Lost Sailor Guide Service LLC
4.9/5 (66 reviews)
Shell Mill Road, Bishopville, MD 21813, United States–
Lost Sailor Guide Service LLC
4.9/5 (66)
•
Angler's Choice
Shell Mill Road
Bishopville, MD, United States
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Welcome to Lost Sailor Guide Service LLC, your gateway to unforgettable fishing adventures in Ocean City! Join Captain Skip Maisel for an exciting day on the water, where you'll chase prized fish and take in the stunning beauty of Maryland's coast. Whether you're looking to fish inshore, nearshore, flats. Captain Skip knows exactly how to make your trip both productive and enjoyable.
Aboard a 25' Privateer pilothouse boat, you'll have all the amenities you need for a smooth and safe adventure. With room for up to 4 anglers, this boat is powered by a new 300HP Suzuki engine. You'll also have an ice-box and livewell to keep your catch fresh throughout the day.
On your trip, you'll have the chance to reel in a variety of exciting fish, including Bluefish, Striped Bass, Flounder, and Weakfish. Whether you prefer light tackle, bottom fishing, drift fishing, jigging, or popping, Captain Skip will guide you to the best spots using the most effective techniques. Families are welcome, and kids over 6 can join the adventure too. Please contact the Capt. when kids are fishing. Whether you choose to keep or release your catch, the choice is yours!
Captain Skip takes care of everything — from fishing rods and reels to tackle, licenses, and even drinks. All you need to bring are your favorite snacks and a sense of adventure! Adult beverages are allowed.
Book your trip with Lost Sailor Guide Service LLC today, and get ready for a fantastic fishing experience that you'll remember for years to come!
Rating
4.9
66 reviews
5
62
4
3
3
0
2
0
1
0
4.9
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience
Anglers' gallery (71)
+65
What anglers say
98%
Great experience
89%
Family friendly
100%
Friendly captain
100%
Good boat
98%
Recommended
89%
Caught fish
All reviews (66)
Filter
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Sort by: Featured
Featured
Showing 1 – 5 of 66 reviews
Susan Kelly
5.0
Verified
5-Star Review for Captain Skip– A Perfect Day on the Water!
4 Hour Trip – Bay Fishing on July 21, 2025 • 1 adult • 2 children
We had an absolutely incredible day out on the water with Captain Skip! From start to finish, everything was smooth, professional, and a whole lot of fun. He put us right on the fish—we caught over 40! (While other boats around us weren’t having as much luck!) He really knows his stuff and worked nonstop to make sure we had lines in the water constantly. He even helped us fillet a big flounder that was over the size limit—now that’s a dinner the boys won’t forget! He handled my two energetic 12-year-old boys like a pro. Patient, encouraging, and funny—he kept them engaged the whole trip. If you’re looking for a memorable charter with someone who knows the water, keeps things safe, and makes it fun for the whole family—Captain Skip is your guy. We’ll definitely be booking again!
Reported catch:
Response from Captain
July 29, 2025
Susan, Thank you. Had a great time myself. Thanks for booking with us! See you all again next year hopefully!
0
Brad Schrock
5.0
Verified
Highly recommend
4 Hour Trip – Bay Fishing on July 8, 2025 • 4 adults
Captain Skip was awesome. Great communication before, and lots of fun on the water. He definitely knows his way around the area, taking us to many spots. Nothing was biting for anyone on the water, but it wasn’t for lack of trying. Captain Skip still made sure we had a great time. Will definitely go with Lost Sailor again next time.
Response from Captain
July 9, 2025
Thanks for fishing with us. We tried it all. Had great time with your family.
1
Anthony Zaslav
5.0
Verified
We had the best time
4 Hour Trip – Bay Fishing on July 15, 2025 • 3 adults
I have taken a lot of charters with my boys and we agreed that Lost Sailor was our favorite so far. The Captain was great and super helpful and we caught a whole bunch of fish. I highly recommend ! 5 stars ⭐️ we will hopefully be back in August for round 2
Response from Captain
July 16, 2025
Thanks for the review. Had a great time from the beginning. Hope to see you guys again.
0
Benjamin Cogan
5.0
Verified
Great fishing trip
4 Hour Trip – Bay Fishing on June 22, 2025 • 4 adults
Went out for a fishing trip with Captain Skip, and had a great time. Skip kept us getting bites all afternoon, bay and ocean fishing. Based in Delaware, so more convenient for northern ocean city. Whole family had a great time, everyone caught fish!
Reported catch:
Response from Captain
June 23, 2025
Glad we could put all the family on their 1st flounder’s. Fun day. Thanks again.
0
Kyle Arsenault
5.0
Verified
Felt like Fishing with a Friend
4 Hour Trip – Bay Fishing on June 12, 2025 • 1 adult • 1 child
Cpt. Skip was a great guy that catered to me and my son for a half day of flounder fishing. Reeled in 18, largest at about 15". Great guy who knows his craft. Would highly recommend!
