Annapolis Boat Tours
The best out of 21 boat tours in Annapolis - enter dates to check availability
23 ft
Up to 10 people
Just added to our fleet
Annapolis
Cruise the iconic waterways of the DMV in style aboard Floating Kneads Charters – DMV Waterways, a luxurious 2023 Harris Breeze Pontoon designed for unforgettable experiences on the water.
trips from
US $500
32 ft
Up to 6 people
4.8
/5
(39 external reviews)
Edgewater (24 min drive from Annapolis)
Step aboard Tight Times Charters, a beautifully restored 1990 Kencraft Challenger Pilothouse, now better than ever after a 2023 upgrade. Departing from Edgewater, this versatile vessel welcomes up to six guests for memorable adventures on the water.
trips from
US $400
46 ft
Up to 28 people
5.0
/5
(5 reviews)
Edgewater (5.4 miles from Annapolis)
Embark on an unforgettable maritime adventure with Hot Pursuit Charter Fishing LLC! Based in beautiful Edgewater, our 1993 Markley Custom vessel is your ticket to an exhilarating day on the water.
"We booked Don and the Hot Pursuit for a corporate boating event to watch the Blue Angels." — Denise,
"We booked Don and the Hot Pursuit for a corporate boating event to watch the Blue Angels." — Denise,
trips from
US $500
45 ft
Up to 6 people
Arnold (5.7 miles from Annapolis)
Set sail with Annapolis Host & Sailing Adventures aboard a beautifully restored 1987 Hylas 45 Sailing yacht (refit in 2025), departing from Arnold.
trips from
US $450
45 ft
Up to 38 people
Shady Side (38 min drive from Annapolis)
Experience an unforgettable adventure aboard Bay Hunter Charters, a spacious and well-equipped 45ft Downeast vessel based in Shady Side.
trips from
US $300
42 ft
Up to 6 people
Shady Side (38 min drive from Annapolis)
Set sail with Hallocks Grace Charters aboard the stunning 2002 Provincial 42 Downeast, docked in Shady Side, and experience the perfect blend of luxury, comfort, and adventure.
trips from
US $700
54 ft
Up to 6 people
5.0
/5
(2 reviews)
Stevensville (19 min drive from Annapolis)
Climb aboard Burton Charters, Inc., a sleek and spacious 2000 Sea Ray 540 Cruiser, and experience the Chesapeake Bay in comfort and style.
"Jim, James and Kimberly were amazing. Everything was perfect…amazing boat, safe and friendly crew and a perfect tour of the lighthouse." — Brandy,
"Jim, James and Kimberly were amazing. Everything was perfect…amazing boat, safe and friendly crew and a perfect tour of the lighthouse." — Brandy,
trips from
US $2,000
35 ft
Up to 6 people
5.0
/5
(50 external reviews)
Rock Hall (1 hr 17 min drive from Annapolis)
Step aboard Rowe Boat Sportfishing & Excursions, a beautifully restored 1990 Markley Pilot House Downeast, offering the perfect blend of classic charm and modern comfort.
trips from
US $700
41 ft
Up to 6 people
Baltimore (51 min drive from Annapolis)
Set sail aboard the Ditch Hag, a beautifully restored 1980 Gene Travers 41ft Chesapeake Deadrise Downeast, based out of Baltimore.
trips from
US $500
26 ft
Up to 6 people
5.0
/5
(1 review)
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103 external reviews
Pasadena (32 min drive from Annapolis)
Experience the perfect blend of relaxation and adventure with Stella Charters, a modern and versatile 2018 Avalon Pontoon, based in Pasadena.
"We booked captain Eric for our annual girls trip weekend. Everything was perfect from start to finish." — MEGAN,
"We booked captain Eric for our annual girls trip weekend. Everything was perfect from start to finish." — MEGAN,
trips from
US $400