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!

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 Trip
With Captain Anthony Gillespie & Captain Willie Garris

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 a galley. Perfect for any party, event, and of course, fishing.

Current Available Trips:

-Striped Bass 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:

  • Special - Super Offshore Wreck Trip
  • With Captain Anthony Gillespie

    Book Now!

Please check our calendar for available dates and times.

Diamond Girl

Great for up to 6 people for private charters or fishing! Now sailing out of Freeport on the Nautical Mile. This beauty is great for engagements and small group gatherings!

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 with Captain Anthony Gillespie!

Explore our exclusive fishing excursions led by the experienced and skilled Captain Anthony Gillespie!

Currently sailing trips:
Limited - 3/4 Day Fluke Trips
Special - 34-Hour Distant Canyon Trips
Limited - 3/4 Black Sea Bass Trips (starting July 1st, now bookable)

Future Trips:
Special - Offshore Codfish 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 Captain 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
    • •Fishing Charters
    • •After Wedding Parties
    • •Church Functions
    • •Communions
    • •Mitzvah's
    • •Burials at Sea
      •Corporate Events

    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

    The Captain Lou Fleet is sailing around social media!

    Keep up with all of our content and updates by following us on Instagram & Facebook

    🚨Full Day LIMITED #Blackfish Trips🚨
    Sailing this Sunday, 12/3, Monday 12/4,Tuesday 12/5, Wednesday 12/6 and Friday 12/8. Online reservations are a MUST for these trips! 6 am to 3 pm - check out our calendar for upcoming dates, schedule changes, or cancelations due to weather here:
    If you need more information, please check the link in our bio, or call our office from 9 am to 5 pm at 516-623-5823.
    #blackfish #fishing #fishinglife #fishingtrip #fishingislife #fishingaddict #fishingdaily #fishingtime #fishingboat #saltwaterfishing #fishinglifestyle #fishingguide #fishingseason #fishingpicoftheday #fishingcharters

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    🎅Freeport Nautical Mile of Lights Annual Boat Parade🎅
    Join us for the Freeport Nautical Mile of Lights Annual #BoatParade on Saturday, December 2nd, where we will have a DJ, a cash bar, and a whole lot of Family Fun! We will leave the dock at 7 pm, so please arrive at least 30min befo before boarding.
    🌟Tickets must be purchased in advance. To book now check out the link in our bio!🌟
    31 Woodcleft Ave Freeport, NY 11520 | 516-623-5823
    #christmaslights #parade #freeport

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    🎁We have gift cards!!🎁
    Don't miss out this holiday season and grab your special someone a gift card for The Captain Lou Fleet! We have both digital and physical gift cards available!
    Want to purchase a digital gift card check out the link in our bio!
    Want a physical gift card? Take a trip down to our office at 31 Woodcleft Ave. Freeport NY, 11752, and our office staff will be able to help you purchase one!
    #giftcardsfordays #giftcardsavailable #giftcards

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    Check out our Partner Sites!

    Long Island Whale & Seal WatchingNautical Mile Cruises  & Ashes of the Seas proudly use The Captain Lou Fleet's boats for all our events and cruises!

    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 to nature's front door on one of our Whale or Seal Watching cruises!

    Check Long Island Whale & Seal Watching's Calendar for upcoming Seal Watching Cruises starting January 1st!

    Nautical Mile Cruises

    Are you looking for a fun night out on the water? Visit to view a full Calendar of all our Cruises!

    The 2023 Season has just begun and we invite you to browse our calendar and plan your trip with us today!

    Ashes of The Seas

    We specialize in organizing and designing exquisite Nautical Farewell Ash Scattering Cruises.


    May your loved one drift easily in the currents and visit places they never dreamt of before.

    Ashes of the Seas offers an alternative to the norm in burial services.