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Southold, NY Fishing Trip — May

Your Southold, NY Fishing Trip

May2 peopleFamily Trip
High 61°F / Low 54°F7.6" rain · 14 rainy daysMild weather — bring layers for cool mornings on the water.

What’s Biting in May

SheepsheadExcellent
Sheepshead
Various
Speckled TroutExcellent
Speckled Trout
Drift Fishing · Fly Fishing
CobiaExcellent
Cobia
Various

May Weather in Southold

61°F
Avg High
54°F
Avg Low
7.6"
Rainfall
14
Rainy Days

Mild weather — bring layers for cool mornings on the water.

4 Guides Matched

Peconic Water Sports - Peconic Water Sports
Peconic Water Sports

Peconic Water Sports

4.9(54)Top Rated
Southold, New York
Migration Destination Outfitters - Migration Destination Outfitters
Migration Destination Outfitters

Migration Destination Outfitters

5(21)Top Rated

Interested at targeting new species? We're spoiled out here on Long Island with the plethora of waterfowl. We can get you on Eider, all 3 Scoter, Old Squaw, Black Ducks, Mallards, Geese, and the list goes on!

Southold, New York
Longevity Sportfishing - Longevity Sportfishing
Longevity Sportfishing

Longevity Sportfishing

5(5)Top Rated

Inshore & offshore Fishing Charters, Lighthouse Cruises & Eco-Tours aboard the brand new LONGEVITY, North Fork Long Island's newest charter boat.

offshoreinshore
Southold, New York
North Fork Adventures Charters - North Fork Adventures Charters
North Fork Adventures Charters

North Fork Adventures Charters

5(2)Top Rated

Charter Fishing on North Fork of Long Island, located in Southold, NY

Southold, New York

Prepare for Your Trip

Gear recommendations and packing list for your trip. As an Amazon Associate, we earn from qualifying purchases.

What to Bring

Check with your guide about gear. Here's a recommended packing list:

Sunscreen (SPF 50+)
Polarized sunglasses
Hat or visor
Weather-appropriate clothing
Non-marking shoes or deck shoes
Water and drinks (stay hydrated)
Snacks or lunch
Cooler for your catch
Motion sickness medication (if needed)
Camera or phone (waterproof case recommended)
Valid fishing license (confirm with captain)
Rain jacket or windbreaker
Layered clothing (cooler offshore)
Light rain jacket
$910
Estimated total for 2 people
$455
per person
Charter $500
Tip $100
Licenses $60
Food $100
Lodging $150
Find Hotels
Southold from ~$150/night
Rent a Car
Pickup in Southold

Estimates based on local charter rates and averages. Contact guides for exact pricing.

Things to Do in Southold

Activities for your non-fishing days

Boat Tours & Cruises
Explore →
Snorkeling & Diving
Explore →
Kayaking & Paddleboarding
Explore →
Wildlife & Nature Tours
Explore →

What's Biting By Month

Peak

Sheepshead

Various
J
F
M
A
M
J
J
A
S
O
N
D

Speckled Trout

saltwater
J
F
M
A
M
J
J
A
S
O
N
D

Cobia

Various
J
F
M
A
M
J
J
A
S
O
N
D

New York Fishing License

License Cost
Resident$25
Non-Resident$50
Requirements

Required for ages 16+. Freshwater fishing only. Marine registry separate and free.

Buy License Online — New York

Species Regulations

Sheepshead
Season:Year-round
Bag Limit:3 per person
Size Limit:No size limit

Anglers must enroll in the Recreational Marine Fishing Registry. Check DEC website for any specific area closures or changes.

Speckled Trout
Season:Year-round
Bag Limit:3 per person
Size Limit:12-inch minimum total length

Anglers must enroll in the Recreational Marine Fishing Registry. Check DEC website for any specific area closures or changes.

Cobia
Season:Year-round
Bag Limit:1 per person
Size Limit:37-inch minimum fork length

Anglers must enroll in the Recreational Marine Fishing Registry. Check DEC website for any specific area closures or changes.

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