Lost Sailor Guide Service LLC 

5.0/5 (1 review)
 Shell Mill Road, Bishopville, MD 21813, United States

Lost Sailor Guide Service LLC 

Bishopville, MD, United States
25 feet
4
5.0/5 (1 review)

You may qualify for a Loyalty discount with Lost Sailor Guide Service LLC. To check if the Loyalty discount is available for your selected dates, please sign in.

Set sail with Captain Skip Maisel for an unforgettable cruising experience along the breathtaking waters of Fenwick Island and Ocean City! Whether you're looking for a relaxing day on the water, scenic coastal views, or a customized cruise to explore hidden gems, Captain Skip will ensure your trip is both memorable and seamless.

Aboard a sturdy 25’ Privateer pilothouse boat, equipped with a 300HP Suzuki engine and all the amenities for a smooth ride, you’ll cruise in comfort and style. With space for up to four passengers, it’s the perfect setting for a private and personalized adventure.

Choose your ideal experience—whether it’s a sunset cruise, wildlife sightseeing, or coastal exploration. Want to anchor and take a dip in the refreshing waters? Prefer a relaxing drift while soaking in the beauty of Maryland’s coastline? The choice is yours!

Captain Skip provides everything you need for a hassle-free trip, including refreshments. Just bring your favorite snacks and your love for the sea!

Book your cruising trip with Lost Sailor Guide Service LLC today, and let the ocean be your guide to an unforgettable adventure!

Set sail with Captain Skip Maisel for an unforgettable cruising experience along the breathtaking waters of Fenwick Island and Ocean City! Whether you're looking for a relaxing day on the water, scenic coastal views, or a customized cruise to explore hidden gems, Captain Skip will ensure your trip is both memorable and seamless.

Aboard a sturdy 25’ Privateer pilothouse boat, equipped with a 300HP Suzuki engine and all the amenities for a smooth ride, you’ll cruise in comfort and style. With space for up to four passengers, it’s the perfect setting for a private and personalized adventure.

Choose your ideal experience—whether it’s a sunset cruise, wildlife sightseeing, or coastal exploration. Want to anchor and take a dip in the refreshing waters? Prefer a relaxing drift while soaking in the beauty of Maryland’s coastline? The choice is yours!

Captain Skip provides everything you need for a hassle-free trip, including refreshments. Just bring your favorite snacks and your love for the sea!

Book your cruising trip with Lost Sailor Guide Service LLC today, and let the ocean be your guide to an unforgettable adventure!

Earl Maisel
Captain
Earl Maisel
16 years of experience
responds within an hour

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
September 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
3 Hour – Bay Cruise (PM)
FREE Cancellation 3 days notice
3 hour trip starts at 12:30 PM
+1
US $400
Private tour: up to 4 people
3 Hour – Bay Cruise (PM)
FREE Cancellation 3 days notice
3 hour trip starts at 4:00 PM
Seasonal trip
Apr 15 - Oct 31
+1
US $400
Private tour: up to 4 people

Customer reviews

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Rating

5.0
(1 review)
5.0
Boat & equipment
5.0
Captain & crew
5.0
Experience

Customers' gallery (5)

All reviews (1)

Showing 11 of 1 review
Maureen Pedrick
Maureen Pedrick
us
Maryland, US
Member since 2026
5.0
Verified
I don’t think we could’ve had a better three hours
3 Hour – Bay Tour (AM) on June 20, 20263 adults

We could not have asked for a better experience. This was our first time using BoatBooker and our captain was incredible. What a great tour guide he had all the juicy gossip of the area knew all the fun spots and took great care and making sure we had fun. The boat was clean and comfortable we enjoyed ourselves immensely. Thank you so much for giving us the best three hours on your boat it brought back so many memories and you were sweet enough to listen to them. We will be booking this boat again.

FAQs about Lost Sailor Guide Service LLC

Lost Sailor Guide Service LLC offers the following trips to customers:
  • US $400 per group - 3 Hour – Bay Cruise (PM) (3 hours)
  • US $400 per group - 3 Hour – Bay Cruise (PM) (3 hours)
When you book a trip with Lost Sailor Guide Service LLC, you can expect the following amenities onboard:
  • GPS
  • VHF Radio
  • Chart Plotter
  • Depth Finder
  • Wheel Steering
  • Life Jackets
  • Audio System
  • Outside Speakers
  • Ice Box
  • Wireless Trolling Motor
  • Fishfinder
  • Rod Holders
Trips booked with Lost Sailor Guide Service LLC include:
  • Drinks
Lost Sailor Guide Service LLC offers the following activities:
  • Boat & Yacht Tours
  • Booze Cruises
  • Whale & Dolphin Watching
  • Eco-Tours
  • Sandbar Tours

Your operator

Earl Maisel
Earl Maisel
Earl Maisel

Bishopville, Maryland, United States

1 Customer reviews
Response time within an hour
Member since March 2025

Growing up, I spent countless hours fishing and exploring the back bays of Ocean City and Assateague Island. With years of experience running and working on various sportfishing boats, I've developed a deep passion for offshore fishing and inshore adventures. Whether you're looking for an exciting fishing trip or a scenic boat tour, I bring extensive local knowledge and expertise to ensure an unforgettable experience on the water.

1 Customer reviews
Response time within an hour
Member since March 2025

Growing up, I spent countless hours fishing and exploring the back bays of Ocean City and Assateague Island. With years of experience running and working on various sportfishing boats, I've developed a deep passion for offshore fishing and inshore adventures. Whether you're looking for an exciting fishing trip or a scenic boat tour, I bring extensive local knowledge and expertise to ensure an unforgettable experience on the water.

What the boat is like

Boat category
Cabin cruisers
Boat type
Pilothouse
Boat manufacturer
Privateer
Boat Model
Roamer
Year built
2005
Restored in
2020
Boat length
25 ft
Capacity
4 persons
Engine model
Suzuki
Max crusing speed
35 knots
Powered by
1 x 300HP
Engine Type
Outboard
Fuel Type
Gas
Number of cabins
1 cabin
Boat category
Cabin cruisers
Boat type
Pilothouse
Boat manufacturer
Privateer
Boat Model
Roamer
Year built
2005
Restored in
2020
Boat length
25 ft
Capacity
4 persons

Which kind of activities are offered

Boat & Yacht Tours
Booze Cruises
Whale & Dolphin Watching
Eco-Tours
Sandbar Tours

Which amenities are available onboard

GPS
VHF Radio
Chart Plotter
Depth Finder
Wheel Steering
Life Jackets
Audio System
Outside Speakers
Ice Box
Wireless Trolling Motor
Fishfinder
Rod Holders

What's included in the trip price

Drinks
Gatorade and Water included. Bring what you want.

What’s allowed on the boat

Child Friendly
Alcohol

What additional terms you should be aware of

Security deposit is not required

A refundable deposit is not required by the charter operator.


Fuel is included

Fuel is included in the price of the rental.

How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

More details

How you can pay

Pay online in full

Pay online in full through BoatBooker and save on credit card fees at the dock.

No additional fees.

Reserve with a 20% booking deposit, pay the captain the rest

When the captain confirms your trip, BoatBooker charges your credit card a 20% booking deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

 Cash

 PayPal

 Bank transfer

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