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46 boats in Annapolis, US
1 / 24
$195+/hour
TOP OWNER
Pasadena, MD
5.0
(34 bookings)
Still Crazy II - Cruise the Chesapeake in luxury! (Captained)
3 - 8 hours rental • Captained
1 / 15
$94+/hour
INSTANT BOOK
Pasadena, MD
4.9
(25 bookings)
24ft Proline
2 - 8 hours rental • No captain
1 / 10
$850+/hour
INSTANT BOOK
Annapolis, MD
5.0
(20 bookings)
54' Luxury Yacht – Perfect for Family, Friends & Business Outings
3 - 8 hours rental • Captained
1 / 7
$63+/hour
Essex, MD
4.9
(21 bookings)
18’ Mariah Bowrider
4 - 8 hours rental • No captain
1 / 6
$69+/hour
Severna Park, MD
Grady White
2 - 8 hours rental • No captain
1 / 4
$120+/hour
INSTANT BOOK
Glen Burnie, MD
5.0
(41 bookings)
Tahoe T16: Your Ticket to Fun on the Water!
2 - 8 hours rental • Captain optional
1 / 5
$125+/hour
INSTANT BOOK
Severna Park, MD
5.0
(4 bookings)
Black Godfrey Sweetwater Tritoon
2 - 8 hours rental • No captain
1 / 13
$97+/hour
Annapolis, MD
5.0
(29 bookings)
Stratos walkaround fishing boat
3 - 8 hours rental • No captain
1 / 15
$213+/hour
Edgewater, MD
5.0
(15 bookings)
Chaparral 256 SSX
2 - 8 hours rental • Captained
1 / 4
$125+/hour
Severna Park, MD
5.0
(5 bookings)
Blue Sweetwater Tritoon
2 - 8 hours rental • No captain
1 / 8
$192+/hour
Essex, MD
5.0
(4 bookings)
Beautiful captained yacht on Middle River
2 - 8 hours rental • Captained
1 / 9
$125+/hour
Edgewater, MD
5.0
(1 booking)
Enjoy a relaxing day on the Chesapeake bay with Tight Times charters!
2 - 8 hours rental • Captained
1 / 17
$50+/hour
TOP OWNER
Edgewater, MD
4.9
(64 bookings)
Excellent Chesapeake sailing onboard Windsnap
2 - 8 hours rental • Captain optional
1 / 8
$167+/hour
Edgewater, MD
5.0
(19 bookings)
26’ Sea Fox w/ Restroom - Bachelor-ette Parties!!!
2 - 8 hours rental • No captain
1 / 19
$276+/hour
Arnold, MD
5.0
(4 bookings)
38ft Regal
4 - 8 hours rental • Captained
1 / 26
$56+/hour
INSTANT BOOK
TOP OWNER
Edgewater, MD
5.0
(133 bookings)
"Equinox" - Center of the Sun - Lippincott 30'
8 hours rental • Captain optional
1 / 19
$191+/hour
Deale, MD
5.0
(4 bookings)
Amazing boating experience on the Chesapeake Bay
2 - 4 hours rental • Captained
1 / 19
$164+/hour
North Beach, MD
5.0
(3 bookings)
Beautiful Chesapeake Bay Fishing Charters
4 - 8 hours rental • Captained
Search as I move the map
$195
Still Crazy II - Cruise the Chesapeake in luxury! (Captained)
TOP OWNER
5.0
(34 bookings)
$195+
/hour
$94
24ft Proline
4.9
(25 bookings)
$94+
/hour
$850
54' Luxury Yacht – Perfect for Family, Friends & Business Outings
5.0
(20 bookings)
$850+
/hour
$63
18’ Mariah Bowrider
4.9
(21 bookings)
$63+
/hour
$69
Grady White
$69+
/hour
$120
Tahoe T16: Your Ticket to Fun on the Water!
5.0
(41 bookings)
$120+
/hour
$125
Black Godfrey Sweetwater Tritoon
5.0
(4 bookings)
$125+
/hour
$97
Stratos walkaround fishing boat
5.0
(29 bookings)
$97+
/hour
$213
Chaparral 256 SSX
5.0
(15 bookings)
$213+
/hour
$125
Blue Sweetwater Tritoon
5.0
(5 bookings)
$125+
/hour
$192
Beautiful captained yacht on Middle River
5.0
(4 bookings)
$192+
/hour
$125
Enjoy a relaxing day on the Chesapeake bay with Tight Times charters!
5.0
(1 booking)
$125+
/hour
$50
Excellent Chesapeake sailing onboard Windsnap
TOP OWNER
4.9
(64 bookings)
$50+
/hour
$167
26’ Sea Fox w/ Restroom - Bachelor-ette Parties!!!
5.0
(19 bookings)
$167+
/hour
$276
38ft Regal
5.0
(4 bookings)
$276+
/hour
$56
"Equinox" - Center of the Sun - Lippincott 30'
TOP OWNER
5.0
(133 bookings)
$56+
/hour
$191
Amazing boating experience on the Chesapeake Bay
5.0
(4 bookings)
$191+
/hour
$164
Beautiful Chesapeake Bay Fishing Charters
5.0
(3 bookings)
$164+
/hour