Response from Captain
June 13, 2025
Thanks Kyle, Had a great time fishing with you two. Glad we could put you on some fish. Thanks for booking with us. We hope to see you 2 again.
0
Trip availability and prices
Trip Date:
Days:
Group Size:
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March 2026
| Su | Mo | Tu | We | Th | Fr | Sa | |
|---|---|---|---|---|---|---|---|
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Number of days
1
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4 hour Striped Bass "2ppl only"
FREE Cancellation 3 days notice
4 Hour Trip
starts at 7:00 AM
Seasonal trip
Apr 1 - Nov 29
US $350
Entire boat: up to 4 people
US $350
Entire boat: up to 4 people
4 Hour Trip – Bay Fishing
FREE Cancellation 3 days notice
4 Hour Trip
starts at 7:00 AM
Seasonal trip
Apr 1 - Oct 15
US $450
Entire boat: up to 4 people
US $450
Entire boat: up to 4 people
4 Hour Trip – Bay Fishing
FREE Cancellation 3 days notice
4 Hour Trip
starts at 12:00 PM
Seasonal trip
Apr 1 - Sep 30
US $450
Entire boat: up to 4 people
US $450
Entire boat: up to 4 people
There are 3 people looking at this charter.
Rating
4.9
66 reviews
5
62
4
3
3
0
2
0
1
0
4.9
Boat & equipment
5.0
Captain & crew
4.9
Fishing Experience
Anglers' gallery (71)
+65
What anglers say
98%
Great experience
89%
Family friendly
100%
Friendly captain
100%
Good boat
98%
Recommended
89%
Caught fish
All reviews (66)
Filter
Filter
Sort by: Featured
Featured
Showing 1 – 5 of 66 reviews
Susan Kelly
5.0
Verified
5-Star Review for Captain Skip– A Perfect Day on the Water!
4 Hour Trip – Bay Fishing on July 21, 2025 • 1 adult • 2 children
We had an absolutely incredible day out on the water with Captain Skip! From start to finish, everything was smooth, professional, and a whole lot of fun. He put us right on the fish—we caught over 40! (While other boats around us weren’t having as much luck!) He really knows his stuff and worked nonstop to make sure we had lines in the water constantly. He even helped us fillet a big flounder that was over the size limit—now that’s a dinner the boys won’t forget! He handled my two energetic 12-year-old boys like a pro. Patient, encouraging, and funny—he kept them engaged the whole trip. If you’re looking for a memorable charter with someone who knows the water, keeps things safe, and makes it fun for the whole family—Captain Skip is your guy. We’ll definitely be booking again!
Reported catch:
Response from Captain
July 29, 2025
Susan, Thank you. Had a great time myself. Thanks for booking with us! See you all again next year hopefully!
0
Brad Schrock
5.0
Verified
Highly recommend
4 Hour Trip – Bay Fishing on July 8, 2025 • 4 adults
Captain Skip was awesome. Great communication before, and lots of fun on the water. He definitely knows his way around the area, taking us to many spots. Nothing was biting for anyone on the water, but it wasn’t for lack of trying. Captain Skip still made sure we had a great time. Will definitely go with Lost Sailor again next time.
Response from Captain
July 9, 2025
Thanks for fishing with us. We tried it all. Had great time with your family.
1
Anthony Zaslav
5.0
Verified
We had the best time
4 Hour Trip – Bay Fishing on July 15, 2025 • 3 adults
I have taken a lot of charters with my boys and we agreed that Lost Sailor was our favorite so far. The Captain was great and super helpful and we caught a whole bunch of fish. I highly recommend ! 5 stars ⭐️ we will hopefully be back in August for round 2
Response from Captain
July 16, 2025
Thanks for the review. Had a great time from the beginning. Hope to see you guys again.
0
Benjamin Cogan
5.0
Verified
Great fishing trip
4 Hour Trip – Bay Fishing on June 22, 2025 • 4 adults
Went out for a fishing trip with Captain Skip, and had a great time. Skip kept us getting bites all afternoon, bay and ocean fishing. Based in Delaware, so more convenient for northern ocean city. Whole family had a great time, everyone caught fish!
Reported catch:
Response from Captain
June 23, 2025
Glad we could put all the family on their 1st flounder’s. Fun day. Thanks again.
0
Kyle Arsenault
5.0
Verified
Felt like Fishing with a Friend
4 Hour Trip – Bay Fishing on June 12, 2025 • 1 adult • 1 child
Cpt. Skip was a great guy that catered to me and my son for a half day of flounder fishing. Reeled in 18, largest at about 15". Great guy who knows his craft. Would highly recommend!
Response from Captain
June 13, 2025
Thanks Kyle, Had a great time fishing with you two. Glad we could put you on some fish. Thanks for booking with us. We hope to see you 2 again.
0
FAQs about Lost Sailor Guide Service LLC
The fish you can target
What is the boat like?
Boat category
Cabin cruisersCapacity
4 personsBoat length
25 ftYear built
2006Boat manufacturer
PrivateerBoat type
PilothouseEngine model
SuzukiPowered by
1 x 300HPMax cruising speed
35 knots