Taylors Island Boat Tours
The best out of 10 boat tours in Taylors Island - enter dates to check availability
23 ft
Up to 6 people
Chasin Fins
Cambridge (25 min drive from Taylors Island)
Step aboard Chasin Fins, a sleek 2019 Key West 239 FS Center Console ready to take you on unforgettable adventures from beautiful Cambridge.
trips from
US $250
32 ft
Up to 6 people
Screaming Eagle Charters
5.0
/5
(3 reviews)
•
162 external reviews
Bozman (1 hr 11 min drive from Taylors Island)
Step aboard Screaming Eagle Charters—a classic 2010 Trojan Sportfish ready to show you the best of Neavitt and the Chesapeake Bay! With room for up to 6 guests, this well-equipped vessel is powered by a reliable 380HP Cummins diesel inboard and crui
"We were looking for people who new the area well, and this was the right team." — Leigh,
"We were looking for people who new the area well, and this was the right team." — Leigh,
trips from
US $400
23 ft
Up to 6 people
FishPit Charters
Nanticoke (1 hr 10 min drive from Taylors Island)
FishPit Charters invites you to explore the stunning Nanticoke waters aboard a fully restored 1999 Maycraft 2300 Pilot House — a versatile and comfortable vessel perfect for both adventure and relaxation.
+3
trips from
US $299
45 ft
Up to 38 people
Bay Hunter Charters
Shady Side (1 hr 57 min drive from Taylors Island)
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
Hallocks Grace Charters
Shady Side (1 hr 57 min drive from Taylors Island)
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
46 ft
Up to 28 people
Hot Pursuit Charter Fishing LLC
5.0
/5
(7 reviews)
Edgewater (32.0 miles from Taylors Island)
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 $550
48 ft
Up to 17 people
Lucky Strike Charters
4.8
/5
(254 external reviews)
Deale (1 hr 52 min drive from Taylors Island)
Step aboard Lucky Strike Charters, a spacious and stable 2007 Markley 48 Bay boat based out of Deale, perfect for unforgettable group adventures.
trips from
US $550
54 ft
Up to 6 people
Burton Charters, Inc
5.0
/5
(3 reviews)
Stevensville (1 hr 12 min drive from Taylors Island)
Climb aboard Burton Charters, Inc., a sleek and spacious 2000 Sea Ray 540 Cruiser, and experience the Chesapeake Bay in comfort and style.
"An amazing day that far exceeded all our expectations. We plan to be back yearly!" — Paula,
"An amazing day that far exceeded all our expectations. We plan to be back yearly!" — Paula,
trips from
US $2,000
35 ft
Up to 6 people
Endless Summer Charters MD
New
Annapolis (35.6 miles from Taylors Island)
Endless Summer Charters MD is a 2002 Markley 35 Markley Downeast (restored in 2025), based out of Annapolis. It can take up to six guests. The boat is powered by one 370 HP, diesel inboard Cummins engine, offering a maximum cruising speed of 18 knots.
+6
trips from
US $150
23 ft
Up to 10 people
Floating Kneads Charters – DMV Waterways
Annapolis (36.4 miles from Taylors Island)
Cruise the iconic waterways of the DMV in style aboard Floating Kneads Charters – DMV Waterways, a luxurious Harris Breeze Pontoon designed for unforgettable experiences on the water. Available throughout Baltimore, Middle River, and Washington D.C.
+1
trips from
US $750