Sailing out of the famous Nautical Mile on Long Island, Freeport, New York. The Captain Lou Fleet can fill all your party and charter boat needs!

Want to join us on one of our many fishing trips? Click the button below to see our full calendar and book now!

Book Now!

We've Been Nominated!

Once again, Captain Lou Fleet has been nominated for Best Fishing Boat on Long Island!

This year, help us take the win by visiting and voting for us under Best Fishing Boat Categorie. You can vote once per day! Voting is open until December 15th!


Join us for the Freeport Nautical Mile of Lights Annual Boat Parade!

December 4th, we will be sailing from 7 pm (boarding will be at 6:30 pm) to 9 pm!
$25.00 per person
DJ and Cash Bar on board! Don't miss out on the family fun!

Please contact or stop by our office. Booking for this event will not be available online.
516-623-5823 - 31 Woodcleft Ave. Freeport NY 11520

Our Fleet

Get information on each boat in our fleet and what's on our calendar and in season!

Please always check our calendar for available dates and times.
Captain Lou VII

85' Spacious Super cruiser. Featuring a fully covered upper deck with a comfortable
climate-controlled cabin and spacious galley.

Current Available Trips:

- Limited Full Day Blackfish
- Special - King of Tog Tournament
- Special Super Offshore Wreck trip
With Captain Anthony Gillespie!

Book Now!

Please check our calendar for available dates and times.

Starstream VIII

100' spacious, super cruiser. With a fully covered upper deck, a beautiful newly renovated cabin, and galley. Perfect for any party, event, and of course, fishing.

Current Available Trips:

Book Now!

Please check our calendar for available dates and times.

Atlantic Pearl

100' all aluminum super cruiser, spacious and perfect for sightseeing, all kinds of parties and
of course, fishing!

Current Available Trips:

Check our calendar for special trips on the Atlantic Pearl.

- Special Super Offshore Wreck trip

With Captain Anthony Gillespie!

Book Now!

Please check our calendar for available dates and times.


Join us for an open boat charter aboard the 35′ sport fishing boat, Accursia, and catch some of your favorite fish. This boat holds a maximum of six passengers. Rods & Reels, Bait, Tackle, Jigs, and Ice are supplied onboard. Please bring your own food and beverages.

Book Now!
Diamond Girl

Take a Cruise around Montauk Point and spend a few nights enjoying the beauty of Long Island's east end! Enjoy a scenic cruise to the Montauk Light House and Montauk Lake or other fun activities like paddleboarding. The Diamond Girl is the perfect getaway!

The Diamond Girl is located at .

Contact for Availability
Sapphire Princess

A modern luxury wedding/dinner Yacht designed and built for the purpose of hosting special events for up to 127 guests. The vessel is equipped with two full-service bathrooms, fine wood cabinetry, brass details, a full-service bar, a curved staircase leading to the second level, DJ booth, large dance floor, and two large outside areas with bistro tables and seating.

Learn More
Special offshore trips on the Captain Lou VII

Limited or Special Fishing Trips

Check out all of our special fishing trips run by Captain Anthony Gillespie!

Special - Offshore Codfish Trips
Special - 34 Hour Distant Canyon Trips
Limited - 3/4 Day Fluke Trips
Limited - 3/4 Black Sea Bass Trips
Limited - Full-Day Ocean Wreck Fluke Trips
Limited - Full-Day Blackfish Trips
Special - King of Tog Tournament

View Calendar

Fishing Updates

Stay up to date with all our fishing trips!

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    Want to charter one of our boats out for a private event?

    The Captian Lou Fleet has the perfect boat for any occasion!

    Private Charters

    Our fleet has the right boat for any occasion!

    • •Weddings
    • •Anniversaries
    • •Graduations
    • •Sweet Sixteen's
    • •Birthdays
    • •Fundraisers
    • •Sunset Dinner Cruises
    • •Brunch Cruises
    • •Church Functions
    • •Communions
    • •Mitzvah's
    • •Burials at Sea

    For more information or to book a private charter Contact Us at or call us at (516) 623-5823

    Birthday Parties, Special Occasions, and More!

    Want a memorable experience for your special occasion? The Captain Lou Fleet has it covered. From Sweet Sixteens to a 50th birthday party, we can help you make your event perfect!

    Learn More

    Fishing Trips

    Looking to charter out a whole boat for a great fishing trip? We have a boat for every size party and we can make that happen for large or smaller groups!

    Learn More

    Corporate Events

    Want to make your corporate event a little bit different than the rest? We have all the accommodations to make sure your event is not just professional but also an enjoyable time!

    Learn More

    Check out our Partner Sites!

    Long Island Whale & Seal Watching and Nautical Mile Cruises proud to use The Captain Lou Fleet's boats for all our events and cruises!

    Nautical Mile Cruises

    Looking for a fun night out on the water? Visit to view a full Calendar of all our Special Events, Scenic, Sunset, Moonlight, LGBTQ+ Drag Special, '70s, '80s, and '90s. Themed Cruises!

    Don't miss out on our special event with DJ Vinny Dice! Visit Nautical Mile Cruises for more information!

    Long Island Whale & Seal Watching

    Did you know you could see all kinds of marine wildlife right off the coast of Long Island? You can, and Long Island Whale & Seal Watching will take you right to nature's front door on one of our Whale or Seal Watching cruises!

    Check Long Island Whale & Seal Watching's Calendar for upcoming Whale Watching Cruises! Our first one starts May 15th!

    COVID-19 Precautions:

    We abide by all rules set for us by the US Coast Guard.

    All boats are cleaned and sanitized between each trip.

    The Captain Lou Fleet asks that all non-vaccinated passengers wear a mask, if you are vaccinated then a mask is not required.

    For more information on our COVID-19 Precautions, you can always contact us.