimore Water Taxis


Type:
Tour Services


Location:
1735 Thames St
Baltimore, MD 21231
410-563-3900


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Chesapeake Beach Resort and Spa

3 Charter a Fishing Boat

The Atlantic coast has ample opportunities for ocean game fishing, and the Chesapeake Bay is the perfect place for sport fishing, as well. Rockfish is the Maryland State Fish and a local favorite (known elsewhere as striped bass), but you'll also be able to catch Bluefish, Croaker, Trout, and a host of other species. Whatever you're after, Charter companies like the Upper Bay Charter Captains Association and the services at the Chesapeake Beach Resort & Spa can “hook” you up!

Take your family or group and see the Chesapeake in style when you sail on a yacht charter.

4 Cruise In Comfort

If manning the wheel (or the tiller) isn't your thing, charter cruise companies like Watermark Cruises offers comfortable rides out of Annapolis and Baltimore ranging from 40-minute sightseeing tours to all-day excursions. While you float along, the narrated cruises impart interesting information about the city you’re visiting and its waterfront history. Settle back and enjoy the ride.

Antique Boat in St. Michaels

5 BYOB (Bring Your Own Boat)

If you're lucky enough to have your own trailerable boat, there are dozens of public boat ramps waiting to serve you. Whether you’re in Ocean City (87th Street) or the Baltimore Harbor (Canton Waterfront), you can find a place to splash down, often for free. The Department of Natural Resources maintains a map of access points across the state, so begin your search there since hours and fees can vary.

Chester River Packet Company

6 Classic Cruise on Chester River

Make a statement when you cruise down the beautiful Chester River aboard a classic 1920’s-style yacht. The Chester River Packet Co. offers both charter cruises and public sails, leaving from High Street in downtown Chestertown.

Crisfield Boat Rentals

7 Rent a Ride

There are all shapes and sizes of boats available for rent around the Bay. Crisfield is a good place to check out (bonus: it is the "Seafood Capital of the World"), and Crisfield Boat Rentals offers fishing skiffs and pontoons to rent. But wherever you are on the Bay, someone will be happy to rent you a boat for an hour, a day, or longer—see all the boat rental options to choose from.

Deep Creek in Western Maryland provides a serene backdrop for bass fishing.

8 Dive into Deep Creek

If lake boating is your thing, check out Deep Creek Lake, Maryland's largest inland body of water, covering 3,900 acres. Fishing, canoeing, swimming and waterskiing are popular at the lake, which is surrounded by a state park. Public boat ramps are available, or if you don't have your own boat, you can rent one nearby. For novice boaters, a pontoon boat makes for low-key boating fun.


More about Deep Creek Lake State Park


Type:
Boating & Sailing


Location:
898 State Park Rd.
Deep Creek Lake, MD 21561
301-387-4111


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Jet Ski Ocean City

9 Jet Ski Ocean City

Jet skis are the motorcycles of the boating world, so what better place to show off your skills (or learn some new ones) than the beaches of Ocean City? Coastal Highway is lined up and down with Jet Ski rental shops (as well as rentals for surfboards, kayaks, and paddle boards). Do a couple of quick beach runs and be back in time for steamed crabs!

Enjoy water activities around National Harbor's marina.

10 Paddle Around the Potomac at National Harbor

National Harbor offers a number of options for getting out on the water from the shores of the Potomac River, including sunset kayak tours and introductory stand-up paddleboard classes. Or, just rent a kayak, canoe or SUP and explore on your own.

Boating & Watersports Photos & Videos

Stand-Up Paddleboarding at Sunset
Glide along the water with a stand-up paddleboarding session at sunset.
Yacht Charters on the Bay
Take your family or group and see the Chesapeake in style when you sail on a yacht charter.
Annapolis Spring Sailboat Show
Plan a visit around the Annapolis Spring Sailboat Show--you can even take a free sailboat ride!
Kayaking in Deep Creek Lake State Park
Skim over the calm waters of Deep Creek Lake.

Boating & Watersports

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Windsurfing in Ocean City
Water Sports

With rivers, lakes, beaches and the Bay, Maryland has an incredible variety of places to enjoy water sports. 

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Boating and Sailing

Search our comprehensive list of Boating and Sailing business listings here.

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Deal Island Harbor hosts this race each Labor Day Weekend. The event also features a fishing contest and delicious local food.
10 Ways to Get Out on the Water

So many ways to traverse Maryland’s waterways, so little time.

More

Boating and Sailing

Search our comprehensive list of Boating and Sailing business listings here.