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.
Annapolis 17
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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
Ocean City 16
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Sea Rocket
307 Dorchester St, Ocean City, MD 21842
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Sail Alyosha
12817 Harbor Rd, Ocean City, MD 21842-9601
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OC Banana
INSIDE De Lazy Lizard Look For The Beachball Watertower, Bayside Free Parking, 302 1st St, Ocean City, MD 21842
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Tipsy Tikis
12924 Sunset Ave, Ocean City, MD 21842-9270
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OC Bay Hopper
11703 Coastal Hwy, Ocean City, MD 21842
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Oc Swim Call
12924 Sunset Ave, Ocean City, MD 21842-9270
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Go With The Flow Md
12817 Harbor Rd, Ocean City, MD 21842-9601
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Liquid Tiki
307 Dorchester St, Ocean City, MD 21842-4124
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Go With The Flow
2107 Herring Way Ste 22, Ocean City, MD 21842-5537
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The Duckaneer Pirate Ship
311 Talbot St, Ocean City, MD 21842
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Intrinsic Yacht & Ship
12734 Sunset Ave, Ocean City, MD 21842
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Bayside Guide Service
2107 Herring Way, Ocean City, MD 21842-5537
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Ocean Wave Charters
Ocean City, MD
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Rhonda’s Osprey Charters
12911 Sunset Ave, Ocean City, MD 21842-9289
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Island Watrsports
307 Dorchester St, Ocean City, MD 21842-4124
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Salty Boat Tours
Ocean City, MD
Baltimore 11
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Urban Pirates
911 S Ann St, Baltimore, MD 21231
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Watermark Tours
555 Light St, Baltimore, MD 21202
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Bay Dream Sailing Charter Baltimore
951 Fell St, Baltimore, MD 21231-2948
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Sea Baltimore
951 Fell St, Baltimore, MD 21231-2948
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Cruising Brigadoon, Baltimore Boat Charters on a Classic Motor Yacht
321 E Cromwell St, Baltimore, MD 21230-5052
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Inner Harbor Spirit
561 Light St, Baltimore, MD 21202
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American Sailing Tours
400 Key Hwy, Baltimore, MD 21230-3973
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Cool Breeze Sailing Charters Llc
2809 Boston St, Baltimore, MD 21224-4814
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Boat Baltimore | Sail Local | Sailboat Charters
321 E Cromwell St, Baltimore, MD 21230-5012
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SipAhoy CycleBoats, LLC
500 Harborview Dr, Baltimore, MD 21230-5483
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Five Monkeys Yacht Charters
2501 Boston St 13, Baltimore, MD 21224
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JetCar Tours and Water Sports
201 Waterfront St, Oxon Hill, MD 20745
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City Cruises Washington DC National Harbor
165 Waterfront St, Oxon Hill, MD 20745
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National Elite Yacht Charter
165 Waterfront St, Oxon Hill, MD 20745
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Float Boat 360
168 National Plz, Oxon Hill, MD 20745-1139
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St. Michaels Sailing Charters
101 N Harbor Rd, St Michaels, MD 21663
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Love and dreams bay cruises
125 Mulberry St, St Michaels, MD 21663
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Weddings on a Sailboat
101 N Harbor Rd, St Michaels, MD 21663
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Sail Selina Ii
101 N Harbor Rd, St Michaels, MD 21663-2910
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Chesapeake Water Tours - Chesapeake City
1 Bohemia Ave, Chesapeake City, MD 21915
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MV Summer Breeze
208 Bank St, Chesapeake City, MD 21915
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M/V Bay Breeze of Chesapeake City
208 Bank St, Chesapeake City, MD 21915
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Blue Crab Chesapeake Sailing Charters
21055 W Sharp St, Rock Hall, MD 21661
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Nauti Blue Charters
21144 Green Ln, Rock Hall, MD 21661
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Rock Hall Tiki Boat
Rock Hall Tiki, 20880 Rock Hall Rd, Rock Hall, MD 21661-1407
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Pocomoke River Cruises
River St, Snow Hill, MD 21863
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Black Eyed Susan Riverboat
723 Water St, Snow Hill, MD 21078
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Pokemoke River Cruises
112 W Green St, Snow Hill, MD 21863-1040
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Kent Island Boat Charters
134 Bay Dr, Stevensville, MD 21666
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Casey Michelle Charters LLC
910 Kentmorr Rd, Stevensville, MD 21666
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RockOn Fishing Charters
910 Kentmorr Rd, Stevensville, MD 21666-3114
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Dudley Charters
Cambridge, MD 21613
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Tiki Splash
724 Water St, Charlestown, MD 21914-1178
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Chesapeake Windsail Cruises Corporation
4160 Mears Avenue, Dock X, Slip 15, Chesapeake Beach, MD 20732
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Chester River Packet Company
High Street Town Dock, Chestertown, MD 21620
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Tangier Island Cruises
1001 W Main St, Crisfield, MD 21817-1017
Dickerson 1
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Kountry Tiki Cruises
24801 Whites Ferry Rd, Dickerson, MD 20842-9378
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Peake Private Charters and Watersports
832 Shore Dr, Edgewater, MD 21037
Elkton 1
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Breeze Lines Cruises
114 Spears Hill Rd, Elkton, MD 21921-8227
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Envy Yacht Charters
225 E 2nd St, Frederick, MD 21701
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Sundance Sailing Charters
78 George St, Fredericktown, MD 21930
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Das Boot Sailing Charters
4883 Church Ln, Galesville, MD 20765
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Baron Charters
205 Jones Ln, Grasonville, MD 21638-1319
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M/V Summer Breeze
100 Congress Ave, Havre De Grace, MD 21078
Lusby 1
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Schooner Heron Charters
293 Deer Dr, Lusby, MD 20657-2713
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WNA Bahama Star Charters
3420 Edwards Ln, Middle River, MD 21220
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Belladoe Charters
18521 Herring Creek Rd, Tall Timbers, MD 20690
Also in Maryland
- Marinas and Harbors376
- Fishing Charters & Clubs190
- Boat Rentals108
- Boat Storage83
- Marinas with Transient Slips69
- Tackle and Bait Shops45
- Boat Ramps40
- Marinas and Facilities with Boat Launches26
- Kayak & Canoe Rentals26
- Marinas with Public and Private Boat Launches23
- Surf Shops & Schools20
- Scuba Diving Centers19
- Ferries & Water Taxis16
- Sailing and Yacht Clubs11
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.
How to shrink wrap a boat?
To shrink wrap a boat, cover support structures with protective padding, lay the shrink film across the hull, heat-shrink it with a heat gun, and add ventilation ports. For large vessels or professional weatherproofing in Maryland, check the 80 marine service providers cataloged on MarinaAtlas.
What is a marine survey?
A marine survey is a detailed inspection of a boat's hull, mechanical systems, and overall condition conducted by a certified surveyor. Across Maryland, MarinaAtlas indexes 80 qualified marine operators and survey specialists to assist buyers and insurance companies.