Excursions range from captained private sailboat rentals and sunset party boats to scheduled wildlife cruises and eco-tours. Choosing the right operator depends on whether you want a catered, hands-off experience or a BYOB group outing, as well as age restrictions for children. A map location shows where the vessel docks, but it will not tell you if fuel, captain fees, and safety gear are included in the listed rate.
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Z Flight Parasail and Watersports Annapolis
9980 Awald Rd, Annapolis, MD 21403
Mon–Sun 9am–5pm
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Pirate Adventures on the Chesapeake
311 Third St, Annapolis, MD 21403
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Schooner Woodwind
80 Compromise St, Annapolis, MD 21401
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Watermark Tours, Charters, Cruises
1 Dock St, Annapolis, MD 21401-1818
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Admiral of The Bay LLC
222 Severn Ave, Annapolis, MD 21403
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Darling Charters - Annapolis
301 4th St, Annapolis, MD 21403-2530
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Seas the Bay Private Sailing Charters
326 First St #30, Annapolis, MD 21403
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Tour Boat Annapolis
710 Americana Dr, Annapolis, MD 21403-3131
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Cruise Annapolis
222 Severn Ave Ste 36, Annapolis, MD 21403
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Classic Sail Charters
980 Awald Rd, Annapolis, MD 21403
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Intrinsic Yacht & Ship
7078 Bembe Beach Rd, Annapolis, MD 21403
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Classic Sail Charters
PO Box 5757, Annapolis, MD 21403
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YachtSalesInternational.com @ Martin Bird and Associates
326 1st St Suite 35, Annapolis, MD 21403
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Non Sea Quitter LLC
7074 Bembe Beach Rd, Annapolis, MD 21403-3600
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Atlantic Cruising Yachts
312 Third St Ste 101 Ste 102, Annapolis, MD 21403
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Motor Yacht Five Star
980 Awald Rd, Annapolis, MD 21403
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Annapolis Sailing Adventures, Llc
980 Awald Rd, Annapolis, MD 21403-3631
Also in Annapolis
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- 20
- 9
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More in Annapolis and Maryland
Boat Tours & Charters near Annapolis
- Ocean City16
- Baltimore11
- Oxon Hill4
- St Michaels4
- Chesapeake City3
- Rock Hall3
- Snow Hill3
- Stevensville3
Good to know
What is the difference between a boat tour and a boat charter?
A boat tour sells individual tickets on a scheduled route with a set itinerary and shared passengers. A charter reserves the entire vessel for your private group, often allowing custom routes, flexible departure times, and personalized food or drink options.
Are food and drinks usually provided on board?
Larger sightseeing tours often feature a cash bar or light snacks, while private charters frequently operate on a BYOB basis with ice and coolers provided. Always check local regulations and company rules regarding glass containers and alcohol before boarding.
How much do boat tours and charters typically cost?
Shared passenger tours typically cost between $30 and $90 per person depending on the duration and destination. Private charters generally start around $300 to $600 for a few hours on a smaller craft, while larger yachts or specialized sail charters can run $1,000 or more.