Find Yacht Rental Pros in Chesapeake Bay

South River Boat Rentals offers power boat rentals and charters. Rent or charter a boat for the half day, for the day, overnight or weekly. We offer bareboat charter or take a captain along.

We handle your boating needs, so you can focus on fun on the water. Chessie Maritime is available to help navigate through whatever hazards you may encounter during boat ownership. From bow to stern, if we cannot help we know someone who can.

Chessie Maritime offers meticulous cleaning with eco-friendly products and a touch-free wash and dry method. We carefully select biodegradable agents to remove dirt and pollutants without harming marine life. Our touch-free wash system gently lifts contaminants, reducing the risk of scratches. Advanced technology then dries your boat without harsh chemicals, leaving it ready for your next adventure. Experience ultimate protection with our graphene and ceramic mix treatment. Graphene shields against UV rays and oxidation, while ceramics repel water and dirt for easy maintenance and a glossy finish. Applied by expert technicians, this treatment ensures comprehensive coverage and long-lasting protection for your boat.

Annapolis Canoe and Kayak sells and rents canoes, kayaks and paddle boards, plus all the related gear and equipment you need to spend a day – or a lifetime – out on the water.

We’re the Mid-Atlantic and Chesapeake Bay’s exclusive white-glove, concierge dealer for new luxury yachts. Experience the beauty and precision of these globally-renowned yachts with us on the Chesapeake Bay and Atlantic Ocean.

Cruise Annapolis, a Waypoints Destination, is a boutique charter company in the heart of Annapolis offering luxury bareboat charters, crewed yacht charters, & ASA sailing instruction on the Chesapeake Bay. Our world-class fleet consists of new model Fountaine Pajot sailing catamarans and motor yachts, and Jeanneau sailing monohulls and powerboats. All of our yachts are well equipped, privately owned, and meticulously maintained. Whether you are looking for a short sailing getaway or a longer trip to explore the historic locations on the Bay, we're here to help you make the most out of your excursion. Additionally, if you love chartering so much that you'd like to own your own vessel, we have yachts available for ownership! Contact your Cruise Annapolis Charter Concierge to learn how it is possible to offset 80-100% of new yacht costs with tax advantages and income.

Herrington Harbour South is centrally located on the Bay with a multitude of exciting destinations within easy reach. The 1,500' Entrance Channel, maintained at 7' MLW, quickly takes you from the protected harbour to deep open water. Lounge on the private beaches, swim in the Olympic-size pool, dine at Ketch 22, enjoy breakfast, lunch or dinner at Chesapeake Market & Deli, grill in the picnic areas, play tennis/pickleball, and relax on your boat. We have a host of events for slipholders such as bonfires on the beach with drinks and live entertainment, a 4th of July Fireworks Celebration, free kayak/paddleboard use, and more. Everything you need is on-siteluding a full-service Fuel Dock, free WiFi, Cable TV, pump-outs, Private Bathhouses, Fitness Room and Sauna. Naturally preserved shorelines around the marina basin are home to an array of wildlife. Annual and transient dockage available. Only 20-minutes from the beltway to the bay. The Marina Office is open daily from 9am - 5pm.

Leisure port.

We offer memorable sail and powerboat cruises for families & friends seeking a private Chesapeake, Edgewater, South River and Annapolis getaway.

Welcome to Lucky Strike Fishing Charters, located in Solomons Maryland on the scenic Chesapeake Bay. We invite you to join us for a day of fishing aboard the Vessel Taurus. With the experience of the captain and crew and the best fishing equipment our goal is to treat you to one of the best fishing experiences on the Chesapeake.

Queen Anne Marina is located on Price's Creek in Stevensville Maryland directly across from Thomas Point Lighthouse. Features including floating piers and boat lifts with electric, water and Wi-Fi connections at all slips. Gas and diesel fuel are located onsite as well as a travel lift. Services include dry storage, hauls, launches, pressure washing and pump outs. Charter fishing businesses are onsite as well.