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5 Reasons To Add Chesapeake Bay Boat Rentals To Your Boating Bucket List

Written by Boatsetter Team
December 26, 2017

Last Updated on December 1, 2023 by Boatsetter Team

Chesapeake Bay is considered by many to be the ultimate boating destination and boat rentals are a great way to take in all this amazing area has to offer. This impressive estuary contains mostly freshwater in Havre de Grace, Maryland to the north…and salty seas and air in Norfolk, Virginia near the Bay’s mouth. Whether you prefer day tripping, weekending, or port hopping, you’re sure to find your bliss somewhere on the Bay’s 200-mile length. And if you don’t have your own boat, explore the numerous Chesapeake Bay boat rentals that can get you out on the bay waters today.

  • Something for everyone! Let’s say you’ve taken a day off work, and the Chesapeake’s waters are calling you. If your life revolves around fishing, ease a runabout into a quiet little creek and drop the hook while you doze and enjoy some lunch. You can also take off on a go-fast powerboat and a craving for speed, bounce across the water with the wind whistling through your hair.
  • Sailor’s Delight! Or, if you’d rather spend the day under sail, motor out of your marina and catch a breeze on the open water. Because some parts of the Chesapeake Bay are more than 20 miles wide, you can sail for hours across the sparkling waves, the sails perfectly trimmed while you nosh on some lunch.
  • Extended Boating Trips Abound! Maybe you’re more of a weekend sailor. On Friday evenings, you’d prefer to head for the marina with a cooler full of provisions, stop for some cold drinks, and spend the night on the boat. Leaving early on Saturday morning, you enjoy sailing near the Eastern Shore before tucking into one of several rivers that peel off from the Bay. You find a photo-worthy creek perhaps occupied by a few other boats, and anchor for a tasty dinner and a restful night’s sleep.
    The next morning, you point the boat’s bow toward home. Of course, that’s part of the boating adventure and the Bay’s appeal. You could spend several weeks exploring the southern Chesapeake Bay, poking into rivers and ports on both shores.
  • Chesapeake Bay is for the Adventurer! With the Chesapeake’s often-finicky weather conditions, you never know if you’ll be motoring in flat calm or pounding through four-foot waves with 20 knots of wind. Boating on the Chesapeake is always an adventure!

If you’re between boats, but want a seaworthy vessel to call your own for a day, you’ll find that renting a boat in Annapolis is an easy thing to make happen. In fact, with so many powerboat and sailboat rental choices, you’ll feel like a five-year-old kid in an old-time candy store.

The leading boat sharing company, Boatsetter, offers boaters the opportunity to connect with local boat owners and rent privately-owned boats in the Chesapeake Bay area as well as worldwide. It’s as easy as choosing a boat in your area and booking with or without a captain. Once you find a boat rental that suits your tastes and budget, you’ll be ready to experience the Chesapeake Bay’s many moods for yourself.


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